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

[sammicheng1000]

Some stories in here better take with a pinch of salt

[hhlover]

The most stupid sex shit i have is having raw n shooting inside my all previous ex.. cos after doing tat.. always need to worry until she got her period.. i would say i was quite lucky tat most of the time is safe.. but till my luck run out n now wit 2 kids..

[bastardball]

Originally Posted by hhlover

The most stupid sex shit i have is having raw n shooting inside my all previous ex.. cos after doing tat.. always need to worry until she got her period.. i would say i was quite lucky tat most of the time is safe.. but till my luck run out n now wit 2 kids..

*clap* *clap*

[Schrodinger]

List of dumb sex shit done/did not do:

1. Went for anal on spur of moment, which meant the girl did not have a chance to cleanse..... oh my goodness the smell.... from that incident onwards, anal was always planned with the girl well beforehand.

2. Attractive Japanese girl already in my bed, we were both high on copious amounts of alcohol, she wanted it but I didn't do it because my friend had earlier at the party requested me to 'hands off' (they had unfinished business). Dunno what I was thinking... she was already in my bed gagging for it.... sigh....

3. Did it with the girl who introduced me to my then gf... who would become my wife and that girl would become her maid of honour.... You cannot imagine the weird thoughts at the wedding to have done both bride and maid of honour! Luckily my wife was not close to my party friends....

4. Two blood sisters offered me a threesome and I thought they were joking and did not follow them up to their apartment.... found out years later that they were not joking! Arrrrgggh! Consolation is that I did do elder sis after that night, and got as far as heavy petting with younger sis later on. Still.... threesome with blood sisters! Damn...

Actually the list of missed chances goes on and on lah. Should not have been too gentlemanly in younger days. Haha.

[psykeboy]

got introduced to a friend's friend at a club, cute uni student, huge boobs at least D or E. she ditched her friends and stuck with me the whole night grinding with me and agreed to "head outside for fresh air" when i asked. ended up frenching and touching outside the club. asked her to head home with me but she said she already agreed to share cab back with friends. end up she left her phone with me when she left. after she got home she called her own phone from her house and i agreed to send the phone over to her place, thankfully near my own place. met up, gave her back her phone and suggested she come over to accompany me to watch a football game, still remember its 2008 UCL final MU vs Chelsea. she agreed and after the game finished we progressed to the bed. after a lot of nipple tuning i slid my hand into her undies and she told me she never done it before. and somehow the big head won over the small head and told her it's okay we don't have to do it if she's scared. cuddled and slept till the morning after than. still have no idea why i didn't do her that night.

[andrewtong]

Regrets? I've had a few...

1. Got to know this lian-ish slim A-cupper via an ex-colleague when we were partying at Zouk. Managed to get her number and asked her out to party with us a few times as well as 1-on-1 lim kopi here and there. The most amazing thing about her was her butt as it was like two perfect halves of a pomelo, firm yet yielding under one's palm. I know because on one occasion at Zouk, we got close when we were both a bit tipsy and she was "accidentally" grinding her beautiful ass against my groin now and again. See the pic ...

She was wearing a grey sheath dress and no VPL so either commando or g-string right? I found out it was the latter because when I went to caress her butt, I felt it. For about two hours, she was either accidentally grazing my hard-on with her butt, or I was squeezing her ass, fondling it, lifting it up slightly then letting it fall down, etc. She had friends around her so she didn't want to kiss. I didn't make any advances in the car when I fetched her home in my car and was hoping to be invited but she didn't open her mouth. I should have been more forward - think I could have gotten a bbbj at least if not a fuck. We drifted apart after that.

2. When I was in uni overseas, I was close to this girl who lived in the halls of residence. One day she asked if I could drop by her place to pick her up for lectures on my way in so I said ok. The first day, I waited for like 15min before she came out so she said, "eh tomorrow just come to my room and wait cos it's cold outside." So the next morning I went to her room, knocked and she let me in and jumped back into bed - but not before I saw her in a singlet and sports shorts. I sat at her study table chatting to her while she was under her blankets. After a while, she got out of bed saying that it was time to wash up and go. I saw two nice pokies (A-cups) trying to bust their way out of her singlet! I said, "ok I better go back to my car and let you change in peace" but she said, "no lah I just change behind my cupboard door but no peeking ok?!?" ... Well ok! From where I was sitting at her study table, I couldn't see her changing behind that cupboard door but all it would have take was two steps and she'd be in her naked glory. So this scene would play out four days a week for three months and I never made a move on this naked girl just 2 meters away from me. Am I a fucking idiot or what? After that, she found a bf and we drifted apart. But then later I found out she is a gold digger so maybe I dodged a bullet there!

3. When I was working, I got to know one of the lawyers from my dad's law firm (I wasn't working for my dad) during their annual company outing to Langkawi. She was same age as me, short pixie hair, sharp features and very cute package overall. On one of the days, a bunch of us were chatting on the beach and I was feeling bored so I hired a jetski. She said she had never tried it before and asked if she could go on it with me. I said sure so we both hopped on. She grabbed my waist and held onto the hand rails behind her. But when I went faster and faster, she had to grab my waist and hold on tightly, pressing her small B-cups into my back. Shiokness! Anyway, rest of the trip passed without incident. Then a week later, she called me and asked me if I knew anything about keeping fish. I said yes cos I used to keep fish when I was a kid so she asked if we could meet up and she could get advice from me. We end up having a nice casual dinner with good conversation then adjourned to a bar for drinks. I fetched her home after that and she asked me if I wanted to come in to see her house (she shared a terrace house with two other housemates) but I said no "BECAUSE IT'S LATE" ... like what the fuck dude??? Maybe I was scared cos she was cute AND smart ... we had a few more dates after that but it was different and I never got anything going with her.

