Pegging

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The psychological backstory of the pegging...

With my keen mind and fertile imagination, I am the ultimate "the brain is the ultimate sex organ" guy. So, for example, with pegging, it couldn't just be my wife or girlfriend pegging me. The pegging itself would be simply the physical manifestation of the intense psychological atmosphere of the scene, the acting out of the bond between the two people and their specific natures. I've long fantasized about a loving mother "preparing" her young son for the world, sexually and otherwise, tenderly but firmly making clear to him that hers was the greater power, his the weaker, and that, ironically, she was doing this to set him free--by breaking his fledgling male will and forcing him to surrender to her, he could feel safe. Come to see the feeling of sexual inadequacy she placed in him as the gateway to liberation. His mother, he now sees, is everything. She is bigger, stronger and more powerful than him. Maybe the mother has done this because she wants to keep him for herself, and so needs to twist his mind around in a way she knows will cause him to worship her and need the dynamic she has created between them. Or, perhaps the mother wants to change the nature of his mind from young heterosexual male, to young man prepared to surrender to bigger cocks than he has, recognize his responsibility to service them--and maybe the mother is doing this because she loves him and really believes that's his best shot at love and acceptance, having seen the size of his tiny cock, or, alternatively, there's no problem with the size of his cock, she just wants to twist and rearrange his mind in this way to affirm to him that she has the power to, simultaneously satisfying her own wish to demonstrate that to herself. Anyway, these are just some of the complex storylines I would need as context for the pegging.
 
With my keen mind and fertile imagination, I am the ultimate "the brain is the ultimate sex organ" guy. So, for example, with pegging, it couldn't just be my wife or girlfriend pegging me. The pegging itself would be simply the physical manifestation of the intense psychological atmosphere of the scene, the acting out of the bond between the two people and their specific natures. I've long fantasized about a loving mother "preparing" her young son for the world, sexually and otherwise, tenderly but firmly making clear to him that hers was the greater power, his the weaker, and that, ironically, she was doing this to set him free--by breaking his fledgling male will and forcing him to surrender to her, he could feel safe. Come to see the feeling of sexual inadequacy she placed in him as the gateway to liberation. His mother, he now sees, is everything. She is bigger, stronger and more powerful than him. Maybe the mother has done this because she wants to keep him for herself, and so needs to twist his mind around in a way she knows will cause him to worship her and need the dynamic she has created between them. Or, perhaps the mother wants to change the nature of his mind from young heterosexual male, to young man prepared to surrender to bigger cocks than he has, recognize his responsibility to service them--and maybe the mother is doing this because she loves him and really believes that's his best shot at love and acceptance, having seen the size of his tiny cock, or, alternatively, there's no problem with the size of his cock, she just wants to twist and rearrange his mind in this way to affirm to him that she has the power to, simultaneously satisfying her own wish to demonstrate that to herself. Anyway, these are just some of the complex storylines I would need as context for the pegging.


Maybe come up with a story that covers these points above and post it on Lit.?

Another thought is while you are being pegged, you have control of the stories in your head. Let them run rampant.

ES
 
The first time I ever pegged a man was with my second husband, and causing undue pain to him was a big worry of mine, even though he was the one who brought up the subject of pegging in the first place. We discussed it and settled on a fairly small (6 inches) dildo to experiment with for the strap-on, because injuring him was a concern of mine.

As you said, I couldn't "feel" it when entering him, so I did use my hand to gauge where the dildo was in relation to him. I entered him real slow, and getting constant feedback from him. We did this several times and I was able to memorize how deep I could go. We gradually worked up in dildo sizes, and it eventually became a fun part of the sex we had together.

I like your comments WillowySparkles! I think you did a good thing to start him out on a small dildo. My first one was about that size maybe 6" and the thickness of about 3 pencils together. It was purple and looked great on the Domme. The key is she knew how to use the strapon and I had an amazing first strapon orgasm.

Another thing to remember especially for first-timers is your anus is a one-way door. It normally opens to let things out. So when you are pegged or are playing with a dildo you need to push out like you are going to the bathroom to "open" that door. Once you do that it feels MUCH better and the pegging gets easier, more pleasurable.

