Has anyone ever fooled around with someone, they usually wouldn't?

Queen_Vicki

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...and regretted it? For instance, if you have a certain type of person that you find attractive,or desire in a partner, but here comes someone who is the exact opposite of what you want in a partner,(whether it's sexually, or romantically) and you gave in accidentally fooled around with them, and you later regret it.


I am currently in this situation NOW! I had sex with a bisexual guy, and I gave up my virginity to him,and I kind of regret it. I should have waited until someone better came along. Or at least waited until my soul-mate came my way.I guess what I am saying is, I should have never had sex with a bisexual guy.


P.S. Just answer the question at hand,and don't get caught up with my last sentence.
 
Yes twice

First I became fwb with my then gfs best friend. Completely not my type, and a rsky affair but man was she kinky & gave a good handjob.

Secondly a few years later with an ex colleague who was 15 years older than me, bordering between curvy & bbw. Newly separated & awaiting divorce.

Fucked her in every hole bareback. Several times without ever wondering about risk/precautions... Let alone the fact we hadn't spoken for 6 or more years and her ex knew my family.
 
This describes college

I found that most of my decisions made about sexual partners while I was at uni were a terrible idea.
I had sex with a few questionable guys.
First one was gay. I didn't know it at the time, but it changed our dynamic, a lot. He was my best friend, but I equated lousy sex to my failings, not realising he was struggling with his sexual identity.
Second guy was in a pretty serious relationship. He withheld that information until we took our clothes off, and by that point, I was not thinking straight and lived to regret my actions (kinda). What's worse, is he convinced me a couple months later that the relationship was over, so I had sex with him again, only to learn that his gf was moving to another state to be with him. You'd think I'd learn the first time.
Third was a rather inexperienced, but eager friend of a friend who was persistent, so I caved. It was pretty horrible sex and was made worse by the fact that he was one of my students.

It got better, though. I'm thankful for all my experiences. I don't think "what if?". Sure, some guys are dud roots, but there are also some amazing ones that'll sprinkle in there.
 
Questionable hook-ups happen. They're not the worst thing in the world if you learn from them. Just whatever you do, don't let your questionable hook-ups become relationships.
 
Why do you regret it? Didn't he tell you he was bi? Did his being bi make him a bad lover?

It is probably better to have some experience before your soul mate comes along just in case he doesn't have any or has limited experience.
 
Why do you regret it? Didn't he tell you he was bi? Did his being bi make him a bad lover?

It is probably better to have some experience before your soul mate comes along just in case he doesn't have any or has limited experience.

can you answer the question at hand,please?
 
No. Actually I regret not taking advantage of an opportunity or two.

It sounds like your regret is based on the fact that the guy was bisexual only. Did you know he was bisexual at the time? I don't really understand that being the reason to feel regret.
 
can you answer the question at hand,please?

I could. I just wanted some clarification.
Have I had sex with people I didn't find all the interesting sexually?
Yes, two guys who were friends whom I had been seeing for a while.
One was just dull, all he could do was fuck, if I was a size queen or just liked guys who could last forever, I am sure he would have been fine, but that isn't me.
The other changed after being arrested in a demonstration. We remained friends, I just took sex out of the equation.
Do I regret it? Not greatly. The dull one was a waste of that time we had sex, the other was sad and I regret what had happened to him. Instant fame of being a much copied AP photo is hard on a person.
 
I dunno if this is okay to say because Eyer might make a thread about it and brand me with a scarlet letter, but back during the late '90s I was out with a friend, the guy she was dating at the time and that guy's mom.

