Being pegged

callum29

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Sep 10, 2019
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I have long had a fantasy of being fucked by a T-girl while fucking a girl, I've started to become more curious about being pegged by an attractive woman knowing that I could never pull such a woman. Has anyone else ever had these fantasies made true, did it live up to your hopes?
 
I have long had a fantasy of being fucked by a T-girl while fucking a girl, I've started to become more curious about being pegged by an attractive woman knowing that I could never pull such a woman. Has anyone else ever had these fantasies made true, did it live up to your hopes?

It never did much for me but good luck then. I hope it works out for you if you get your wish.
 
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I love ass play and thought I wanted to be pegged. While I let my wife shove her toys in my ass, when it came down to her being in control and me being that vulnerable, I didn't like it at all and couldn't get through it. She took it off and used it by hand while I held my cock in her throat and all was back to normal. I'm sure it works for some, I just felt way too submissive. She didn't like it either, we learned a lot about what roles we fit into the most that night and have built on that.
 
It's a real vulnerable thing to open yourself up to. And for that reason it's pretty powerful. I hope you get to try it sometime.
 
I had never thought about getting pegged when I was having a one-nighter with a very large lady long ago.
She asked me to strip for her down to my silk boxers. I obliged. She asked me to turn around and pull down the boxers. I obliged.
Then she was right behind me and asked me to bend over, her lubed fingers probing between my asscheeks. I obliged.
I felt her finger find my asshole and push a little way in. Then I felt something hard replace her finger. It pushed in pretty deep and then began to pump in and out. The feeling was amazing. I don't know how long it went on, but when I turned around my cock was at full attention, achingly hard.

So, ask for what you want or you won't get it for sure.
 
I had never thought about getting pegged when I was having a one-nighter with a very large lady long ago.
She asked me to strip for her down to my silk boxers. I obliged. She asked me to turn around and pull down the boxers. I obliged.
Then she was right behind me and asked me to bend over, her lubed fingers probing between my asscheeks. I obliged.
I felt her finger find my asshole and push a little way in. Then I felt something hard replace her finger. It pushed in pretty deep and then began to pump in and out. The feeling was amazing. I don't know how long it went on, but when I turned around my cock was at full attention, achingly hard.

So, ask for what you want or you won't get it for sure.

You never know how you will feel. Your date probably loved leaving you in suspense by probing you.

I had a girlfriend that came over when I was getting out of the shower. She told me to not talk and let her do what she wants. She started out with a hand job and without warning, slid a finger in. I jumped at first but she put it back in and fondled my balls also, while jerking the cock. Probably the most amazing HJ I've ever had.
 
No luck. Only one GF was somewhat curious, but never went that far.

I always paired up with girls that we're not very kinky.
 
I'm fine with it and have done and enjoyed it but it isn't at all inherently a dom/sub thing for me. It can be made into one in context but mostly it's just a fun alternative activity for me at least.
 
Years ago I met a woman at a bar, while at the bar, we had great conversation and talking some smack back and forth, talk soon led to dating talk and sex talk, we danced a little, and then it led to groping, then it led to a cab ride to her place.

We had had sex once, and we were laying there talking and having some more drinks when she excused herself, she went into her bathroom. She told me to wait there, she would be right back. About 10 minutes went by, then the bathroom door opened, and she came back into the room. She was wearing a black silk robe, and I could here her heels clicking on the hardwood floors. She walked to the bed, and I gave her a puzzled look when she opened the robe to reveal a strap on dildo attached to her. She smiled and sweetly asked if I was game, I was very shocked, and asked what is it that you expect me to do, she chuckled as she lit a cigarette, then said well for starters you should probably suck it.

More later.
 
My wife pegs me with a strapless strapon. We’ve had for almost a year and both love it. It’s not a dom/sub thing for us. It’s about how good it feels stretching me and how wet she gets (which makes it hard for her to keep ahold of the toy - beware!) while pegging me. Try it!
 