ES
 
My first time I was pegged it was with my 1st wife. She said she would peg me I had to work up to our 9" purple strap on. I started by sitting on a 6". When I could ride it 3 times a day without pain. She bought me a 7" one. Again she had to watch me ride it 3 times a day without pain. Then I worked an 8" one 3 times a day. Then I worked our 9" one. She then bent me over the bed and did me for about 10 minutes. The second time I met a girl on alt.com. we met and immediately hit it off and I fucked her beautiful pussy till I filled her up. As I laid there she got up put her strap on, on, I rolled over and she lubed my ass up, slowly worked her strap on into me, then started pounding my ass. After 10 to 15 minutes i shot my first load under me on the bed. She had me roll over and slowly did me laying on me in the missionary position. A lot of kissing and petting. She then sat up, legs up in the air and again pounding me. Until I shot my load up my stomach. She then laid back down on me in the missionary position and again did me slow and easy while we sensually made out again. After about 20 minutes she had me roll over into doggy style and pounded away again. She told me to stroke my cock and I again shot my load again in my hand and collapsed on the bed. She had me put a pair of her panties on while we ate a snack. She walked around with just her strap on, on. Then she had me straddle her sitting on the sofa and had me ride her cock as she stroked me until I shot my load on her tits. Neither one of us wiped the cum up until we finished. We did every position possible a couple of times. She fucked me for hours. We loved every minute of it. We were supposed to meet up again but unfortunately it never happened.
 
My first time I was pegged it was with my 1st wife. She said she would peg me I had to work up to our 9" purple strap on. I started by sitting on a 6". When I could ride it 3 times a day without pain. She bought me a 7" one. Again she had to watch me ride it 3 times a day without pain. Then I worked an 8" one 3 times a day. Then I worked our 9" one. She then bent me over the bed and did me for about 10 minutes. The second time I met a girl on alt.com. we met and immediately hit it off and I fucked her beautiful pussy till I filled her up. As I laid there she got up put her strap on, on, I rolled over and she lubed my ass up, slowly worked her strap on into me, then started pounding my ass. After 10 to 15 minutes i shot my first load under me on the bed. She had me roll over and slowly did me laying on me in the missionary position. A lot of kissing and petting. She then sat up, legs up in the air and again pounding me. Until I shot my load up my stomach. She then laid back down on me in the missionary position and again did me slow and easy while we sensually made out again. After about 20 minutes she had me roll over into doggy style and pounded away again. She told me to stroke my cock and I again shot my load again in my hand and collapsed on the bed. She had me put a pair of her panties on while we ate a snack. She walked around with just her strap on, on. Then she had me straddle her sitting on the sofa and had me ride her cock as she stroked me until I shot my load on her tits. Neither one of us wiped the cum up until we finished. We did every position possible a couple of times. She fucked me for hours. We loved every minute of it. We were supposed to meet up again but unfortunately it never happened.

Sounds like an unbelievable experience! Do you still “train” to keep loose?
 
My first time I was pegged it was with my 1st wife. She said she would peg me I had to work up to our 9" purple strap on. I started by sitting on a 6". When I could ride it 3 times a day without pain. She bought me a 7" one. Again she had to watch me ride it 3 times a day without pain. Then I worked an 8" one 3 times a day. Then I worked our 9" one. She then bent me over the bed and did me for about 10 minutes. The second time I met a girl on alt.com. we met and immediately hit it off and I fucked her beautiful pussy till I filled her up. As I laid there she got up put her strap on, on, I rolled over and she lubed my ass up, slowly worked her strap on into me, then started pounding my ass. After 10 to 15 minutes i shot my first load under me on the bed. She had me roll over and slowly did me laying on me in the missionary position. A lot of kissing and petting. She then sat up, legs up in the air and again pounding me. Until I shot my load up my stomach. She then laid back down on me in the missionary position and again did me slow and easy while we sensually made out again. After about 20 minutes she had me roll over into doggy style and pounded away again. She told me to stroke my cock and I again shot my load again in my hand and collapsed on the bed. She had me put a pair of her panties on while we ate a snack. She walked around with just her strap on, on. Then she had me straddle her sitting on the sofa and had me ride her cock as she stroked me until I shot my load on her tits. Neither one of us wiped the cum up until we finished. We did every position possible a couple of times. She fucked me for hours. We loved every minute of it. We were supposed to meet up again but unfortunately it never happened.

Thanks for sharing. That is a lot of orgasms for one session. Has your wife fucked you again since this time above?

ES
 
Thanks for sharing. That is a lot of orgasms for one session. Has your wife fucked you again since this time above?

ES

That was with my first wife she only did me that 1 time. By the time the girl and I from alt.com my cum was very little. My current wife has no interest in pegging.
I have always been able to cum a lot. When I lived in Hawaii, I had a Japanese girlfriend, which I always had at least 6 orgasms every time we fucked. My wife does have a hard time keeping up with me. We are kinky just in other ways. Every time I cum in her she sits on my face and mouth for me to lick her clean.
 
