Embarrassing / Awkward Moments Related To Sex (Compiled)

[whereyouat]

i'm lying there, ... and this is not the only part of the session that is bad, and no my chamber of secrets is not loose (my first time)

haha... I like this term, 'chamber of secrets'... thanks for sharing!

[Alain T]

For me, I think it would be the embarrassment of not able to get hard when the btm is a hunky hot guy in proned position with his round perky ass staring you at your face waiting to be fxxked. I attribute it to performance anxiety, cos I don't have that problem with the next guy after him. Happened to me in Keybox sometime back. Can't explain why. Still scratching my head after all these years.

Yup...I had a similar experience too. Was with this cute guy at his lounge (closed for that day), chatting, little bit drinking..and we started our 69....it was all going well...until somehow, my dxxk was getting "softer"......and he was like "hey, are you ok?"....i was really cracking my head for wat had happen....and we ended up continue our chatting and i went back after that.

Well, I jerk off twice that night....just to make sure that it's still "in operation"....

[Mercutio]

I just broke a toe during sex. And didn't notice until after.

[Guest Marad44]

Called him by a wrong name the morning after. Didn't know where to put my face. :oops: He took it with a graceful smile.

[EasleyLim]

the btm kept saying fxxk me, fxxk ME, FxxK ME... and i kept saying "I am, I AM, I AMMMM"...... dam malu.... :oops:

THIS.

This wins all. Oh the awkwardness, hahahaha!

[Guest Layeun]

Was Deep Throating my bf... and then suddenly I just puked on his stomach. I died from embarrassment

[Guest Guest]

Not embarrassing as such, more like a shared moment.

 

Was in Thailand having sex with friend.

 

TV was on and it so happened that the sounds coming from the tele (it was not porn) was exactly the same, in tone and in frequency, with the sounds the friend was making. We both cracked up.

[nicenewyorker]

YOU GUYS TOO EMBARRASSING & FUNNY.....happy easter

[Guest Guest]

I tried very hard to control but still farted when he's topping me. We laughed and he had to stop bcos his cock turned soft. Pie-say leh

[Guest chinese uncle]

I know this is cliche but it did happened still surprised me.

I was eying this muscular matured bear R. Big arms, big chest and a small tummy. Best of all, he had a deep sexy voice and very smooth taut skin. We chatted and I was mesmerized by his manly voice and matured looks.

I hugged him openly and tried to seduce him. When I suggested to go to a room, he was reluctant. I was too steamed to care. If he was younger, he'll probably complain here on BW that an old hamsup uncle didn't know how to take no for answer and kept molesting him.

I literally pulled him into the room. Then I literally had to pull off his towel. He looked at me with with that anguished look on his face when I hugged him and we fell to the bed. Seeing that he was not enthusiastic, I sheepishly asked him am I not his type.

He politely mmmm mumbled but did not come right out to reject me. Emboldened by this slight chance, I told him even though I was ver top, I want to be fucked by him. Shamelessly I hooked my legs onto his broad shoulders and offered myself to him.

He proceeded to suck me instead. But his sucking skills really sucked( pun intended haha), I could not cum while anticipating his next move. He was sweating profusely as the room was stuffy.

He asked to be excused to goto the toilet to clean his sweats. I reluctantly let him go out and waited. And waited, and waited before I accepted the plain truth that he had bolted and I was being one-sided.

Sadly I gathered my bruised ego and my towel and left the room. But the hamsup part of me still refused to let go and I went hunting for him at the toilets. He was not there. But I didn't even had to look and saw him standing at the dim corridor, waiting. My thick skin mode on, I stood near him but understanding that I was not his type I was hoping that at least I will be his last choice since there was not many men around for us to choose from.

Unfortunately he was popular and kept attracting passing men to touch him. Each time my heart skipped for fear of losing him to a guy. Yet he seemed to ignore them all. My hopes still kept up on the edge in nail biting suspense.