Years back before my wife lost her sex drive, she was super horny 24/7. One night she asked me to take her to the adult store that was about 30 minutes away. It surprised me as I never thought she had the courage to walk in a place like that. We got there and she told me to look for a couple movies while she checked out the toys. She decided on a 8" strap-on, a 5" butt plug, and a 18" double headed dildo. We went home, watched the movies and fucked. She put the toys in a box in the closet and never said anything about them. I figured she had a change of heart and made a mistake buying them so I didn't say anything. About two weeks went by and one day when I came home from work, she was waiting for me at the front door..... naked. The shades on the windows were all pulled down, and she looked at me and said to get in the bathroom. I walked into the bathroom and she said "Get your clothes off NOW.... you're getting an enema. Before I could reply, she glared at me and said NOW! I did as told and received a very filling enema. After I voided myself, she led me to the kitchen table, told me to lie face down on it and tied my ankles to the legs. The table was opened in the middle about 8 inches or so and she made sure my cock and balls hung down through the opening. Then she tied my wrists to the other end. She explained the reason for strapping me down was so I didn't change my mind. She would decide. She crawled under the table and teased me until I had a raging erection, then stopped, came out and stood in front of me and said "that's enough teasing".... The next thing I knew, she lubed my ass and started working the 18" double dildo in. She explained how she was going to work the entire thing into my asshole no matter how long it took. It didn't take her long because ten minutes later the entire thing was inside me. She worked it in until the only thing sticking out was the cockhead at the other end. She kept me like that for at least an hour teasing me off and on, but wouldn't let me cum. Then she told me that I needed just one thing to complete the scene.... "You would look terrific with a cock sliding in and out of your mouth right now".....

The 8" strap on and the butt plug got a lot of use too.
 
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Years back before my wife lost her sex drive, she was super horny 24/7. One night she asked me to take her to the adult store that was about 30 minutes away. It surprised me as I never thought she had the courage to walk in a place like that. We got there and she told me to look for a couple movies while she checked out the toys. She decided on a 8" strap-on, a 5" butt plug, and a 18" double headed dildo. We went home, watched the movies and fucked. She put the toys in a box in the closet and never said anything about them. I figured she had a change of heart and made a mistake buying them so I didn't say anything. About two weeks went by and one day when I came home from work, she was waiting for me at the front door..... naked. The shades on the windows were all pulled down, and she looked at me and said to get in the bathroom. I walked into the bathroom and she said "Get your clothes off NOW.... you're getting an enema. Before I could reply, she glared at me and said NOW! I did as told and received a very filling enema. After I voided myself, she led me to the kitchen table, told me to lie face down on it and tied my ankles to the legs. The table was opened in the middle about 8 inches or so and she made sure my cock and balls hung down through the opening. Then she tied my wrists to the other end. She explained the reason for strapping me down was so I didn't change my mind. She would decide. She crawled under the table and teased me until I had a raging erection, then stopped, came out and stood in front of me and said "that's enough teasing".... The next thing I knew, she lubed my ass and started working the 18" double dildo in. She explained how she was going to work the entire thing into my asshole no matter how long it took. It didn't take her long because ten minutes later the entire thing was inside me. She worked it in until the only thing sticking out was the cockhead at the other end. She kept me like that for at least an hour teasing me off and on, but wouldn't let me cum. Then she told me that I needed just one thing to complete the scene.... "You would look terrific with a cock sliding in and out of your mouth right now".....

The 8" strap on and the butt plug got a lot of use too.
Damn that's hot
 
Years back before my wife lost her sex drive, she was super horny 24/7. One night she asked me to take her to the adult store that was about 30 minutes away. It surprised me as I never thought she had the courage to walk in a place like that. We got there and she told me to look for a couple movies while she checked out the toys. She decided on a 8" strap-on, a 5" butt plug, and a 18" double headed dildo. We went home, watched the movies and fucked. She put the toys in a box in the closet and never said anything about them. I figured she had a change of heart and made a mistake buying them so I didn't say anything. About two weeks went by and one day when I came home from work, she was waiting for me at the front door..... naked. The shades on the windows were all pulled down, and she looked at me and said to get in the bathroom. I walked into the bathroom and she said "Get your clothes off NOW.... you're getting an enema. Before I could reply, she glared at me and said NOW! I did as told and received a very filling enema. After I voided myself, she led me to the kitchen table, told me to lie face down on it and tied my ankles to the legs. The table was opened in the middle about 8 inches or so and she made sure my cock and balls hung down through the opening. Then she tied my wrists to the other end. She explained the reason for strapping me down was so I didn't change my mind. She would decide. She crawled under the table and teased me until I had a raging erection, then stopped, came out and stood in front of me and said "that's enough teasing".... The next thing I knew, she lubed my ass and started working the 18" double dildo in. She explained how she was going to work the entire thing into my asshole no matter how long it took. It didn't take her long because ten minutes later the entire thing was inside me. She worked it in until the only thing sticking out was the cockhead at the other end. She kept me like that for at least an hour teasing me off and on, but wouldn't let me cum. Then she told me that I needed just one thing to complete the scene.... "You would look terrific with a cock sliding in and out of your mouth right now".....

The 8" strap on and the butt plug got a lot of use too.
You are a lucky, lucky man. I wish my wife was that adventurous...
 
