Advice on Pegging my Beau?

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Advice on Pegging my Beau?

aliceinthehole aliceinthehole
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.

06/22/2011
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aliceinthehole aliceinthehole
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

06/23/2011
Kindred Kindred
Quote:
Originally posted by aliceinthehole
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 ...


The prostate is a small gland located at the base of the urethra as it exits the bladder. While it varies from person to person, it is typically palpated just a few inches inside the anus towards the front of the body.

My suggestion would be to continue using just your finger. This will allow you to learn where the prostate is and your boyfriend to learn what it feels like to have it stimulated. Definitely have a lot of foreplay to warm up and be sure to use plenty of lube. When massaging the prostate, curl your finger into a "come here" motion while he is laying on his back.

Once you're both comfortable with finger play, you can move on to other toys such as dildos, plugs, and p-spot toys. Each offers a different experience so you will have to experiment some. In terms of dildos, one with a curve is generally preferred to target the prostate. And remember, you can rotate the direction of the curve towards the prostate depending on the position he is in. For example if he is in doggie, angle the curve downwards, even if you are wearing a harness.

Lastly, use lots of lube and communicate with your boyfriend. Ask him what feels good and what he likes. It is important that he relax and be comfortable for the experience to be enjoyable.
06/23/2011
Kindred Kindred
Quote:
Originally posted by aliceinthehole
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 ...
Be sure to discuss this with the boyfriend. Men do not necessarily participate in pegging to be dominated.
06/23/2011
Bignuf Bignuf
Quote:
Originally posted by aliceinthehole
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 ...
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.
06/23/2011
aliceinthehole aliceinthehole
Quote:
Originally posted by Kindred
Be sure to discuss this with the boyfriend. Men do not necessarily participate in pegging to be dominated.
thanks for the advice kindred. believe it or not he and i are quite vocal as i'm little miss heart on her sleeve and i enjoy having everything talked about as much as possible.

thanks for the diagram too! i was clueless...


you're so helpful!
06/23/2011
aliceinthehole aliceinthehole
Quote:
Originally posted by Bignuf
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 ...
wow bignuf, thank you so much! this is the exact response i was looking for. i will try all these great tips out and i'm sure they'll yield some sweet results! i'll keep you updated.


06/23/2011
KinkyKrissy KinkyKrissy
Quote:
Originally posted by Bignuf
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 ...
Great advice! I've never done anything to a guy's ass. I've always been very turned away, probably because I'm a bit of a germaphobe. If I had a glove I'd do it though because it can be throw away after and help me ease into it.
07/08/2011
ScottA ScottA
Quote:
Originally posted by KinkyKrissy
Great advice! I've never done anything to a guy's ass. I've always been very turned away, probably because I'm a bit of a germaphobe. If I had a glove I'd do it though because it can be throw away after and help me ease into it.
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.
07/12/2011
KinkyKrissy KinkyKrissy
Quote:
Originally posted by ScottA
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 ...
Good point, unless you do a doctor roleplay or something with it, but even then gloves can still weird some people out which is understandable. I didn't even think of the smoothness they add.
07/12/2011
oldkinky oldkinky
Quote:
Originally posted by aliceinthehole
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 ...
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.
07/14/2011
aliceinthehole aliceinthehole
Quote:
Originally posted by oldkinky
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 ...
those weren't just short instructional videos... that was straight up porn! NSFW warning to anyone else who decides to click on it. i guess i should've known better...
oops.

07/14/2011
Total posts: 12
Unique posters: 6