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

[zetrio2002]

My most regrettable sex shit would be when I was licking my gf pussy and then we moved to her butt and I was kissing her butt.

She then egged me on and told me kiss the butt crack as she already washed. She keep egging me on and then I proceed to kiss her butt cracking, then one leads to another and I lead her whole butt and butt hole. But she says kiss a while only and ask me lick longer at her butt hole. I lick and lick for 5 min. Then she says good job.

She scored a one up on me because she has never lick my butt.

[Tai_zi21]

Originally Posted by marcussia

I was celebrating my (ex) gf birthday. Became dead drunk and accidentally anal her at the staircase of her house (should be good right)

But thrust too hard than no aiming, so my dick hit onto the buttocks and kan nah bend.

Went to a&e (fucking paing and pai seh), as whole penis was swollen. Took me 2 weeks to be able to feel my dick becoming normal.

Can’t imagine the pain and the embarrassment

[TheDriverGuy]

Just sharing, please dont judge me

Went to take part-time studies years back. Got to know this lady (or girl I would prefer to call her) during the final semester major project. As you know, part-time studies classmates were very hi-bye type. Quite rare to develop closer relationships with them. Happened to click along well with her as we were in the same group.

Brief Profile on her:
In her late 20s back then, few years younger than me.
Slim type with probably A cups, had the XMM and typical girl next door looks, not very pretty but passed off as average looking to me.
Back then, she had a boyfriend for quite many years but he travels frequently for work while I was married.
We treated each other very much like brother and sister.

So time passed and we graduated but still in contact every once in awhile to ask about life and work, etc.
She got married shortly after graduation and got their new flat which was near my workplace.
So one day we were discussing on house renovation and we got quite abit to talk. Long story short, ended up she invited me up to have a quick look at her newly renovated house after work. Yes, she mentioned to have a "quick one" in her message. Just nice her husband out of town

Waited for her to rush down after work as her workplace wasn't as near as mine to her new house.
We met at the void deck, went up to her house but the main door failed to hold itself open. So I asked her okay to have the door all closed or to find something to block it opened and she was perfectly fine with the main door closed.

So I briefly scanned through her house, with bare minimum furniture, just all the carpentry done up and cleaned. Took a seat on the sofa then she came over to sit next time me after settling her stuff. Our faces quite close and she asked "How, see finish already?"

My heart skipped a little. Although the thought of doing some hanky panky in her house did fly passed my mind, but I act like a super gentleman and looked out of the window and replied "Yah, nice view outside also, not blocked by opposite building blah blah blah very windy.."

After awhile we left the house and parted downstairs.
After that I kept wandering how would things be like if I had initiated something? Maybe "eat her up" in her own house on the new sofa? Could things had been different after that? Was she pure innocent or was she up to something actually? Or have I done right or wrong?

Good thing is we are still contact as normal now
Thanks for reading such a lengthy short story.

[TwinX]

Once my gf went drinking with her friends till late night. I was supposed to fetch her home but was tired and lazy. One of her guy friend send her home instead. It was supposed to be a 30 mins ride back but she went uncontactable for 2 hours. I called her mobile but no one picked up. When she finally came home, I realized she was super drunk and high.

Afterwards found out she fell asleep in her friend car. I trusted that she won't do anything behind my back.... but I don't trust her friend and she cannot remember anything. I don't think her friend will go to the extend to rape her but she was wearing a short tube dress.... her panty easily zaogeng and tube dress can easily down pull. 2 hours can happen many things. Keep thinking what happened during the 2 hours... very torture. Maybe her friend touch her or worst case took naked pics of her

[randyrockhard]

Going raw with a hookup I met online. That time was quite late at night and somehow I couldn't get it up. So we were making out, and I kept buying time by teasing and teasing her until she cum, and begged me to put it in...

I put the condom on and still did not have a full erection... so I stupidly told her... I have mental block with condoms... so she was like... just take it off and fuck me!

So I did and did it raw with her.

it was pleasant... but now i am worried... 😅

[TheSupreme]

Originally Posted by randyrockhard

Going raw with a hookup I met online. That time was quite late at night and somehow I couldn't get it up. So we were making out, and I kept buying time by teasing and teasing her until she cum, and begged me to put it in...

I put the condom on and still did not have a full erection... so I stupidly told her... I have mental block with condoms... so she was like... just take it off and fuck me!

So I did and did it raw with her.

it was pleasant... but now i am worried... 😅

Better go for check up...

[diputs1269]

Originally Posted by TheSupreme

Better go for check up...

