Sissy Training: Caught (Fantasy)

Me and my wife’s sex life was good. But certainly not great. My dick is too small to please her, so I usually ate her pussy and after I tried fucking her with my little dick. Me eating my own cum always made her happy. She would tell me to hurry up and cum, which I always did, then she would smash my face into her cummed in pussy. I knew she had a few large dildos, but she never let me see her using those. She traveled a lot for work, and always packed them in her suitcase. She thought it was her little sex secret, but I had known for a while. Her hiding her dildos from me was fine, because I had my own sex secret.

Every time my wife would leave for work I would spend my time at home as a sissy. I wore my thong panties, a butt plug, and had my own special dildo. I loved wearing my thongs. The feeling of my little dick and balls covered by the lacy fabric, and the thin string between my ass cheeks was fantastic. Fucking my self with the dildo gave me the best orgasms. Hiding it from my wife always felt naughty, but I was afraid of how she might respond and I loved being a sissy too much to give it up, so I kept it hidden. As long as I could.

The Red Couch [F26/MMM35+] [Hotwife] [Creampie] [Group Sex] [Sex In Front Of Others]

**The Red Couch**

We arrived at our destination around ten in the evening. I exited my truck and walked to the passenger side door to open it for my wife. She stepped out of the vehicle and then lowered her black dress the small amount that she could. It had ridden up a bit on her as we were driving. She moved her wavy brown hair out from her face and placed her sunglasses on as we walked toward the house.

The house was not a mansion, but it was rather large. I could tell by looking at it that it probably contained more than a few rooms. I could hear music playing inside as we walked up the stairs and onto the porch. The door swung open before I could even knock.

“Welcome,” said the young man, greeting us at the door. “We’re happy to have you. Come right in.”

Mermaid Cove

He arrived in the fishing town of Shoreten in the early morning. The salty air of the sea was refreshing after trudging through the swampy roads that led him there. The ground here was firmer, and didn’t threaten to swallow his boots, which were much more expensive than they appeared. Expert craft was something that didn’t need to be ostentatious, it only had to be good. His brown leather jacket, and warm clothes were similarly deceptive in their modest appearance.

He was a wealthy, world trekking pleasure seeker, and this quiet unassuming town sat near a most intriguing pleasure. The neighboring towns and villages had spoken of Shoreten, and the men they had lost to it. It wasn’t, however, a sinister or mysterious occurrence that took these men. It was mermaids. Men would come near and far seeking these maidens of the sea. Those that returned spoke of a sexual pleasure unlike any they had experienced before.

The wealthy traveler found a room at an inn near the shore. He bought the only room with a balcony on the third floor. While paying for his room, he inquired to the inn keep about the cave, and the men that go there.

Published
Categorized as Erotica Tagged

Showed [m]y wi[f]e’s tits to a friend[m]

One night my friend and I went out to a bar to watch some of the sports that were on that night. While texting with my wife for normal check-in stuff, it was apparent she had a bit of wine to drink at home. Normally my wife is more on the reserved side, but with wine in her system the horny and slutty side comes out a bit.

I had mentioned showing her off before but due to the aforementioned reserved personality she was never into it. On this night, when she said she was sending some sexy shots (topless) to me I jokingly said that my friend was waiting to see them. She must have been feeling really good as she said she can’t wait to hear his thoughts on them either.

[FM] I GAVE A STRANGER A SHOW AT THE MALL

I wanted to share this again because it’s one of my favorite memories:

I consider myself a professional and “normal” woman.

However at the mall today something just came over me. The JC Penny has an unmonitored changing area which is where I ended up. A wife dragged her husband ahead of me with an enormous pile of clothes. I had just a few pieces. His face was one of utter defeat – he had at least 30 minutes of sitting ahead of him.

His wife took the big handicap changing room so I went into the one next to it. This happened to be across from where he sat down.

Tried the first outfit on, a skirt and my top. Then I went out of my stall to the 180 mirrors and took a look. Out of the corner of my eye I noticed him discreetly staring.

He was a relatively average looking guy, overweight and balding but not ugly by any means. I watched his eyes drift up my legs and that’s when I got turned on.

Threesome with stripper sidepiece and her stripper friend[MFF]

Threesome with stripper sidepiece and her stripper friend (MFF)

Me, 50’s married, grown kids, greying professional. Rainy, 30s, petite, blonde, blue eyes, married, kids, and a former cheerleader, now a longtime stripper. She danced at a local nude club. We hit it off and took it outside the club for an eight yr affair.

