Have you ever had sex with someone "out of your league"?

And no cheesy, lame-ass answers like "my wife." You can love someone, but that doesn't make them a 10 out of 10 in looks, especially to others. Also, it doesn't count if you paid money to sleep with this person.

Besides that, have you ever slept with someone much, much hotter than you?

Besides my would-be wife (doesn't count), I have, once. She was a Russian ex-model. 5'11", dark brown hair, 34DD's, and medium olive skin, so she looked "exotic." This was when I was in grad school in 2015 and she was both older than me and a single mother with a four year old. Probably a 9 back in her prime, but at 31, she was still a solid 8 without makeup. I'm not bragging or anything; I just still can't believe that happened. It seems strange, especially given my lack of height or looks. I suspect I was the first decent guy that Elodie had met in a long time and she was probably cut out from her usual "type" of dude by the fact she had a kid.
Have you ever had sex with someone out of your league?
Have you ever had sex with someone out of your league?
This isn't her, but should give you some idea what she looked like.
Updates:
+1 y
I forgot to mention how I met this girl. She was in the same class as me and was a Psych major. She asked for my help on a project that allowed partners to work on it. Almost all of my classes in university, including grad school, were easy for me, so that's how I met her. We hung out outside of class to do study work, and I didn't live far off campus.
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Most Helpful Guys

  • I dated a swimsuit model long ago. She stepped into the night club and guys were all over her but I thought she was out of my league. I also wasn't that much of a fan of that bombshell super hourglass look -- although it's not like I didn't like it either. I was just weighing the odds watching her turn one guy down after the other and thinking I stood no chance and combined with not having *that* much interest.

    So I just stayed sitting and kind of being amused seeing things play out with her and all the other guys who seemed almost like they were forming a virtual line to get their turn with her (they didn't actually form a real line).

    Then after closing, I was a member of the VIP lounge which I could be able to access for free (long other story). So she came to the VIP lounge and sat next to me and asked how I'm doing. So I said fine and we started talking and she asked me if I liked karaoke. And I was like, "Hell yeah!" and started singing in front of her like a total dork (I wasn't expecting her to win her over). So she invited me to sing Karaoke with her one night.

    So I hung out with her singing Karaoke and we did a bunch of stuff together over the weekends then one night she told me she was having a minor quarrel with one of her roommates and asked to stay over at my place. So I said, "sure" and I cleaned and fixed up my bed all nice in my room and thought I can just sleep outside on a futon.

    Then in the middle of the night, while I was sleeping on my futon, she climbed on top of me and asked me why I didn't make any moves on her. She even asked me if I was gay and didn't find her attractive. Then I was like, "Hell no! You're super attractive! Wait, is this actually happening?" [I thought I was just like her safe guy friend]. Then she told me she liked me and we started making out but I didn't even bother to get condoms in advance because I didn't think this scenario was even remotely possible. So I interrupted her and said, "Please wait a moment!" and I dashed to the nearest convenience store to buy condoms. I don't think I ever sprinted so fast in my life, and that's in spite of the fact that I was the fastest sprinter in high school.

    • [...] I was a member of the VIP lounge which I could [access] for free (long other story). [...]

    • I think I might have given Usain Bolt a challenge that one and only night with how fast I sprinted to the convenience store.

    • That said, while she had a very gorgeous body, it wasn't that much better when she took off all her clothes. I was very excited but she became very human when she did that. So it wasn't like the sexual highlight of my life in retrospect. But she was an eye-catcher.

    • Show All
  • I was with this red head that was really hot. She was tall and was just big all over. She was really pretty. Too bad she had mental health issues.

    • Sounds like my ex fiancèe, depending on how tall yours is, LOL! But no, I loved her.

    • Thanks for the MHO

Most Helpful Girls

  • Yes, a few girls, when we were in college. Very preppy types, they wanted to experiment with girl/girl stuff with me.

  • Yes I think? Because he believed I was out of his league.

    • @Passion_Devil WERE you out of his league? You implied to be physically attractive and six feet tall in the Short Men question.

    • He was a shorter guy, not in shape and didn't know what to pursue in his life yet. He felt like I was out of his league because of that.

    • @@Passion_Devil But were you? You ARE attractive, aren't you? You potentially would be 'out of his league' if so.

    • Show All

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What Girls & Guys Said

3 12
  • I wouldn't want to. I prefer girls who are in my league because they want to be with me. I don't even give one fuck about commercial ratings. I don't choose women as in "best of show" at animal competitions or "best rated" in Consumer Reports. Besides, I actually think some people's idea of 10/10 is grotesque.

    I have my own standards. I'm not interested in a Barbie or a yacht girl. I like cute girls with female "assets" that fit my personal preferences. I'm also into their personalities, as well as how well matched we are sexually.

    So give me a girl next door-type any day. A normal girl with healthy values, hopes and dreams. Not a shallow "10/10" who thinks she is the shit and is looking for a 10/10 with wealth and movie idol looks to sell herself to.

  • Nope only fat chicks which I now find gross, the women who stuff there stomach in there pants are gross. There nice girls but I’d rather just be friends with them then fuck them

  • For a brief spell I did. She was a young little hottie with a nice rack, right amount of curves and a sweet ass. It only lasted a month, but damn was it fun.

  • I don't believe in it, looks wise, so no. Have I been with a handsome guy? Yes.

  • In Russia there are 81 guys for every 100 women and there's also a compulsory army between age 18 and 19, so let's say 2% of the sexually active russian men are constantly in the army which means that 79 guys for 100 women and from 79 13 men are alcoholic so it's 66 sober men for every 100 women. It isn't luck just gender imbalance. Oh answering your question, I'm unfortunately good looking so it isn't really possible to meet someone out of my league.

  • Yup daily, My wife.

    • What are you doing with that

  • Nope, not at all

  • Yes i've been with a few very handsome men

  • I'm a virgin. I've never had sex.

  • Nobody is out of my league. Or yours my brother

  • I like my league a lot more in bed tbh

  • That would be relative. I mean your 10/10 might be a 6/10 to me

  • I don’t believe it’s possible to be out of someone’s league

  • Only once, she was a short curvy blonde chick. We had been friends for a bit and she initiated the first move, we hooked up every day over the course of 2 weeks, I tried to date her and obviously that wasn't going to fly. I'm like a solid 6/10 and very short. She was like and 8-9/10 and had dudes popping off in her dm's. She had also dated dudes much better looking than me. While she's not a 10/10 she was still way out of my league.

  • 10 out 10? No, but I reckon I did better than that. She was more like a 7 or 8, and she was my tutorial leader in a philosophy course in university. She was going for her PhD. I had some specialized knowledge that she found useful. We spent a lot of quality time together, and she taught me almost everything I know about sex. Her vaginal cock massage was to die for and more than made up for her less than perfect 10 a dozen times over.