guys...has a girl ever dressed you in lingerie and fucked you with a strapon?

[FL30]

A few times...

First time, I volunteered to crossdress at a charity event [Little did they know I'd love it!]...My gf at the time, who didn't know I dressed joked that she would, "Have her way with me" that night after the event. The joking led to more joking and a dare or two...She said, "I'm serious, I'm going to buy a strap on" and I said, "Go Ahead".

Well, of course she did...When the fundraiser was over we went home and I stayed in my femme outfit..Oh God, did we go at it all night. That was my first time being pegged, though I'd used dildos on myself. Being laid by a strap on was MUCH better!

Second time, was a gf who uncovered my love for Tgirls by looking though my browser history. She was a very horny woman and very open sexually, late one night she came to my place and under her dress she had on a strap on...She made me suck it and then she lubed me up and went to town. Funny thing is, I never told her I crossdressed and never got the chance to with her, as we broke up shortly thereafter.

Third time, I had another nympho type gf, she knew I crossdressed. We had threesomes, foursomes and moresomes together. We made an elaborate plan for her to use a strap on on me one night while I was all dolled up...that time led to many times...But, it wasn't as hot as when we got to enjoy men together!

WOW, not only does this sound really hot, but you were really lucky to experience it with three different women.

Most men can't even seem to fine one!

 

[jakelc]

Friday night we attended a social club for trans of all kinds and their partners. Before hand my wife picked out my outfit, did my hair and make up, sorted my nails. We had a great night out and both met like minded people in the same situation as us and got to enjoy a selection of bars and a lot of alcohol. In the taxi she kissed me passionately in front of the driver, rubbed her hands up my legs and we were all over each other as soon as the front door closed behind us. As soon as my dress hit the bedroom floor, she had the lube ready and we went through a selection of our favourite toys, strap ons and double ended dildos. Roll on next months meeting because if that’s the effect then it will be another amazing night

 

[AddyB]

I dress in lingerie and my wife fucks me but never at the same time. Lol what fun

So I like to dress in lingerie and my wife knows it. I'm usually wearing panties around the house and sometimes I hook up my support stockings to my garter belt and pull on a bra and feel sissified! Tonight after getting my wife to cum 6 or 7 times she tells me to go get cleaned out cuz she going to make me cum! So I clean out and take a shower then I pull on my bustier, hook up my black stockings and put on a g string. Then I walk into the livingroom where she's watching tv and strike a pose. I said "Come on and make me cum!" She eyes me up and down and snickers a little, but I don't mind cuz she can make me cum like nobodies business! And that she did! I came 3 times in 10 minutes! Funny thing is, I can't cum if she isn't driving that 8" dildo in and out of me! I've fucked my ass silly and can't cum at all without her! I keep wondering if a man with a hard cock could make me cum! Hmm, I'd like a cock in my mouth too! Is that the natural progression? First you get pegged then you want the real thing!

 

[BiiCuz]

Hi,

This question is for the men. Has a woman ever dressed you in lingerie and fucked your ass with a strapon? If yes tell us about it

It first started out with a bj from the ex and she started fingering my hole which as time went on she made me wear her crotchless panties and then as she had lay in bed blindfolded, she would introduce plugs and dildos which eventually led to her buying a strapon which had different sized attachments......

 

[Samanthaphri]

My first time was with an ex girlfriend who knew I was bi and liked to crossdress. It was my first time crossdressed in front of a woman and the first time I had seen a real strap on outside of porn. When we split up there was a long period until I met my wife and then things got interesting, cross dressing, strap ons and double ended dildos.

Would love to share a double ended dildo

 

[Samanthaphri]

Nice! Wish my wife thought that way

I'm closeted, but it makes me so horny thinking of my wife dressing me up sexy in pantyhose, heels, short skirt, bra, blouse and breast forms and make me submit to her every desire

 

[Samanthaphri]

My ex wife caught me wearing her panties and bra and then began fucking me regularly with a strapon.

You lucky boi

 

[cubbyfire04]

I'm a pretty masculine, big and hairy guy. My wife's dominant side is such that she enjoys dominating that person. And while I would certainly wear lingerie if that's what she wanted, our typical pegging escapades involve HER in sexy lingerie or completely clothed while I'm either completely naked or in chastity or a jock strap if she decides my cock won't be participating.

 

[Glide123]

My ex used to have me wear her thongs as she pegged me, I loved it so much