What is the most stupid and regretable sex shit you done?

[waaaaaa]

not fucking my then gf when we were naked petting and she asked me to f her.

[Andre40]

1. Screwed my best friend's mum (very good looking) while I was 17. Now she is good friends with my mum and we are after all these years still uncomfortable in each other's company.
2. Bonked my schoolteacher in high school, who was closely related to the headmaster. He found out, wanted to cane me but she intervened as her grandmother, who was very wealthy, was his mother-in-law and had him literally in her pocket.
3. Worked part-time at a shop during my school years and while studying. Next to the shop stayed two twin sisters who were in a special needs school (low iq). They were quite good looking and horny as hell. My friend, who worked with me and myself frequently slipped away to screw the living daylights out of them. One day, when I was busy with the one in her room while my friend was busy with the other in another room, I noticed the father quitely entering the driveway with his vehicle. I immediately got dressed and slipped out of the backdoor, observing from the street. The next moment I heard a big commotion and saw my friend running out of the house with the father behind him hitting the shit out of him with a huge sjambok. It later turned out that one of the neighbours called the father. The father came to complain to our boss at the shop and that was the end of our adventures.

[TommyPingPong]

Originally Posted by Andre40

1. Screwed my best friend's mum (very good looking) while I was 17. Now she is good friends with my mum and we are after all these years still uncomfortable in each other's company.
2. Bonked my schoolteacher in high school, who was closely related to the headmaster. He found out, wanted to cane me but she intervened as her grandmother, who was very wealthy, was his mother-in-law and had him literally in her pocket.
3. Worked part-time at a shop during my school years and while studying. Next to the shop stayed two twin sisters who were in a special needs school (low iq). They were quite good looking and horny as hell. My friend, who worked with me and myself frequently slipped away to screw the living daylights out of them. One day, when I was busy with the one in her room while my friend was busy with the other in another room, I noticed the father quitely entering the driveway with his vehicle. I immediately got dressed and slipped out of the backdoor, observing from the street. The next moment I heard a big commotion and saw my friend running out of the house with the father behind him hitting the shit out of him with a huge sjambok. It later turned out that one of the neighbours called the father. The father came to complain to our boss at the shop and that was the end of our adventures.

If story is true, then you and friend are scum of the sewage! Non human at all!

[ArChi]

Have unprotected sex with my gal friend that is interested in me when I am drunk. End up pregnant and have to married her.
Regret but looking at my son, it is worth it.

[cast123]

Originally Posted by comm

omg ! lol....lucky din proceed further

Lucky....lol

[Uptowndude]

Really interesting and enjoyable thread!

[waaaaaa]

another one.

back in poly days year 2. got a lady friend from the other class kept contacting me and calling to talk to me. she had a bf then and she said that her bf told her she can get a part time bf to acc her. she asked me what I think of premarital sex. I act saint and nv follow up.

knocking my head everytime I think about it.

[Andre40]

Originally Posted by TommyPingPong

If story is true, then you and friend are scum of the sewage! Non human at all!

Hey, it is not that they were retarded or something - they were just in a practical school focusing more on skills than academy. When they left school they had driver licences, jobs etc.

[toyotarush]

Intro and let my friend screw my fb. Than she stop being my fb.

[des4fuck]

Letting sherine suck my dick

[DTCEPL]

Originally Posted by des4fuck

Letting sherine suck my dick

OMG...........Sherine's name surfaced again!

[wildromper]

Originally Posted by ArChi

Have unprotected sex with my gal friend that is interested in me when I am drunk. End up pregnant and have to married her.
Regret but looking at my son, it is worth it.

Bro... If its worth it, it wasnt regrettable...

[Lilypussy]

For me, I used to Go Shenzhen pretty often, and always go to the same massage Spa centre which is clean.
Over the 2yrs always get the same massage gal, slowly getting to know her more.
Her Thai bone crunching massage skill is 1 of the best I have and so far none an equal her standard.

Slowly getting familiar with each other, I always try eat her tofu when she stretch my arms n legs, tickling her or touching, she did not resist and sometimes also did me back the same.

One day, before leaving she actually gave me a peck n kiss before shyly go out.
I know she is mine to take.

So the next trip I actually asked her out after her work, as she is working late shift, by the time she came to meet me at my hotel, it was almost midnight.
I tried to get her a drink but she told me her aunts came and cannot drink cold.
I was like WTF! there goes my plan.

Ended up she agreed to accompany me for the night and slept beside me.
But I somehow water stuck in my brain! Not touching or kissing her a single bit and soon feel asleep!

I was so regretful when I woke up in The morning, wasting a big chance to at least kiss or pet or get her to release me.
Her attitude changed n I guess she must be pretty pissed with my incompetence!

That was the last time I saw her as she moved back to her hometown in Yunnan and never gone back SZ anymore!

It's just a regretful part of my life!

[DixieNormous]

Most regrettable would be ever having sex with prostitutes.

Had a major scare last year when she got sores at her vagina. She got a fever then came the sores. Doctor said was herpes. I thought it must have me, since I believe that the only man she ever had sexual relations with is me. (totally no doubts about it)

What happened next was like hell on earth. She was constantly in pain and she could not sit up. At that time, she also had abdominal pains and she kept crying because of it. We went to see doctors multiple times and each time, there were different diagnosis: dengue, appendicitis, etc. I was feeling very guilty because the most likely disease seemed to be herpes. We read up on it and found out that herpes can never go away once you get the viru, which meant that my wife would have to endure this torment for the rest of her life. Also, I began wondering if I might have the AIDS virus as well, afterall, if I had herpes, I could also be IV positive. Even though I keep telling myself that it is not probable since I was wear a condom, I still was unsure and afraid. If I had it and my wife didn't, wouldn't she get it too if we continued having sex? Those three days were the worst days of my life up till that
point. In the end, I went to get tested. I was clean. Thank goodness. doctor later said that the sores were because she had dengue. low platelet count.


TLDR- wife got sores on pussy. thought is herpes. i freak out, thought i spread to her after fucking wl. end up is dengue. heng.
TLR -

[LiN88]

Not sure whether was it worth "regrettable" but used to have a guy whom I dated for 2 years, knew him over irc during those days (yes, you can imagine how long ago it was lol). He's not the most good looking/caring guy I have dated before, but he's probably the only only guy who satisfied me in all my needs when it come to sex/foreplay etc. Even when im at work and felt like mast, he will aroused me with his texts (we sexting alot when either one of us are too busy to meet up/overseas) and made me mast in my office's toilet lol.

What's regrettable is ended up we broke up and not long later, he actually found someone thrice my size and dated from 2013 till now. :/

Maybe he might read this post thou. Lols.