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The Truth About Having A Threesome With Two Guys

The fantasy of having a threesome is often desired by men, and it typically involves them with two women. It’s not common for straight men to be eager to have sex with a woman and include another male, let alone a friend. 

Yet somehow, I’ve had two different threesomes with different guys.

I know it sounds bad. However, just because I had a threesome with them does not mean they necessarily shoved their penis inside of me. Just to clarify.

For starters, both groups consisted of teammates. The first time it happened, they both played for a local hockey team. They also were best friends, unbeknownst to me. However, I was already hooking up with both of them. I had no clue they knew each other until I went to one of their games and saw them both.

Long story short, the threesome just sort of happened. 

The second time, they were all players on the local OHL hockey team. In this case, there were actually three guys involved. One of the guys even went on to play in the NHL, which is kind of cool now. One night I showed interest in one guy and somehow it evolved into “that” happening in the back of a minivan in a Catholic high school parking lot. It was not what I intended, but hey, I certainly wasn’t complaining.

So, how do threesomes with two guys actually go down?

How it normally starts is you definitely only kiss one guy. Usually, it’s the first guy you start going at it with. And if you suck their dick first, he might kiss you afterward, but it’s rare. So don’t expect any kissing. And you can probably say goodbye to you getting pleased orally or having them suck on your breasts too.

They’ll feel them, but heaven forbid someone’s mouth touching where someone else’s mouth touched before.

While you make out with one guy and maybe give him head, another will come up and expect you to rub him a little bit or maybe start sucking him off too. It’s like clockwork how they casually just want to get involved. They might take turns getting you naked, you know, one takes off your top half and one takes off the bottom. It actually kind of made me feel like a child, and was not really sexy like you see in porn. 

At first, one guy will usually be receiving a blow job and the other will be having sex the good old fashioned way. In one of my circumstances, one guy went in my vag and the other went the dirt road while the last guy was in my mouth. Or someone would be standing out getting jacked off while I was being pounded. It really varied and depended on the guys’ comfort level with each other.

Let me tell you one thing about the positions: it is not as easy as they make it seem in porn. And it’s not as easy as if it were with two girls and one guy.

When there are guys who need to put things in places, it’s far from glamorous and definitely isn’t easy. Sure, it felt weird getting double penetrated and it was hard to focus. But I didn’t enjoy the awkward ways I had to bend to make it work in the confined space.

And yes, guys might giggle or get turned off if they touch the other guy. In both my experiences, some of the guys had a hard time getting hard or staying hard, especially if they touched legs with their buddy. If I heard, “Dude, move your leg,” or, “I can feel your leg hair,” once, I heard it a dozen times. Sure, it was funny at times because the banter, in general, wasn’t overly sexy but it was still something out of the ordinary. 

Keep in mind, the physical pain after is unlike no other.

Obviously, your muscles are going to hurt from moving and doing poses in unusual positions. Sure, your vag might hurt naturally and your jaw or throat. But if you do anal and aren’t used to it… my God it’ll be unbearable. After both times, I found that everything hurt for days, and it wasn’t the fun reminder kind of hurt. 

Overall, I was not a fan of having a threesome with two males (let alone three), probably because I was only 17-18 years old. It wasn’t an ideal situation and maybe the inexperience (looking back) made it worse than what it could have been. Sure, it was a new and exciting experience, but it wasn’t at all what I thought it’d be like. I’d prefer it with two girls and one guy just out of pure convenience and for the sake of how physically demanding it was. 

So, if you’re planning on having a new sexual experience, I’d reconsider the idea of sleeping with two men at the same time, unless you really, really want to try it.

Featured image via Pexels

50 COMMENTS

    • Slut?? WHO on earth do you think you are talking to her like that? The woman is obviously an author/ journalist & sharing something very intimate ,lets face it the subject obviously interests YOU because your here looking at it…double standards & too chicken to use your actual name like an adult..lol
      actual name

    • Slut I am & I have no shame.
      I am a rogue.
      A scoundrel.
      A bitch: promiscuous,mischievous & bad tempered woman.
      And I love two men at once.

    • If it’s a man = king,stud, etc
      Woman=slut, easy, used up.. I’m a man and that is total bs it’s fine to want to experience sexual power

  1. Typical skank who thinks she’s special because she “ho’d it up” when she was younger and actually attractive. Now looks back and regrets those days but STILL won’t warn younger girls so she can continue to justify her failures to herself. Not unique or interesting at all.

