Can anyone out there help me ?.
I've got girlfriend who's into kinky sex. She loves nothing more than to be fucked outdoors up her asshole, something I might add I've got kind of into myself. We've been watched a number of times by older men who whack off to the sexual show they get to see.
However my confession isn't about us fucking outdoors or my girlfriend per say. It's about another kink of hers and what it's brought my thoughts to. She also likes when we're alone in either my or her bedroom, to use one of her dildo's to fuck my ass. It's a small dildo at about four and a half inches in length, and it's quite slim. She normally fucks my ass, after she's tongued it for sometime and then finger fucked me too. I always cum this way, as when she uses the dildo, she also sucks on my cock.
Now to my thoughts. Because of her kinky side, I've definitely developed a liking for my asshole being played with. But now I'm wondering what it would be like to fucked for real. And here's the nub of this, my girlfriend doesn't like gay men (I know it's sort of weird, as she likes to fuck my asshole).
I've heard real anal sexual encounters with men can be extremely painful, and also the guy being fucked needs to be really relaxed to allow his asshole to accept a well endowed mans cock. The thing is, I have a friend, more an older guy I know, who's gay and has hinted at wanting to fuck me. He's not come right out and said it, but as near as damn it. I also know from what I've heard about him, he's got a big cock.
So my questions are.... Does it really hurt that much taking a large cock up your asshole, and what do you need to do to be able to have anal sex with a guy ?
If any guys can comment or give me some advice, please do.
Cheers...

Comments

Anonymous

by Anonymous on Feb 19, 2016 at 3:42 PM

get a large dildo and work it in and use it until you are comfortable with it fucking your ass--at least 2 inches across. i can use a plastic water bottle now comfortably, it is a lot thicker than the dildo, and a dick feels wonderful. be sure to use lots of lube with the toy or the dick.

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Anonymous

by Anonymous on Feb 20, 2016 at 12:30 AM

Yeah, that's the only way. Train yourself, buy a set of dildo's in ever larger size and get to work, daily in the shower. You will find you will learn control the relaxation of your asshole. I am curious like yourself, my wife is not into anal but I have some girlfriends that like to do me with a strapon. I think I am about ready for real cock now...

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Anonymous

by Anonymous on Feb 20, 2016 at 3:15 AM

I'm a happily married man with 2 children. Last year I agreed to have my prostrate massaged during a massage session. It was the most incredible feeling with his finger slowly rubbing my prostrate. He didn't suck my dick or touch it but when it got hard as a rock during the prostrate massage I touched it and he told me to move my hand. A few minutes later I came without touching myself and it was so intense my entire body quivered. My attitude toward gay and bi men have changed completely after that masseur performed a prostrate massage. Now I make sure I am the last appointment in the evenings and he and the other male masseur take turns fucking my married ass and its the greatest, most erotic, sensual feeling in the world. The fuck me into at least on orgasm without touching my cock and when I shoot it goes all the way over my face. There is a trigger spot in my ass, right at my prostrate, that gives the best feeling in the world when fucked. Both masseurs say some men can experience an internal orgasm - I am one who experiences an internal and regular orgasm at the same time.

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Anonymous

by Anonymous on Feb 20, 2016 at 5:56 AM

As a formerly straight gay man, a cock in your ass is the best thing ever. Training with dildos, plugs and lube is necessary.

I've found that if you treat your asshole like a woman's helps a lot.. Before you insert anything rub and tap your your asshole like a clit and that will help relax it.

You also might try looking into buying some poppers as well.

Enjoy this side of your sexuality!

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Anonymous

by Anonymous on Feb 20, 2016 at 7:43 PM

I agree with all of the former comments, Train yourself to relax your anal muscles, And with the help of a dildo or two gently stretch yourself so you can easily accommodate the cock of your choice, However it might not be entirely pain free the first time if your partner is not caring enough to take his time but any pain won't last long, Some guys have no pain at all others do we are all different my first time was fairly easy as the guy uses lots of lube on me first along with lots of fingering and prostate massage, Just relax and enjoy the ride I know you will.

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Anonymous

by Anonymous on Feb 28, 2016 at 6:51 PM

I was with a guy who had a very large dick, both long and wide. I didn't use any dildos or anything beforehand. The important thing is that you relax, keep breathing, make sure he knows to go really slow, and use plenty of lube. Don't try to get away with lotion or something else, either. Only use lube. It works the best...it's what it's made for.

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