Embarrassing Confessions

PARTY TIME

I was invited to a October feast party at a friends house. All the girls were all ruffled out. Everyone was wearing a mini mini dresses so we can see so much more of there ruffled panties. As the night went on, we got drunker and silly. I could not take it anymore. I went up to my best friend and i ripped off her dress and petticoat. Her Satin... (more)

7

Served as deserved.

Blushing Barry stood before a group of giggling girls. His pouty lips trembled slightly as he battled the humiliation. The best description of what he wore is simply “skimpy.” Barry was wearing only a tiny low-rise thong panty with string sides. The barely there thong was fluorescent pink with black lace edging and a tiny black bow in... (more)

1

I lost my job and moved back to my moms house

I am 22 years old and had to moved back with my mom and her girlfriend. They loved it. I was broke with no money. Then my mom told me a way to get some easy big money. I asked how do i do that. Mom said her friend is a hair stylist and she will pay you money for your waist long hair. So i agreed and her friend stopped by. She said she would give... (more)

13

Plain vanilla life

Im an average looking mom. my husband thinks im attractive and im on the thin side. he has a fantasy about showing my off naked to strange men. im not comfortable with it so it hasnt happened.
recently he has begun blindfolding me during sex. sometimes he will walk me blindfolded and naked through the house. im pretty sure he pauses in front... (more)

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1

Women are strange

Went on holiday with my new girlfriend, we’ve been together 2 months, on holiday she had the tiniest bikini, not just the blokes looked the women also, it was very obvious people were looking.
Her G string bottoms only just covered her pussy, all she kept on doing was adjusting the part covering her pussy.
Back at the apartment she freaks out if... (more)

1

Peg-a-rama

My ex-girlfriend Alora stopped by unannounced. I was just wearing a tiny thong panty. She said she had to take me across her lap and spank me. I enjoy getting a good spanking. Then Alora took me to the bedroom and told me to get on my hands and knees on the bed. She put on her strap-on and showed me why her Girl Power rules my world. She... (more)

3

1

Embarrassing

When I first met my girlfriend 5 weeks ago she didn’t say anything to her daughter 25 about me.
3 weeks in I met her daughter, it was all good.
Next day I called my girlfriend and asked what did her daughter say about me.
She said she likes me, said you seemed like this like that and was happy for me.
I said that’s good news, hopefully we can... (more)

5

1

I’m an aroace virgin and had phone sex

Some random slid into my DMs and asked to sleep call because he found my profile through a discord “sleeping” server before I left it. I have no memory of that, but maybe I was in it when I was an angsty teen. I’m a very private person and tend to think that stuff is ridiculous but that night I was feeling pretty down. We ended up calling, and... (more)

You would have never thought

I had a couple days work correcting a job that was done before me, it was an attic conversion.
The customer was a lady guessing mid forties, she was very posh, dressed and spoke with style!
She called up to say she has made me a drink, when I collected my drink she had a friend with her.
On my return to the attic I sat on the stairs replying to... (more)

4

A tiny secret publicly revealed

It was Barry’s birthday. His ex-girlfriend Alora knew that he would be going to Victorias Secret to buy himself some new panties. Alora saw Barry in the mall and handed him a big birthday cake.
Just at that moment, Alora’s sister, Pheobe “accidentally tripped” and fell and grabbed ahold of Barry’s sweat pants as she fell. The sweat pants... (more)

3

1

Have kids they say

I got friendly with a school mum, I said I’m not interested in a relationship but happy to have some fun.
She said me to, we became more comfortable with each other knowing this.
She said why don’t you come to my house for tea, you can meet my daughter, she said it will be fine, we are just friends.
It was all ok, daughter was nice and friendly... (more)

1

I gambled and lost -- I'm 46 and pregnant

I'm 46 and somehow am pregnant. My Dr. said I'm in menopause, so I don't take birth control pills anymore. I gave up the pill four years ago.
With all that, I noticed my sex drive had increased, and I've been active the past few years. I was off the pill but nothing happened till now.
I've been seeing a number of people off and on... (more)

21

My wife is away

My wife is interstate for work for a week. She doesn't know i took off the week. I also bought 2gm of ice and set myself up in the garage. I do this sometimes when she is away. The biggest part of it though. It makes me want cock. I goon out on gay porn. I haven't had the balls to see if anyone would join me.

1

YIKES!!! I’m so embarrassed!!!

My ex continues to spread the information that I wear skimpy girly panties and slurp multiple cocks on a daily basis. It is true but she keeps my mind sizzling with embarrassment. YIKES! I’m blushing so much!

2

Barry’s butt bouncing

Sometimes, when I am embarrassed, I will strip down to my thong panties and sit on the hard floor. Then I will bounce up and down on my butt cheeks as they slap the floor repeatedly. I end up whimpering “Ouchie-Wow-Wow!” as I blush and bounce until my butt cheeks throb! Ugghh! It’s so embarrassing!

2

Shy embarrassed but I'm still nervous and naughty At the same tim

Love to show my little penis off. Even when it's cold and shrunken, shy, but naughty and showing it to the woman at nude beach for the reaction says oh it's so little dick to me and I will see if she likes it

4

Caught

My friend and I started playing around in high school. Just jerking each other off, and making out. It progressed to oral and anal sex before we graduated. He and I are bi. He has 6 inches, cut, and average. I’m 7 inches cut and thick. He preferred to bottom, but fucked me sometimes. He got married, and had a son. We continued having sex. One day... (more)

3

1

Finding a new job.

