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Confessions of men: first anal experience (2)
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Previous thread reached its limit. Thanks for all of the confessions. Link below to previous thread.
https://m.fabswingers.com/forum/swingers/1413752
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 |
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Confession submitted via DM:
With an ex, I’d been trying to get her to let me fuck her up the bum for ages. She finally agreed to try but she had a condition. We’d get a strap on and she would fuck me first so I’d know what it felt like on the receiving end. Having pestered her for so long I couldn’t back down and we agreed to it.
An Amazon delivery had never been so hotly anticipated or tracked. It arrived and that night she took my anal virginity. Lots of lube and we took it slowly. I was totally soft until she started slowly fucking me and then suddenly I’d never been harder. 5 minutes later I was blasting a huge load. I think she was quite surprised how much I enjoyed it. I know I was. After a break it was my turn to slide into her peachy bum which I really fucking loved but I could tell she wasn’t enjoying it that much which was a bit of a buzz kill. We used the strap on a bit more over the next couple of months but she wasn’t that into it. I think she was a bit jealous or anxious about the pleasure I was getting. I ended up using the dildo part a lot by myself for wanks and soon I was getting very curious about trying the real thing but that’s another confession for another time. |
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Confession submitted via DM:
As a lad I was introduced to many things by a much older woman and one day she suggested anal. I was up for it but then she said on you! Turned out she loved pegging and produced a varied selection of "cocks" and said she would start small. |
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By *KentMan 12 weeks ago
Bristol |
Was after a night out, got talking online to a work mate who happened to be gay, next thing I know I’m letting him pick me up, and letting him fuck me against a building.
Have hooked up plenty of times since, been the bottom in a few threeways, and has had definitely given me a taste for receiving! |
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Confession submitted via DM:
First time receiving something up my bum would have been at uni with then gf. Id bought her a vibrator which she used almost daily. I asked her to stick it up me but she was not into. We had tried anal but she said it was too painful. Eventually i persuaded her to put a condom on it, lube it up and stick it up me. I loved it and wanted it more but she didnt. I left her for someone who saw to my anal needs..... |
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Confession submitted via DM:
Often visit private gloryholes but only those who like to rim me too. Love having my cock sucked for a while then spinning around and pressing my arse against the hole to get a tongue in there and a finger. Finishing by putting my cock back through the hole for some more sucking while they reach between my legs and get a finger back in my hole. Always cum so hard with a finger in me. |
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Confession submitted via DM:
Whilst at uni we changed from a regular relationship to a cuckold one , at this time I wasn't yet in chastity full time but most of my girlfriends penetrative sex was coming from hung bulls. One day the bull threw a three pack of training plugs at me and told me to train my gf for him which I did. Once id trained her my gf decided I should be trained also.
After that I was plugged a lot and not just when my gf had her visitors. |
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By *1974TV/TS 12 weeks ago
Reading |
I allways knew I was bi id messed around with my fingers and other objects when I was younger but my first real anal well not really a real cock was my x mrs she loved me to dress and peg me my first real cock was when I was about 25 loved it then and still do now |
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I always have fingered my bum in the shower from a young age, but my first anal experience with a woman was at about the age of 25. It felt like she was poking my ass with her finger and then I fucked her doggy style , as I was about to come she reached round and pulled out anal beads , it felt amazing and I didn’t know what was happening ( thinking I had an accident ) it was the beads she was putting in when I thought it was just a finger, after that more bum fun rimming toys etc , to the point she dressed me as a school girl and used me like a girl with a strap on , happy days |
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Confession submitted via DM:
My wife can be very dominant in the bedroom. She’s always been confident sexually but about 5 years ago I encouraged her dominant side in the bedroom and created a bit of a monster (in a good way!).
It started with her calling me a naughty boy quite coyly and me agreeing I had been. “Naughty boys get spanked.” she said. I remember jumping up on all fours and wiggling my bum at her. She approached and started spanking me with her hand. It was harder than I was expecting but I loved it. Steady firm spanks for a couple of minutes left my cheeks glowing and it was clear we wee both enjoying.
“I think you’ve been VERY naughty. Stay.” She went to the wardrobe and pulled out one of my belts, doubled it over and started spanking me. Lightly at first but soon I was wincing in genuine pain but still hard as a rock. She stopped and slid a hand between my legs, caressing my hard cock and said “Good boy. Now, on your back ”.
I did as I was told. She went back to the wardrobe and returned with a couple of my ties and proceeded to tie my arms to the top posts of our bed. I got the impression she’d been thinking about this for a while. Once she had me secured to her satisfaction she got between my legs started sucking my cock. I was loving it. Then as she was sucking she started gripping my balls firmly and pulling on them. It was painful but I could take it and this whole unexpected turn of events was really turning me on.
She stopped and went to her bedside drawer and pulled out one of her vibrating dildos and her lube and got between my legs again. I thought at first she was going to pleasure herself as she continued sucking me but she had other ideas. She lined up a finger and started teasing my arsehole.
“Honey I’m not sure about that!”
She just chuckled.
“Be quiet and take your punishment naughty boy”
After teasing me and fingering me for a bit she made a show of lubing up the vibrator. I was very nervous which she could see but it seemed to really turn her on. She started teasing my hole with the tip then started slowly pushing it in me. I wasn’t massive but I was surprised how easily it went in to me. Once she had it in she turned it on and slowly started fucking me with it. The vibrations were wild and when it stimulated my insides as she thrust it in and out my mind was blown. She pushed it in deep and then straddled me, guiding my rock hard cock into her and stared riding me with long strokes. All the while the vibrator was inside me and the combination was great for us both. She loved grinding down on me, feeling the vibrations a bit through my body and cock. She kept getting me close to the edge of shooting my load then slowing down.
“Please babe, please let me cum!” I begged. She laughed and just kept on teasing me for another 10 minutes or so. Watching her enjoy several orgasms as I was denied mine was quite a thrill.
Eventually she decided to I’d earned my reward and reached back and stated started fucking my arse with the vibrator as she rode my cock with definite purpose. Within a minute I was shooting my load like never before. So so intense.
We recovered for a moment and then she got off me and untied me and we enjoyed a bit of a cuddle as we both basked in the afterglow of what was to that point our most intense sex ever. I’ll never forget that first time.
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Confession submitted via DM:
About 20 years ago. Had a heavy night with a friend of a friend. Ended up back at his, both a bit under the influence and horny. Neither of us knew that each other were interested in guys but there was a vibe and after a bit of exploratory flirting we were soon kissing on the sofa.I'd sucked a couple of cocks before and loved it but never been fucked so I took the plunge and asked for it. He was gentle at first and it hurt but the intenseness of feeling him fill me felt amazing and just having my face in the pillow with my arse in the air for his pleasure was the biggest turn on. I remember being on my back with my legs in the air and him pounding me, I had to tell him to stop for a minute cos I thought I was gonna piss, I wish I'd just gone with it!
Never been fucked since but tonight I chatted with a couple I know from here and have played with a few times and it might be on the cards again. |
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