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Embarrassing Confessions

Wicked students

I was newly qualified sports teacher in a high school, kept getting lots of looks from some male students and think this pissing off some of female students, I had to stand in for class teachers when they were absent, but still wore sports clothes for when I took games lessons in the day, problem was when I reached up to write on black board, my... (more)

Shitless my pants

The first time I really experienced it, I was on a weekend field trip with my middle school grade. We were walking down to the beach and I kept having tummy gurgles. When we got to the beach, I couldn't hold it in. I contemplated running into the grass and popping a squat and running into the water. Instead I just ran away from my friends and shat... (more)

Panties showing

I was 16 and working as a busser at a restaurant. I was wearing lacy boy short panties and a shorter flouncy skirt (thanks teenage me for think that was a good idea to begin with) I went to the bathroom then came back and proceeded to continue working for about ten minutes until a customer comes up and says "I don't mean to embarrass you, but your... (more)

Oops showed my dick at party

I was at my friends birthday party in high school and was super drunk. Ran up to a group of people and said “Watch this!
I then proceeded to run and dive into a bounce house only for the Velcro lined entrance to grab my sweats/boxers and pull them down to my ankles.
I’ll never forget the looks of horror on their faces while I laid there on... (more)

Loose fit pants fall down on bus

I was getting off the bus in Iike the 6th grade and my pants were extremely loose and falling down. I had my hands fully and was trying so hard to get to the doors before they fell. Well right before I make it to the first row of seats my pants hits the ground and the bus breaks out in laughter making fun of me. Now I'm embarrassed and not... (more)

Skateboarding embarrassed

Me and my friends use to bomb hills this big back in the day it was so much fun ! once my friend fell on a hill and his jeans got ripped off and his shoe flew into someone's back yard we never found shoe or his jeans he had to skate home in a t-shirt and his tighty whities underwear. It's very important to tighten them trucks up a little if you do... (more)

Bulge

Ok so I had no idea that people check out everyone’s junk. I have been wearing sweatpants without underwear for years and was just told that my junk is always visible by my friends and some people have taken pictures. Wtf is that?

Pool party

We had a pool party at our house one night. Things got a little crazy. I had just had a threesome with my boyfriend and Renee, I went to the bathroom and came back and my boyfriend had me put a strap on on and was taking me to another bedroom to what I thought was Renee. We entered the room which was dark and got in the bed. There was another... (more)

Teenage boy's worst nightmare

When I was a young boy one of my friends decided to sneak out of the house after midnight and try to get me to do the same. He planned on us cruising the neighborhood in the dark to smoke weed and generally cause trouble. As he walked up my driveway he saw the only light in the house streaming out of the basement window so of course he walked up... (more)

Doctors surgery

When I was 16 I was waiting for a call from my drs secretary when my mum answered the phone and said he can’t come to the phone right now he’s being spanked over his MUMMYS knee I could of died at what she said , I had to phone back which I could hear her trying not to laugh and I had to pick up a prescription from the surgery ,lots of laughing... (more)

I saw my Dad's cock

It was flaccid and yet huge! Now that big jar of Vaseline I saw under my mom's side of the bed makes sense! I think I must have inherited my mother's tight puss? Makes me wonder about my brother though!

Is my cousin telling my secret

I’m a married man who secretly cross dress in Clarksdale Ms and know one knows this but one young female cousin who I tell all my juicy adventures to. She has given me fishnet stockings and she saw a pic on facebook on my fake page and ask me why that me? Do you all thinks she’s telling others or am I safe ? The idea of her showing or telling her... (more)

Truth or dare

We were at Lyn and Toms one night which we did on a rotating basis one week us next week their house. well this particular week we became board playing cards and Lyn suggested we play truth or dare Now I hate these games but we really had no choice but go alone with it
at first it was OK but we could see where it was going when it started lets do... (more)

Young wife confessed to licking butts

My 29 yr old wife gets pretty damn sexy after she drinks - she readily admits that most of her sexual adventures with men came about after she was pretty drunk!
One night in bed, making out with her, I asked her to share something naughty that she'd done with a guy.
It took a bit - but then she said, "Well, I licked a man's butt hole!"
"You... (more)

School bullying

I was a but of a loner when I went to school in the early 2000's I remember 1 day I was at my bending over at my locker which was a bottom locker get my books for the next class when I felt a piece of chocolate get down in my underwear when the kid grabbed the wristband of my underwear pulling them up gave me a weige then pulls my shorts... (more)

Bullying at school

Hi there, my daughter, Jean, 13, has been facing bullying from several girls at school in the past month and the school doesn’t seem to be much help at all so I’m reaching out to other parents here.
There’s name calling and teasing but the bullies have been consistently giving Jean wedgies at school as if this is some sort of 90’s teen drama... (more)

I asked wife to confess something naughty....

While making out with my sexy blonde wife (31, 5'7", 128lbs, B cups, great ass) I asked her to share something she did that she wasn't proud of.
She took another long sip of her white wine, lay back and sighed.
"I'm not proud of this - but darn if it wasn't sexy!"
Then she told me.....
One night after too much to drink at a neighbor's party -... (more)

Skinny dipping

Many years ago when we were on holiday in Palma Nova on the island of Mallorca, my husband and myself would always go for an early morning swim, it was never very busy then with maybe only another 2 or 3 on the beach, this particular morning it was very sunny and warm by 7 am and we went into the sea, after a while I decided to... (more)

Help me get exposed to the world

I’m Michael from tunica Ms who love cross dressing wearing hooker outfits, yes I’m also married and no one knows but one female cousin who says my secret is safe with her. How can I get more daring on spilling tea on myself here? I’m always down in Clarksdale Ms dressing like this. Comment ways or dares to get me further exposed.

