FabSwingers.com > Forums > Swingers Chat > Confessions of men: first anal experience.

Confessions of men: first anal experience.

By *uayside Glory Hole OP Man over a year ago

Gateshead Quayside

Perhaps a cheeky finger up the bum when the wife was giving you a blow job. Maybe safely in the privacy of your own bedroom all alone. Possibly a strap on or for the more sexually adventurous an actual cock….

How were you introduced to the pleasures of anal and where has it taken you. Time to confess

Reply privately (closed, thread got too big)

By (user no longer on site) over a year ago

D*unken experinece and now I love it

Reply privately (closed, thread got too big)

By (user no longer on site) over a year ago

Started alone with a finger whilst on family holiday ever since tried everything I possibly can

Reply privately (closed, thread got too big)

By *illloganMan over a year ago

Essex

An ex tried to stick a finger in during a blowjob.

Eventually let her do it as she was persistent, never got any pleasure from it personally.

Feel like I'm missing out!

Reply privately (closed, thread got too big)

By (user no longer on site) over a year ago

Fingered myself in my teens. Never looked back so to speak...

Reply privately (closed, thread got too big)

By *ikilovesCCouple over a year ago

village life, closest main town inverness

Can't remember tbh, butt it probably was the cheeky finger lol

Reply privately (closed, thread got too big)

By *batMan over a year ago

Alicante, Spain. (Sometimes in Wales)

In my late teens, a girl pushed a finger in my arse as she blew me. It did nothing for me.

Gbat

Reply privately (closed, thread got too big)

By *oungNfun1997Man over a year ago

Bristol

Started with playing in the shower, always felt amazing so kept exploring and now have a big fetish for all anal play

Reply privately (closed, thread got too big)

By *omRachCouple over a year ago

Wirral

Rach was the 1st to ever visit my bum hole many many years ago and since then it has been on the receiving end of tongues and toys also.

It has also been introduced to a couple of guys too and both got to get their cocks inside it.

Reply privately (closed, thread got too big)

By *irginLad32Man over a year ago

Woking

A friend i had oral fun with, had a go at putting it in me. It didn't go well and never again.

Reply privately (closed, thread got too big)

By (user no longer on site) over a year ago

Some body on fab messaged me and just thought why not. He lubed me up and gently slid in. Got to say I rather enjoy it lol

Reply privately (closed, thread got too big)

By *issy_sub_rTV/TS over a year ago

Near Thatcham

As an experimental teenager, the fingers went in and it was found to be good. So then I've continued to explore and enjoy over the years with toys and cocks.

Reply privately (closed, thread got too big)

By *ust RachelTV/TS over a year ago

Horsham

My first time anal was with a vibrator, I had been dressing for a while and fantised about a bloke fucking me. It was a bit of a let down, as it didn't do anything for me.

Reply privately (closed, thread got too big)

By *lexV16Man over a year ago

Welling

Got along with a couple where wife after few meets wanted me to fuck her hubby. Through few meets when they become bi mmf I don’t remember how but I end up rimmed and fingered by her and eventually with her hubby cock up my bum

Reply privately (closed, thread got too big)

By (user no longer on site) over a year ago

Started as a teen with whatever was safe to stick up there. Coincidentally this was the time I started dressing too.

Progressed from there to actual guys and girls fingers at uni and then a cock (and never looked back).

Reply privately (closed, thread got too big)

By *mizhereMan over a year ago

Brigg Hotel 15th

First time receiving was my first experience

First time giving was a few years later with a husband and wife encouraging me to fuck him hard

Reply privately (closed, thread got too big)

By *ecky and justCouple over a year ago

Godalming

Other than normal experimenting as a youngster, at age 19, an 18 year old best friend asked if he could blow me and that then led to us fucking each other.

Was an amazing experience even if he was huge.!

Been bi ever since.

It’s just sex and sexual attraction. I don’t get hung up on it.

Reply privately (closed, thread got too big)

By (user no longer on site) over a year ago

Wife’s vibrator & then many cocks lol

Reply privately (closed, thread got too big)

By *artytymemeMan over a year ago

Mansfield

An ex was giving me a blow job then went further down and stuck her tongue up my ass.

Best feeling ever!

Now my fwb always rims and fingers me.

We need a strap on!

Reply privately (closed, thread got too big)

By *ewsexycplCouple over a year ago

Midlands

Literally tried this Monday for the first time. Missus put four fingers up whilst wanking me. First time she's ever done it, mind blowing. We did try to get a dildo up but it was too sore!

Reply privately (closed, thread got too big)

By *irginLad32Man over a year ago

Woking

I love oral bi experiences. But that's my limit. Message me if interested.

Reply privately (closed, thread got too big)

By *uayside Glory Hole OP Man over a year ago

Gateshead Quayside

Loving the variety here.

Reply privately (closed, thread got too big)

By (user no longer on site) over a year ago

Initially wasn’t sure what the fuss was about until I had a ex gf who was wild about all things anal. I was hopeful that I may be introduced slowly to it, my first experience happened on my birthday where I was cuffed, blindfolded and put on all fours. I kept feeling the slightest of touches hit below my balls and cock making me drip until I felt something I’ve never felt before.. two hands spreading my at the time tight ass making it open, she was very vocal and exclaimed that it was a lovely tight smooth hole before slowly licking around the area causing me to twitch and throb. It continued with a slow but sensual tonguing, which was incredible.

It’s safe to say our anal play escalated, and now I am a huge fan of it all

Reply privately (closed, thread got too big)

By *ang average kinkMan over a year ago

Huntingdon

Like many, ex girlfriend with a cheeky finger and then progressed.

Reply privately (closed, thread got too big)

By *oding1Man over a year ago

marlow

Found a vibrator inserted caused huge precum flow then orgasm. Been addicted ever since.

Rod x

Reply privately (closed, thread got too big)

By *umblebiMan over a year ago

ayles

Reply privately (closed, thread got too big)

By *ilfCrumpet9Man over a year ago

North West

First time was receiving oral from this girl. Saw her put her finger in her mouth and felt it on my bum hole.

Then felt it go in must have had it in up to here knuckle lol. She just fingered it along with the motion of the blow job it was really nice explosive orhasm

Reply privately (closed, thread got too big)

By *ilfCrumpet9Man over a year ago

North West

"First time was receiving oral from this girl. Saw her put her finger in her mouth and felt it on my bum hole.

Then felt it go in must have had it in up to here knuckle lol. She just fingered it along with the motion of the blow job it was really nice explosive orhasm

Orgasm

Reply privately (closed, thread got too big)

By *iking67Man over a year ago

BP Auckland

Still waiting to experience (and hoping

)

Reply privately (closed, thread got too big)

By (user no longer on site) over a year ago

For guys that don't feel anything do you get any feeling of anykind of pleasure when you are full and it feels good to be empty?

Toilet wise that feeling.

It's a similar feeling.

Reply privately (closed, thread got too big)

By *inkyfun2013Couple over a year ago

lewisham

Can't remember the first time a woman fingered me during a bj but I love it. Various butt plugs are nice and I've got two awesome prostate vibrators. Rimming is nice occasionally too.

Taken a cock a few times - I like it because it's transgressive, but tbh the actual sensation is a bit dull. If anyone has a cock that vibrates, please message!

Love giving women anal but never really fancied buggering a bloke. I've inserted a cheeky finger in a fella whilst other hot stuff was happening, to see if I fancied it, and will probably do that again.

