Pegging

Pegging

cheekyx cheekyx
Okay so my bf and I have been throwing the term anal around for a while now, and I didn't really like anal sex...until I did. SO now I've asked him how he feels about pegging and he seems pretty uncomfortable about it. When I bring up plugs he said he is open to try them.

Do I start slow with plugs?

Do I give up?

Ladies-if you do this to your guys how did you get him into it? Did he request/you request? Guys-vice versa.
05/04/2016
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Peg Peg
Quote:
Originally posted by cheekyx
Okay so my bf and I have been throwing the term anal around for a while now, and I didn't really like anal sex...until I did. SO now I've asked him how he feels about pegging and he seems pretty uncomfortable about it. When I bring up plugs ...
Would recommend going slow and small. You may consider rubbing him down there so he can get used to being touched there and starting off with a finger before you purchase anything. If you do use a finger just be sure you have lube and no sharp edges on your nails. If he likes all of that then you can move on to other things to include pegging. However it goes, just remember to go slowly and have plenty of lube. Best of luck.
05/05/2016
MrClark MrClark
I agree, slow and small. Rubbing the area w/ lube slowly while pleasuring his penis and working up to penetrating with a finger over time. A finger is a great way to start as you can find his prostate and apply direct pressure/rubbing as this can lead to significantly enhanced male orgasms. I know eased my girlfriend into anal sex through a slow process of working up from rubbing, fingers to toys of increasing size.

I really enjoy prostate massager toys; however, still haven't used them with much with my partners. My ex-gf really wanted to eventually try pegging too; however, we didn't have the toys for it. But we tried using my prostate massager once during sex; however, I strangely lost my erection during the process and the mood was lost shortly after that

I was definitely hesitant to move from plugs/massager toys during sex to pegging as it was hard to wrap my head around + even though I trusted (and still do) my partner that worrying about not having control over things penetrating my body was a bit worrisome. I fully appreciate the dichotomy of asking my partner to trust me in that context yet struggling with it myself is basically hypocrisy. But as I said even with that worry being there I was open to working up to that with her, since it was something that she was exciting about experiencing, which she communicated to me. And honestly, if I'm wanting anal sex in a relationship I should be open to my partner wanting me to reciprocate.

I wonder how much of it is driven by "social norms"?
05/05/2016
Andykh Andykh
I say slow and small with lube of course. If he likes it then ask him does he want to go a lil bit bigger. Time is the key. To me it adds another world to the bedroom
05/05/2016
OH&W, Lovebears OH&W, Lovebears
If fingers are used be sure the fingernails are trimmed so as will not hurt him.

05/05/2016
The-IT-Guy-And-My-Secretary The-IT-Guy-And-My-Secretary
Quote:
Originally posted by cheekyx
Okay so my bf and I have been throwing the term anal around for a while now, and I didn't really like anal sex...until I did. SO now I've asked him how he feels about pegging and he seems pretty uncomfortable about it. When I bring up plugs ...
Ok so heres my 2 cents....

I think my man Mr Clark is right...

Guys have this heistation with anal sex because they think it shakes their foundation of what it means to be a heterosexual male.

The truth is I have never done the pegging thing. Come to think about it it may simple be the shape of the toy and that fact that even though its a girl that is doing it it still makes you think about is this manly is it not manly. I mean among men you will never hear another guy admit to receiving a prostate massage let alone being pegged. I am pretty sure it is that social stigma attached to the act.

However....

One other thing that I am sure you could most get men to admit to anonymously is how that stigma flies right out of the window after he has cum really hard from pegging, prostate massage or using a prostate toy. For a guy its a COMPLETELY different orgasm to have. Much more intense, much more pleasurable. Once a guy cums like that, they just want to feel like that again and are usually easily able to look past that stigma.

If you want my advice to get him interested in it is to start with the least intrusive way and work your way in from there.

Now how she broke me... (lol) is we went out had an awesome sushi dinner then we had a bottle of wine then we ended up having that mid summer early afternoon, no kids, nothing to do sex for the rest of the afternoon into the night.