Great! Has your wife fucked you recently?

ES

About two weeks ago was the last time. We average about every month or so. We'd do it more often but to do it well requires some prep work, i.e., cleaning out :)
 
hey

He's my ex-husband now, but he grew to like a dildo about 8 inches in length. As far as myself, I enjoy all sizes :)

hey willow....i love your comments. enjoy your thanksgiving and your b'day is coming up too. so enjoy that too. take care....:D
 
My first time I was pegged it was with my 1st wife. She said she would peg me I had to work up to our 9" purple strap on. I started by sitting on a 6". When I could ride it 3 times a day without pain. She bought me a 7" one. Again she had to watch me ride it 3 times a day without pain. Then I worked an 8" one 3 times a day. Then I worked our 9" one. She then bent me over the bed and did me for about 10 minutes. The second time I met a girl on alt.com. we met and immediately hit it off and I fucked her beautiful pussy till I filled her up. As I laid there she got up put her strap on, on, I rolled over and she lubed my ass up, slowly worked her strap on into me, then started pounding my ass. After 10 to 15 minutes i shot my first load under me on the bed. She had me roll over and slowly did me laying on me in the missionary position. A lot of kissing and petting. She then sat up, legs up in the air and again pounding me. Until I shot my load up my stomach. She then laid back down on me in the missionary position and again did me slow and easy while we sensually made out again. After about 20 minutes she had me roll over into doggy style and pounded away again. She told me to stroke my cock and I again shot my load again in my hand and collapsed on the bed. She had me put a pair of her panties on while we ate a snack. She walked around with just her strap on, on. Then she had me straddle her sitting on the sofa and had me ride her cock as she stroked me until I shot my load on her tits. Neither one of us wiped the cum up until we finished. We did every position possible a couple of times. She fucked me for hours. We loved every minute of it. We were supposed to meet up again but unfortunately it never happened.

That's so incredibly hot. You never met up with her again??!! i would have married Her!
 
I've never pegged a guy; never had the desire to, to be honest. That said, is this part of what men look for when they're pegged?

https://64.media.tumblr.com/290d6c1377e1ad0f9d3174bd00e0dc48/tumblr_pfjv5cNgMH1vy2yamo1_1280.jpg

Can't speak for others, LadyJS but this is part of what it means for me. Of course, I really really enjoy the feeling of being fucked in the ass but I also love being able to surrender control to my wife. She's very shy and hasn't been willing to take control during our lovemaking. I've been able to convince her to peg me and now it's part of our regular playtime. Sometimes, I just want someone else to be in charge of things, ya know?

Does that help?
 
for my exsperience its very hot letting my woman take control and do me like i do her when we fuck i cum in her and on her and she makes me clean her up so when i said would you fuck me she was all over it and im a happy guy

Can't speak for others, LadyJS but this is part of what it means for me. Of course, I really really enjoy the feeling of being fucked in the ass but I also love being able to surrender control to my wife. She's very shy and hasn't been willing to take control during our lovemaking. I've been able to convince her to peg me and now it's part of our regular playtime. Sometimes, I just want someone else to be in charge of things, ya know?

Does that help?

Yes, both of your responses gives me a little more understanding. Thanks!
 
I've never pegged a guy; never had the desire to, to be honest. That said, is this part of what men look for when they're pegged?

https://64.media.tumblr.com/290d6c1377e1ad0f9d3174bd00e0dc48/tumblr_pfjv5cNgMH1vy2yamo1_1280.jpg

JS,
That's how I felt It is also why I like it when my current wife takes charge and dominates me and does what ever she wants too to me. Especially when she sits on my face and mouth after sex and tells me to lick her clean. She is not interested in pegging me yet.
 
Yes, both of your responses gives me a little more understanding. Thanks!

Hello LadyJS,

My answer to your questions is that everyone's experience is going to be different. That includes the person being pegged and the pegger. For me, anal play is fun and pegging is just one part of that. I am sure you will see by my responses that I initially did pegging for my partner's pleasure not my own. I had no idea pegging could be pleasurable for the guy.

Surrender and lose control during pegging? That is usually up to the woman pegging me. IF she can get me on that road, that is great but it is rare. There needs to be a deep level of connection and trust.

I would say the role reversal can be fun if the woman also likes that part. For example, the initial entry part is similar to a man first entering a woman. You need to go slow and let her get used to the size. During pegging, the woman may get carried away and not attend to her partner's pleasure--again similar to regular intercourse only in reverse. Some guys say they are much more understanding of a woman's needs during intercourse after being pegged.

ES
 
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