She sounds like a keeper to me

 

Well, if you're hesitant, maybe ask your GF to take the lead in buying the strap-on. After all, it's going to be HER cock.

As others here have wisely suggested, prior to pegging you should start with some easier anal play: have her finger you first, then move up to a small vibrator/dildo so that you get used to the sensation before jumping on to something big.

All that said, I will say that the best sex I've ever had was when a GF of mine pegged me. I'm a bi guy and had been fucked by a few guys by that time already, but there was just something about a woman with a strap-on dicking me down that just pushed me over the edge. It helped that she was super in to it and really took control, dirty talking, telling me what she was gonna do, was doing, that made it really sexy. I didn't cum just from the dildo alone, at least not "officially" (as in ejaculating) but I did experience my first real extended, non-ejaculatory orgasm(s)... An ongoing, rolling series of orgasms that lasted about 15 minutes and had my whole body shaking. When I finally came, shortly after she pulled out, jerking my cock, I shot a huge load that went over my head and then had another 10 minutes of whole-body orgasms that left me barely able to walk.

So, yeah, I suggest you go for it!

 

Tell her you're looking forward to seeing what SHE PICKS OUT to use. It's entirely up to her.

 

Our relationship started by her pegging me and has continued our whole marriage, she absolutely loves to peg me as much as she can

 

We have dibs plenty of Ass play before often use a butt plug

 

You both go and buy the strap on, then have her use it before you cum. That way your still horny and still want it. Just make sure you get her off also. BTW, it feels wonderful and when you do cum it will be the biggest load you ever had.

 

Pegging Sue, Pegging Sue, pretty pretty, pretty pretty Pegging Sue....oops, wrong thread

 

Well at first I wasn’t interested in it but she told me that guys g spot is in the ass I started thinking about it and I decided to go for it and try it out on a night that we were really horny and getting freaky she started lubing up and she started working it in slowly and after it slipped in started to feel really good

 

I love it! My ex-wife would peg me and it was another thing in our bedroom "arsenal" that kept it interesting. If you try it and it doesn't feel right to either one of you, just move on to something else. Hope it goes well for you!

 

I have had it and love it

 

Haven’t had it but would love to give it a try

 

I'm not a guy, but I do it to my husband alot he loves it.

 

Once you start you will enjoy it. Like it has been suggested start small. This is what the wife and I use and we love it then doing it for years

 

Im going through the same thing with my wife. Im nervous to by a strap on because i want it to have a fairly big cock, 7" long and atleast 2" thick. My wife doesnt know i anal play quite often fatasizing anout it.

 

Finally ordered a strap on will be here some time this week

 

Good luck hopefully be the awesome experience you want it to be

 

Fantastic!! Have fun and take your time, work up to it and enjoy yourselves!
Feel free to send me or us some pictures... I think I can speak for us all when I say we'd LOVE to see your progress and your sweet ass getting spread!

 

Took me 25 years to get her to peg me! Now, she enjoys it so much, she asks me to take a “toy shower” (enema) almost every other time we have sex! At least 4 to 5 times a month! She is starting to really enjoy using bigger and bigger dildos in her harness, which I truly enjoy!!
If your having issues not wanting it after you cum, start out with pegging and her giving you a hand job while doing it. I guarantee, you will cum harder than you have ever before! It is awesome!!