Reply privately (closed, thread got too big)

By *ooleyMan over a year ago

preston

[Removed by poster at 04/02/23 13:58:31]

Reply privately (closed, thread got too big)

By *ooleyMan over a year ago

preston

I wrote about my experience in the forum: https://www.fabswingers.com/forum/stories/1358617

Reply privately (closed, thread got too big)

By (user no longer on site) over a year ago

When i felt his bulge grind against me. I couldnt resist

Reply privately (closed, thread got too big)

By *penbicoupleCouple over a year ago

Northampton

It's not a confession in the slightest, as it's no different to anything else.

Started exactly as you say, with a finger. Has been two fingers when the woman was a little tipsy (and me too!). That was great, but not something I'm rushing to do.

Now, I'm happy for a guy to fuck me, if he's got the patience to go in slowly.

And Alice gets VERY turned-on watching me with her vibrator up there.

Reply privately (closed, thread got too big)

By *utlongjohnMan over a year ago

Same as most, ex gf rubbing my ass hole whilst sucking my cock. That led on to her putting it in and from there using small toys very much to my liking

Reply privately (closed, thread got too big)

By (user no longer on site) over a year ago

Rimming, fingers and toys with my wife and love it. Really want to move onto a strap on. Only tried once but found it uncomfortable. We'll get there.

Reply privately (closed, thread got too big)

By *illloganMan over a year ago

Essex

"For guys that don't feel anything do you get any feeling of anykind of pleasure when you are full and it feels good to be empty?

Toilet wise that feeling.

It's a similar feeling.

I get the feeling of something in there, but zero pleasure from the feeling, its just like "OK now what"

Reply privately (closed, thread got too big)

By *heltenhamBiGuyMan over a year ago

Cheltenham

Many years ago I was enjoying a 3 some with a married couple where I was balls deep in the wife in the missionary position...... felt my bum being lubed followed by the hubbys cock entering me, not painful at all and thoroughly enjoyed it...... Not looked back since!

Reply privately (closed, thread got too big)

By *owestoft ManMan over a year ago

Lowestoft

I was introduced to it many many years ago lol Loved it then and still do.

Reply privately (closed, thread got too big)

By *penbicoupleCouple over a year ago

Northampton

I wonder if those who don't feel anything are not having their prostate massaged. Pretty much a male g-spot and very pleasurable in my experience.

Reply privately (closed, thread got too big)

By *ubcdverykinkyMan over a year ago

Bourne lincs

I had my 1st meet with a tv. About 20 yrs ago and now I just love being fucked. Love it

Reply privately (closed, thread got too big)

By (user no longer on site) over a year ago

"Perhaps a cheeky finger up the bum when the wife was giving you a blow job. Maybe safely in the privacy of your own bedroom all alone. Possibly a strap on or for the more sexually adventurous an actual cock….

How were you introduced to the pleasures of anal and where has it taken you. Time to confess

Mr had a cheeky finger from an ex while she sucked him, he's always enjoyed anal since, despite being straight, then about 6 years ago despite not being turned on by anything mm based, he started living big cock / cuck porn which developed an interest in bi fun, which he has enjoyed ever since. But not kissing, caressing etc. Just wanking sucking and fucking.

Reply privately (closed, thread got too big)

By *gentlemanMan over a year ago

liverpool

A d*unken night and a ex using her buttplug on me, when it hits the right spot it does feel good

Reply privately (closed, thread got too big)

By *ocky82Man over a year ago

Watford

Finger from a gf whilst having sex when I was 16 was first time then ……..

Reply privately (closed, thread got too big)

By (user no longer on site) over a year ago

Mine was with J, she was giving me head and put a finger up there, pretty much instantly came!

Now we’re here with her wearing strap on’s and pegging

Reply privately (closed, thread got too big)

By *inky_CD71Man over a year ago

Oswestry

Away on business in a hotel. I was cross dressing and feeling sexy in my lingerie.

Organised a meet with a guy. He came over. A BJ start went further and he gently took my virginity. Lots of lube eased his BBC inside me.

Loved it. Quickly organised another meet on my next business trip

Reply privately (closed, thread got too big)

By *ang average kinkMan over a year ago

Huntingdon

"Mine was with J, she was giving me head and put a finger up there, pretty much instantly came!

Now we’re here with her wearing strap on’s and pegging

Living the dream

Reply privately (closed, thread got too big)

By *oreverTwinkMan over a year ago

San Antonio

My first time was outside in me and my friends elaborate for. We really did get extremely filthy for young boys experimenting. i was only a little older when i took my first adult cock in my ass. And by that time i had fantasized about it so much i had crazed desires to used and fucked.

Reply privately (closed, thread got too big)

By *ams12345Man over a year ago

london

first time i got fingered was on holiday by a masseuse 10 years on i’ve taken fingers, dildos and dicks lool

Reply privately (closed, thread got too big)

By (user no longer on site) over a year ago

I’m starting to get curious about receiving…

Reply privately (closed, thread got too big)

By *uayside Glory Hole OP Man over a year ago

Gateshead Quayside

Reply privately (closed, thread got too big)

By *igbiukMan over a year ago

Gerrards cross

I love a finger in the ass when I am getting sucked. Had a guy fuck me once before after he fingered me for my first ever time.

Reply privately (closed, thread got too big)

By *igbiukMan over a year ago

Gerrards cross

Still don't think it's been done right yet though

Reply privately (closed, thread got too big)

By *ddfellowMan over a year ago

wirral

Mine was with a much older man in my teens was a bit of a shock tbh as he said he just wanted to rub his cock on my ass.

Reply privately (closed, thread got too big)

By *zlakMan over a year ago

Lowestoft

When i was in my 20's a mate after a few beers told me he was bi, i told him i had thought about it and it turned me on. We want to his and after some play he asked if he could try it on me.

Lets just say i have not looking back since.

Even better if a wife is watching

Reply privately (closed, thread got too big)

By *uayside Glory Hole OP Man over a year ago

Gateshead Quayside

Keep the confessions coming. Post yourself or DM me and I can post anonymously.

Reply privately (closed, thread got too big)

By *ogk9Man over a year ago

worksop

Can’t say on here lol

Reply privately (closed, thread got too big)

By *race_cpl6665Couple over a year ago

Solihull

Anal dildo whilst wanking

Reply privately (closed, thread got too big)

By *uayside Glory Hole OP Man over a year ago

Gateshead Quayside

Confession submitted by DM:

My first anal experience was being told that a finger in your arse makes wanks better and so I tried it the next day told my mate he was so right! First rim job was as a laugh from a mate as a forfeit n first time being nailed was when me n a mate were messing about n he showed me a video of a lass taking a huge cock in her n said bet you couldn’t do that n so to prove him wrong I took his huge dick.

Reply privately (closed, thread got too big)

By (user no longer on site) over a year ago

Had a finger in the arse a few times likes it n ever the same if you do it to yourself, tried being pegged this year and not looked back what an experience

Would recommend to anyone

Reply privately (closed, thread got too big)

By *uayside Glory Hole OP Man over a year ago

Gateshead Quayside

Confession submitted via DM:

Me and the Mrs saw a MMF threesome at a club night last month. At one point one fella was fucking the other as he was busy with his tongue on the lass. Me and the Mrs both found it a huge turn on watching. We talked about it a few times over the next few days and she decided it was her mission to get me ready for our next visit where she wanted to see me get fucked. We’ve used her toys to help me explore and get used to it (with plenty of lube!). I came home from work one day a couple of weeks ago and she was looking very naughty. When she came into the bedroom wearing a strap on that night I knew why. To be honest I’ve been loving it all. I’m nervous about our next club night but get super hard thinking about being in my back, a guy between my legs fucking me as my lass is sat on my face. I hope the fantasy lives up to the reality.