We had bought a plug earlier in the week kind of daring each other to do it. But after some rough sex, wine and showers we decided to go at it again. so after sex 3 times that day she decides she is going to go down on me to for some encouragement to go again and having a slight buzz with my inhibitions lessened she dared me to let her use the toy and I was a little nervous but all at the same time relaxed. She went down on me and used the plug to massage my prostate and I had my first full prostate orgasm and the truth is I have NEVER cum that hard. And that was after having sex a few other times that day. I was sure she wasn't going to get me off. The truth was I came so hard I was embarassed....LOL. Like literally holy shit!!! how did you do that lol!!!

Well I sure was wrong... but now its one of those you know you dont have to ask questions LOL. If she is going to make me have a full body orgasm (which that right ladies its the same for us.. full body) far be it for me to question how.

So make him comfortable... when he has that first full body orgasm and completely loses control of himself for a second or two you wont have to suggest anything ever again.

No as far as me using the toy on her.... she always loved it. Never needed to ask her either. Obviously she doesent have a prostate but she loves how tight she feels and if I am taking her doggy style and she is using a vibe or massaging her clit she cums very hard too. We have been together for years but we have never had anal sex with just me and her but the reason for that is I am pretty big (not a brag... truthfully being too big is a bad thing and you know you are too big when you are apologizing for hurting her)
and we both came to the conclusion that I would probably end up hurting her big time if we did.

Hope that helps, and he wont know how lucky he is until you get him that first time.

Enjoy!
05/05/2016
OH&W, Lovebears OH&W, Lovebears
Quote:
Originally posted by cheekyx
Okay so my bf and I have been throwing the term anal around for a while now, and I didn't really like anal sex...until I did. SO now I've asked him how he feels about pegging and he seems pretty uncomfortable about it. When I bring up plugs ...
He needs to like anal play first I think. If he is giving it to you, then he should be willing to take it there also. He would have to experience something in his anus to see what it is like beforehand though.

One of you should introduce one of these to his backdoor.

I would suggest either a glass probe like the Amethyst.
link
Or a prostate massager link

Wearing this and then after comfortable with it, pull it in and out slowly.
That will massage his p spot and activate tons of sensory nerve endings in there.


Perhaps while giving him oral(head) insert it after he has already experienced one of them. This combination is out of this world to a male. He should get the super erection from this dual stimulation. Like a women getting oral and penetration at the same time.

If you then want a tripe-play, have intercourse while BOTH of you have a anal plug in.

Keep in mind this is my recommendation for getting started in his anal adventures. Pegging is a much different experience than this. Pegging is not just a sex act, much more than that.

Disclaimer alert ! I am not a sex therapist or an expert. Just your average guy.

For an introduction to pegging I would suggest reading some of Ruby Ryder's stuff. Just type in Ruby Ryder Pegging 101.
05/05/2016
cheekyx cheekyx
Thanks everyone this is all really fantastic advice for someone who is new to this! Since he does like it when I use my finger I think I will stick with that for a while longer.

Even though he says he would try a plug I think I might wait until he decides in his own time to use one...and since there is even a little bit of unease about pegging I think we will definitely hold off on that. I don't want to push him too hard on that one since it seems like pretty serious business.

Thanks again
05/06/2016
Andykh Andykh
Good luck to both of u and hope u 2 get to enjoy this whole other world of fun
05/06/2016
cheekyx cheekyx
Quote:
Originally posted by Andykh
Good luck to both of u and hope u 2 get to enjoy this whole other world of fun
Thanks Andykh! Me too
05/06/2016
RobbieVibrates RobbieVibrates
Quote:
Originally posted by cheekyx
Okay so my bf and I have been throwing the term anal around for a while now, and I didn't really like anal sex...until I did. SO now I've asked him how he feels about pegging and he seems pretty uncomfortable about it. When I bring up plugs ...
...well trust me, hes interested... start with butt plugs, vibrating are the best!!
05/14/2016
Herzer Herzer
Sounds like the the same pattern with my wife and I. I completely agree with the prostate massager, but you might start with oral and a finger massage then oral and a toy. Once he realizes how good it feels and that it doesn't make him any less of a man to enjoy you playing with his ass he'll most likely get enthusiastic about it.
06/06/2016
OH&W, Lovebears OH&W, Lovebears
Quote:
Originally posted by The-IT-Guy-And-My-Secretary
Ok so heres my 2 cents....