I am a male, home from college, looking for a job living with my mom. Most of jobs with my degree are women jobs. So my mom went shopping and came home from shopping.She had had bags of women clothes. She said i will dress up as a girl and get a job. She dressed me up and i went to apply for a job. I got hire at my 1st place i went to. I notice... (more)

9

1

The Most Disappointing Night of My Life

I had wanted to fuck Lori for years. She was a big, beautiful blonde I met through a family member. We went on several awkward dates over the years, but absolutely nothing ever happened other than me being out of at least $100 for dinner, gas, or whatever. Then one day at the wedding reception of a mutual friend, we ran into one another. We got a... (more)

1

Awkward Christmases for the past 30 years

Shortly after my older sister got married, my new brother-in-law wanted to hook me up with his younger sister. I was not at all attracted to her but took her out anyway just to make everyone happy. After our date, I took her home and she invited me inside. I had to piss so I headed to the bathroom. When I came out, she was in the living room... (more)

2

I have a "sugar daddy "

I have a sugar daddy. I never thought I would do this. I ran into money problems. I had a legal judgment against me where I have to pay out money every month.. i have student loans. I'm a single mother. I have a job with the government but I don't make a lot of money.
I had to move from one apartment to another apartment.
So many... (more)

67

1

Gigantic Jiggling Jugs

Less than a year after we got married, my wife and I went on a camping trip with a group of friends. Everyone was staying in RVs, and one morning after a few too many Bloody Marys with breakfast, I barged into my wife’s best friend’s camper looking for her husband. But what I found was Bridget getting dressed and struggling with pulling her pajama... (more)

3

Ate out a sleeping girl in the library

Last spring, during exam season, I was at the university library trying to find a good place to study. All of the quiet study floors were jam-packed, and I was weaving through the shelves on the 8th floor, trying to find a deserted desk or something. As I searched, I rounded a corner and saw a petite girl lying back in a chair, sitting at a desk... (more)

5

Wife's Ex on Facebook

Last month, my wife told me that she had gotten a friend request from her ex fiancé on Facebook and asked if she could friend him. They had been together for two years when my wife had broken it off with him right before we started dating. I told her that it was okay. She said that it was good that I was okay with it because she had already... (more)

3

Wife goes away

My wife and I got married at 23 and 24. After five years, my wife was evidently unhappy with our marriage and started dating a guy that she had met several years ago at work. I, being clueless, didn't know anything until she told me that she was fucking him and was going to move in with him. I got home from a business trip and she was gone.
I saw... (more)

6

I steal panties from StepMom

Basically, I try to be as discreet as I can for example if my mom who has a fat ass buys new panties, I try to see if she has duplicates so she doesn't notice that they are missing, over the past few months she had these same black panties that mostly get eaten by her ass, so I stole one from her pantie collection, sneaked in her room while she... (more)

5

1

Being mistaken as Hooker

I used to live in a busy city , and my first rental place was so close to hookers business and brothels , I had no idea and i just took that place since rent was so cheap . Later , if I go out in broad daylight , men would cat call me , and asking how much do I charge per hour . That is how i found out I was living in red light district . I was... (more)

2

1

Wife and stepdaughter get tattoos

My wife has always wanted a tattoo. One day I came in the door and my wife was dressed in a cute miniskirt and said I’m getting a tattoo today and you’re driving us. I said us? She said yes her daughter was getting one too. She said she talked me into a tattoo and I told her we could get matching tattoos. She said she would get a matching tattoo... (more)

8

1

Barry cotton-tail

I wish a strong, confident woman would make me dress as her playboy bunny and serve her and her girlfriends. Then they could spank me and watch me perform several blowjobs on several guys. They would say, “Look at our adorable bunny gobble those big cocks!” I would suck and swallow.

2

Ex-girlfriend club rules

There would be no recovering from this completely humiliating experience. Barry’s body was frozen in shock and awe. His brain sizzling with indescribable embarrassing. His face was glowing red with blushing. Barry stood with his mouth wide open. He was utterly dumbfounded and speechless in intense embarrassment.
Barry wore a very sexy... (more)

3

I got propositioned by a cop

I was alone for Easter. I had to work Easter Friday so couldn't find the value in hopping the 10 hours to family if I'm not getting the whole break so stayed home. I caught my dealer on the phone just before he disappeared for the weekend and organised a delivery.
Work was fucked, so got home and kissed the door frame and then my dog. Dealer... (more)

Slut wife

Surely there can't be anything worse than your wife and the mother of your children acting like a complete and utter slut! Not only for me but our two boys aswell who were 14 and 16 at the time of our divorce! Nicola had been the best role model anyone could have yet she decided to throw all of that away just to have some sordid fun! And did she... (more)

1

Younger

I always stayed at the beach for a week. I love walking the boardwalk at night after everything closes. I was out one night and sat on a bench. Hardly anyone out. This younger guy was riding a bike, stopped, and sat next to me. We got talking. He said he was here with family, and had no privacy. They were in a hotel. I said jokingly, how do you... (more)

Straight and honest but fairly shy

Ok here we go… I’m an English White Male, I’m fairly sporty and in the past have looked after myself.. but these days I’m a little southwards shall we say! I’m straight or so I thought! But of late my thoughts have been taking over …
I’ve always thought about what it would be like to either be on my knees sucking a fat guy (black or white ) even... (more)

2

1

How do I do explain this 1099?

My husband stayed up last night finishing our taxes. I am really nervous because I received a 1099 that I have kept hidden from my husband. You see, last year, I had some income that never expected to be reported. It was only $1,400 dollars but there it was in black in white. I assumed at the time that they needed my social security number and... (more)

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