Reply privately (closed, thread got too big)

By *ill.willMan over a year ago

Cheeky finger up the bum in the shower as a youth. As got older the wife gave a fingering and once had a vibe up there and have been rimmed.

Glad I tried them all but wouldn't rush back for more

Reply privately (closed, thread got too big)

By (user no longer on site) over a year ago

Had wank fun with a friend and as I got older I tried a few things brut 33 bottle, toothpaste pumps. Food etc.

Wife fingered once or twice a while back

Reply privately (closed, thread got too big)

By *unmatt888Man over a year ago

Duns

Spitroasted by an older gay couple.

Hope that counts as “adventurous”!

Reply privately (closed, thread got too big)

By *llie AssMan over a year ago

South Yorkshire

Hah. I knew that if I wanted to have pornographic sex, and realised that I wanted to be the one being fucked. So I practised with a dildo until I met a guy and... I realised that the psychological thrill of *being* fucked is something special.

Reply privately (closed, thread got too big)

By *ocky82Man over a year ago

Watford

Girlfriend when I was about 16/17 fingered my bum I still haven’t stopped I’m. 41 !

Reply privately (closed, thread got too big)

By (user no longer on site) over a year ago

I was getting a fantastic blow job from a good friend of mine when I felt her finger making its way up my bum. She was a touch too foreceful and I asked her to take it out. I recently bought her a surprise Christmas gift--a medium size clear glass dildo. She was very happy with the results she got fucking my ass with it and so was I. We are on a journey and we will finally get to the point where she and I will be riding a double-sided didlo stuck up our asses while her pussy is impaled on my cock.

Reply privately (closed, thread got too big)

By *angOnBunnyCouple over a year ago

Ipswich

In a gay sauna. I was giving a guy some head and somebody impaled me. Felt awesome and I bought myself toys the next day to explore further

Reply privately (closed, thread got too big)

By *ister_EMan over a year ago

Hayling Island

Cuckold husband rimming me while I was licking his wife out

Reply privately (closed, thread got too big)

By (user no longer on site) over a year ago

Self exploration, finger in bum whilst wanking

Reply privately (closed, thread got too big)

By *ontWannaMissASwingCouple over a year ago

Bristol

Self exploration.

Saw it in porn and wanted to try it so tried a finger.

Then have explored with plugs and other butt toys.

Now it's more when we decide to play together, either with a prostate vibe or plug.

Sometimes Mrs will slip a finger in, and has used the strap on (though that is rare)

I would do it more, but more than anything I can't be bothered with the prep

Reply privately (closed, thread got too big)

By *ongandharderMan over a year ago

Rotherham

I have self explored once but not for me

Reply privately (closed, thread got too big)

By *oupleus30Couple over a year ago

Minster

Experimenting with the mrs with double strap ons. Cock doesn't interest me

Reply privately (closed, thread got too big)

By (user no longer on site) over a year ago

Was fucked by a very pleasant guy who took his time about 5 years ago...enjoyed it and have been fucked a few times since.

Reply privately (closed, thread got too big)

By *yeSureMan over a year ago

Glasgow

It’s a one way system, exit only!

Reply privately (closed, thread got too big)

By *hastityPleasureGiverMan over a year ago

Rotherham

First anal experience was first year of being cuckold and had just got used to being in chastity full time my gf inserted a plug and stated this is part of your uniform you'll be wearing this whenever my bulls visit from now on

Reply privately (closed, thread got too big)

By *razytimesinloveCouple over a year ago

SW Scotland

Started out with Mrs rimming me, she’s used a finger or a toy a few times but I enjoy being rimmed more than penetration

Reply privately (closed, thread got too big)

By *r K and Mrs LCouple over a year ago

Leicester

Started with wife rimming me then pegging me, I enjoy both.

Reply privately (closed, thread got too big)

By *oveprettyfeetMan over a year ago

Banbury

Mine was a meet via Craigslist, met an older guy when I was maybe 19 and he was 50’s.

Had nowhere to meet so met outdoors, it was really underwhelming lol

I got him hard and rolled on the condom, lent against a tree and he slide in. It felt amazing if a little sore, he started to fuck me and after maybe 3-4 pumps he was groaning and cumming.

Reply privately (closed, thread got too big)

By *efinitelymaybe6996Man over a year ago

Redhill

Older guy, met online and agreed to meet. He was very forward and had me naked in about 5 mins from arriving. Thrown on the bed legs spread and being sucked I just let him do his thing. He very quietly slipped on a condom which I noticed when he walked to the bedside table and got lube. Daft at the time I didn’t put the dots together what he was doing as a bj from another man was pretty new to me. He then teased it around my hole and started pushing in. Really fucking hurt then eased of massively. He came in about a minute.

Reply privately (closed, thread got too big)

By *uayside Glory Hole OP Man 40 weeks ago

Gateshead Quayside

Confession submitted via DM:

My first time was with my army buddy I had seen he was close on fab and he had winked at me, i recognised his tattoos, dropped him a message and he said to come over to his room which was on the other side of camp, (I was a little d*unk and honry) I let myself into his room and he was there bent over jockstrap on lubed up, he said he had already been taking loads all night, dunno why but the thought of him being used and full of cum just sent me crazy I dropped to my knees and rimmed him he was cleaned shaved and I could see the cum start to drip out of him and on to lips and tongue, I then slid my cock deep into him and fucked like crazy I had never had my cock in a guys ass before it felt amazing, I came so hard and deep inside of him. He told me later that time he took 3 more guys cock that night. All army!

Reply privately (closed, thread got too big)

By *tuvyMan 40 weeks ago

bedford

I was a late teen he was late 60’s and a dirty pervert

Reply privately (closed, thread got too big)

By (user no longer on site) 40 weeks ago

Fingered by a fwb about 2 years ago whilst being given a BJ. Thought that was the hardest I'd ever cum but......then trained myself with butt plugs and she pegged me a few weeks later...then it was the hardest I'd ever cum when being wanked off at the same time

Reply privately (closed, thread got too big)

By *outhessex14Man 40 weeks ago

basildon

Started seeing a guy from the older version of fab ie cottaging, started with meet up and oral only and one day he slowly fucked me and loved it ever since! Never cum so much the way he fucked

Reply privately (closed, thread got too big)

By *utlongjohnMan 40 weeks ago

It started with a finger as you described whilst getting head from an ex many years ago, from that it led to a d*unken night where she ended up using her dildo on me.

From then on i openly state to future partners i enjoy anal play, rimming, fingering, toys etc.

The next move would be to be full on pegged

Reply privately (closed, thread got too big)

By (user no longer on site) 40 weeks ago

I was at university and had managed to pull a girl on a night out, I was fucking her missionary and she just licked her finger and slid it in my ass. At first I was unsure, but she started making loader moaning noises and telling me to fuck her harder as she was going to cum. Made me shoot so fast

I think I fucked her another 3 times that night and she loved fingering me

Reply privately (closed, thread got too big)

By *tagvixen40Couple 40 weeks ago

Sheffield

One of the first nights after me and Jess met she took it hard up the arse, she absolutely loves it, and so do I.

