Have You Ever: Done Double Penetration?

Double-stuf Oreos

I never understood the appeal of double penetration. And before you mouth off saying "don't knock it until you've tried it", I should probably inform you that I have (at least on the giving end). It isn't an experience that I'm dying to repeat, though I'd love to tell you about it some time over coffee. Or I could just tell you about it now.

They were a couple from New Jersey, let's call them Ed and Doug. The latter was unreasonably obsessed with double penetration. An avid porn fan, it was highly likely that he'd seen it so many times that he had to try it. Doug often attempted to stuff his cock in while Ed fucked me, which never quite worked due to a lack of "space" and awkward positioning.

Then there came the day when Doug took matters into his own hands. More accurately, he took matters into his own ass. With Ed lying on his back, Doug threw his legs in the air, bent back his partner's cock and fucked himself with it. I naively thought he was showing off some gay Kama Sutra moves until he demanded I put a condom on and get right in there. Who was I to resist?

As you might have guessed from my opening paragraph, it wasn't quite as exciting as they make it look in the pornos. The hottest part about the whole experience was how thrilled Doug was to finally fulfill his fantasy. Once Ed chirped in that he was tired and the positioning hurt a whole lot, Doug was on all fours again begging for more cock. Other than that, it was kind of awkward and uncomfortable.

So I've shared my story. Now it's your turn to answer–have you ever tried double penetration? Did you like it or hate it?

– Dewitt

Photo Credit: Corbin Fisher

For some NSFW photos, follow the JUMP:

GayJockSex8-775276

22 thoughts on “Have You Ever: Done Double Penetration?

  1. I did it once when with my partner and a guy that we were messing around with. My parnter (now my ex) and I are both tops and the person we were with was quite loose so it was actually easier than one might think.
    It was really nice but it was a little awkward. Only one person going inside can really do the motions but it felt nice and was very different.

  2. Did it once….and 2 very hung studs…..1 9×7 and the other 9.5×6 (honest inches, not gay rulers)….having had a few glasses of red wine and a fresh bottle of poppers made a huge difference. It was the thrill of doing it…only lasted about 5-8 minutes but fulfilled another “gotta try that at least once” theme.
    With the right group of good tops, I’d attempt it again.
    Now – the real question – have you ever had a guy stuff both his nuts (first) then his erect cock into the rear door? Only 2 guys i’ve met are able to do it and it is was a lot hotter then 2x penetration!!

  3. I have only done it with a woman and another bi guy but it was great fun.been wanting to do it with a guy but am not willing to share my partner!!!

  4. The third pic down is the way I’ve had the most success…and if you’re a catcher…it’s definitely an amazing feeling!

  5. i did it once with a friend and my bf at the time. it was kinda fun and the bottom took it with ease but he was still tight. tried it again with another 2 guys a few years later and it didn’t work out. the bottom aborted when it hurt too much with just the second tip, so we just took turns fucking him lol

  6. YES!! Especially with 2 lovers, they seem to like the idea of both their cocks rubbing against each others in a nice warm hole. But it does depend on the position. The third pic down is the best, but I have done it while one of the tops is on his back and I laid on my back on top of him and the other guy on top facing us….. Yoga is a big plus for sex!!

  7. who the fuck sticks their nuts in a guy’s asshole, too? that just seems retarded, potentially painful

  8. I love the idea of DP but find the logistics daunting. I have only taken two at once one time — in that instance I had the guys both in their backs, crotches together, and I sat on both cocks. Fun, a challenge, and I enjoyed it for the fairly brief time it lasted. The few times I’ve tried being one of the tops in a DP scene the challenge of finding a position that worked for everyone was almost always unsuccessful. Doesn’t mean I won’t keep trying, top or bottom.

  9. I have a few friends who fantasize about doing it. Just all seems like way too much if you ask me!

  10. I did once as top. Physically, it doesn’t feel so comfortable and is a little ackward, but after hear the screams and loud moans of the bottom asking for more and harder, gotta say that the position is not an issue, so I just came inside. I dont think I’ll ever willing to agree as a passive (maybe with some beers upon..) but inthe meantime, as top with a tight screamy bottom, hell yeah i would do it again!! – now, i wonder if he weren’t so scandolous, would it turned up to be a nce experience?? Now thats intrigant…

  11. ball fuking with an aussie – XXL and wide, and then he popped in the cock. I said – it’s a little much for me, SHUT UP, I’LL TELL YOU WHEN IT IS TOO MUCH. WOW! Taking care of business. What a hot hot hot memory. Bi guy who lives with his gf and hooks up weekly with men. Lucky need not be a lady for me!