[durian]

A few i can think of :-

1. When i was dating my first gf, a freelance model and a student in a local polytechnics, we always go out paktor and petting till late at nite. Everytime when I sent her back, she would ask me to drive into the drive way (80m long) and ask me stay overnite in her room. However, I declined all her invitation fearing that her parents will see me and juz wanna be a "gentleman" mah. We were together for a few months until I called it off. Looking back, I really wasted the opportunities to make out with her in her room.

2. During my business trip in Jakarta many years back (i think before the 98 riots), I was hopping around the bars and club alone on one of the nite. After a few hours of drinking, As I was walking my way back to the hotel, I went past a group of SYT. Somehow I didn't know where i found the courage and approach a SYT and spoke in broken bahasa indonesia mixed with english to ask her to follow me to my room.

She agreed. This gal has the perfect slim, athletic body coupled with a B to C cup breasts. My dream lovemaking partner. As she started riding cowboy on me, i think the heat was getting onto me and I came in less than a minutes despite me high on alcohols. I think it must be the very tight pussy and my urge to release in high anticipation.

[I Love Boobs]

My favourite from Seinfeld!!

[tikogoh]

Originally Posted by andrewtong

Regrets? I've had a few...

.......

3. When I was working, I got to know one of the lawyers from my dad's law firm (I wasn't working for my dad) during their annual company outing to Langkawi. She was same age as me, short pixie hair, sharp features and very cute package overall. On one of the days, a bunch of us were chatting on the beach and I was feeling bored so I hired a jetski. She said she had never tried it before and asked if she could go on it with me. I said sure so we both hopped on. She grabbed my waist and held onto the hand rails behind her. But when I went faster and faster, she had to grab my waist and hold on tightly, pressing her small B-cups into my back. Shiokness! Anyway, rest of the trip passed without incident. Then a week later, she called me and asked me if I knew anything about keeping fish. I said yes cos I used to keep fish when I was a kid so she asked if we could meet up and she could get advice from me. We end up having a nice casual dinner with good conversation then adjourned to a bar for drinks. I fetched her home after that and she asked me if I wanted to come in to see her house (she shared a terrace house with two other housemates) but I said no "BECAUSE IT'S LATE" ... like what the fuck dude??? Maybe I was scared cos she was cute AND smart ... we had a few more dates after that but it was different and I never got anything going with her.

Maybe it's not meant to be. Might be a bit awkward for your dad if the relationship didn't work out.

[Chiros]

Originally Posted by tikogoh

Maybe it's not meant to be

I agree with you on this as well

[a_black_knight]

Wau bro, nice story leh, so what happen to you and your cousin then? How old is she now.... please write more meh haha.

Where you stay, free let link up for a drink, i stay in the central of sg.

Originally Posted by hserfruits

From what i understand from the society of youths in Singapore, she is easily classified as a typical ah-lian.

We were very close when we were young, having spent a lot of time together because our families were very close. Ever since we got into poly, i started to be mature, wheareas she has gotten much more, if i can be crass, slutty.

So recently, we both found out that we smoke, and we had that as a common topic to talk about, so we have had several chats together about our childhoods and our teenage years.. So one day, we went to holland v to drink, just the two of us. She drank a few mixers, while i had 5 pints of lager. As tipsy as we both are, we took a cab to my house lobby (it's a condominium).

As we alighted the cab, we spent a bit of time kissing deeply, it was our first time kissing each other, and however wrong as it was, we both liked it. (we were both drunk, haha) She mentioned that she had kind of wanted this to happen because she has always felt that she liked me and wanted to be closer to me physically. (in fact, before all these happened, there was one time that she came my house, and we spent some time watching porn together)

But i asked her what about her boyfriend, (she has one for about a year now), and she just ignored my question. We proceeded to the staircase of my block, (it's a concealed area, not many people uses it), and stripped each other. Being a guy who thinks with his penis (sadly), the first thing i got in my mind was to piak her really hard, just because she deserved a good beating. I kinda forcibly pulled her butt to my didi, and we had sex.

It went on for a good half hour before i came onto her legs. We then spent the next hour kissing and touching, and i sent her off into a cab to her home.

That's about the whole story i have about my cousin and i, but after that, we went into the awkward stage where we don't talk to each other anymore. And then came 2012, Chinese New Year was sorta awkward, because our extended family would always joke that we are very close and stuff like that. I know i can always keep secrets very well, and i can act as if nothing has ever happened, but it's not exactly the same for my cousin, she acted really weirdly the whole time, and it was always up to me to make sure as if nothing happened.

Sorry for such a long post, guys, but that's the entirety of my 'most stupid and regrettable sex shit i have done'.

[Checkered]

Originally Posted by hhlover

but till my luck run out n now wit 2 kids..

[jjlsk777]

Most crazy or whatever sex shit is doing RAW with my ex who is a OL (married lady).
Till now we are still seeing each other but of cos doing it with rubber.

[norigo77]

Originally Posted by hhlover

.. but till my luck run out n now wit 2 kids..

You the champion!! Give this man a TIGER!

[IIntruder]

Didn't Fuck enough during my teenage to early 20s