When least expected, this 30+ fit guy H walked by me and touched me but I ignored him without even glancing at him. He passed by R and suddenly R grabbed him and knelt down to suck him on the spot. Wow so aggressive so unlike his manliness!! Having tried R's skills just now, I looked on with amused expectations. As expected, H looked at me with a grimace as R's teeth gnawed his sensitive cock. I tolerated that because I wanted R badly. But H was not in a gracious mood so he gave R a hefty push and R fell back to the wall 四腳朝天 with his towel slipped off.

Then H continued his savage behavior by pulling R's legs up and apart to finger his ass. At first I was moving forward trying to catch R as he fell cause I felt heart pain to see him this way. As our hands met and grasped, our eyes met as H's finger found its mark. I was expecting grimace in his eyes but what I saw was gasps of pleasures and wider opening of his thick white thighs. All 3 of knew immediately what to do next as H proceeded to penetrate R as R coyly smiled at me with a sorry look on his lips now that I understood why.

I wanted to stand up and leave them alone as my heart was heavy with disappointment. Suddenly H hugged my mid body and proceeded to suck me as he humped R. That meant he was slobbering on R's dried residual saliva because I was reluctant to wash it off.

R knowing my sexuality, went to poke my ass with his finger straight upwards as if to inform H not to expect too much from me. I could almost hear a sigh of disappointment from H as he stopped sucking and looked momentarily as he watched me widened my stance for R.

This being the end part of a narrow corridor, a small crowd gathered nearby but could not squeeze into the action. R was was the first to come surprisingly fast with a grunt and a manly groan. I was next to come into H's mouth from being stimulated by R's orgasmic noises. Seeing me satisfied, H went on to seek his own gratification by turning R over on his fours and screwed him fast in doggy then pulled out to cum on R's muscular back.

Then haughtily, H gathered his towel and left us uncles gasping for breath together.

[Guest Guest]

I know this is cliche but it did happened still surprised me.

I was eying this muscular matured bear R. Big arms, big chest and a small tummy. Best of all, he had a deep sexy voice and very smooth taut skin. We chatted and I was mesmerized by his manly voice and matured looks.

I hugged him openly and tried to seduce him. When I suggested to go to a room, he was reluctant. I was too steamed to care. If he was younger, he'll probably complain here on BW that an old hamsup uncle didn't know how to take no for answer and kept molesting him.

I literally pulled him into the room. Then I literally had to pull off his towel. He looked at me with with that anguished look on his face when I hugged him and we fell to the bed. Seeing that he was not enthusiastic, I sheepishly asked him am I not his type.

He politely mmmm mumbled but did not come right out to reject me. Emboldened by this slight chance, I told him even though I was ver top, I want to be fucked by him. Shamelessly I hooked my legs onto his broad shoulders and offered myself to him.

He proceeded to suck me instead. But his sucking skills really sucked( pun intended haha), I could not cum while anticipating his next move. He was sweating profusely as the room was stuffy.

He asked to be excused to goto the toilet to clean his sweats. I reluctantly let him go out and waited. And waited, and waited before I accepted the plain truth that he had bolted and I was being one-sided.

Sadly I gathered my bruised ego and my towel and left the room. But the hamsup part of me still refused to let go and I went hunting for him at the toilets. He was not there. But I didn't even had to look and saw him standing at the dim corridor, waiting. My thick skin mode on, I stood near him but understanding that I was not his type I was hoping that at least I will be his last choice since there was not many men around for us to choose from.

Unfortunately he was popular and kept attracting passing men to touch him. Each time my heart skipped for fear of losing him to a guy. Yet he seemed to ignore them all. My hopes still kept up on the edge in nail biting suspense.

When least expected, this 30+ fit guy H walked by me and touched me but I ignored him without even glancing at him. He passed by R and suddenly R grabbed him and knelt down to suck him on the spot. Wow so aggressive so unlike his manliness!! Having tried R's skills just now, I looked on with amused expectations. As expected, H looked at me with a grimace as R's teeth gnawed his sensitive cock. I tolerated that because I wanted R badly. But H was not in a gracious mood so he gave R a hefty push and R fell back to the wall 四腳朝天 with his towel slipped off.

