I met my best friend, Sam, in High School. She and I had a great friendship throughout the years. We were able to become close with each other, vulnerable even, without actually dating or fooling around. I will admit, though, I have stroked myself thinking about her on more than one occasion.As we grew older, we would flirt and tease more and more, but again, never acted on anything. Then, one night, I'm alone in my apartment and I'm talking to her while watching Netflix. It's absolutely freezing outside, it had just snowed, and I'm bundled up.For whatever reason, I was absolutely worked up. My cock was hard, aching even, and every time I moved, my cock would rub against my shorts, my blanket, my leg, whatever, and it was begging me to stuff it into a warm, tight pussy. Which is hard to do when you're alone.My urges, my struggle, leaked into my conversation with Sam. I asked if she would like to play truth or dare and she agreed. Things started off innocently enough. "I dare you to
I shifted uncomfortably in my seat as I heard my boyfriend Henry turn on the shower in the bathroom. Jason, my boyfriend's roommate, had walked over and propped himself right next to me on their three-seat couch.Jason had an annoying habit of doing things that very slightly annoyed me. He probably didn't even realize it. My boyfriend's roommate was jovial, fun, and outgoing, always with a smile on his face and a glowing confidence that endeared him to anyone he met."Sup Jenny," he said with a grin. It was more of a statement than a question. "Looks like you two really worked up a sweat out there."Henry and I were personal trainers and led outdoor workout classes at the park across the street from the apartment. Today's session had been particularly intense, a full-body HIIT workout that had me completely exhausted."We did" I replied. "I'm completely beat. And starving. Hope Henry gets out of the shower quickly so we can eat""You know he won't," Jason grinned. "Henry loves his sho
The soft clink of my earring hitting the floor startled me. I had been lost in thought while putting on my makeup and didn't realize I hadn't clipped it on correctly. I had not been able to focus on anything all day. Tonight was my boyfriend's roommate's birthday party and I was anxious and nervous about how the evening would play out.Two weeks ago an innocent evening had taken a weird and unexpected turn. While my boyfriend was taking a shower, a shoulder massage from my boyfriend Henry's roommate Jason turned into a quick but steamy fuck session where I rode Jason's cock on the couch. I had not spoken to Jason since then and obviously had not said a word to Henry about it. I was full of guilt and couldn't bear to tell Henry, who I really loved, what I had done.Despite my guilt, I hadn't been able to stop thinking about that evening. I often touched myself thinking about how Jason had fondled my nipples as I bounced up and down his thick cock and had even imagined being fucked by J
Megan didn't seem to hear any of my further protests. She led me towards Jason who was standing in the middle of the dance floor. The bass was so loud in this place that I felt that it was coming from inside me. The music felt good, had turned into a mellower 80s/deep house vibe and the alcohol had completely taken over my senses. I can't lie, I was loving it.I vibed to the music by myself as Jason and Megan danced next to me. A couple of random guys tried to approach me and one even grabbed me by the waist but I pushed them off. I looked around and couldn't see Henry but at this point, I was too drunk to properly look for him. Megan walked off towards the restroom and I looked over at Jason. He was looking at me and smiling. He came closer and held my hand."What are you doing Jason? We can't do this" I said, slightly slurring my words."You don't want to dance with me?" Jason asked. "Not even on my birthday?"I stared into his eyes. I wanted him again and he knew it. He grabbed my
My first year of college was really my sexual awakening. I think back to those moments frequently and have them recorded in detail in a diary I keep under my bed. This is the first of 4 stories that I really want to share with you all.I was in a new city and a new school with no friends. Sexual frustration had been building as I was approaching 2 years since my last relationship had ended. In my first week of classes, I had only managed to make 1 friend. Zoe, a girl I would casually talk to during Biology. Mostly she talked to me. She was a bit wild and would mostly talk about crazy or dumb things she had done. A lot of it was sexual and I didn't really have anything to add to a conversation like that.Before college, I had always been a fairly conservative girl. A bit of a tomboy growing up with 3 older brothers. And I would describe myself as nerdy since I read a lot, didn't really party, and played video games pretty frequently.About a week into class I got my first college party
As per house rules, we had to drink a full beer as a penalty for losing and Paul took it upon himself to bend Zoe over the table and give her the payback he promised. He gave her two blistering slaps on the ass. She squealed at the second one and spent the next few minutes rubbing her ass."That'll be you next time 'New Girl' if you keep it up." Trevor chirped."Gotta beat me first", I heard myself blurt out.Maybe the beer was making me bold. I was probably 3 beers in by now, which was a lot for me.Lucky for us Nick and Trevor lost their match so if we beat them we could rematch with Paul and Bryan in the final.It was an even match. Nick was nearly as bad as Zoe, missing almost every shot. At a certain point, we both pulled off our shirts again causing the boys to miss their shots. Trevor chimed in that he would make me pay for that when he beat me. I wondered if he planned to make an example out of me as Paul did to Zoe, and what I would do if he tried. In any case, he didn't get
So, I live in a smallish town (sorta) it's like 30 thousand people.So, as the title says, I jerked off with my Highschool teacher. I know the age is a little weird, almost a decade but honestly, I don't care lol.Anyways, my old high school teacher lives only a few blocks away, which was handy for this. Honestly, it started when I reached out to her for a reference check for a summer job while I was in college, just a job at a local coffee shop so whatever.After I sent her an email she asked me to reach out to her via her cell going forward since this wasn't strictly school-related and she gave me her cell, while also saying to go ahead and put her down as a reference. So I sent her a text with my name so she had my number as well.About a week later she reached to let me know they had called and given me a great reference! I said thanks and we made some small talk about college and stuff. About a week later I thought I had seen her come through the drive-thru of my coffee shop (a c
This story took place the summer after I graduated high school. My girlfriend in high school, her name was Krista, was a very strict born-again Christian. While we would never have actual sex she had no problem with mutual masturbation.This story is about how she unintentionally gave me one of the best summers ever.So some background… most weekends Krista and I would hang together. Things started with making out and touching each other. When we started hooking up it was all over the clothing, but she progressed to mutual masturbation when Amanda her friend told her that really wasn’t a sin and she was still pure for marriage.For me this was great, but Amanda explained, to Krista, that you can tell how long it had been since a guy jerked off by how much they cum when you jerk them off.Well, the first time Krista jerked me off I did not cum a lot. She was not very good as it was her first time, but she made me promise that I would not jerk off between our masturbation sessions. I ag