Yes very good advice here.

[etsys]

Originally Posted by randyrockhard

.

it was pleasant... but now i am worried... 😅

How long ago was that ?

[Ladyrain]

Originally Posted by itguy2008

I am no saint la. I quietly stand there and took my dick and wank. the wife saw me and she did not stop her husband. actually from my view, cannot see much other than the husband's anus cos his bum is facing me. but her moans damn shiok lor.

that fucker. half way fall asleep. like literally lie down on his wife and sleep. wow. no more moans. sian then i heard "can help me please?"

now again, what will you do? i go and help lor. push him over and put my dick into her to finish off the act and left quietly. totally forget about the towel and shower.

next week's monday (D&D was friday night) afternoon, feel really bad. check to make sure colleague was in office, went to their place to check if his wife is in. Damn. no. waited around down stairs until she came back about 6.30 pm.

wanted to apologise so asked her if we can find somewhere quiet to talk. end up we both interpret each other wrongly. end up at pasir panjang fragrance hotel for 2 rounds.

The rest is history la.

So thrilling.. the wife daring. .
Very turn on to hear such stories.
Real life how many really happened?

[IamGood]

When in my 20s had a new colleague. Intimate at our first date. Had sex 4 times a week. But she already had a bf. Once was frenching in public at office building. Her bf and two of his friends unexpectedly came early to fetch her.
We were so shocked

[Rickey]

Originally Posted by IamGood

When in my 20s had a new colleague. Intimate at our first date. Had sex 4 times a week. But she already had a bf. Once was frenching in public at office building. Her bf and two of his friends unexpectedly came early to fetch her.
We were so shocked. Was brought to the highest staircase landing and was beaten up badly. Made me strip myself naked and drank my own urine.
Was the most humiliating day of my life.

So did this ah Beng punish his girl who is equally guilty also ???...did u hv to seek treatment at a clinic or hospital A&E. ???

[bastardball]

Originally Posted by TheDriverGuy

Just sharing, please dont judge me

Went to take part-time studies years back. Got to know this lady (or girl I would prefer to call her) during the final semester major project. As you know, part-time studies classmates were very hi-bye type. Quite rare to develop closer relationships with them.

........ I kept wandering how would things be like if I had initiated something? Maybe "eat her up" in her own house on the new sofa? Could things had been different after that? Was she pure innocent or was she up to something actually? Or have I done right or wrong?

Good thing is we are still contact as normal now
Thanks for reading such a lengthy short story.

Hard to say bro...i feel u did the right thing. Some gals just like to mind fuck guys

[nowayhose]

I'm relatively new here.

I went to pertain Rd because I was just curious, I'm late 20s so gilf is really not my thing.

Saw this tall Sikh/Indian girl with a pretty face, she made a blowjob gesture than my little head took over big head.

Stupid little head.

Knn, room so small and disgusting. She took off everything and looked like a big hairy blob. Practically looked like a fat Indian guy with a face of a girl and a vajayjay.

I immediately say don't want fuck just bj, say need 20$ more... Knn I don't want to fuck this black whale, so I just gave 20 more at the end lo.

Boobs also hard one....

Fucking regret. Now i'm totally turned of by Indian girls. Yucks.

Seriously pertain Rd is such a turn off. Desker/Rowell looks similar but I am tempted to try LB for the first time la...

[LooseCannon]

Originally Posted by nowayhose

I'm relatively new here.

I went to pertain Rd because I was just curious, I'm late 20s so gilf is really not my thing.

Saw this tall Sikh/Indian girl with a pretty face, she made a blowjob gesture than my little head took over big head.

Stupid little head.

Knn, room so small and disgusting. She took off everything and looked like a big hairy blob. Practically looked like a fat Indian guy with a face of a girl and a vajayjay.

I immediately say don't want fuck just bj, say need 20$ more... Knn I don't want to fuck this black whale, so I just gave 20 more at the end lo.

Boobs also hard one....

Fucking regret. Now i'm totally turned of by Indian girls. Yucks.

Seriously pertain Rd is such a turn off. Desker/Rowell looks similar but I am tempted to try LB for the first time la...

Agree on LB. Many moons ago, got one LB for bbbj as well as AR. He or she really did a superb job in AR as whoever came after that, i always felt the standard is not as good.

[wantedbryan]

Originally Posted by xabierer

Small head took over...

Recently, went back to raw my ex again... and cum inside her again without her knowing...

Im afraid she may get pregnant.

I am sure she know one. my girl will ask me cum inside during safe period because she like the warm.