Then H continued his savage behavior by pulling R's legs up and apart to finger his ass. At first I was moving forward trying to catch R as he fell cause I felt heart pain to see him this way. As our hands met and grasped, our eyes met as H's finger found its mark. I was expecting grimace in his eyes but what I saw was gasps of pleasures and wider opening of his thick white thighs. All 3 of knew immediately what to do next as H proceeded to penetrate R as R coyly smiled at me with a sorry look on his lips now that I understood why.

I wanted to stand up and leave them alone as my heart was heavy with disappointment. Suddenly H hugged my mid body and proceeded to suck me as he humped R. That meant he was slobbering on R's dried residual saliva because I was reluctant to wash it off.

R knowing my sexuality, went to poke my ass with his finger straight upwards as if to inform H not to expect too much from me. I could almost hear a sigh of disappointment from H as he stopped sucking and looked momentarily as he watched me widened my stance for R.

This being the end part of a narrow corridor, a small crowd gathered nearby but could not squeeze into the action. R was was the first to come surprisingly fast with a grunt and a manly groan. I was next to come into H's mouth from being stimulated by R's orgasmic noises. Seeing me satisfied, H went on to seek his own gratification by turning R over on his fours and screwed him fast in doggy then pulled out to cum on R's muscular back.

Then haughtily, H gathered his towel and left us uncles gasping for breath together.

Yawn..........

[navyblue]

Yawn..........

Lol. I think he doesn't know what embarrassing means.

[Guest Guest]

Lol. I think he doesn't know what embarrassing means.

I think you people need me to write the word "embarrassing" everywhere before you can understand where are the embarrassing moments. My stories are not for you then because you read without involvement. You want to told what to think and feel. So juvenile.

[upsize]

so I was fucking this dude and when happened to slide my dick out, I kinda saw what his dinner was. 

[wolfyboy]

I remember tat time when i having sex with my bf at his plc. Half way through his mum came in. We were both too shocked to react. When his mum saw us both naked, she just smile n say sorry then walked out the rooom. I was so paisei to go out of the room after tat hahaha...

 

This really OWN!

 

 

[Guest Guest]

I think you people need me to write the word "embarrassing" everywhere before you can understand where are the embarrassing moments. My stories are not for you then because you read without involvement. You want to told what to think and feel. So juvenile.

You just wrote a screenplay for a mini movie name 'Lo So King', that's embarrassing.

Are you the uncle who wrote about your cruising at Daiso in the thread 'What's your Dressing Styles/'? Then you must be very lonely.

[Guest Guest]

This really OWN!

Uncle(who wrote the long winded catch no ball story), this is REALLY EMBARASSING and only got 2 sentences.

LESS IS MORE!

[Guest Guest]

I think you people need me to write the word "embarrassing" everywhere before you can understand where are the embarrassing moments. My stories are not for you then because you read without involvement. You want to told what to think and feel. So juvenile.

Your story is definitely not for us. It is a badly written pornographic story of a love triangle cum orgy of 1 top, 1 btm and another top pretending to be a btm for a few minutes (that's you). Any primary six student can write better than you. So Xia Suay.

U inspire me to write this poem for you

"I say Prada, you say Prata

I say Chanel, you say Channel

I say Coffee, you say Kopi

I say Penis , you say Lan Chow"

Thank you and have a good wk ahead.

[Beefycub]

not really during sex, but...

was in the midst of doing it, took out a condom but it slipped out of my hand and I couldn't find it, so i just took another one.

never thot abt it, till a few days later, my 5 yo nephew found it and asked me wat it was... yikes!

[edp]

just keep having that the feeling to fart whenever bf trying to bj or hj me... hahah...