I think my man Mr Clark is right...

Guys have this heistation with anal sex because they think it shakes their foundation of what it means to be a heterosexual male.

The truth is I have never done the ...
Hey IT Guy, So it's been 3 months since your fantastic experience. Have you had any pegging experiences yet ? It's not just the physical experience. The mental closeness afterwards is something also.
07/30/2016
OH&W, Lovebears OH&W, Lovebears
Quote:
Originally posted by cheekyx
Thanks Andykh! Me too
cheekyx,

Any updates yet ?
07/30/2016
Devz Devz
I started with fingers first and advanced to plugs > larger plugs
Feb 28, 6:40 pm
cummingattractions1 cummingattractions1
I would say, if he doesn't want a toy, don't use one. If fingers are what turn him on, then use that. If the use of toys are what turn YOU on, try using a toy on yourself as you finger him -- it may help satiate both your urges.
Sep 12, 12:47 pm
Lena Eden Lena Eden
Quote:
Originally posted by cummingattractions1
I would say, if he doesn't want a toy, don't use one. If fingers are what turn him on, then use that. If the use of toys are what turn YOU on, try using a toy on yourself as you finger him -- it may help satiate both your urges.
Ab-sex-solutely agree with you!
Sep 14, 8:19 am
OH&W, Lovebears OH&W, Lovebears
I wonder how many gals of all ages, whether in a relationship or not secretly would like to peg a man.
And how many have done it , but keep it a secret. I know OW would never tell anof her close friends. Now if one of them spills the beans first, may become a " who's got the biggest d** k contest.
Sep 14, 12:39 pm
Mrarrousal Mrarrousal
Quote:
Originally posted by cheekyx
Thanks everyone this is all really fantastic advice for someone who is new to this! Since he does like it when I use my finger I think I will stick with that for a while longer.

Even though he says he would try a plug I think I might wait ...
My wife has used her finger and a plug. But I'm real hesitant about asking her to try pegging. Anyone else have suggestions for that ?
Sep 28, 12:05 am
OH&W, Lovebears OH&W, Lovebears
Quote:
Originally posted by Mrarrousal
My wife has used her finger and a plug. But I'm real hesitant about asking her to try pegging. Anyone else have suggestions for that ?
Ruby Riders website s has a section on exactly this. " how to get her into pegging " . If you need further assistance finding her writings , pm or let me know by asking on this thread.

So, did you react to her finger / plug play? Did you show her you enjoyed it ? Most SO s would like to duplicate any sessions the other really enjoyed.
Sep 28, 2:18 pm
Mrarrousal Mrarrousal
Is it considered pegging if my wife stuck the blue spiral g dildo in my ass without wearing a harness ? She started out using her finger and then worked her way up to putting the dildo in my ass once it was in I backed onto it slowly inserting the whole thing. she said it really turned her on using it on me while stroking my cock Idk if she loved it as much as I did but it felt amazing. I’d love to hear any feedback from guys and girls. Thanks
Oct 17, 1:28 pm
OH&W, Lovebears OH&W, Lovebears
Quote:
Originally posted by Mrarrousal
Is it considered pegging if my wife stuck the blue spiral g dildo in my ass without wearing a harness ? She started out using her finger and then worked her way up to putting the dildo in my ass once it was in I backed onto it slowly inserting the ...
That's how it starts. According to definition I believe pegging is when a female penetrates a male in his anus which a strapon. Since she's not strapped/ using a dildo attached to her bod , probably not. Just butt play.

