February 10th, 2024. Jack's diary entry. "Not too bad if I say so myself." My attractive wife Jill studied her reflection in the full-length mirror and nodded in approval. The theme for the costume party was a school day one, and she had chosen to wear a sassy schoolgirl outfit that displayed her slender figure. Her white shirt was unbuttoned and the tails tied in a bow just under her breasts with a skinny necktie hanging...

I've always been a shy and quiet classmate. I find it very stressful to make friends with kids my age, and I've never even come close to asking a girl out. Without anyone to hang out with, I spend pretty much all my time at home. I'm also an only child, so I'm only ever around my mom and dad. Despite only being in their late thirties, my parents have an old-fashioned sort of strictness. No dating until I turn eighteen and...

My best friend Mark travels constantly for work. His super attractive, friendly and fun to be around wife is named Eva. Eva and I have always flirted, even when her husband is around. I get away with it because I watch over her when he’s gone and help out wherever she has a problem or a project she needs help with. It has never amounted to anything until recently. Eva and my friend were scheduled to attend a costume party...

It was the usual crowd at my boating club's Halloween party. They're a fun group of people though many are getting on in years. I'm usually one of the youngest men at these gatherings. Yesterday was no different. As the afternoon darkened to dusk, the outdoor festivities were in full swing. The winner of this year's costume contest was a new member, Ashley, a blond in her mid-forties, wearing a Supergirl outfit. Beneath a...

It was late and still no costume. Searching the house for something sexy to wear, stumbling upon a wedding dress and bridal lingerie. She looked absolutely stunning in her costume, the short dress that cascaded down her body, gently rubbing against her silk lingerie. The night was full of fun and laughter. She mingled, danced - found love. A tall, handsome guy who gently caressed her body, grabbing her pumpkin-shaped ass....

Halloween has always been a favorite holiday of mine. There was one party we were invited to that stands out in my memory. My wife and I were invited to a costume party. My wife knew about it for weeks before the day of the party but couldn't make up her mind what costume to wear. I knew I was going to show up as a male flasher, trench coat, tennis shoes, hat, sunglasses, and sexy Halloween-themed undies I bought just for...

A ghoul entered the bedroom, pulled his pants down, and peed a heavy stream onto the middle of the floor. “Hey, did you get my pumpkin from the store?” “Yeah, I just came back. I picked out a big one, just like you asked,” the ghoul said, bouncing slightly, to air-dry the last drips from his cunt before standing and pulling up his pants. “Good, I’m desperate for an orgasm.” Marilyn Monroe moaned as he left to rejoin the o...

Lady Penelope Ward-Williamson was born and raised to do nothing. A perfect example of a spoilt female born into the upper classes of the UK. She had gone down the usual path since birth. Educated in an all-girls school and then at finishing school. After a couple of years on the social circuit of parties, balls, and various horse racing meetings, the teenage Lady Penelope had settled down into a well-placed marriage, with...