A few days back I was asked if I ever pegged a man and if it was fun. My answer was quite short with just two words:
Sure, awesome!
So now I got the request to write about it because some of you might like the story behind it.
The story
Once in Amsterdam I met a guy at a workshop we both joined. We talked a lot and had fun – nothing sexual – about 3 days. One night out in Amsterdam we both had some Tequila shots and cocktails and wine, so we ended up in my hotel room. Drunk, horny and later nude on the carpet doing nasty things. The next morning we looked at each other and smiled – we enjoyed it very much and decided to do this for the rest of the time being in Amsterdam.
Two days later we both met in my hotel room again and after some glasses of wine I wanted to surprise him with a nice outfit (stockings and such) but even before putting the things on a strap-on I bought in Amsterdam was falling out of my bag (still in its plastic box and never used). He looked at it and asked me things about it – is it yours?, do have lesbian sex?, and questions like that.
I told him about my relationship with a woman, the fun we have with strap-ons and the more I told him about the strap-on things the more interested he became in trying it. He was a normal guy, loving women, fucking women, staring at women – so totally normal.
I opened the box, put it on and played with it as if it was my cock. His eyes became bigger and bigger. By the count of three he was sitting nude on the bed, playing with his big cock and balls. By the moment I came closer to him he lay down on his back, he pulled his legs up and tried to show me his backdoor.
It was quite interesting for me to see a straight guy waiting for a cock up his butt. I used lots of lube as always, used up to three fingers to open him and then I started to use the strap-on. I took me 5 minutes to open him with the big black toy and another 5 minutes to put it all the way in – 24cm (9.4inch).
I was suprised. He was surprised. I enjoyed it. He enjoyed it.
30 minutes of fun for him with my strap-on up his butt until his relaxed(!) cock started to jerk off. A very HUGE load of his white manmilk came out of his cock – first fast and later slow. It was the biggest load of cum I saw until that time. About three or four times more than I knew it from any other man before.
It took about 10 minutes until his cock stopped jerking off – he slowly started to talk again and tried to describe the feeling of his penetration. I removed the strap-on while he was talking and enjoyed the look of his opened butt-hole and the amount of cum on his stomach and my bed.
I gave him about 30 minutes more to come back to reality, took a shower with him and ended on the coach talking with him about his first anal experience. Talking about it made us both really horny and we had fun the regular way – well the normal and anal way for me and in a second round anal for him again.
There are X things I learned that night for the rest of my life:
- never peg a man if you are hungry for cock
- always peg him after you enjoyed a good ride
- male butt-hole are more robust than female butt-holes
- happy-end-blowjobs after a nice pegging session are for girls that don’t like cum in their mouth – the guys are empty after that!
So, this was the story behind my first pegging session – with a man.
Thank you for your questions and feedback in advance.
