Have you ever had sex with someone you shouldn't have?

[Penguy]

Have you ever made that mistake? Screwing someone, knowing it is wrong but you couldn't control it.

 

[Tymeless]

no but I can say I probably shouldn't of had sex with my ex. or spent money on her or wasted my time with her.

 

[Bill3250]

I couldn't count the number of times it happened. I should feel guilty about most of them, but I do not.

 

[Vail_Indigo]

definitely.
I'm not saying I regret anything, but I probably shouldn't have done it.

 

[nylondad]

Yes. I am haunted by both how guilty I sometimes feel and also how horny the memory makes me feel; a real rock and a hard place. I actually thought about talking to a professional but then thought about it. No way. I will feel regret and horniness always about this. No one can change that.

 

[johnnyfm78]

Yes, I went back to my college town in Iowa a year or two after graduating, and wound up having crazy sex with a wonderful girl I had been friends with all through college. When her recently ex boyfriend (who was also a good friend) found out, he was lividly angry with me in a way that I think no other person has been. I don't regret hooking up with Jennie, but the aftermath of it was awful for her as she still lived in the same house with him and several others.

The other one that was unwise happened right after I moved to California. I went to a party held by a distant work friend, and wound up talking with a pretty older lady, who was petite and sassy in a very Texas kinda way. We exchanged numbers, and she asked if I wanted to have dinner the next week. We did, and wound up hooking up that night and several times thereafter. It got kinda weird for me when it came out that she was close to twice my age (although she did not look it), and had a son who was maybe 4-5 years younger than I! More than that, though, I was the first guy she had screwed since her marriage broke up (and only the 3rd total, I believe), and I soon realized that she was kinda looking for something along the lines of the close intimacy she had previously. I was too young to really understand that -- thinking that we were more about good sex -- and felt guilty later that I had inadvertently led her on, perhaps.

But sorry... this is the GBLT board; most of my same/bi sex encounters have been with multiple people present. I've been somewhat careful when choosing whom to fuck, and I don't really regret any of those experiences.

 

[alaskabibear]

Have you ever made that mistake? Screwing someone, knowing it is wrong but you couldn't control it.

I have the opposite problem - not screwing someone that I should have (using too much self-control maybe?)

 

[goodguy2nondfuk]

Back in the day....my girl friend's mom. Yikes! It was so hot at the time though....the whole Mrs. Robinson sort of thing.

 

[sterculius]

Many years ago, I had a brief affair with the best friend of my wife (at the time) . During the same time period, I was also sucking her husbands cock on a regular basis. My ex-wife didn't know about my involvement with either the friend or the husband, and neither her friend nor the husband ever knew of my sexual activities with their spouse. At times it was like a juggling act and I would often feel guilty about all the secrecy and deception required. One funny thing was that the wife liked to blow me but wouldn't blow her husband even though he had a very nice cock that I liked to suck. He would complain to me that she didn't want to give him blowjobs.

 

[CJontherocks]

Yes. My life revolves around that.

 

[Cumaddict]

top 3 people i shouldn't have fucked

3. professor in college, seriously need an A, and got it, however i was outed by that to some friends.

2. my ex's mother and sister (separate occasions)

1. my cousin... (still am, its to good to pass up)

 

[Sinful_whispers]

Oh yes...
1. best friend of 15 years & her hubby (3 some not my idea...theirs...ended up badly after a few times)

2. Co-worker (I was his boss...never shit where you eat....understand that statement all to well)

3. Friends married father...for 3 years (wife was a friend as was daughter- who set it up)

4. Ex BF's girlfriend...(delicious payback but she wouldn't go away afterwards)

 

[Wolfman1982]

I have two experiences which I am not proud. One is getting a blowjob from a 18 year old, who had a big drug psychosis , and another who had hash psychosis. Those are the only ones I regret. But the last one, there it was only almost. Since I was caught in the act, before she went to business. And thank goodness for that.

 

[Nekid62]

Yeah, my Ex.

 

[Bill3250]

With many people I should not have had sex with, but I still do it again.

 

[trb2216]

many many times, oh fuck, too many to count!!

 

[Pattythebelle]

At least two

The two I most regret were my sister in law and I guy I was part time living with for almost two years.

 

[rwattsIII]

oh, yes

 

[shewantsmore]

we all do things that seem good at the time but regret latter

 

[seekrtadmyr]

I want to have sex with people I shouldn't have it with!

 

[Pattythebelle]

we all do things that seem good at the time but regret latter

That's the truth.

 

[rwattsIII]

we all do things that seem good at the time but regret latter

... and some times we do things that we know we're going to regret as we're doing them......

 

[Pattythebelle]

... and some times we do things that we know we're going to regret as we're doing them......

That was the way it was with my sister in law :caning:

 

[scotsmitch2001]

a friend of my wifes
my niece

 

[mcafee]

I lost my virginity to my married neighbor. She invited me in after school and told me I could be a model. She talked me into wearing her husbands underwear and video taped me. It was easy to let her take me after that. Her husband saw the tape of her fucking me and divorced her after showing my parents the tape.