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

[Laopizhui]

Many years back in ITE and ploy days, had two different female classmates ask me to help them with their project. Went to their rooms, ITE gal did not wear bra n shorts, she locked the room on her mum. I told her to have some self love n weer her bra. After tat year, she totally ignored me. Then in poly days, same thing happened but with diff gal. This gal ask me go up her house when her parents are out of town. She hug me n kiss me but I push her away n say can u concentrate on ur project or not? Thinking back I was such a dumb ass

[coypredator]

Having too many FBs at one time (Record: managing & rotating 8 FBs at one single go). Ever tried arranging to fuck 4 different girls in a single day. Also, tried getting a FB to see me fuck another FB (story posted in another thread).

Eventually couldn't keep up with my stories & my energy level plummeted.
At a certain point, I came clean with some of them (stupid of me to be honest) and some of them slowly found out.

Three quarters of them cried in front of me, made me feel guilty and blocked me. Another quarter hated me for playing with their hearts.

Hurts to know that our destiny this lifetime ends there. Also hurts that I have to restart hunting for FBs.

Regrettable but lesson learnt.

[KleenexBeautex]

Originally Posted by Funnyguy94

First post...

Had this girl who had a crush on me back in School. I rejected her a couple of times because I was in another relationship.

After I kenna Potong Jalan, I was Super depressed but this girl continued being there for me and told me she will do whatever to make me happier.

One day asked her to meet me chill after school. End up convince her come my place. She agreed. When we reach my house realised my dad was home so not convenient, asked her want go chill at stairs and she agreed again.

At the staircase started to treat her like my ex and did things with her (did not go all the way, scared and still virgin then). After that, gave her money to take cab home.

After that, felt Super guilty but don’t want to go face it. So ended up ignoring her ever since. She hated me so much after that.

So a proud history of mine but Glad that I got it off after so many years. Any bros can relate?

Something similar happened to me below.

Originally Posted by KleenexBeautex

Quite guilty about it, but last time in school when I'm still a bit of Andy Lau, got this 1 girl from another class that has a huge crush on me and keep wanting to be my GF.

Last time still SMS era, keep chatting about all the dirty stuff too, she wanted me for companionship, and I wanted to enjoy her sexually as I was begining to explore the wonders of sex. So one day she asked me to celebrate her 16th birthday with her (yes i was a late bloomer) and I agreed to do so but only if she fulfills one condition: we meet after school with her pantyless under her uniform. Took some coaxing and encouraging for her to agree to it.

So on the actual day, when we meet up and walk towards the bus stop, I asked her if she removed her panties, and she said yes and even showed me. You know those plastic transparent hard shell casing slim file where as students we use to put all the a4 paper inside. She actually put her panties inside a transparent ziplock bag and kiap between the a4 writing paper pad.

Later as the bus arrived, hosey la, double decker one, so I let her board the bus first and asked to climb up to level 2. She just orh and climbed up while I went after her and had a full view of her ass and pussy lips as she went up the stairs. Sat next to her in bus and told her what I saw and she blushed, saying it's her first time she did something so sexy in public.

Rubbed her clit and fondled her breasts in bus as usual, and this relationship went on till the end of the year where we then cut contact after going to different schools.

Now thinking back, didn't give her a BF/GF status but sustained an underground petting r/s for almost a year. She wanted me to take her virginity but I was scared so I refused and stuck to a petting r/s.

[junmin95]

went to pinoyland for work trip 3 months. cannot tahan and met this lady on wechat claiming to be a masseur..

intended to do just HJ but bought condom just in case small head take over big head..

end up really small head take over big head and had protected sex with this "midget" 148cm masseur that is not even pretty... sibei regret.


came back sg, after 3 months straight go DSC checkup. heng no tio anything.

[etsys]

Originally Posted by junmin95

went to pinoyland for work trip 3 months. cannot tahan and met this lady on wechat claiming to be a masseur..

intended to do just HJ but bought condom just in case small head take over big head..

end up really small head take over big head and had protected sex with this "midget" 148cm masseur that is not even pretty... sibei regret.


came back sg, after 3 months straight go DSC checkup. heng no tio anything.

You test for protected sex ?

[nuclearkid]

Originally Posted by etsys

You test for protected sex ?

Some people are worried if it's their first time. An army friend once told me a platoon mate wore 2 or 3 condoms during R&R in Crescendo just to be safe. The things people do.

[BoomArt]

During poly time, dated 1 of my sec junior which is still 15 year old that time to go out count down on Christmas Eve. We went to sentosa beach, which is quite dark and sat down under a tree to relax, eventually end up kissing passionately. She allowing me to explore her full body, I finger her and can feel the tightness of her virgin pussy. Really too excited liao and cum in my pant We went to wash up in the handicap toilet, I stripped her naked and when she ask me to fuck her, I dare not because she is still under 16! Life is full of surprise that 1 year later, she become my best buddy’s gf and I often see her during our gathering. Till date my buddy still don’t know what has happened between me and his gf. Haha

[LeeKeeKah]

Originally Posted by nuclearkid

Some people are worried if it's their first time. An army friend once told me a platoon mate wore 2 or 3 condoms during R&R in Crescendo just to be safe. The things people do.

Better be safe than sorry hahaa

[D-joker]

Getting married.

[coypredator]

Originally Posted by D-joker

Getting married.

Best so far.

[Pacino]

Originally Posted by nuclearkid

Some people are worried if it's their first time. An army friend once told me a platoon mate wore 2 or 3 condoms during R&R in Crescendo just to be safe. The things people do.

Wear 1 condom then apply tiger balm, if girl scream means outer condom leak, if u scream means inner layer leak.

Alert system for condom safety.

[etsys]

Originally Posted by nuclearkid

Some people are worried if it's their first time. An army friend once told me a platoon mate wore 2 or 3 condoms during R&R in Crescendo just to be safe. The things people do.

Champion

Originally Posted by Pacino

Wear 1 condom then apply tiger balm, if girl scream means outer condom leak, if u scream means inner layer leak.

Alert system for condom safety.

[ponybabe]

Originally Posted by D-joker

Getting married.

Mine's getting attached

Same same but different.

[zeajay]

【went to pinoyland for work trip 3 months. cannot tahan and met this lady on wechat claiming to be a masseur..

intended to do just HJ but bought condom just in case small head take over big head..

end up really small head take over big head and had protected sex with this "midget" 148cm masseur that is not even pretty... sibei regret.


came back sg, after 3 months straight go DSC checkup. heng no tio anything. 】

Well a mentor of mine told me that when you go cheong(ktv/massage) try to choose the ok looking girls and not the chio-est one. Normally the sex is hell a lot better than the chio-est since everyone wants to bed the best looking one(hole is not as tight).

[lucuher]

Originally Posted by ponybabe

Mine's getting attached

Same same but different.

Or both? My regret is falling for the SB and being stupid/careless enough to let the wife find out.