How can I convince my partner to let me peg him?

[MoiraClay]

Just for once, I want to try pegging him. I'm not sure if he's into it. He likes analingus, although I can't say if he's up for some penetration as well. I'm thinking of inserting my finger as I'm licking him as a test. If he likes it, then I'll move to the next step. Are there any ways you can recommend? Thanks in advance!

P.S. I'm also a bit timid about these kind of things, so I don't want to ask him directly about it.

[Charliepuckerin]

I promise he is lol just show him a picture of you in the strap on with a question mark

[stubbornass]

Haha, I think she does not have the courage to do it since as she told us, she is timid.

[Houservit]

It also depends if he will get the message or not, if ever he gets it and agrees to it then that's great.

[DanniMoon]

If he is into analingus, I bet that he was in pegging also. He was just too shy to tell it to you because you might think that he's gay.

[iwantsexnowplease]

Well, you need to be vocal about that and stop being timid. Nothing will happen if you will not speak.

[meowmeowbark]

If I were you I will just surprise him. I will peg him without his permission.

[independentG]

Would love you to do that to me.

[meowmeowbark]

independentG I will surely peg you, honey, if that's what you want.

[independentG]

meowmeowbark I'm hoping you will peg me soon.

[H3r3foryou]

Just tell him directly.

[AlysaBdN]

Seriously? Have you read her post? The P.S to be exact? If not, read it again.

[H3r3foryou]

Yes, I know that she's timid about it but using it as an excuse is not acceptable.

[SupaPussy789]

Stop having sex with him and tell him that the only time the two of you would do it again is if he would agree to let you peg him

[Freew0man82]

It sounds like that's something that you've done before in order to get something from your guy

[SupaPussy789]

Freew0man82 You're absolutely right about that, sweetie. lol

[Freew0man82]

SupaPussy789 Okay, now I get it.

[elatederic]

Not really sure that would turn out great. You might just end up having shit on fingers lol. I would suggest that you talk about it while you're cuddling after sex

[FedoraTheExplora]

Try and tie him up while he's laying on his stomach get some lube and use this strap on so that you're able to enjoy yourself while you're fucking him

[Snugglebear]

MikeInShiningArmor guess that getting pegged in that manner is something you don't want to experience?

[MikeInShiningArmor]

Snugglebear That's right and I will stick to that.

[Snugglebear]

MikeInShiningArmor Okay, that's your choice.

[TickleMyTesla]

When he is taking a shower join him and tell him to bend over. And once he's bent over, that's the time you shove the strap on inside of him

[LiquidAss]

Was thinking that you're talking about prison sex. The one in which the person who bends over while picking up the soap ends up being fucked in the ass

[!LoveOral]

Ummm So is that how you had it done the first time?

[TickleMyTesla]

!LoveOral That's right. I did that to my ex.

[!LoveOral]

Girls in the past have wanted to peg me although I never considered it until now I really want to try it but finding a women to ask for it is difficult

[NinaMcAdams]

Can I peg you?

[!LoveOral]

Id be willing to try it if you took it slow and were patient with it. I have heard some guys say it took a while for them to get to a strap on point mostly fingers to start, others say they loved it within the first minute, and I am still kinda nervous, I am not sure what to think yet, but I do want to try it.

[BlackmanAndRobbin]

Have you tried giving your guy a rusty trombone since you mentioned analingus

[OreoEater789]

I'm assuming that this is something that you've tried before?

[KenjiNephew]

Oh, these are the types that men will enjoy. As for me, I am pretty not ready for these kinds of sexual acts.

[AirAngelsAmaze]

Some men are into pegging and some are not fond of it. But based on your post, it seems that your boyfriend will gonna enjoy it.

[Blockro]

You have to give him a good reason why you want to peg him and why will he agree to your request.