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

H

hfernandez1983

Pervy Kinky Author
Joined
Sep 1, 2014
Posts
397
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 :)
 
my first time being dressed up was with an escort. she suggested it. i had already seen her 2 times to get fucked in the ass with a strapon. she suggested a roleplay scenario. she dressed me up in really slutty lingerie, a small skirt and a tight top with some breast forms in. she in turn wore male clothing. then we pretended that i was a hooker while she was the male "john". god damn it was the best strapon sex i ever had. she fucked me so hard my ass was sore the next few days.
 
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.
 
I've wanted to be taken with a strap on for a long time, I think I might be bi,some off the fantasies I have some times hmmm
 
There are some very lucky guys here, I wish my girlfriend had an interest but that will never happen.
 
Have been both dresses up and fucked with a strap on but the two unfortunately never overlap
 
My first wife, who we discovered was bisexual led me down that path. Started with oral sex and her fingering me. Moving on to a small dildo, it made for some awesome orgasms for both of us. After our first FMF threesome with one of her girl friends opened the door to some other playing. She met a girl named Samantha, or Sam for short. She wasn't really into guys, but tolerated me after we came to the understanding that I wasn't going to do anything with her. She introduced a strap-on to my wife during one of our sessions, and was pretty hot to witness. It was a while later when my wife was sucking on me but not making me cum that she said she wanted to try something. At that point I was so hard and wanted to cum...I would have agreed to most anything. She wanted to dress me up in her clothes and put makeup on me, which she did. Then back to the sucking on me, after partially undressing me. She kept me close but not letting me cum.. She had been fingering me and moved to the small vibrator she had used before. After a bit she pulled that out and moved up to kiss me. She told me she wanted to fuck me about the same time I felt something pressing into my ass and pretty much slid right in. She was wearing that strap-on of Sam's. She then proceeded to pretty much fuck me. She hit a rhythm that made me cum so hard without having my cock touched, shooting all over my chest and stomach. She told me that when I came it made her come too...
 
bobhuff said:
My first wife, who we discovered was bisexual led me down that path. Started with oral sex and her fingering me. Moving on to a small dildo, it made for some awesome orgasms for both of us. After our first FMF threesome with one of her girl friends opened the door to some other playing. She met a girl named Samantha, or Sam for short. She wasn't really into guys, but tolerated me after we came to the understanding that I wasn't going to do anything with her. She introduced a strap-on to my wife during one of our sessions, and was pretty hot to witness. It was a while later when my wife was sucking on me but not making me cum that she said she wanted to try something. At that point I was so hard and wanted to cum...I would have agreed to most anything. She wanted to dress me up in her clothes and put makeup on me, which she did. Then back to the sucking on me, after partially undressing me. She kept me close but not letting me cum.. She had been fingering me and moved to the small vibrator she had used before. After a bit she pulled that out and moved up to kiss me. She told me she wanted to fuck me about the same time I felt something pressing into my ass and pretty much slid right in. She was wearing that strap-on of Sam's. She then proceeded to pretty much fuck me. She hit a rhythm that made me cum so hard without having my cock touched, shooting all over my chest and stomach. She told me that when I came it made her come too...
Click to expand...

Mmmmm.......almost made me cum:kiss:
 
bobhuff said:
My first wife, who we discovered was bisexual led me down that path. Started with oral sex and her fingering me. Moving on to a small dildo, it made for some awesome orgasms for both of us. After our first FMF threesome with one of her girl friends opened the door to some other playing. She met a girl named Samantha, or Sam for short. She wasn't really into guys, but tolerated me after we came to the understanding that I wasn't going to do anything with her. She introduced a strap-on to my wife during one of our sessions, and was pretty hot to witness. It was a while later when my wife was sucking on me but not making me cum that she said she wanted to try something. At that point I was so hard and wanted to cum...I would have agreed to most anything. She wanted to dress me up in her clothes and put makeup on me, which she did. Then back to the sucking on me, after partially undressing me. She kept me close but not letting me cum.. She had been fingering me and moved to the small vibrator she had used before. After a bit she pulled that out and moved up to kiss me. She told me she wanted to fuck me about the same time I felt something pressing into my ass and pretty much slid right in. She was wearing that strap-on of Sam's. She then proceeded to pretty much fuck me. She hit a rhythm that made me cum so hard without having my cock touched, shooting all over my chest and stomach. She told me that when I came it made her come too...
Click to expand...

Very hot
 
My wife used to humor me and do this, but not so much anymore. This is pretty much my biggest fetish and I'd do it all the time if I could. I think that her refusal to participate has lead to my fantasies getting more and more bi. I used to fantasize about dressing for her and being pegged. Now I fantasize about fucking and sucking real cocks.
 
I'm a willing participant in just such scenarios, though I usually dress myself. ;). Being switchy, though; I may wind up on top before long.
 
hfernandez1983 said:
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 :)
Click to expand...

I've never had this happen , but I would love to find a woman who would do this to me.
 
I have been looking for that to happen again, also. Never have found the right woman...yet...LOL
 
my wife wants to fuck me.

We already use a little rubber cock in my ass and talk about it being a real cock that I suck and fuck. We are now considering buying a strapon. Just haven't found the exact one online. I think we will go to an ADB store soon.
 
A former GF dressed me in a baby doll nighty, stockings, makeup and wig. We made love and I was certainly the bottom she filled me with a dildo. loved every minute of it and wish I could do it again.
 
Quite a while ago now. My wife did me with an 11" black strapon while I was wearing a black, frilly Gstring and a leather 'slut' collar. She swore she had the whole length in me.

She got me off with her had while she did my, calling me a bitch the whole time.

I'd love to be completely sissified in a french maid dress or pink patent heels, pink lipstick and babydoll while she does me. Can't see it happening though...
 
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