Advice on Pegging my Beau?

trying to work my way up to pegging my boyfriend. we were both practically virgins to anal when we met and he has since opened me up to actually enjoying (!) anal, which i thought could never happen, after many non successful attempts with other partners.
i've played a little in his ass with a finger and tongue, and have recently gotten the Silk Small dildo in there but just once, without much result. he said it didnt do much for him, though he could feel it. he said it just felt like he had to have a bowel movement, which i laughed at, because thats what it felt like for me the first oh... 10 times we tried to have anal.

any advice on opening him up would be greatly appreciated. we're both mentally open (probably me moreso than him!) but his tight little ass.... i just need to learn how to work it.


also, that elusive P spot--is it located towards the back of the ass? like, the opposite of the g-spot which is towards the front of the vagina? i've tried to stimulate his and gotten no results, don't even know if i've ever properly hit it.


thanks for your help.

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okay, a contributor sent me this site in a private msg and now i'm even MORE excited about trying it.
it's a site for pegging porn... and i didnt realize how dominating this position was! i get to be the DUDE! i get to be in control! most of the video plots outlined (with several videostills) involve the man being 'humiliated.' it really hit home how modern day mainstream porn puts women in the humiliation seat. time for tables to turn.


keep in mind i'm wanting to try pegging not out of some serious BDSM interest or dominatrix fetish, but i just want to fuck my boyfriend's sweet ass. what happens then, i'm sure will be a cool surprise.

check out the site if you like. i can guarantee it's safe until at least the main page where the videostills and plots are outlined.

FemDom Movies

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trying to work my way up to pegging my boyfriend. we were both practically virgins to anal when we met and he has since opened me up to actually enjoying (!) anal, which i thought could never happen, after many non successful attempts with other partners.
i've played a little in his ass with a finger and tongue, and have recently gotten the Silk Small dildo in there but just once, without much result. he said it didnt do much for him, though he could feel it. he said it just felt like he had to have a bowel movement, which i laughed at, because thats what it felt like for me the first oh... 10 times we tried to have anal.

any advice on opening him up would be greatly appreciated. we're both mentally open (probably me moreso than him!) but his tight little ass.... i just need to learn how to work it.


also, that elusive P spot--is it located towards the back of the ass? like, the opposite of the g-spot which is towards the front of the vagina? i've tried to stimulate his and gotten no results, don't even know if i've ever properly hit it.


thanks for your help.

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Forget the "pegging" till you make P spot orgasms a JOY for him. Then he will ASK you to do it. The KEY is learning to do it, and for us, only a finger will do, every time. I keep one of my nails SHORT and TRIMMED at all times just for this. Turns him on to no end just holding my hand, KNOWING why one nail is short...it is my ALWAYS gift for HIM. A "stick on" nail, for that one finger, works great if you need to go out somewhere extra fancy and want all nails even, by the way.

Anyway, START with LOTS, and LOTS and LOTS of good anal lube (there are plenty for sale here)...Then use even more. If it isn't a sloppy mess, then you are not using enough (Liberator makes a great throw blanket that is waterproof, for this kind of fun).

Next you want to have your finger in ALL THE WAY, if you have normal "girl length" fingers, like me, you will need every single millimeter of your finger inside to reach the prostate.

Next you will find it by aiming FORWARD, and UP. You are trying, from inside, to basically aim towards his belly button, if you can envision that.

What you will feel is a little WALNUT shaped, and sized object...soft, but ridged liked a walnut shell. THAT is the Prostate surface. You can press it, GENTLY, and rub it with the fingertip or fleshy part. DON'T scratch it with your nail...EVER. You DON'T want to damage or allow infection of that body part.

If you do that while giving him oral, he will come in 30 seconds, max.

My husband describes it as "the most intense and uncontrollable" of all sexual feeling. This is from a guy who can control himself enough to be pounding away at me for an hour, if we have time for long "weekend" play. My girlfriends who talk open with me about these things, say their hubbies are the same way. They rate a prostate orgasm as a 19 on the 1 to 10 scale!!!!

So, get him to enjoy serious P spot orgasms and lots of finger play (tongue too, since you go there as well...we love it), and then move on to Pegging.

Oh...if you look online, you can find many diagrams and probably internal video views of exactly where the Prostate is, since every medical student, resident physician and GP has to find it and palpate it too!!!!

I just noticed a diagram someone posted below....That is pretty good, but that looks like a guide to a long fingered male physician doing high school age guys physicals. In a grown man, you may find it a big higher and further away...in short, aim towards the belly button....full finger in.

Have fun. less

Forget the "pegging" till you make P spot orgasms a JOY for him. Then he will ASK you to do it. The KEY is learning to do it, and for us, only a finger will do, every time. I keep one of my nails SHORT and TRIMMED at all times just for this. Turns him on to no end just holding my hand, KNOWING why one nail is short...it is my ALWAYS gift for HIM. A "stick on" nail, for that one finger, works great if you need to go out somewhere extra fancy and want all nails even, by the way.

Anyway, START with LOTS, and LOTS and LOTS of good anal lube (there are plenty for sale here)...Then use even more. If it isn't a sloppy mess, then you are not using enough (Liberator makes a great throw blanket that is waterproof, for this kind of fun).

Next you want to have your finger in ALL THE WAY, if you have normal "girl length" fingers, like me, you will need every single millimeter of your finger inside to reach the prostate.

Next you will find it by aiming FORWARD, and UP. You are trying, from inside, to basically aim towards his belly button, if you can envision that.

What you will feel is a little WALNUT shaped, and sized object...soft, but ridged liked a walnut shell. THAT is the Prostate surface. You can press it, GENTLY, and rub it with the fingertip or fleshy part. DON'T scratch it with your nail...EVER. You DON'T want to damage or allow infection of that body part.

If you do that while giving him oral, he will come in 30 seconds, max.

My husband describes it as "the most intense and uncontrollable" of all sexual feeling. This is from a guy who can control himself enough to be pounding away at me for an hour, if we have time for long "weekend" play. My girlfriends who talk open with me about these things, say their hubbies are the same way. They rate a prostate orgasm as a 19 on the 1 to 10 scale!!!!

So, get him to enjoy serious P spot orgasms and lots of finger play (tongue too, since you go there as well...we love it), and then move on to Pegging.

Oh...if you look online, you can find many diagrams and probably internal video views of exactly where the Prostate is, since every medical student, resident physician and GP has to find it and palpate it too!!!!

I just noticed a diagram someone posted below....That is pretty good, but that looks like a guide to a long fingered male physician doing high school age guys physicals. In a grown man, you may find it a big higher and further away...in short, aim towards the belly button....full finger in.

Have fun. less

Gloves are good - not only for "clean" reasons, but also because they make the finger more smooth. The only downside is that they might be connected with medical things and therefore a bit of a mood-killer, so I'd advise not making a show of putting the glove on the first couple of times. less

Here is a good series of short videos that are very instructional.

the site is xnxx.com. Just type strap on master class in the search blank. You and your guy could watch it together.

My wife and I love strap on sex. She pegs me about once a week and we have been doing it for years.

Happy pegging. less