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JennaSide
5 days ago
Straight Female, 40
0 miles · United Kingdom

Stories

Series

The Deep End

When a university upgrades its locker room, one student is more excited than most.

For someone who hated gym class in school, I’d developed a surprising affinity for swimming during my first year at university. Entering my second year after the summer break, I stopped by the campus pool, eager to step back into the water. My return coin...

Masturbating And Sex With Everyone

With graduation upon us, Jack arranges a special masturbation session at the gym.

With university finally at an end, Jack had arranged a special masturbation session for the group. For one evening only, we would have exclusive use of the gym where he worked. As soon as we were inside, he locked the doors behind us. ‘This is the recepti...

Masturbating with The Boys Again

Thomas objected to my brother and I having sex so it was time to change his mind

When Thomas found out I’d been having sex with my brother, he didn’t want anything to do with our masturbation group. Steven had also reluctantly stayed away because Thomas had made him choose between him or us. At Fiona’s suggestion, it was time to pay t...

Masturbating While Watching My Sister and Brother

My brother and I were awaiting an overnight visit from our sister, but we didn’t expect anything to happen between him and her.

Ryan and I were waiting for our older sister. She was working in the area and had invited herself to stay with us overnight, telling us she’d arrive by 6 pm. By 9:30 pm, she still hadn’t shown up and wasn’t answering her phone. I didn’t bother leaving a v...

Watching my Brother Masturbating With a Toy

My brother complained that men didn’t have a great choice of sex toys, so we bought him something to scratch his itch.

In our new flat, it was difficult to find the optimal arrangement of beds in our shared bedroom. We settled upon a single and a double bed next to each other, with a narrow passageway between them. I would sleep in the single and Fiona liked the far side...

Masturbating While Watching Sibling Sex

When my brother and I admitted to having sex, our masturbation group gave us mixed reactions.

Fiona and I had a one-bedroom flat, and my brother had been secretly staying with us. When the landlord found out, we were given notice to leave. We were almost certain this wasn’t allowed, but we needed a bigger place anyway, so we didn’t fight it. With...

Masturbating After Admitting To Sibling Sex

The group now knew my brother and I did much more than masturbate together, but how would they react?

‘We’ve been going over this for ages,’ I said. ‘Yes, he’s my brother; yes, we’re unusually close.’ Everyone was in the boys’ living room, either naked or in underwear, but Thomas had put all his clothes back on. ‘You’re not just close. You have full sex w...

Masturbating at the Boys' Housewarming

Were the rest of the group about to find out what my brother and I did together?

‘Are you enjoying yourself?’ I asked Ryan. ‘Yes.’ ‘That’s about the tenth time,’ said Fiona. ‘Leave him alone.’ All of us were masturbating with Steven and Thomas in their new place, and this was the first time Ryan had joined us. It had taken a long time...

Masturbating As My Brother And Flatmate Have Sex

My brother stayed over for the weekend, and my flatmate made the most of it.

My brother had come to visit for the weekend. After our meal, he squeezed onto the small couch between my flatmate and me, with his arm around her. She was subtly flirting back. Us ladies shared a bedroom, and later that evening, he would be sleeping on a...

Hoping to Watch My Flatmate Masturbating With My Brother

When my brother stayed over for the weekend, he and my flatmate could do as they pleased in our shared bedroom

At around four o'clock, I met my little brother at the railway station. I checked around me, and when I was reasonably sure there was nobody we knew, I took a calculated risk and kissed him quickly on the lips, which turned me on. The first question out o...

Masturbating With My Classmates After The Housewarming

The fun isn't over the next morning as the ladies experiment with squirting

Fiona and I had moved into our own place, and we'd invited the rest of our masturbation group to the housewarming. The previous night had been the most raucous session yet, with threesomes, strap-ons, and spankings. We'd all tired ourselves out and gone t...

Masturbating With My Classmates At Our Housewarming

It made sense for Fiona and I to move into our own place, and we celebrated with a little orgy

In our second year of college, Fiona and I decided to move out of shared halls and into our own place. We found part-time jobs – which happened to be at the same bar – because the new flat cost more than what we were paying before, but at least we were no...

Extra standalone: Masturbating with my Brother and Sister

The siblings are caught by their older sister

College had ended for Christmas and I looked forward to going back to my parents' house to see my siblings. Ryan was younger than me by two years, and we'd met up during term-time but not very often; Rachel was six years older than me and I saw her even l...

Masturbating with my Classmates and Flatmate

As the friends form a three-way relationship, a flatmate joins them for masturbation and sex

Steven, Thomas, and I began our first threesome as boyfriend-boyfriend-girlfriend, nicely cementing our new relationship. By habit, we always started with masturbation. They then placed their penises together and Thomas gripped both of them, stroking them...