I’m at work one day and she texts to see if I can come over to her house during the day to fool around while hubby at work and kids at school. Oh, and one of her out-of-town stripper friends from the club is staying at her house. Rainy wanted a threesome. The out-of-towner wanted a “donation”.

Sure, why not. Never had a threesome before, now my dream comes true with 2 strippers. I was so excited I could hardly think. Mumbled something to my secy and bolted out of the office. Sped to the nearest ATM to get cash, figuring 3 bills to be about right. Quick stop at Walgreens for some condoms. I trust my sidepiece and she trusts me, and she’s on bc but for her friend, I’m gonna be careful.

[M]y freaky stripper g[f] and the gearshift

[M]y freaky stripper g[F] and the gearshift

I [50s married, professional] had a longtime affair with a married,MILf, 30s stripper. Call her Rainy. Blonde, petite, prettiest blue eyes. Hit it off during lapdances and took it further OTC. She had daddy issues, and got off being slitty with older guys.
One night I visited her in the club. She was normally very horny in the club, but this night she was wild. We danced in one of the booths. She told me she needed to get off. She slipped some lube out of her stripper purse, and put a few drops on my index finger. She sat sideways on the little bench, pulling my right hand under her ass, guiding my finger into her pussy. Rainy rocked back and forth on my finger. As she got more excited, she started sucking on her right tit. A former gymnast and still very flexible.
There were cameras in the club, but she got away with stuff because she would routinely give the manager a BJ. I think he got off in the back watching the cameras, seeing g her be so slutty.
She needed relief that night, and I focused on her needs, not mine, that night .
She threw her head back as I finger fucked her. The lapdance ended, but she wanted to come. She ignored the buzzer from the manager letting her know we had to get outta the booth, times up. Finally, her body tensed and her orgasm rippled through her. She gave me a small thank you kiss.
I told her she owed me one.

I [M] dared my wife [F] to streak in a downtown parking garage

As I’ve written before, I enjoy daring my wife to do semi public flashes or nudes. I’ve had her streak in parking garage a few times now, and this one time was a little different as I had her walk away from her clothes entirely.

We parked in this garage, next to the stairs three floors below the roof, located in the middle of downtown with high-rise office and condo buildings surrounding it. She stripped naked in the car, shoes and all, and walked out of the car and close it, leaving her clothes behind. I then had her go into the stairwell and walk up the remaining floors to the roof level, where she’d be completely exposed. It was so hot watching her ascend the stairs while bare naked, knowing anyone that entered the stairs would see her. She eventually reached the roof level, and while a little nervous, opened the glass door and stepped out onto the pavement. The sun making her bare skin glow, surrounded by hundreds of windows. Anyone could see! It was hot not knowing if someone could or not, but she was fully exposed to the city. I get hard just thinking about it. She was able to walk all the way back down to the car and her clothes before anyone saw her. I’m so thrilled to have such a daring wife.

Me and my bestie go slutty in Goa [Group] Day 1

I would count this as one of my wildest trips to Goa. Year 2021, we had just got the lockdown rules relaxed in India so we were yearning to go out for a trip. My [23F] friend Shweta [26F] pinged me to plan a trip. Her hubby was working in Singapore and she was stuck at her place in India. Shweta was an old friend from my undergrad college years, a lot many memories, good and wild😋 We used to experiment with each other too and were quite comfortable with each other as well🙈

So we caught up and planned a 7 day trip to Goa in Feb. We knew we will miss the crowd and have fun all by ourselves. We just booked our flights and decided to book as we go during our trip.

Day 1 :

I was seeing Shweta after quite some time. She had been married for over 2 years, settled down young quite surprisingly for a wild girl like her🤣

I knew her shenanigans in college but when I met her, I was surprised to see her in the old self.

Big Booty Blonde [M] [NSFW]

I work in an office in your average American city. Our building has multiple businesses in it and there is very little interaction between the companies. My job is, well what it is. 

day by day the same thing. There are several women that work with me and we are work friendly and that is it. Collegues nothing more. 

The other day I was leaving for work and as I was rounding the corner I saw her. The door to the side of the building opened and out walked a tall pretty blonde who I could describe as statuesque. 

From my brief moment of observation she has a face that I would classify as plesant, not stunningly beautiful and not homely by any streatch. She is a bit on the thicker side wearing a short waist length coat a pair of jeans that just make her ass look so damn good and short heeled boots that further accents her legs and ass. 

Watching her walk across the lot to her car I slowed down to give her right of way and more imortantly to observe that ass of hers.