[Guest Guest]

not really during sex, but...

was in the midst of doing it, took out a condom but it slipped out of my hand and I couldn't find it, so i just took another one.

never thot abt it, till a few days later, my 5 yo nephew found it and asked me wat it was... yikes!

Balloon and then proceed to blow it up to prove to him.

[Guest Guest]

Your story is definitely not for us. It is a badly written pornographic story of a love triangle cum orgy of 1 top, 1 btm and another top pretending to be a btm for a few minutes (that's you). Any primary six student can write better than you. So Xia Suay.

U inspire me to write this poem for you

"I say Prada, you say Prata

I say Chanel, you say Channel

I say Coffee, you say Kopi

I say Penis , you say Lan Chow"

Thank you and have a good wk ahead.

Not for you then you can shut the fuck up.

There are those of us who like these type of stories.

Who need you to be our censor?

 

You so kaypoh. you go moderate a cultural forum.

[Guest Guest]

Not for you then you can shut the fuck up.

There are those of us who like these type of stories.

Who need you to be our censor?

 

You so kaypoh. you go moderate a cultural forum.

Those of us = 1 person = you

But cultural forum not gay hor.

[puppyfart]

him: "i'm ready.. push it in now.."

me: "but i'm in alreadyyyy......"

him: "oh..."

me: :oops:

[undies87]

Puppyfartt, on a contrary, he could have felt embarrassed as his hole was rather too big to accommodate you. hehe lol

 

him: "i'm ready.. push it in now.."

me: "but i'm in alreadyyyy......"

him: "oh..."

me: :oops:

[shyboi]

There's this Indian guy that I had fun with....his tool was too big that I cum when it was abt to go in me...it's not even in....paisey....

[wantonmee]

this was at a sauna some time ago and i had been cruising for a while

none of the hawt ones wanted me, so i settled for whoever was not picky - neither was i at that point.

i was edged to the max but none of them could make me cum.

finally managed to hook up with a hawt dude and with a few of his strokes, i exploded like a volcano with hot bursts of cum

it was over within 2 mins

he was like dafuuuuuuq

i was like... fml2tf

[cutejack]

There's this Indian guy that I had fun with....his tool was too big that I cum when it was abt to go in me...it's not even in....paisey....

u came but his havent rite?so still can continue wat.lol

[Guest Guest]

I know this is cliche but it did happened still surprised me.

I was eying this muscular matured bear R. Big arms, big chest and a small tummy. Best of all, he had a deep sexy voice and very smooth taut skin. We chatted and I was mesmerized by his manly voice and matured looks.

I hugged him openly and tried to seduce him. When I suggested to go to a room, he was reluctant. I was too steamed to care. If he was younger, he'll probably complain here on BW that an old hamsup uncle didn't know how to take no for answer and kept molesting him.

I literally pulled him into the room. Then I literally had to pull off his towel. He looked at me with with that anguished look on his face when I hugged him and we fell to the bed. Seeing that he was not enthusiastic, I sheepishly asked him am I not his type.

He politely mmmm mumbled but did not come right out to reject me. Emboldened by this slight chance, I told him even though I was ver top, I want to be fucked by him. Shamelessly I hooked my legs onto his broad shoulders and offered myself to him.

He proceeded to suck me instead. But his sucking skills really sucked( pun intended haha), I could not cum while anticipating his next move. He was sweating profusely as the room was stuffy.

He asked to be excused to goto the toilet to clean his sweats. I reluctantly let him go out and waited. And waited, and waited before I accepted the plain truth that he had bolted and I was being one-sided.

Sadly I gathered my bruised ego and my towel and left the room. But the hamsup part of me still refused to let go and I went hunting for him at the toilets. He was not there. But I didn't even had to look and saw him standing at the dim corridor, waiting. My thick skin mode on, I stood near him but understanding that I was not his type I was hoping that at least I will be his last choice since there was not many men around for us to choose from.