Report back next time please
Oct 18, 6:46 pm
Mrarrousal Mrarrousal
Quote:
Originally posted by OH&W, Lovebears
That's how it starts. According to definition I believe pegging is when a female penetrates a male in his anus which a strapon. Since she's not strapped/ using a dildo attached to her bod , probably not. Just butt play.

Report back ...
Cool thank you. I’ve checked out ruby Riders site it is very helpful thank you for pointing me in that direction and I’ll definitely report back next time.
Oct 18, 9:00 pm
OH&W, Lovebears OH&W, Lovebears
Quote:
Originally posted by Mrarrousal
Cool thank you. I’ve checked out ruby Riders site it is very helpful thank you for pointing me in that direction and I’ll definitely report back next time.
I think she has a podcast coming very soon if interested in that. I think she also is taking questions now. You ll need go to her website to do so.

And realize now. If both of you end up enjoying this, she will have the "Power "
If you don't know what I mean, you will. And ntw, you'll love it
Oct 19, 12:31 pm
Mrarrousal Mrarrousal
I’m excited for her to have all the power she has already used all the glass toys I’ve ordered from this site and penetrated me
Just ordered our first strap on she said it looks like fun. The Eden silicone strap on kit. Hopefully it will be a great buy for us. I’m already so exited to get it in the mail.
Nov 1, 10:28 pm
Mrarrousal Mrarrousal
We received our strap on yesterday and The Eden Silicone Strap on Kit worked as good as I was hoping it would. ??????Only thing is we need a better lube we both felt like the dildo wasn’t slick enough but the mrs loved it and she looked very sexy wearing it she mentioned we will need lots more practice so I’m excited that she enjoys it as much as I did and wants to keep Pegging which makes me Happy. She Does have the power and I do love it.

What is Best kind of lube for anal play ? We used the KY yours and mine that’s what was on hand.

Also what are some other dildos we can use with this type of harness?
Nov 8, 8:52 am
OH&W, Lovebears OH&W, Lovebears
Quote:
Originally posted by Mrarrousal
We received our strap on yesterday and The Eden Silicone Strap on Kit worked as good as I was hoping it would. ??????Only thing is we need a better lube we both felt like the dildo wasn’t slick enough but the mrs loved it and she looked very sexy ...
I suggest getting a lube shooter. Have her inject some in your cavity before the session. And little more later if needed. Of course don't forget to put some thick lubricant gel to the dildo. Most likely as you are new to this anal pleasure your butt***e is tight and as she goes in some lube will rub off on your opening.

Question: do you feel a little burning sensation down there? Especially when sitting?

I would suggest looking into a second harness now that she's accepting her newly gained power.
Check my review page for the one we got from Eden. It's easy to use, great price and can accommodate future larger she-d**ks. I got a feeling you/she will be adding more to her arsenal.

In our sessions she uses a few each time from our stash. We have 3 harnesses and lost count dildoes
Nov 8, 12:47 pm
Mrarrousal Mrarrousal
Okay thanks again. I haven’t felt any burning sensation. Maybe that could be the type of lube your using. I’m not sure.
Yes we will be adding to the dildos and harnesses to I’m sure.
Nov 13, 10:58 am
OH&W, Lovebears OH&W, Lovebears
Quote:
Originally posted by Mrarrousal
Okay thanks again. I haven’t felt any burning sensation. Maybe that could be the type of lube your using. I’m not sure.
Yes we will be adding to the dildos and harnesses to I’m sure.
No, I don't have burning, just a long lasting euphoria in my canal. Was only asking, because you said needed better lube. If dildo wasn't slick enough it could cause ill effects.

From your comments on other threads not sure of your pegging adventures.
Has she or hadn't she ........ you
Not that it's any of our business
Nov 13, 12:41 pm
Mrarrousal Mrarrousal
She has pegged me with the strap on. And plugged me using other toys as well
Yeah the dildo just wasn’t slick enough for her to do a constant thrusting but round 2 coming up so we will see how the 2nd pegging goes.
Nov 13, 1:43 pm
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