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mackingucum

Michelle, Part 2: School Is In Session, Today’s lesson, Anal!

Michelle and I continue the affair but she wants to learn more about anal, She requests a lesson from an unexpected source, my cousin Jess! What could go wrong?

Part 2: I struggled with the decision if I should tell my 17-year-old cousin girlfriend, Jess, about my affair with my 16-year-old ex-girlfriend, Michelle. I knew it was the right thing to do, but it could potentially ruin my relationship with Jess. She meant the world to me. I couldn’t deny my feelings for my ex-girlfriend. I mean, she really couldn’t get enough of my cock! I couldn’t stop thinking about them over the we...

BobbieRotica

Fisted For An Audience

Dawn and Cindy were Submissives who were "stretched" in prep for a BDSM Club visit

Brenda was always a bit intense in her demands of Cindy and Dawn. And she was a big fan of BDSM, and a bringer of pain. Dawn had enjoyed many a visit to her home's “BDSM Room of Horrors” and the big city BDSM Club she took them to. Dawn and Cindy were close friends, and Brenda was Cindy's daughter! Dawn had known Cindy for years, and her daughter Brenda had become their Dom and had treated them to many painful, though eve...

Sissy_Ami

The Sissy And The Superyacht Chapter 4: Olivia Pays For A New Wardrobe

Olivia's sissy journey continues as Mistress Bella puts her to work.

I had been living on the superyacht for two weeks now, as Olivia and I had settled into my new life with ease. I had an almost daily routine of going to the gym in the mornings with my sissy friend and roommate, Lexi, where she taught me exercises to grow my booty and tone the rest of my body. I still didn't have much in the way of girl clothes, so at the suggestion of Mistress Bella, I performed my morning workouts naked...

OutdoorKatie

My After Graduation Trip - OKC

A 10-day trip for a lot of debauchery, with a little work mixed in to pay for it.

I left Wichita in the morning for the easy, two-hour drive to Oklahoma City. I had a busy couple of days of work ahead of me, but I was looking forward to the change of scenery. I managed to check into the hotel by 11:00 AM, which gave me just enough time to prepare for my first date at noon. Once I was settled in my room, I hopped in the shower and got to work. I dried and styled my hair, applied my makeup, and slid into...

Pauline53

DeeDee, John, And I, Our Sexual Adventure: Chapter 5, DeeDee Thanks Will

DeeDee gives Will a mid-morning surprise in the shower.

DeeDee, John, And I: Our Sexual Adventures Chapter 5 DeeDee gives Will a midmorning surprise. Not sure how long the three of us lay there together after DeeDee got to watch John destroy my ass. But being wrapped up together was something I could get used to, having John on one side and DeeDee on the other. I couldn’t ask for a more cozy, safe, and loving place. But nothing lasts forever; John’s vacation was almost over. H...

DerrickSky

Fisting

Several men gather for a gay fisting session, which turns out to be quite kinky.

One day I received an offer to participate in a fisting session. Fisting is extreme for me. I am not yet ready for this type of sex, and my hole is not trained enough. I have never been in a passive role and do not intend to be in the near future. However, I can be active in fisting, when I turn my hand into a large cock. I have always been fascinated by men, sometimes young, sometimes mature, who are able to take a large...