      • These people are just frvstrated ,angry & full of double standards! Let’s face it who would want to be intimate with such boring hypocrites ,they cant get any themselves so want nobody else to be happy..I’ m in my mid 50′ s & pretty unwell with MS ,too unwell to f**k anyone these days..We are here for such a short time that its important that people experience things ,explore fantasies ….as long as all parties are consensual then go for jt ..just have safe sex is this oldie’s motto:)

  2. This can be fun but requires men heteroflexible or maybe one bi. Men love to think about 2 women & 1 male yet reality is 1 male isn’t likely to please 2 women in a session. It also requires 1 female to be bi. It can’t be old thinking systems either. As 28 year old straight male, I experienced this a lot when I was 26, single, finishing college. A good friend of mine who is also straight male & a female who is now married were the two.

    In my experience, the men can’t have hang-ups including believing a female is somehow a slut because of it. Best ways are dog style one man from behind while other gets oral or best for her is two men legs wrapped around each other, penises together for her to sit on as one. We did that a lot. She’d have intense orgasms as she rode us. As men inside her together it was intense tightness & we’d orgasm & ejaculate at the same times. Best orgasms of my life at the time. We’d usually get off two or three times. It requires that heteroflexible male bonding & secure about your own orientation which we were & then it’s fantastic.

  3. Any women who has a threesome with two guys is not marriage material period. I personally think it’s kind of humiliating for a women and just about every guy I know thinks that also they wouldn’t even date them women just don’t get it also guys would not have a relationship with a modern women they will tell them it’s their body and they can do what they want but the guys just agree with them because they are easy but again they would never date them and any man who doesn’t fell that way is probably a doormat . Sorry but this is the truth and if I was female I wouldn’t want to be with a guy who has had numerous partners I have numerous male clients in their twenty’s and they tell me if they don’t get married soon they probably never will because if they wait the women will have to many sexual partners and they don’t want a women who has had twenty or more dicks in their mouth or vagina sorry , if you want to know what guys talk about this is it

    • How utterly ridiculous..I bet if we scour your search history you’re looking at porn watching group sex & if it’s a man doing it then it makes them a ‘ big man’ ..Going to bed with one bloke believe is enough YAWN ..women have EXACTLY the same sexual wants,needs & desires as men so STOP SLUT SHAMING you sexist pig

  4. Lol y’all are definitely a bunch of low life assholes who clearly have a boring sex life. If you’re jealous that she had any kind of threesome before you did then just say that.

  5. This is a terrible article, just because your experience was like this does not mean all guys will act this way. Lame

  6. Hey guys, yeah you… the ones with your nose in the air! Take off the blinders, see the woman inside! It’s not all about what she looks like or if she has been with 20 guys. I would rather be with a woman or women that know what she wants and knows how to please instead of you blind jerks who think your shit don’t stink… shit sticks and so does your mental attitude!

  7. Damn such judgemental comments. Different people like different things. Just because someone has had a threesome doesn’t make them any less marriage material. There are married couples who do this and it spices things up for them let people be happy. And enjoy whatever they enjoy

  8. The writer is a true slut. Ran through a few girls like that in high school. They were viewed as a slut then, never gf material. Surprised they were even educated to write articles like this. Men of all ages are looking for girls to use and abuse like this. Let me know where these hoes at now.

  9. Youre really a slut like the men are saying, but I like it. Those hockey players stuck one in your pink and one in your stink. I bet they had the van rocking back and forth while you screamed for God and your toes curled up in a ball. Getting a chub just imagining it

  10. Need know something, my husband brought the idea to me and suggested another guy!! I flipped first of all where did he ever get the idea that I ever wanted that or would do that and then he was caught with stuff on his phone about bi-curious this is after 20 years of marriage… Need opinion here please because now he acts like it never happened and gets mad if I say anything…

    • Patricia as a husband that has asked his wife… It’s liberating in a way once the cat is out of the bag. I love my wife more than anything in the world… It’s just how some people are wired I guess. My wife has done the fantasy talk and simulates with dildos and now she has actually become more of a participant in the roleplay. She has even said a few times in the heat of the moment that she wants it bad. Hopefully one day it happens… I just won’t rush or trick her … She knows that I want it and she knows that if she goes through it I’m still here.

  11. The “slut” comment, what do you call a man that reads photographic writing. A perfect gentleman that’s going to heaven…. He’s not even worth insulting He may not understand the definition of the words.