Reply privately (closed, thread got too big)

By *idcot58Man 40 weeks ago

Chepstow

Mine was at a swingers party felt great in my arse

Reply privately (closed, thread got too big)

By *heonixrising500Man 40 weeks ago

Barnsley

I been fingered and pegged with slim strap on

Reply privately (closed, thread got too big)

By (user no longer on site) 40 weeks ago

My first time was while serving a Domme. I was in stirrups and she slid a vibrator into me the first time, I absolutely loved it. This progressed in time to being pegged and I have never looked back

Reply privately (closed, thread got too big)

By *ihullfunMan 40 weeks ago

hull

First time giving was with my wife a few years ago, was horny and she was hungover and i was trying to have some fun and at first she wasn’t into it as she was hungover. I jokingly said if you do I’ll bum you and she just said go on then.

My first time with me bottom was years ago, Cannt say what age lol and how

Reply privately (closed, thread got too big)

By *eterinpantiesukMan 40 weeks ago

southam

"First anal experience was first year of being cuckold and had just got used to being in chastity full time my gf inserted a plug and stated this is part of your uniform you'll be wearing this whenever my bulls visit from now on "

was your prepare bottom available to her bulls ?did any take advantage, even briefly to demonstrate their dominance of you both

Reply privately (closed, thread got too big)

By *ravelling ChappieMan 40 weeks ago

Stroud

Many years ago was 69ing a woman when she slid a finger in....was a bit of a surprise, but very pleasant. I returned the favour and went from there

Reply privately (closed, thread got too big)

By *ourbon1Man 40 weeks ago

the beach

met a couple who i explained quite new to bi play but very open. as i was fucking her he was rubbing his cock on my arse hole fuck o was rick had and blew so hard now wanna find a lovely couple to take this further.

Reply privately (closed, thread got too big)

By *uayside Glory Hole OP Man 39 weeks ago

Gateshead Quayside

Confession submitted via DM:

My first anal experience was with a tv who just so happened to be someone who had made plenty of porn. I used to wank to her vids a lot so when she responded to a social media message and was keen to meet I had to visit her.

Upon arrival I was asked if I wanted to dress up and so I was dressed in stockings panties skirt and blouse high heels wig and make up which was an amazing experience in itself, I felt like such a slut.

She was all dressed up and looked and smelt amazing. She asked if I wanted to kiss like lesbians and watch in the mirror so our tongues entwined and it made me so horny watching us kiss. I couldn’t help but move my hand up her skirt and couldn’t believe how rock hard she was in her satin panties. It felt massive and as she pushed me down to my knees and pulled it out the sight of her huge cock was so arousing. It looked just as it had in the pornos id wanked to. Huge bell I could barely fit in my mouth.

She moved me to the hall way where there was a long mirror so I could watch myself sucking her. I pulled out my cock at this point and I was covered in pre cum looking at myself sucking this gorgeous porn stars cock. I looked up at her and asked if she would fuck me so she took me to the bedroom and told me to get on all 4s. The bedroom was a turn on too as I had seen vids of her in the very same room.

I wasn’t sure what to expect as I had never taken cock before and hers was 8 inches and so thick.

I asked her to be gentle and she was. She lubed me up and slowly eased her bell into me. She was very good, I didn’t feel any pain it was just pure pleasure as she now started to fuck me nice and slow at first but then she was banging it into me. I was moaning like a slut and could feel the pleasure right through my balls and cock as she pounded me. After a few minutes of fucking me she told me to cum for her as she grabbed my cock wanking me fast as she continued to fuck me it wasn’t long before my spunk was shooting all over the bed, was such an intense orgasm.

Afterwards she thanked me and said that I took her cock well.

Reply privately (closed, thread got too big)

By *ndercoverbos2Man 39 weeks ago

swansea

Recently on a night out with a few guys and one started talking this girl who had pegged him and he loved ass play. Never really tired apart from on myself in the shower a few times ages ago and didn’t really do much for me. Anyway, back to the night out and managed to pull a girl and went back to hers, while she was sucking me off she sucked my balls, spat in my gooch and stuck two fingers into my ass, loved it.

Reply privately (closed, thread got too big)

By (user no longer on site) 39 weeks ago

Still desperate to try either being pegged or fucked.

Reply privately (closed, thread got too big)

By *r Mind CandyMan 39 weeks ago

Cheshire

I like the idea, but my bum holio is like a balloon knot, the amount of lube required would make P Diddy blush.

Reply privately (closed, thread got too big)

By *orth_London_Guy100Man 39 weeks ago

London

This is an interesting strand.

My first was a woman I was seeing. She slipped a finger up it - it felt amazing. She must have initially used spit, but moved onto lube. She said we should try toys but never did, unfortunately.

She must have sensed something about me as she said she know I would be into it and that she thought I would enjoy guys doing that to me too.

Reply privately (closed, thread got too big)

By (user no longer on site) 39 weeks ago

I can't persuade my wife to even finger me, maybe she senses it might open the floodgates!

Reply privately (closed, thread got too big)

By *ingerie lover1TV/TS 39 weeks ago

Cardiff

My first wase with a finger and a small toy. My first cock was when I was 16.

Reply privately (closed, thread got too big)

By (user no longer on site) 39 weeks ago

I love a cheeky finger up there while I’m getting a bj. It feels so wrong but it’s good.

Reply privately (closed, thread got too big)

By *iger3Couple 39 weeks ago

Dunstable

Started with finger then on to toys and strap on with the Mrs but only tried the real thing once but wasn’t very successful but really want to try it

Reply privately (closed, thread got too big)

By (user no longer on site) 39 weeks ago

Started with a vibrator, but not until in 30s. Moved on to a plug. Now really love being pegged

Reply privately (closed, thread got too big)

By *artytymemeMan 39 weeks ago

Mansfield

My fuck buddy brought me a set of but plugs for my birthday.

Go from small to large.

I can get the first three in but the biggest one just won't fit.

Reply privately (closed, thread got too big)

By *EX-SMan 39 weeks ago

Aberdeen

I can't remember when I started getting fucked in the ass. But I love cocks n strapons

Reply privately (closed, thread got too big)

By *ikilovesCCouple 39 weeks ago

village life, closest main town inverness

"Started with finger then on to toys and strap on with the Mrs but only tried the real thing once but wasn’t very successful but really want to try it "

Yup, started with finger, toy and then strapon with us too lol

Not tried the real thing yet though

Reply privately (closed, thread got too big)

By *lice AgainTV/TS 39 weeks ago

Bristol

Decided I wanted to give it a try and met a guy in a secluded outdoor location.

He fucked me hard doggy style and I can with no hands... I was a convert!

Reply privately (closed, thread got too big)

By *annibal_LickedherMan 39 weeks ago

north

Played with my arse while having a wank. Enjoyed it.