Unfortunately he was popular and kept attracting passing men to touch him. Each time my heart skipped for fear of losing him to a guy. Yet he seemed to ignore them all. My hopes still kept up on the edge in nail biting suspense.

When least expected, this 30+ fit guy H walked by me and touched me but I ignored him without even glancing at him. He passed by R and suddenly R grabbed him and knelt down to suck him on the spot. Wow so aggressive so unlike his manliness!! Having tried R's skills just now, I looked on with amused expectations. As expected, H looked at me with a grimace as R's teeth gnawed his sensitive cock. I tolerated that because I wanted R badly. But H was not in a gracious mood so he gave R a hefty push and R fell back to the wall 四腳朝天 with his towel slipped off.

Then H continued his savage behavior by pulling R's legs up and apart to finger his ass. At first I was moving forward trying to catch R as he fell cause I felt heart pain to see him this way. As our hands met and grasped, our eyes met as H's finger found its mark. I was expecting grimace in his eyes but what I saw was gasps of pleasures and wider opening of his thick white thighs. All 3 of knew immediately what to do next as H proceeded to penetrate R as R coyly smiled at me with a sorry look on his lips now that I understood why.

I wanted to stand up and leave them alone as my heart was heavy with disappointment. Suddenly H hugged my mid body and proceeded to suck me as he humped R. That meant he was slobbering on R's dried residual saliva because I was reluctant to wash it off.

R knowing my sexuality, went to poke my ass with his finger straight upwards as if to inform H not to expect too much from me. I could almost hear a sigh of disappointment from H as he stopped sucking and looked momentarily as he watched me widened my stance for R.

This being the end part of a narrow corridor, a small crowd gathered nearby but could not squeeze into the action. R was was the first to come surprisingly fast with a grunt and a manly groan. I was next to come into H's mouth from being stimulated by R's orgasmic noises. Seeing me satisfied, H went on to seek his own gratification by turning R over on his fours and screwed him fast in doggy then pulled out to cum on R's muscular back.

Then haughtily, H gathered his towel and left us uncles gasping for breath together.

thanks, that was hor, thanks for sharing.

[Guest]

i was fucking my btm vigorously that my metalic bed broke and injure myself.

 

My btm got a spinal injury...our sex act was totally disaster.

 

My damage :

New bed cost me $250

Tuna : $60

 

the real damage ....my btm gone forever 

[cutejack]

Hahahaha...he cant b yr partner.can find new btm.dont worry.plenty out there

[Guest Guest]

i was fucking my btm vigorously that my metalic bed broke and injure myself.

My btm got a spinal injury...our sex act was totally disaster.

My damage :

New bed cost me $250

Tuna : $60

the real damage ....my btm gone forever

That reminded me of an incident. I hooked up someone in the Charlene and went to his house in Clementi. When we were fucking in his room, the bed collapsed and causing a big bang. His mom knocked on the room door asking what happened. Luckily, the door was locked.

[Guest Ener]

i was fucking my btm vigorously that my metalic bed broke and injure myself.

My btm got a spinal injury...our sex act was totally disaster.

My damage :

New bed cost me $250

Tuna : $60

the real damage ....my btm gone forever

You should invest in a more expensive bed... Lolz... Reinforced steel bolted to the floor type. Btw, what's the tuna for? $60 for tuna is quite expensive... Ntuc sell per can bout $2+ u can try there next time... How does one get hungry while having sex?!?!

[wintersnow]

You should invest in a more expensive bed... Lolz... Reinforced steel bolted to the floor type. Btw, what's the tuna for? $60 for tuna is quite expensive... Ntuc sell per can bout $2+ u can try there next time... How does one get hungry while having sex?!?!

i think he meant tui na. TCM

[Guest Guest]

You should invest in a more expensive bed... Lolz... Reinforced steel bolted to the floor type. Btw, what's the tuna for? $60 for tuna is quite expensive... Ntuc sell per can bout $2+ u can try there next time... How does one get hungry while having sex?!?!

