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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 4 days ago
Canterbury |
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 2 days 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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