Reply privately (closed, thread got too big)

By *winfrozrMan 39 weeks ago

Carnoustie

Finger from the wife

Rather liked it

Reply privately (closed, thread got too big)

By *uayside Glory Hole OP Man 39 weeks ago

Gateshead Quayside

Confession submitted via DM:

Anal play started with my ex. She was much more kinky and experienced than me when we met. Started with some rimming, then fingering me while she gave me a blowjob. I loved it. One day she pulled out a small dildo and persuaded me to try it. Again I fucking loved it and she loved pushing me to try new things. She broached the subject of going to a club and convinced me it would be fun. It really was. After a few months of going and having a lot of fun playing with others we found ourselves playing with this lad. Out of nowhere she said she wanted to see this lad suck my cock. He was game and to be honest she was definitely in charge so I went with it. This lad had skills and I was loving it. She was kissing me as this lad sucked my cock and I was teasing her down below. Then she looks down and tells him I love to be rimmed, and tells me to turn around. Obediently I did and bent over the bench I’d been leaning on. He wasted no time and got right in there. It was much more forceful and eager than when she rimmed me. She squeezed in front of me, her back to me and reached down to slide my cock into her and started rocking up and down my length as this guy kept teasing my arse with his tongue. I was in heaven. “He likes a finger in there too” she told him. Next I feel this guy sliding a finger into my wet hole. He fingered me a bit then went back in with his tongue. Then two fingers which felt great. “He likes bigger things in there too” she said with a laugh. “Put a condom on and tease his hole with your cock”. I was on the verge of saying no way to this but then she started really working my cock and turned her head round and whispered that she was so turned on. Next I feel his cock teasing my arse crack and I just go with it. I reached back and felt his cock. A decent size but probably not much bigger than the dildo we’d used. He’d slipped on a condom and lubed it up. I was too far in now so I just went with it. I felt him guide his cock head to my hole and just let out a long “fucccckkkk” as he teased my hole. She stopped riding me and turned to look at me, a very mischievous twinkle in her eye as she watched my reactions. Slowly he kept pushing in a tiny bit until I pushed back a little and his cock head slipped into me. I couldn’t believe I was doing this and just froze. Then she started riding me again as this lad slowly slid his cock into me and started fucking me. A couple of minutes later they were the ones frozen in place as I pushed back and forwards. Back to ride his cock and forward to fuck into my lass. Absolutely incredible. I shot my load a couple of minutes later and pulled off him. He whipped on a new condom and slid into my lass when she invited him in to churn up my load inside her. An incredible night that was definitely a turning point in my sex life. I’m not with her any more but I’ll always owe her for opening my eyes and expanding my horizons.

Reply privately (closed, thread got too big)

By *limJim35Man 39 weeks ago

chester

My progression was

Fingers

Toys

Pegging

Cocks

Fisting next on my list!

Reply privately (closed, thread got too big)

By *ornado69Man 31 weeks ago

Princess Risborough

Mine was getting pegged by a much older woman mmmmm

Reply privately (closed, thread got too big)

By *use and wolfCouple 31 weeks ago

angus

Until i met my Domme, anyone who tried, even the narrowest of pinkies, couldn't get me beyond the feeling of needing to poo.

One day, while i was tied and gagged, She was engaging in some psychological play and scaring me with a butt plug, and it slipped out Her hand, going most of the way in. Wasn't allowed it as a limit after that because i could handle it

Reply privately (closed, thread got too big)

By *arakiss12TV/TS 31 weeks ago

Bedfuck

Well I was in Wormwood Scrubs.......

Reply privately (closed, thread got too big)

By (user no longer on site) 31 weeks ago

A partner suggested trying it so I gave it a go. She wanked and sucked me while inserting a well lubed finger. It was very uncomfortable and I thought she had a whole finger up there but turns out it was up go the first knuckle of her little finger.

Didn't bother again.

Reply privately (closed, thread got too big)

By *ickedwillyCouple 31 weeks ago

Bangor

Bi night in a club I was bonking the wife in a hot tub when I felt someone touching my bum hole next thing he slipped his finger in as I bonked her.

My wife loved me telling her what he was doing.

Reply privately (closed, thread got too big)

By *tu100Man 31 weeks ago

Southampton

Used to enjoy slipping a finger in my ex's ass and one day she return the favour, didn't feel bad so she did it occasionally.

Reply privately (closed, thread got too big)

By *ndyrTV/TS 31 weeks ago

southport

Wonderful story

Reply privately (closed, thread got too big)

By *uayside Glory Hole OP Man 31 weeks ago

Gateshead Quayside

Confession submitted via DM:

In a pensioners flat in Torquay, both nude, laid on my side, he pushed his slim cock up me, then in a burst of energy fucked me like his life depended on it !

Reply privately (closed, thread got too big)

By *eeshellsCouple 31 weeks ago

Reading

I was 26, gf was 46. We were out shopping in Lakeside, she told me she had special plans when we got back to her flat. Nothing was said but I knew what she intended to do.

She tied my wrists to the bedhead with scarves, got out the lube and a vibratory and proceeded to give me a bj while using the toy.

A mind blowing orgasm followed that I've never got close to again. I felt like what I presume a woman feels like after a real bone shaker orgasm.

Reply privately (closed, thread got too big)

By (user no longer on site) 31 weeks ago

It was a long time ago when I had my first anal experience I was still a teenager. I was with my best mate at the time naked swimming in a creek then we started fooling about and it happened and I’ve never looked back.

Reply privately (closed, thread got too big)

By *oiluvfunMan 31 weeks ago

Penrith

A Fabster friend asked me if I’d ever been ‘milked’ before? I said I hadn’t, then on our next play date she introduced me to her 7” vibrator and told me to get on all fours, and just ‘relax’ lol. She definitely knew what she was doing, using lube, fingers then the vibrator (which slipped up there rather more easily than I imagined), and a short while later, omg! The most intense orgasm I’ve ever had, like a ‘whole body’ orgasm, and the biggest pool of my cum ever…..

Reply privately (closed, thread got too big)

By *tephanie 9090TV/TS 27 weeks ago

BISHOP

Stephanie patiently waiting for the right person...

Reply privately (closed, thread got too big)

By *ang average kinkMan 27 weeks ago

Huntingdon

So I've had the odd finger or two and even topped. But my fwb has told me she wants to use toys on me hopefully starting this week.

Reply privately (closed, thread got too big)

By *orester891Man 27 weeks ago

Have been thinking about asking a lady friend to introduce me to some bum play on me but a bit worried about the hygiene side, any suggestions ?

Reply privately (closed, thread got too big)

By (user no longer on site) 27 weeks ago

I was at university and went home with a cheeky young lady who was quite kinky. Over the course of the night we had a lot of fun and whilst I was fucking her she licked her finger and slid it into my tight virgin arse. I have to say after not a long time it caused me to unload in her wet and eager pussy. After that I experimented with a number of toys in my arse and love to fuck with a butt plug in my arse

Reply privately (closed, thread got too big)

By *cgmcgMan 27 weeks ago

kingston

Can't remember first time, but do remember calling 999 when I couldn't get a ping pong ball out. Still laugh at that. Just recently had the joy of being pegged... Definitely a big erogenous zone for me.

Reply privately (closed, thread got too big)

By *FGIHMan 27 weeks ago

Chesterfield

Only used toys so far

Reply privately (closed, thread got too big)

By *obbiKentMan 27 weeks ago

maidstone

Sitting on his lap, and couldn't resist him

Reply privately (closed, thread got too big)

By *xoticFrolicMan 27 weeks ago

Gosport

A partner used a finger while giving me a blow job. Later tried a wank with a vibrator up there. That's my entire experience

Reply privately (closed, thread got too big)

By *ickedwillyCouple 26 weeks ago

Bangor

Enjoyed her toys up me now curious about a cock her idea and wants to watch.

Reply privately (closed, thread got too big)

By *ark_sentinelCouple 25 weeks ago

Andover

Reply privately (closed, thread got too big)

By *uayside Glory Hole OP Man 20 weeks ago

Gateshead Quayside

Keep the confessions coming. Post yourself or send to me and I’ll post anonymously for you.

Reply privately (closed, thread got too big)

By *arly_tv31Man 20 weeks ago

Wrexham

My first time was when an ex was sucking me she put one then two fingers in my arse, felt strange but nice,then we graduated to her using a dildo on me before she would let me give her anal, just graduated from there to the real thing with a bi mmf loved it

Reply privately (closed, thread got too big)

By (user no longer on site) 20 weeks ago

Mine was with a couple of guys… I was newly single and was feeling a bit low… got chatting two a couple of guys on here and suggested I try the guys site…. Next thing we were chatting away and I was invited to theirs… when I turned up they made me welcome and I was naked pretty quickly… sucking one and kissing the other…. Next thing I’m being bent over on the bed and sucking away, but feeling my self getting lubed up and fingered….. they next moment I felt a cock pushing against me and seconds later…. It was thrusting inside me…. Felt amazing….