  12. I used to have a little thursday afternoon three way with two really hot guys who were both vers…and different as day and night.
    It went on for a few months and we were well matched, everyone enjoyed everyone and no attitudes or jealousies!
    The one guy E is hot as hell, reminds me of a young Gregory Peck with a really hot body, and they other guy C has a hot tight hairy, totally toned swimmer’s build.
    C has one of the tightest holes I’ve ever had in my life and the only thing he loves better than topping (like the Energizer Bunny) is to get topped!
    The three of us sucked and fucked in every position imaginable…when C said he wanted both cocks at the same time (not as in the spit roasting style as usual)…I figured no way…it was a waste of time and energy, didn’t figure there was any chance of getttin two thick ones inside that tight hole.
    But E laid on the bed and C got on top…I came up from behind (also just like in pic #3), and couldn’t believe it when I slid right in.
    E is hung thick and so am I! C was in heaven. We took turns stroking, first me for a while and then E…it was really hot feeling that other hard cock slide against mine inside of C.
    Then a little while later E wanted to try it. Same position and it was really hot again. I decided to try it…but it was getting too late.
    Having nothing to do with the DP, that was the last time all three of us got together…but it was hot…I’d do it again, and with the right guys…I take my turn first, next time!!!

  13. Wow sounds like all uyou guys had fun.
    I have never taken 2 at once like that. I would like to try it but it hurts with only one…..I don’t bttm alot or rather i bttm once in a blue moon so I am ridiculously tight….takes 20 mins of ass eating and playing for me to open up and not be in pain so the idea of 2 dicks in me kinda makes my ass clentch tighter he he eh

  14. IT ROCKS. one of the guys posted something about 2 lovers doing it to a bottom, that’s me and my partner–we love doing that to a moanie lil bottom that can take it..grrr

  15. Did it a couple of times, but I agree that a fresh bottle of poppers does help, A LOT. Being the bottom, I’ve always enjoyed having a nice cock inside me, but I have to say nothing beats having 2 good size dicks pumping the day lights out of me.
    To be honest, I wasn’t quite ready for it when I did my first DP. My first DP experience was with a german couple – a top and a vers. I was asked to sit on one of them and before I knew what was going on, the other fed me some poppers and rammed his dick inside me. Of course, I screamed like hell cos it hurt. I’m about 5’3 and weigh about 125 lbs and that doesn’t help trying to fight off 2 chunky germans. Taking the 2 cocks became easier after a while, with lots of poppers and I have to say that it was so good that I came a few times. That session lasted for the entire afternoon, and DP was the main part of it after they realized that I could take both of their cocks together.
    DP is addictive. Since then, I’ve grown to love it, often getting it at orgies with different guys. But I do agree that although the position could get a little awkward, it really depends on how the bottom positions himself, and YOGA certainly helps. The most wicked position I’ve done was with a really strong and tall guy at one of the orgies. He’d have me sit onto him and then he’d carry me around (with his 8″ dick still inside). Then the other guys would take turns to DP me from behind, all done while I was being carried.
    Although I don’t get 2 real cocks in me these days (coz my partner simply doesn’t like to share), he fucks me with his dick and a dildo every now and then, and of course, a fresh bottle of poppers always helps, A LOT.

  16. Did it a couple of times, but I agree that a fresh bottle of poppers does help, A LOT. Being the bottom, I’ve always enjoyed having a nice cock inside me, but I have to say nothing beats having 2 good size dicks pumping the day lights out of me.
    To be honest, I wasn’t quite ready for it when I did my first DP. My first DP experience was with a german couple – a top and a vers. I was asked to sit on one of them and before I knew what was going on, the other fed me some poppers and rammed his dick inside me. Of course, I screamed like hell cos it hurt. I’m about 5’3 and weigh about 125 lbs and that doesn’t help trying to fight off 2 chunky germans. Taking the 2 cocks became easier after a while, with lots of poppers and I have to say that it was so good that I came a few times. That session lasted for the entire afternoon, and DP was the main part of it after they realized that I could take both of their cocks together.
    DP is addictive. Since then, I’ve grown to love it, often getting it at orgies with different guys. But I do agree that although the position could get a little awkward, it really depends on how the bottom positions himself, and YOGA certainly helps. The most wicked position I’ve done was with a really strong and tall guy at one of the orgies. He’d have me sit onto him and then he’d carry me around (with his 8″ dick still inside). Then the other guys would take turns to DP me from behind, all done while I was being carried.
    Although I don’t get 2 real cocks in me these days (coz my partner simply doesn’t like to share), he fucks me with his dick and a dildo every now and then, and of course, a fresh bottle of poppers always helps, A LOT.

  17. I can’t believe how many guys need poppers to get off, kinda sad actually. You are huffing chemicals and killing brain cells and its really not much different than being a drug addict.

  18. I can’t believe how many guys need poppers to get off, kinda sad actually. You are huffing chemicals and killing brain cells and its really not much different than being a drug addict.

  19. Yeah, BF and I did a DP on a “double date” when on vacation in New Orleans. Met this nice sturdy cub and brought him home for our first three way. Started messing around and BF, who has a big dick and total bottom, mounts our new friend. “Hey, that’s my job,” I panted. I got in close for the view, and wanted to get in on the action. I figured if I got into position BF would just politely pull out and I could take over. Nothin doin. Sturdy cub grabs both cocks, lines them up, and pushes down with a deep gutteral moan.
    Wow, what an unusual feeling. Very tight and warm. Felt my BF’s dick sliding along mine in that tight confine was unreal. Cub grunted, a lot. Eventually we found the best position to be BF on his back. Cub in the middle on his hands and knees, and me, on top and on hands and knees.

  20. yes i did and i love it , its a great feeling that i can only enjoy and the big cocks are a plus, i would do it all again.. anytime

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