Sharing the wife

Why do I find it so hot to let other men look at and touch my wife?

Should my bf’s son see me topless

I’m going on holiday very soon with my new bf and his 16yo son. I’m a teacher and his son is in my class. I always sunbathe topless on holiday but should I if his son will see my boobs?

Changing in men’s locker room

I took my son swimming and was told he was too old to join me in the female locker room so I took him in the males. As I was helping him quite a few men were making sure I got a good look at them naked. It was quite a thrill. I had my swimsuit already on so decided just to undress in the mens. I could feel a lot of stares at me thinking I was... (more)

Girls dad burns boys clothes

I run into Hannah a girl i had i crush on when I was in high school (boy 15) we were in the same class in 2002.She apologised for what her father did to me back then.I said it wasn't her fault but when I get home it keeps go through my head.
This is what happened.On Wednesday we had classes from 9am to 11am then a 20 minute break and then 2hour... (more)

How to self humiliate myself in public

Seeking way to get laughed at or humiliated in public while cross dressing like a cheap hoe. No one knows I cross dress but one female cousin and wondering if she has told anyone about me. Send your dares now because I’m in Clarksdale Ms right now dressed in a hot pink tiny skirt, white thigh hi stockings pink flip flops hot pink top with red lace... (more)

What is the most embarrassing thing to happen to you at school?

What is the most embarrassing thing to happen to you at school?
Mine was when I had to do a speaks in a school assembly with two of mates an I all 14 year old boys.One of them comes up behide me and pulls my shirt over my head and the other one pulls my shorts down to everyone surprise I was wearing a pair of my sisters purple panties because... (more)

Blowjob performer of the year!

James Kinney is a blushing sissy boi that is addicted to sucking cocks. He was dating a girl named Prits but she broke up with him and it launched him into constant cock-gobbling addiction. Now, James gives about 24 blowjobs every day and he blushes with intense embarrassment. Huge mouthfuls of cum are his breakfast, lunch, and dinner. ... (more)

Boys pants pulled down in school

There was a huge pantsing (Is that how you spell it?) epidemic during my 6th grade year. I was the main target, as I would not participate, therefore I was viewed as prey, just waiting for their pants to be ripped away.
Thus, I enact a plan of pure dubauchery. The next day, I prepared, grabbing the biggest, most loose fitting pants I owned... (more)

Wife [F30] And I [M33] were robbed while we were out on a date

Wife and I were out on the town for a date night (we don’t get to go out often). Everything was fine, had a few drinks, and finally decided to walk home. We only live a few blocks from the restaurant we were at and never had any issues in the past (live in a somewhat nice upper middle class area). We decide to cut through the park have a night... (more)

Newlyweds dinner date ends in me getting my ass spanked red.

Hello all. I am a newly wife to my husband we have been dating for 5 years recently got married. We always like to go on dates and adventure hikes so on so forth. Just explore in life. After we got married we decided to go to Niagra falls. Go for a nice steak dinner and go to cliffton hill(tourist attraction) then end our night in a nice relaxing... (more)

No anal for hubby

Some time ago when my wife fucked another guy when we were still in the cuckold lifestyle she let him fuck her ass.
She had never let anyone fuck her ass, me included, yet on the first time she went out with this guy she let him take her anal viginity.
The cucking days are behind now, and we're doing good and all, but still she does not let me... (more)

What to you all think

I’m a married guy who secretly cross dress and no one knows but one female cousin. Question is do you all think she’s secretly telling others? She knew it was my fake facebook page because I use to inbox her and she’s seen many of my pictures I was posting and do you think she has saved them and shown them to anyone?

Wife flashing shopping

My wife and I were on a date night, she was looking really sexy. Now that the weather is warmer, she wore a short slinky skirt and a blouse and high heels. We went downtown to have drinks before going to eat. After drinks, her heel broke on the sidewalk. We were right outside a large department store, so we went in and I told her to go buy a new... (more)

Embarrassing time in school

Mine was in a PE lesson. We had a particularly mean PE teacher who would refuse to give boys a spare shirt if they forgot their kit for an indoor lesson and make us do it topless, in order to “save on the washing” or “motivate us not to forget it again”.
I was a self conscious boy, so this worked on me, until I forgot just once when I was 16. I... (more)

Peeping Tom

My neighbor lady divorced recently and I have been helping her with mediocre task. I’m pretty much have her schedule down . So when she showers I have a ladder that I can set up quickly and look into her window without anyone seeing me. I have watched her on several occasions undress pee shower dry then she moves out into her bedroom and lays on... (more)

Blowboy: The grooming

Once my friend forced me to blow him in his bedroom he had complete control over me to go along with his threats of exposing me sucking his cock. Some of the real fun times were when he’d have me stay over on Friday night. His mom worked Saturdays and his stepdad worked for the railroad so he was gone a lot of the time. His sister would go visit... (more)

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