Reply privately (closed, thread got too big)

By *attering_ramMan 20 weeks ago

near you

Proud virgin … by choice

Reply privately (closed, thread got too big)

By *llie AssMan 20 weeks ago

South Yorkshire

How were you introduced to the pleasures of anal and where has it taken you. Time to confess

I found a guy on an old Usenet Swinging forum. I had made sure I was as clean as possible, but this was before I began (or even knew?) about thoroughly douching before a meet. We both fucked each other, and while it didn't take me long to cum when I was fucking him it had nothing like the psychological thrill of *being fucked*. That was the experience I wanted again - that primal desire, having my body give such intense pleasure, being used...

Reply privately (closed, thread got too big)

By (user no longer on site) 20 weeks ago

First started with my own fingers when in my teens then a few gfs and wife have fingered me as they sucked and wanked me. I love it. Since then I never wank without playing with my ass - it feels so good.

My first real cock was a guy off here. I went to his house and got dressed and made up in his spare room. He was in his home office working and when ready I knocked. Within seconds I was kneeling sucking his cock. After 15-20 mins giving him oral he took me upstairs and he tied me to his fucking bench, lubed me up... put on a condom... gave me some sexy smelling salts... and then slid in. Hurt at first, but then... oh my... He came three or four times. It was hot!

Reply privately (closed, thread got too big)

By *xfordNoirMan 20 weeks ago

South Oxon

In my early 20s, I went home with a girl from a club. A thoroughly great night. She gave me a cheeky finger in the bum whilst sucking me, then soon a second one!

Reply privately (closed, thread got too big)

By *xfordjohnMan 20 weeks ago

Oxford

A gradual move from wife's finger to her using a dildo, then in mmf threesomes, allowing the other guy to penetrate me slowly and carefully. Radiotherapy has made that more painful now so only guys with thin cocks are welcome! - and you need to bring a woman too!

Reply privately (closed, thread got too big)

By *uayside Glory Hole OP Man 20 weeks ago

Gateshead Quayside

Confession submitted via DM:

I started secretly using my wife’s dildo when she was at work. Absolutely loved it. Always shot huge loads when I wanked myself while fucking my hole with it.

It wasn’t long after that I started looking at some of the gay/bi profiles on Fab and began chatting to some guys. I quickly reached the conclusion that the real thing is much more fun and that I’ll always need a bit of cock fun on the side. Love being on all fours getting fucked and spanked. I’ve definitely found a sub side and I just don’t get the chance to enjoy that with the Mrs.

Reply privately (closed, thread got too big)

By *teveandrocMan 20 weeks ago

Southampton

I asked if I could use her ass and she said that if she can do what I do to her in my hole that's fine. We have never looked back

Reply privately (closed, thread got too big)

By *ocalMan 20 weeks ago

North West

In my younger days I had a few GF's slid fingers in while sucking, also tried a GF's vibrator once or twice, it was them old hard biege plastic vibrators and never really done anything for me.

I didn't try bi till I was in my late 30s and my 1st experience came about unexpectedly with a straight married cple, it was a straight meet that took a turn for the bi, after that I meet a few bi-cples where I took the top role, fucking the wife and hubby.

After meeting several cples i decided to meet up with a guy i had been chatting to for a while, the chats with him wasn't very sexual so we didn't really set any boundaries or likes/dislikes, I knew that he, like myself, had fucked guys in front of there wives/GF but there was no talk of top or bottom, the action started out with me on my knees sucking him for all I was worth, he was quite assertive so I just accepted my role as I pleasured him, eventually he told me to sit on the edge of the bed and he got on his knees and started sucking me after a few minutes he opened his bedside draw and brought out some condoms and lube and threw them on the bed next to me, my heart jumped and I bottled a bit, not knowing who he thought was getting fucked, he went back to sucking me then went to work on my balls, he then pushed my legs right back, forcing me on to my back and exposing my hole to him, he attacked my hole and rimmed me with some gusto and a real sense of purpose, I had been rimmed by girls before but never like this, never with so much physical force and passion, while attacking my hole with his tongue his verbals started and he made it clear what he wanted to do to my arse, it was my arse that was for the sword, I was scared but also incredibly turned on, I thought this guy isn't to big or thick, just a normal size so fuck it, I'll let him, he told me to turn around and bend over and I thought this is it, but he went back to rimming me with me bent over, I realized that getting rimming by a girl is one thing, but getting rimmed like this was totally different, a girl only has fingers to work your arse but obviously this guy had real man meat between his legs to really fuck me, invade me, have his way with me, he was pulling my arse checks apart and going at my hole like a man on a mission and that with some verbal threw in about what he was going to do to me and a few occasional slaps of my arse was turning me on beyond belief, I wanted to feel him in me and in my highly aroused state I murmured the words "fuck me" he stood up, me being bent over, knees on the edge of the bed, my head and shoulders pushed into the mattress and my wet well rimmed hole on offer to him, he leaned over to one side of me to get a condom and some lube and I felt his cock nudge between my arse checks, he applied some cold lube to my hole and started to finger me while telling me what he wanted to do to my hole with his cock, he passed me some room smellys and told me to take a big one, I felt and extra finger go in making it 3, he worked my hole for a while then he with drew, changed position then I heard a condom packet being opened, I was still bent right over with my face in the mattress so while I couldn't see him I knew what he was doing, rubbering up and getting ready to fuck me, he told me to take another big hit on the smellys and the room spun, I felt his cock head come into contact with my hole, it felt better than his fingers, not as harsh or rough, then felt him push and his cock head applied pressure on my hole, this didn't take long as my hole opened up quick and I felt his bell end pass through my hole, there was no pain at all, I was expecting pain but there wasn't any. He started to fuck my hole with the 1st 2 to 3 inches of cock then he slowly sunk his full length into me, feeling his cock open me up, stretch me and invade me felt amazing, feeling his cock buried in me and his balls resting just above my balls felt mind blowing, he just kept it there for a while then he got to work slowly at 1st, then he started driving it into me with some vigor, eventually fucking me proper hard and fast, I never thought I could take a fucking like this but I was taking it very well, the noises I was involuntary making was urging him on and his fucking became more rampant and I hadn't changed position or moved my head since it started, my face and shoulders pressed firmly into the mattress and my arse fully on offer to him.

Eventually I heard the words "am cumming" I expected him to fuck me even harder whilst he was Cumming but he didn't at all, he just sunk his cock fully in me, took a good strong hold of my hips then I felt his cock pulsating and throbing inside me whilst he spunked and emptied his balls, his cock seemed to throb inside me for an age, then when the throbing subsided he started fucking me again but more slowly and gently. He stopped after 60 secs or so then withdrew from me, I felt well used but it was well horn, I have used multiple women now someone had given me a taste of my own medicine.