Let's just cut to the chase. We were all in some darkly-lit cellar bar downtown in SoHo and I was making out with the mom at the bar when getting drinks while my friend and her son were in a seating nook at the other end of the joint far away from sight. Like french kissing and feeling her titties and her hands are roaming my crotch. I can't remember how it kicked off, we just sort of leaned into each other and then BOOM, off to the races. Let's just say the mom was young-ish and looked like Marilyn McCoo from back in the day.

http://lishaepperson.com/wp-content/uploads/2013/05/tumblr_mcxr6bm2sq1qcn8rvo1_400.jpg

I knew we probably shouldn'ta been doing it, but I guess you wasn't telling us anything at that point. We was in the hornies and the environs were at optimum levels.

That's as far as it went. No sex. But it was pretty close.

Oh so close. :D
 
No. Before the fooling around, I always try to imagine myself married to them in the event of an accidental baby, and that usually puts everything in perspective.

I've certainly made mistakes in life, but not that one.
 
I don't usually fool around with strangers. I lost my virginity to my best friend at the time, we were curious. I was very young, sex was not all that interesting, we both went, is that all there is?
Then about 4 yrs later sex became much more interesting and I was in an interesting group of like minded sexually exploring friends.
My first lover was an outsider and virgin, but I corrupted him, he was a lot of fun.
This was not my plan, I had my eye on who I wanted, the first kiss guy, but he was catholic and took sex very seriously.
There is so much more to sex and sexuality than just having intercourse. It should be fun, you should laugh, and enjoy it beyond the moment if coming.
 
No. Before the fooling around, I always try to imagine myself married to them in the event of an accidental baby, and that usually puts everything in perspective.

I've certainly made mistakes in life, but not that one.

Oh yeah, it's best not to "fool around" with guys you wouldn't consider as decent FOBs.
 
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No. Actually I regret not taking advantage of an opportunity or two.

It sounds like your regret is based on the fact that the guy was bisexual only. Did you know he was bisexual at the time? I don't really understand that being the reason to feel regret.

I think so. I am usually disgusted by bisexual men, but this particular dude was so sweet,and kind,and I decided maybe I should not be so judgmental. Anyways, long story short, he had no idea what he was doing.I think he didn't know what he was because he's bisexual and they don't know how to pleasure women like a straight man can.

And yeah, he told me he was bi.
 
Interesting. Most bi-sexual men I know are incredibly good in bed.
 
I think so. I am usually disgusted by bisexual men, but this particular dude was so sweet,and kind,and I decided maybe I should not be so judgmental. Anyways, long story short, he had no idea what he was doing.I think he didn't know what he was because he's bisexual and they don't know how to pleasure women like a straight man can.

And yeah, he told me he was bi.

Looks like a teachable moment to me...
 
I think so. I am usually disgusted by bisexual men, but this particular dude was so sweet,and kind,and I decided maybe I should not be so judgmental. Anyways, long story short, he had no idea what he was doing.I think he didn't know what he was because he's bisexual and they don't know how to pleasure women like a straight man can.

And yeah, he told me he was bi.

Why?

And The Generalization Board strikes again...
 
I think so. I am usually disgusted by bisexual men, but this particular dude was so sweet,and kind,and I decided maybe I should not be so judgmental. Anyways, long story short, he had no idea what he was doing.I think he didn't know what he was because he's bisexual and they don't know how to pleasure women like a straight man can.

And yeah, he told me he was bi.

This sounds like more of a you-issue than a him-issue.

Why?

And The Generalization Board strikes again...

I was thinking something similar, just without the clever word play. Generalizations are dangerous.
 
Why?

And The Generalization Board strikes again...

Bisexual people don't disgust me. I admit when I was younger and not the worldly and sophisticated modern man I am today that I might have been confused by them, but...

Once, a lesbian I met at my dive bar kissed me. Like locked lips. And...and...and...

Hmmm. Where was I going with this? :confused:
 
Bisexual people don't disgust me. I admit when I was younger and not the worldly and sophisticated modern man I am today that I might have been confused by them, but...

Once, a lesbian I met at my dive bar kissed me. Like locked lips. And...and...and...

Hmmm. Where was I going with this? :confused:

I kissed a girl


And I liked it.
 
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