It must be very difficult to deal with that kind of a flip. To have a wife that kinky would be awesome, but then to have her lose her sex drive and go from crazy sex all the time to nothing at all would be a real challenge
 
I bet there are a lot of women who would be willing to do this for a guy if they really liked him. Like any kind of kink I think the thing to do would be to find someone you clicked with on all levels, and then talk to her about kinks and fantasies, rather than going out to find someone specifically for this. You might find someone willing to do it, but what are the chances you'll actually like each other as well.

Its always been one of my fantasies.
 
Years ago I met a woman at a bar, while at the bar, we had great conversation and talking some smack back and forth, talk soon led to dating talk and sex talk, we danced a little, and then it led to groping, then it led to a cab ride to her place.

We had had sex once, and we were laying there talking and having some more drinks when she excused herself, she went into her bathroom. She told me to wait there, she would be right back. About 10 minutes went by, then the bathroom door opened, and she came back into the room. She was wearing a black silk robe, and I could here her heels clicking on the hardwood floors. She walked to the bed, and I gave her a puzzled look when she opened the robe to reveal a strap on dildo attached to her. She smiled and sweetly asked if I was game, I was very shocked, and asked what is it that you expect me to do, she chuckled as she lit a cigarette, then said well for starters you should probably suck it.

More later.

More! More! Please!!
 
I bet there are a lot of women who would be willing to do this for a guy if they really liked him. Like any kind of kink I think the thing to do would be to find someone you clicked with on all levels, and then talk to her about kinks and fantasies, rather than going out to find someone specifically for this. You might find someone willing to do it, but what are the chances you'll actually like each other as well.

Its always been one of my fantasies.

If you find that girl you better marry her. I have found more females that are not into it vs females that are turned on by it.
 
I love being pegged .Its part of our domination,submission life style .She brought it up one night ,it was after I had gone down on her including giving her a rim job .She played around my ass ,then with out warning shoved a finger in .The way I moaned told her all she needed to know .Her next statement I must admit thrilled me to the bone ,I’m going to fuck you .We purchased the strap on harness and rubber cock ,the one with the ejaculation function ,along with artificial cum ,her idea not mine .
That night we got ready for the grand experience,she told once again .I’m going to fuck you but your going to suck it ,I’ll give the choice ,you can suck it before or after I fuck you .We had condoms so before I could answer she said never mind it will after .
It hurt like a bitch ,but with the use of plenty of lube I got into it ,more so because it turned her on ,when I was on my knees sucking it she pressed the ejaculation button filling my mouth .Her orgasm when I are her was mind blowing ,its now a regular part of our sex life
 
I love being pegged .Its part of our domination,submission life style .She brought it up one night ,it was after I had gone down on her including giving her a rim job .She played around my ass ,then with out warning shoved a finger in .The way I moaned told her all she needed to know .Her next statement I must admit thrilled me to the bone ,I’m going to fuck you .We purchased the strap on harness and rubber cock ,the one with the ejaculation function ,along with artificial cum ,her idea not mine .
That night we got ready for the grand experience,she told once again .I’m going to fuck you but your going to suck it ,I’ll give the choice ,you can suck it before or after I fuck you .We had condoms so before I could answer she said never mind it will after .
It hurt like a bitch ,but with the use of plenty of lube I got into it ,more so because it turned her on ,when I was on my knees sucking it she pressed the ejaculation button filling my mouth .Her orgasm when I are her was mind blowing ,its now a regular part of our sex life

That's pretty hot. Would love to have that kind of sex life with my next girlfriend.
 
My post was very abbreviated ,but I guess I conveyed the message .forgot to mention I have to clean the dildo when she is done ,not usually to bad unless she decides to do me bareback . She mentioned the dreaded C word ,yes cuckold ,hasn't talked about it since .A lot to think about.I'm afraid to ask if she means one of her girlfriends or another guy .
 
I really wonder what most females think about pegging.

I told my wife and she did it once. But she did not liked it at all. She said it felt at some point degrading...
 
I asked my wife

and she said it was just a fantasy and I wouldn't enjoy it. I wonder if her reason for saying No, was she thought the same as your wife.
 
I have no idea why some women refuse to peg a guy .I can appreciate it if they dont want to try anal .Perhaps they aquatint it with the guy being gay ,which is nonsense .In my/our case ,she enjoys the feeling of power she has over me Of course thats not just limited to pegging ,by mutual agreement she dominates me in every way .Pegging is another power play .For you unfortunate guys ,perhaps you could work out an arrangement with wives ,you volunteer to do some thing for her that she doesn't like to do in exchange for her pegging you ,she just might go for it and perhaps enjoy it
 
I love it when she calls and tells me that she has been dreaming about doing this again.
 
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