I meet him again a few weeks later and it was only then that I told him that it had been my 1st time and he had took my virginity, he asked why I hadn't told him but I just didn't know why I never told him. I meet him around 10 times after that before work took him up north and I haven't had the chance to meet up with him again

Reply privately (closed, thread got too big)

By *issyfaggotfayeTV/TS 20 weeks ago

Bolton

I got caught trying to steal lingerie and the dad caught me and taught me a lesson, no gentle intros just straight to the point fucked x

Reply privately (closed, thread got too big)

By *nallover112Man 20 weeks ago

Northfleet

Pics on my profile

Reply privately (closed, thread got too big)

By *uayside Glory Hole OP Man 20 weeks ago

Gateshead Quayside

Confession submitted via DM:

Having previously experienced my fingers, objects of various sizes and ladies tongues, I finally got around to trying the real thing in my late 30's. I craved the experience of feeling a real cock inside me and visited Leicester's then premier gay bar. It wasn't my first visit, so I felt very comfortable and soon noticed a sexy TV dressed in a long flowing white dress & beautifully made up. We got chatting, had a few drinks and we ended up going back to her Sister's house. After a bit of chatting her sister went to bed to leave us to it in her lounge, There was a mattress on the floor. Within no time we were both naked, snogging, both erect, considering it was my first time, everything felt so natural, so very sexy. Within no time we were fucking, she eased her cock inside me and I couldn't believe just how amazing it felt to feel a cock push inside me for the first time, I was lying chest down and arched my back so I could snog her as she fucked me, so very gently, it was wonderful. She came deep inside me and we fell asleep together. Sunday morning, we awoke and she fucked me again, we just seemed to click, I loved it! Anyway, I walked home feeling her cum dripping into my boxers, making me feel so dirty & slutty, I loved it. Oh how I'd give anything to feel like that again...

Reply privately (closed, thread got too big)

By *nkedguy777Man 20 weeks ago

Manchester

Unfortunately something I've not had the pleasure of trying yet, definitely something on my bucket list

Hopefully 2025 will see me tick it off my list

Reply privately (closed, thread got too big)

By *avid 50Man 20 weeks ago

kendal

my introduction was by my wife, I had licked her bum and rimmed her many times and pestered her to go further and then she came out with a statement if you let me slide my dildo up you I'll let you try, she had me on my hands and knees she licked and rimmed me as she often had done and then slipped her dildo in, not painful but an enjoyable sensation, she was disappointed that I didn't get a raging erection as she thought I would and I didn't come that first time but I did enjoy the experience

She did allow me to return the pleasure and all very enjoyable but it wasn't something she wanted to do regularly so it never happened again,

Do all men get erections when they enjoy anal sex from vibrators or other men?

Reply privately (closed, thread got too big)

By *uayside Glory Hole OP Man 20 weeks ago

Gateshead Quayside

Confession submitted via DM:

I used to visit a guy about 10 years ago for sensual massages. Initially it was just a sensual oily massage with both of us naked that finished with him wanking me and sucking my cock until he’d swallowed my load. I loved the man on man energy of it all and he had created a great atmosphere for discreet play at his place. After I’d shot my load he’d continue the massage letting me relax ila bit more with a post orgasm buzz. Nothing ever felt awkward. When he’d massage my legs and glutes his fingers would always graze my arse crack and hole and I couldn’t hide how good it felt. It must have been my 4th visit and as he worked my arse and teased my hole with his oily fingers he asked if I wanted to be rimmed. I told him yes and the next thing I know his hands are spreading my cheeks and his tongue is licking and pushing into my hole. It felt amazing, especially as I’d never had this done to me before. I came so hard at the end of that massage. Next time when he came to my arse he didn’t need to ask and just dove straight in but then surprised me again by asking if I wanted to be teased with a small toy. He showed me a butt blug that didn’t look too intimidating and I said yes. He dove back in with his tongue for a bit then he stood back up and started massaging my cheeks with one hand as he started teasing my hole with the butt plug. I found myself moaning and pushing up to meet it and pretty soon is slipped into me. He held it there for a bit and then started slowly fucking me with it. It didn’t take long for me to get used to the sensation and I started pushing up and down with my arse, loving it. He pushed it in then told me to turn over. I did, my cock solid and begging for attention. He bent over and stared sucking me then moved a hand between my legs and started fucking me again with the butt plug as he sucked my cock. He kept teasing me and getting me close to shooting my load but always backed off just before I tipped over the edge. He kept me going for about 20 minutes, occasionally adding more oil to my crack and the butt plug. When he finally made me shoot, he swallowed everything and slowly removed the butt plug. I loved the whole thing. Next time when I arrived I noticed a few more toys alongside the butt plug sitting next to the massage table. Let’s just say I seemed to be a natural as we discovered that day and the sessions after that. I was gutted when he stopped doing massages but have explored the fun of anal a lot more since then.

Reply privately (closed, thread got too big)

By *1974TV/TS 20 weeks ago

Reading

My first was may finger while having a wank in my teens.

I knew I was no at the time and had tried cross dressing and loved it

My first time real anal experience was with a x gf she knew I was bi and lined to dress it turned her on

So one evening I dressed in some of her clothes and she fucked my like a bitch with a strap on.

From that moment I just wanted more and more.

Just need to find another woman that’s into that as they are very elusive

Reply privately (closed, thread got too big)

By (user no longer on site) 20 weeks ago

Mine was a surprise while receiving a bj then a cube of ice...

Reply privately (closed, thread got too big)

By *ypersoonMan 20 weeks ago

WHITCHURCH, Shropshire

First time was in a massage parlor

quite a good experience but enjoyment of it ruined by my ex as when I introduced her to anal, she ultimately forgot the level of prep that goes into it & she expected me to fuck in the ass first when I wasn't hard

Reply privately (closed, thread got too big)

By *TWboyMan 20 weeks ago

kings Lynn

A bullet vibrator - no lube- wasn’t expecting it -never to be revisited…….

Reply privately (closed, thread got too big)

By *uayside Glory Hole OP Man 20 weeks ago

Gateshead Quayside

Confession submitted via DM:

I’d been visiting a gloryhole regularly. It started by him teasing my balls with his fingers as he sucked my cock. His fingers started exploring further back behind my balls and I loved it. I stood with my legs wider to give him better access and pretty soon he was stroking around and over my hole as he sucked. I was moaning a lot. He offered to rim me so I turned around and he started kissing and licking my hole then pushing his tongue into me. I was in heaven. He kept this up then when I was really wet with his saliva I felt a finger pushing into me a bit. I knew I wanted it so I moaned in pleasure and he kept going, exploring my hole and fucking me gently with a finger. He stopped for a second and I heard the click of a bottle cap. Next I felt coolness on my hole and he slid his finger back in, much smoother and I realised he was using lube. He was pushing his finger in fully now and I wanted more which he realised without me saying anything. More stretch told me two fingers were added. “Fuck this is amazing!” I whispered. “Your arse is hungry for it. So hot”. He replied.

I was amazed how easy it felt and how natural it felt. “You need more than fingers in here mate” he said. I was so turned on and in the moment I just said “Do it”.

I heard him stand up. I was so excited for this. If I’m honest I’d been fantasising about being fucked for years. I heard the click of the bottle top again and soon after felt his cock sliding between my cheeks. He teased my hole with gently pressure but I knew I needed more so I pushed back. He chuckled and said “you really want this don’t you?”

“Yes” I whispered back.

He slid into me slowly and everything just felt right and so hot. My cock had never been harder and like a tap I was leaking precum onto his floor as he slowly sank right in. I was expecting it to hurt but not a bit. He slowly started fucking me. I was bent over but stood up a bit more as he settled into a slow steady rhythm. The gloryhole was setup in his hallway between that and what I figured was his lounge. He had a full length mirror in the hallway and I was looking at myself getting fucked. Watching the pleasure on my face as I stroked my own cock. He was moaning in pleasure too and the whole thing just pressed all my buttons and I started shooting all over his hallway floor. He slowed and just held himself in me for a bit before sliding out.