  12. I think it’s the most exciting thing I’ve heard for years, and have desired to experience for years! I am 51 and am more than likely going to today, per my man’s suggestion to include his best friend who lives downstairs. He wants him to feel how tight it is and how well I suck! And it turns me on extremely bad thinking about what two at the same time would feel like. I have not even HAD sexual desire for like a YEAR, since menopause. So… it’s BACK and I’m gonna get slammed in the BACK by both, and NOT REGRET IT. I’ll be there dirty lol slut by choice. How do ya like those apple balls, slut-calling trash talker? Lol I dislike double+standard type two-faced, instigating, irrational pessimistic narcissistic boring people. They don’t know what they are missing. Erotic fulfillment encourages confidence, stability, reliability, passionate acceptance, peace, and the feeling of physical, mental, emotional fulfillment as the juices release and endorphins and all that interior decoration of the mental state. Hold your head higher after experiencing desire from more than one toward you and it is elating and I LOVE IT!!

  13. Just watch one video of 3 dicks pounding one woman at the same time and tell me it doesn’t turn you on. I don’t think you would. I anticipate the greatest fulfillment sexually-GREATER thaN I’ve ever felt before. No refrets7y66

      • My experience with threesomes has been great. But only when both men don’t have a problem touching one another. It doesn’t get any more enjoyable then three people Inna pile and what happens happens

  14. Women who want this will never secure a real man. A man who is not a doormat and really likes/loves a woman will not be happy sharing her period. its not the way men are wired. only a weak insecure or bisexual man would be perfectly happy to watch another man fuck the woman he loves or even likes. No real man will be able to bare the sight of another man fucking a girl he actually likes let alone loves that is just the truth of the matter. If you look at the men who allow this they are either pathetic weak men or they have no feelings what so ever for the woman and view her as a whore.

  15. Hey TRUE FACTS if the author was my girlfriend I would let you or any man do her from any angle and even watch. I would appreciate and value her for the worthless whore that she is.

  16. The dudes badmouthing it are scared of another guy involved and shouldn’t try it ,but if all three are 100% into it you’ll never have a stronger orgasm or sexual encounter

  17. Wow these people are stupid but the author is a fucking crybaby. Do you even like sex at all? You definitely don’t sound like much fun to fuck. What a waste.

  18. Throughout my entire life I’ve witnessed people slut shaming each other. Most of the time these comments are directed at women. Do people not realise that women are human beings too? We are grown ups that can make our own decisions according to what we feel is right for ourselves. You can’t let other people dictate how you live your life. I’m not saying do not listen to the advice or opinions of others. Take all opinions into consideration but choose for yourself. It doesn’t matter what you do or how you live your life there is always going to be someone that has something negative to say about whatever you are doing. Do some self reflection and think about the reasons why you feel like you should say something about the choices another person makes. I’ve read each one of your comments and just as I have seen in real life, you think that you are saying things to help and educate but many of you are saying things purely to offend and insult. I have always felt that people should stay out of each other’s business and sort out their own lives. Only if you do that self reflection and see that your intentions behind those comments is to help another person make a good choice for themselves, then you can comment it in an effective way explaining your side of the story.

    Another thing that I have noticed: just because you are a woman that has sex, it doesn’t make you some horrible person. You can’t just define someone by their sexual choices. Doesn’t matter what you do and who you do it with, it doesn’t take away from your humanity. You are not just some sex object, you are still are person. These misogynistic a-holes that exist all over the world seem to have a difficult realisation that women who have sex with more than one person still have things like a brain capable of making choices and a personality as well as dreams, ambitions and human intelligence. With all of those qualities I mentioned, you can still be a good person. It may be shocking for some people to think that women can exist having all of those qualities, I’m just saying people should keep that in mind.

  19. I’ve had a few threesomes. Its not as cool as the pornos. Usually its 2 people having sex and a 3rd trying to be happy the get some attention. If its 2 guys and a girl one of the guys is gonna be way too homophobic or way too bisexual. There is no middle way on that.
    The only good threeway I ever had was when me and a buddy ended up taking 3 girls back to his apt. We all started making out then paired off with a girl each. After I finished with one girl I noticed my buddy wasnt getting it up. I somehow managed to get the 2 remaining girls to my apt next door and we made professional acrobats look like amateurs for the next 4 hours. Easily my peak. Have no idea how I pulled that off. Two smoking hot girls doing whatever I told them and letting me put it wherever I pleased. When I fell asleep they were still 69ing.

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