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By *o_One! OP Man 39 weeks ago
London |
I am writing this story as I just came from playing with my dildo and feel still shaken...
So, where to start?
I have always been curious and open minded so while discovering sex, after playing with my dick, I also tried with my ass. There was a certain pleasure that I could not define but got me there.
I went on the way to discovering the pleasure my ass could give me... Fingers, anything that could be circular and get up there: Toothbrush stick, top of bottles, vegetables and so on.
Then with some partners (Women) we had some light play, fingers, me being more switch and letting it go. I have met Transwomen (top) who took over, I will remember until the day I die when I am fucked, my dick hard being sucked  send me straight to heaven... Or when you're not in control and you're fucked until you cannot take it. H.O.T!
The easy thing would be to play with guys, lots of guys are standing to attention to fuck any hole. I am not attracted to men in general and 1-1 is impossible for me to feel comfortable. Did I try? Yes, and thank you Grindr for making it soooo easy! Disclaimer: I do find big veiny cock really hot, but you do not get just the cock. I need to see the person, being attracted in a certain way to get aroused, excited.
I had to stop sport for few month, so I had more time in my agenda. Going around Fabs, getting curious, looking, searching, chatting... I did end up buying my first proper Dildo. So went on LoveHoney as there was a discount and did not really know where to look.
Direction "Toys for beginner"
I got a butt plug to warm up, get lose and get into it. I picked a size smaller, I am still disappointed but it does what I bought it for. I got a prostate vibrator... Doesn't do much for me.
I wanted something that would get closer to my dick size to see how it feels.
I took a Silicone Dildo 7 Inch - 6.5 length insertable (I am 7) and 5 Circumference (I am 6). Then if I liked it I'd go bigger.
When I tried for the first time... I was "Fuck that shit is B.I.G! I am quite tight at the entrance, so need a bit of ease, back and forth, adding lube until I fully make it disappear... The more I was taking it all, the better it felt! This was 2 Months ago!
Why I am writing that story now? Because there is a new episode that Baffled me, it Matrixed me, Mind-fucked (My ass was too).
As I enjoyed it, I was let's get new toys. Went for a Bread plugs. I love the feeling of the Balls sliding in and out... That one was for the warm up. On the side, I went for 2 other Dildos... This is when it gets interesting. Out the beginner section and let's go to where the big boys are.
I got myself: an "Ultra Realistic Suction Cup Dildo 7 Inch" 0.5 inch more to get in and a shape that is getting wider - so it was a compromise to ease me.
The second an "Ultra Realistic Suction Cup Dildo 9 Inch"  - My ego was talking on that one -
I received them earlier today... Almost like at Christmas day I went to play.
With the first... While the first few back and forth, I get to the bottom and start to cum without even being hard, start to shake... GOSH it felt soooo good (Will put videos in my profile).
But that one was not the end destination, that was a step before the last of the Mohican... That 9inch Dildo.
I catch my breath and then go for it, back and forth, slowly going deeper and deeper after every stroke to try to get is all and end up few cm to make it disappear.
Am I disappointed? Not at all, it felt so good, so nice that I almost want to dig it up even more.
What's Next?
Definitely willing to find someone who like to use a strap-on. (Sign me up!)
Dom wiling to worship, play with my ass in way they know I do not.
Probably play in more Bi-curious group play (With women included and Trans-Women).
I am feeling light, and my ass fully relax and open - Ending a great experience.
If you made it until there, thanks for the read. 
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so after several meet, playing, building the trust, we ended up with her wearing a strap-on. The build-up from the foreplay, getting her to play with my ass, gradually increasing the size of the dildo, going slowly to start, to go harder and deeper… it felt so good. With the big dildo she was pounding me relentlessly until I cum, then I collapsed from exhaustion from pleasure. I felt stretched, full, and happy.
I really enjoyed the build up, seeing her enjoying warming me up, and getting toward her face eager to fuck me harder. Was so nice!
It was toward November and since we haven’t managed to catch up but will do.
Also, had a group play with women and bi-guys… that was hot too! Loved being fucked while eating a lady and fighting to please her the best possible, and not collapse from behind. The mixed up was great, I enjoyed to suck a cock too. The setup of a bi group play is something that I’d like to explore much more.
Kissing guys was not on the menus though. I find it not for me, unattractive, a turn off - no judgement but the dick yes, the more “intimate/romantic” isn’t for me.
Remark that I’d do, I am switch guy, I am naturally “dom”, but also “sub” in the situation above. I find it hard to find women into pegging, or who could be switch to have power play. 