Double penetration for the first time. Has anyone had that before?

Last night I was having sex with my boyfriend, and we ended up with me on my knees. Face buried in the pillow, butt high in the air, and him behind me, he started touching my anus, and it was amazing, so I told him, so. And what does he do, he reaches into the night stand and grabs my dildo, and some Astroglide, and inserts it into my ass, while I have had and enjoy anal, I have never had both my ass and vagina filled at the same time, it was overly amazing, we will try it again tonight. Has anyone had double penetration, before. Thought and comments,
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Most Helpful Guys

  • Sure. I do it with my girlfriend all the time. I tend to get best results when I'm she's getting fucked in the ass, on her back, while I stuff a vibrator in her pussy, and rub her clit with my thumbs. Usually she goes crazy for it and cums all over me inside of five minutes. But I also like to bend her over, and finger her ass with two fingers as I fuck her pussy, I just don't get as great results with that as I do in a more missionary position. Also, I've had a lot of fun just sorta fingering her pussy with my fingers curved up, and and rubbing her clit. There've even been times where she's been on top and stuffing the vibrator in her ass.

    I would recommend looking into getting varying sizes of butt plugs, if you like anal. When you put those in your ass, it fills a lot of space, and makes your pussy tighter. Also the longer and bigger the but plug the more it sort of railroads his dick against the front wall of your pussy, which can help you a lot more with getting G-spot orgasms. You also might find it fun to get some vibrating cock rings, too. Because a really good one can essentially turn his dick into a human vibrator.

    Seriously, you should try going into a sex shop and just seeing what kinds of toys are there. There's some fun stuff for you, if you liked what you got last night.

    • Holy crap, that sounds hot!

    • You are the man!

    • Just wow.

  • My wife and I do DP a lot, with dildos or butt plugs, preferably vibrating ones. I always come in her ass and this is part of the process of getting her ready. She almost always comes at least once in the process.

    I'm on board with everything anon guy below said, although we usually do it with her on her knees at first. We have a dildo with a widely flared base that I can use to hold it against my pubic bone while I'm f***ing her p****. By holding it that way, the dildo moves in and out of her ass as I'm f***ing her p****. She'll often come that way, but regardless, I'll flip her over and do her ass while she's on her back, and she or I will rub her cit until she comes. Then it's my turn.

    We change it up a lot too, but the one constant is that I always come in her ass, and he always comes with me (or something else) in her ass. I don't think she's had an orgasm without something in her ass for many years. I'm pretty sure her "g spot" is in her ass rather than her vagina.

Most Helpful Girls

  • Yes I have done it, and omg it feels great. The first time was a few months ago, and my partner did basically the same thing as your boyfriend. We had done anal normally a couple of times before but never with a dildo and never DP.

    Recently we discovered that he really enjoys having a butt plug in him as he's f***ing me and using the dildo in the other hole at the same time. He says it feels really great for him.

    • love my ass filled with a big plug when i fuckn her

  • Never tried it, but have been thinking about it! To me it sounds like it could feel amazing, so I'm definitely going to try it with my bf.

    He's been asking me to do anal, and I have been interested to try that as well. So we'll see!

  • If we are using a toy I prefer to be on my back using the toy in my vag myself while slides in and out of my ass
    If we have a friend involved I like to be on top of the guy in my vag while the other does my ass doggy

    • That's the way that i love you hottie!!!

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What Girls & Guys Said

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  • Thoughts? You're a lucky girl.

    • Lol. Thanks . Try it too.

  • Just wait till it’s two real cocks taking you at the same time you will love it especially when they both cum deep inside of you

  • Be careful. This question has been asked a bunch of times (I did a search on it) And you'll become the target of some overzealous moderator.

  • Yeah double teamed some girls with some buddies and we DP them. Its fun. I like the reaction you get out of a woman because they go crazy.

  • My boyfriend can't even get a finger in my ass but wow I would love to try that