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Pegging & Girlfriend

Well, it's not necessary to tell her that you've been doing it for a long time if you don't want to, since that's not particularly relevant. It would help to tell her that you've tried it, though, and decided it's something you'd like to pursue. As for bringing the stuff, of course. If you're going to do it, you may as well do it right. ;)
 
I'd go with, you've thought it over and you're actually excited about the prospect of her "doing you in the butt" as you put it. You can leave out the historical stuff as, I agree, it's not relevant.

I also vote for bringing the toys, "to let her know you really want to do this"... and then just let her have her way with you, and enjoy the ride, you lucky dog!! :)
 
Honest question: what's with all the subterfuge? Why not be honest with her and explain that you had some reservations but that you have worked through them and are more than willing to pursue this activity with her? Then you can play with whatever the hell size toy you want. For pity's sake dude, you're making this more difficult than it has to be!

ETA: If she's the one initiating the topic with you, I doubt she's going to be judgmental regarding your enjoyment of anal stimulation. More likely she's probably going to be all that more excited about the prospect. For the love of little green apples - just be honest with her.
 
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bailadora said:
Honest question: what's with all the subterfuge? ..............

For the love of little green apples - just be honest with her.
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Amen to that!! If she brought it up, she's likely to be thrilled you agreed, and, that you've brought toys!!

If you two are having sex, and she's asking to fuck your ass, you should be way past the judgement stage....

Just tell her you're aroused by the whole idea, and ask when you can get started!! Roll with it!!
 
speclagentneo said:
I have a question to ask all of you. I have been into anal stimulation for at least 6 years. I have never told anyone about this. A couple weeks ago my girlfriend mentioned that she wanted to do me in the butt. She seems pretty serious about it, but I keep telling her that I would have to think about it. We are going away for the weekend and I wanted to know how to tell her that I want her to do it and that I have been doing it for a long time? And should I bring my "stuff" with me for her to use?
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A. You enjoy anal stimulation
B. Your girlfriend really wants to anally stimulate you
C. Therefore, you will not let your girlfriend anally stimulate you

Which part, A, B, or C, doesn't fit with the rest of the scenario? It doesn't make you gay, its not going to change the nature of your relationship. The only reason I would have any concern would be if she were close with my other friends and liked to flap lips.
 
Slightly different angles to this.

1. How long have you been with your girlfriend? I'm just thinking that if you've been together for a long time she might not like it that you've kept this from her.

2. A part of this fantasy for her is that she's taking you on a new sexual exploration and when you pull out that giant dong it might take the wind out of her sails.

3. Why not choose a sex toy together? It would be a way you could talk about what you 'might' like. Plus it'd be a cool bonding thing. You mentioned you like big stuff but if you guys choose a strap on then you could try out the sensation of having your ass vigorously pummelled - something you can't do solo.

It's an interesting point that you've made for everyone - when in a relationship do you tell your SO about your particular kink?

Either way, you're one lucky chap and are going to have some fun!
 
billc393 said:
Amen to that!! If she brought it up, she's likely to be thrilled you agreed, and, that you've brought toys!!

If you two are having sex, and she's asking to fuck your ass, you should be way past the judgement stage....

Just tell her you're aroused by the whole idea, and ask when you can get started!! Roll with it!!
Click to expand...

It had always been one of my fantasies and then she said that she wanted to fuck me in the ass-it had been one of her fantasies.

Select one of your toys together and get her to give you a blowjob while she fucks your ass. Really great orgasms.

Then you could go to a sex shop together and pick out a strap on for her to fuck you with. You will both love it.
 
I think you should follow your gut instinct on this one. Only you know all of the nuances of the relationship.You can give to much information to early in a relationship. But if she is asking, have fun with it! Relax and enjoy the ride it looks like its going to be stiff! Please let us know how this worked out:)
 
Thanks for letting us know how well it went. You rock dude!

No idea about the back pain though...
 
I agree.. you (and your GF) rock... what a great end result!

Back pain could just have been a strained muscle, especially if it only hurt when you moved.

On the other hand, if it doesn't improve, or gets worse, have your Doc check you out. You can just tell him you've got a pain, show him (or her) where it is and let them do their thing.
 
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