“So hot man. I wasn’t expecting that. Feel free to use the bathroom.” I did, got sorted and left. My head was all over the place but I soon calmed down as I made my way home and I knew I’d need that again. We fucked a lot over the next few months, the gloryhole totally abandoned. My first real fuck buddy. I learned so much from him about fucking and being fucked. He introduced me to PreP as I realised quickly I loved the feeling of his cock shooting his load into me. Keeping it inside me for a few hours afterwards left me in a really filthy horny mood. Going about my daily tasks, walking past people who had no clue that I had another man’s seed in me became a thrill in itself.

Things have definitely progressed. I’ve even hosted a few anon hookups myself where men have found me hooded and waiting on all fours to be fucked. I took to anal like a duck to water and am never looking back. I think it’s time to set up a new fab profile that’s focused on attracting men who like to fuck other men.

Reply privately (closed, thread got too big)

By *uayside Glory Hole OP Man 20 weeks ago

Gateshead Quayside

Confession submitted via DM:

Secretly Bi here. I occasionally stay over in London with work and try to visit a gay sauna near Waterloo. That’s where I had my first anal experience. I’d always enjoyed blowjobs and liked to fuck younger lads. I was there one time and hooked up with this lad. After a bit of play in a cabin we realised we were both tops. He was very hot and persuaded me to let him rim me. After rimming me for a bit he started fingering me after that it was only a matter of time before my horn was raging and I decided to go with it and let him fuck me. He took it slowly which I appreciated. His cock was a solid 6” with low hanging balls which felt great slapping against me as he fucked me slowly. I’ve occasionally bottomed since but still prefer to do the fucking.

Reply privately (closed, thread got too big)

By *WC 101Man 20 weeks ago

Aberdeen

Was in the 69 with my girlfriend and I was running her when I felt her tounge reciprocate - got massively turned on by it as it felt kinky and nice.

She also wanked me off another time in a villa swimming pool on holiday and put her finger inside me - I came in about 20 secs lol

Reply privately (closed, thread got too big)

By *hat Couple Over ThereCouple 20 weeks ago

Doncaster

Can't remember the first but I definitely asked for it. It's now pretty standard in our sex life.

Reply privately (closed, thread got too big)

By *am4sinMan 20 weeks ago

Mansfield

Mine was a cheeky finger up the bum during a blow job....loved it.

That was 20 years ago, I've done a lot more since lol

Reply privately (closed, thread got too big)

By (user no longer on site) 20 weeks ago

First proper one was on our first wedding anniversary, she was d*unk and ate it lik she'd done it 100 times..!🤤🤤🤤 I came like it was my first wank..!🤷‍♂️😂😂

Reply privately (closed, thread got too big)

By *pacecowboy99Man 20 weeks ago

Near You

"Confession submitted via DM:

Love this!

Reply privately (closed, thread got too big)

By *pacecowboy99Man 20 weeks ago

Near You

Mine was a butt plug, after a night used she took the one I always used to put in her and decided it was my turn to use it.. it was very large, and felt so good when I was fucking her

Reply privately (closed, thread got too big)

By *uayside Glory Hole OP Man 20 weeks ago

Gateshead Quayside

Confession submitted via DM:

I’m another one who secretly uses the wife’s toys when I’m home alone enjoying some porn. I think I need to suggest next time I’m using them on her that “she” might enjoy something bigger.

Reply privately (closed, thread got too big)

By (user no longer on site) 20 weeks ago

Doctor found a pile

Reply privately (closed, thread got too big)

By *uayside Glory Hole OP Man 20 weeks ago

Gateshead Quayside

Confession submitted via DM:

I’ve also used the wife’s toys. When I’m using them I’d be lying if I said I didn’t think about what it would feel like to have a real cock in me. I doubt I’ll ever take that plunge but never say never.

Reply privately (closed, thread got too big)

By *rocMan 20 weeks ago

llandudno junction

Honestly can't remember the first time. Borrowed a few rabbits off exs though

Reply privately (closed, thread got too big)

By *unny usernameMan 20 weeks ago

Portsmouth

I was on a date and went to hers, she was on her monthly so couldn’t fuck but she blew me! Then suddenly whipped my legs up and started rimming me

Reply privately (closed, thread got too big)

By *ee1967Man 20 weeks ago

watford

Mine was with a stapp on

Reply privately (closed, thread got too big)

By *ark_sentinelCouple 20 weeks ago

Andover

Reply privately (closed, thread got too big)

By *i_alternative_coupleCouple 20 weeks ago

cradley

I tried toys first. But my first real anal experience was a guy I met on squirt I was like 19 he was late 30s was so nervous went round his sucked him first and then he fucked me on all fours on his bed absolutely loved it

Reply privately (closed, thread got too big)

By (user no longer on site) 20 weeks ago

Started with a toy, but then progressed to pegging, which I now love.

Eventually let a guy fuck me at a sauna, loved it!

Reply privately (closed, thread got too big)

By *uayside Glory Hole OP Man 19 weeks ago

Gateshead Quayside

Keep the confessions coming. Post yourself or DM me and I’ll post anonymously for you.

Reply privately (closed, thread got too big)

By *ihullfunMan 19 weeks ago

hull

Fingers and toys, but haven’t taken the real thing yet. But want to try

Reply privately (closed, thread got too big)

By *uayside Glory Hole OP Man 19 weeks ago

Gateshead Quayside

Confession submitted via DM:

Started with being rimmed by a gf at the time, she then moved on to slipping a finger in as she blew me. After a heavy night out she suggested trying a toy on my ass so i went along with it, little did i know this would be the start!!

I then started using her toys when she was out and it went from there.

Reply privately (closed, thread got too big)

By *rickie-dickieMan 19 weeks ago

South Durham

Mine was when I was in my forties. It was with a gay guy who had sucked me a couple of times. I was curious as to how it felt. He's a top and he kindly offered to let me find out.

He had me on all fours, at first, he used his finger to lube my anus. He was very thorough and gentle. Then he used buttplugs of various diameters to get me prepared for his cock.

My heart was pounding as I waited for him to slip a condom on.

Finally, I felt his weight on the bed behind me, between my calfs.

He stroked my bottom and asked if I was ready. I confirmed that I was. He said that I should try and relax. I did, I took a deep breath and slowly exhaled, relaxing my anus as the head of his penis rubbed up and down between my cheeks.

He pressed the head against my ring, slowly increasing the pressure until my hole started to open around him. Soon, the head was in. He paused to let me get used to it and also, I think, to give me the opportunity to stop.

I lowered my head to the mattress, reached back and pulled my cheeks apart for him as if to say: I wanted him to fuck me.

My mouth opened as he slowly eased more of his cock into me.

It was an unusual sensation, his penis felt hot and much bigger than it was. It was comfortably uncomfortable. He asked if I was still okay with what was happening. I said yes and he started moving back and forth the sensations coming from my rear were fantastic. My hands dropped away as I got used to being fucked, I was loving it.

My cock was rigid and dribbling a long string of precum.

He fucked me gently for a while then increased the pace a little so I could feel and hear his hips slapping against my upturned buttocks. I even had a go at fucking myself on his cock.

I can't say how long his cock was in me but after a while I was starting to get uncomfortable. Not in an unpleasant way, just not used to it. He withdrew his condom clad cock and we got each other off in other ways.

I really enjoyed my first experience of being a bottom, he was patient, caring and thoughtful in how he fucked me.

Anyway, that is my first time. Hope you enjoyed it.

Reply privately (closed, thread got too big)