He's referring to one whole fresh tuna costing him $60, not the $2 canned one. That's cheap. They must have doing some fishy stuff on bed. LOL

[cutejack]

You should invest in a more expensive bed... Lolz... Reinforced steel bolted to the floor type. Btw, what's the tuna for? $60 for tuna is quite expensive... Ntuc sell per can bout $2+ u can try there next time... How does one get hungry while having sex?!?!

hahahahahaajhehehehehewhhohohohohho.

i thought tat for a moment n got it .its tuina.not until come here n ask this question

make my day.hahahaahah..joke.of the day.

Or

mayb he rather fuck the tuna n after seeing it the btm left him forever.hahahaha

Edited August 19, 2015 by cutejack

[Guest Farted]

I am not sure whether this is embarassing. When I was about to be topped and he was about to enter me, I farted loud and it stink.

The TOP went out of the room and never came back. 

[Guest Guest]

i was fucking my btm vigorously that my metalic bed broke and injure myself.

 

My btm got a spinal injury...our sex act was totally disaster.

 

My damage :

New bed cost me $250

Tuna : $60

 

the real damage ....my btm gone forever 

 

The new bed cost just $250?  You could end up in another disaster. 

[cutejack]

I am not sure whether this is embarassing. When I was about to be topped and he was about to enter me, I farted loud and it stink.

The TOP went out of the room and never came back.

hahahahah.maybe he went out to get air fragrance but couldnt get.u should have wait longer.

Not embarrasing moment but happy moment.hahaha...

[lego]

Once I couldn't find his hole and had to use the handphone flashlight to shine on his ass to find it.

Totally xia suay...

[cutejack]

Whao.like civil engineer sia.

[Guest Ener]

Happened to my friend... He was the top, he pounded someone in tmc, at first the btm was quite quiet with soft moans... Then when he turn the btm around, push his head onto the cushion and the moment he started to pound the btm, the btm gave out very loud scream and moans... After the whole thing he told the htm u must really enjoyed my pounding, I can tell from you vocally your pressure.. the btm told him the vocals came more from my friend stepping on his fingers. That's embarrassing.... Hahaha...

[Guest Ener]

Pleasure*

[benedict5856]

Wondering, have any of u when having sex, something happens and its so embarrassing....

 

It was like 13 years ago..... I met a guy for sex in his place....

 

I took my shower and lie on his bed naked, while waiting for him to shower and clear his butt.

 

When he finished, he slowly approached me, making me a hard-on.... and ready to sit on me while I am still lying on the bed.

 

Putting a leg over my body, he squad down, with my body in-between his legs....

 

and then......

 

Piak....!!!!!

 

Shit comes out from his arse and my tummy hole is all shit... and watery.....

 

I pretended nothing has happen while he quickly rushed to take toilet roll. I couldn't move, else the shit roll all over the bed. Can't recall whether we continue the sex....

 

What about u guys......???

Edited December 9, 2015 by benedict5856

[Guest Guest]

No la... he is just doing what he thinks a pig may enjoy. Don't pigs just love to roll in their own shit all the time?

[wilfgene]

I live on Orchard Road.

I drive a Porsche.

My sexual fantasy is to be fucked without condom by a total stranger.

[atropine]

I live on Orchard Road.

I drive a Porsche.

My sexual fantasy is to be fucked without condom by a total stranger.

well done. i see nothing but just showing off your affluence.

[Guest]

/.

Edited February 9, 2016 by Guest

[benedict5856]

U mean ur classmate is a bi and slept with u before and their twin son is gay and u slept with them?! Oh my goodness! Imagine ur classmate know about it. He sure bash u to death.

[Kwon]

I had sex in my partners house. During it, his boyfriend came home. I didnt know he had bf.

That guy got mad and i had to go out without shower.

One funny thing was that i met him several times and he told me he is bottom. And he was muscular. So i always did top.

When his bf came back, his bf shouted that my partner was top.

That was my worst

Edited December 10, 2015 by Kwon