howiedewyn, Author at NSFW story

Roleplay with [m]y girlfriend as an intruder breaking in

[Trigger Warning] I realize that not everyone is comfortable with the idea of forced role play. This story takes place between two consenting adults, where the idea of the role-playing came from the female partner.

This story takes place with my first girl friend, my first love. The funny thing is, we never had penis-in-vagina sex. She wanted to save herself for marriage. However, she still remains the most kinkiest sex partner I have ever had. We did anal regularly, used hand cuffs/rope, I gave her facials, she swallowed all the time, we had sex in public (fitting rooms, parks, etc), she liked being degraded, loved dirty talk, would call me in the middle of the day to let me listen to her finger herself, etc etc. To this day, she is the wettest girl I have ever been with. After our sex sessions the sheets would always be soaked.

Because she was my first, I didn’t realize I had stumbled across a unicorn. If I did, I would have made a bigger effort to make the relationship last.

[M]y girlfriend traded her Anal Virginity for a Property In Monopoly

This story happened with my ex girlfriend. Super skinny brunette. Small tits. Gorgeous face. Long Legs. We were both in university. She was 20, I was 24. She was a super fit dancer, and I thought she could easily be a model. By the time this story takes place we had been dating for 6 months and having sex pretty much since the first night we met. She had some past relationships but was mostly inexperienced. I didn’t take her virginity and at the time it was something I felt amiss about.

I had suggested I take her anal virginity but she was not into it. I never pushed it further, but I did try and massage her butt hole whenever I got the chance. She usually pushed me away and we just moved on. I pretty much stopped asking for anal at this point.

I lived alone, while she lived in a house with 5 other people. That night, we were at her house and were playing Monopoly with her roommates. We were all drinking, and having quite a bit of fun. After an hour or two into the game, most people started setting up houses/hotels, and it was clear who was leading in the game. My girlfriend didn’t have enough matching properties to put up houses/hotels. She had 2 of the green properties, and was missing the 3rd and final piece, the one piece I had. Read more »

The Ti[M]e we had Sex at her Moms House [F]

Hey Everyone, First Post …Be easy on me.

This takes place around 2009. I was a grad student, she was in undergrad. We met online through POF. This was about a year into our relationship. It was summer break, and she returned home to a small town where she grew up (Stratford, Ontario). Her parents were separated, and she was staying at her moms. Her name was Laila.

I was in Toronto, but drove down to Stratford to see her. I rang the bell, No Answer. I knocked, No Answer. While waiting, her dad arrives to also visit her. We make small chat and both are waiting outside the door wondering where she is. Finally, Laila opens the door in a black silk robe (this was pretty common for her). Her dad tells her about the BBQ he is hosting, then gets in his car and drives off.

We wait and watch as he drives away. Then we look at her, and with One finger, she curls it as if for me to follow her. I follow her up the stairs to her bedroom. No words were spoken on that long journey from the front door to her bedroom. The moment we get into her room, it was Game On. Read more »