I [F]27 made a sex tape with my ex from high school last night

Back in high school I dated this guy for a little less than a year. We never had sex, the most we ever did was hand stuff and then we broke up before college because we were going to different schools. Fast forward to yesterday, I got a message from him saying he was in town for a couple days and wanted to catch up.

I met him for some drinks and it was nice seeing him again after so many years. We began reminiscing about our time dating and he told to me that his biggest regret from our time together is that we never had sex. I put on my best flirty/sexy smirk and told him we could change that if he wants. I’ll admit, there have definitely been times when I’ve seen pictures of him online and had similar thoughts of wondering what it would be like to sleep with him.

How forgetting [M]y swim trunks led to a threesome [MFF]

I’ve posted this elsewhere before but figured this might be a good place to share. This happened a few years ago shortly after I had graduated college, and to this day remains the most surreal experience I’ve ever had. A friend of mine from high school was getting married and a bunch of us flew in from out of town for the wedding. We all stayed at the same hotel and when we got back from dinner on Friday night some of us decided to head down to the pool before we went out to the bars. I had neglected to bring swimming trunks but figured I’d put on some jogging shorts and dip my feet in the hot tub.

As I’m sitting on the edge of the hot tub one of my more flirtatious lady friends that I had known from high school, Anna, starts splashing me like a teenager trying to get me in the water. Eventually I’m soaked enough that it didn’t matter so I say fuck it and hop in. We spend a short while in the tub before it’s time to get changed and head to the bars. Now, I’m a pretty big shower when soft which is why I hadn’t wanted to get wet. Those shorts were going to cling to me and everyone would be able to see full-on dick. I’m not embarrassed by any means, I just hadn’t seen these people in a while and some of them I’m meeting for the first time so I thought it impolite to put my penis on display like that, so I wanted to avoid what was about to happen.

Becoming known around campus for the first blowjob I ever gave [FM]

Before college I was a total mouse. I’m a petite, shy, quiet girl. 100 lbs, very little tits, barely an ass. I looked like Winona Ryder’s plainer little sister. I wasn’t allowed to watch MTV and had a parental block on my websites I could visit.

The only boyfriend I had in high school only wanted to kiss, he’d even knock my hand away if I tried to touch his bulge in his pants. So yeah, turns out he was gay. He told me at our prom and we danced to a Faith Hill song while he cried.

I couldn’t wait to get to college.

I had big plans for my independence. My roommate was a party girl, lucky for me, and she found a group of second years with a handle of coconut rum on our third night there. Coconut rum made me drunk enough to tell everyone I wish I had x-ray vision just because I want to see everyone naked.

“I want to see all those nice bouncing cocks and tits that are around me all the time!”

One guy really liked that and he took me back to his room.

My Math Teacher Fucked My Mother In Front of Me

i am an 18 year old student in a prestigious high school that trains its students for ivy league colleges abroad. it is a reputed institution with a lot of success stories from our locality. the teachers were strict, the study load was immense and the hours were long but they had a history of getting nearly every student into a respected college. i had somehow managed to scrape through to get in but I knew from the first day that i was out of my depth. there were some extremely smart students here and i was struggling just to pass.

then today came a surprise test that caught me completely off guard. with all the assignments, extra-curriculars and studying going on for various subjects, i had missed an email about a math test today. this would be a crucial test, it would count towards our final grades and mine were already faltering in math.

Turning the Babysitter Into a Good Girl, Chapter 6 [slow burn] [18 year old] [virgin] [good girl] [sexy dad] [coming of age] [teen romance] [age gap] [Dom sub] [long story]

Thank you for patiently awaiting this next installment! I didn’t lie when I tagged this story “slow burn”… but stay with me. Our sweet babysitter is going to be having some very new experiences in the next chapter.

If you aren’t familiar with this story, [start from Chapter 1](https://www.reddit.com/r/Erotica/comments/ysv1bw/turning_the_babysitter_into_a_good_girl_chapter_1/?utm_source=share&utm_medium=android_app&utm_name=androidcss&utm_term=1&utm_content=share_button) for maximum enjoyment 😊

– – – – – –

#CHAPTER 6

*Babysitter*

*Dad babysitter*

*Fucking babysitter*

*Dad babysitter fuck*

I never watch porn, but tonight as soon as I’m in bed and know I’ll not be disturbed, I fire up incognito mode on my phone’s browser and go to Pornhub. All of my searches turn up videos with unnatural, scripted scenes, the “babysitter” always clearly a seasoned porn actress with crotch tattoos and fake snow globe-shaped boobs.

*Good girl*

That search brings up more of a variety. I scroll through the thumbnails, looking for a visual version of my fantasy, but nothing captures my interest. *None of the men remind me of him.* Four search pages in, I decide to give up, and set my phone down on the nightstand.

Lessons By Family [Incest] [Brother/Sister] [Bondage/Humiliation/Rough/Peeping]

“Ava I am so sorry I got called to work like this, I knew I promised I would make dinner but I have to leave, like right now. Can you please take care of it for me baby?” Mom said, putting on her shoes hastily and checking her bag.

Ava didn’t really like cooking but she usually never said no to mom, unlike her brother Sam who had to beg her for something simple about ten times before she complied.

“Don’t worry mom, I will take care of that. And don’t try to rush back or pick something up on your way home, I will leave your dinner in the microwave.”

“Thanks, sweety,” mom said, kissing her on the cheek, waved to Sam who was sitting on the couch watching TV, and left. Sam saw her walk out, then saw her sister turning and for a moment, compared the two. In a lot of ways, his mom and sister were the same. They were both confident extroverts, caring, and responsible, and they both thought he was a lazy layabout.

The Prude Girl’s Huge Clit [35M/22F, Prude, virgin, arousal, temptation]

Mary Nowata had been a student of mine just four short years ago. She’d had long, straight hair back then—straight black hair that fell halfway down her back, no tits to speak of, and relatively no hips, either, or so it seemed.

As a student, she had always been something of a pain in my ass, a staunch Christian—Basically a Puritan (a prude, to put it lightly)—and she’d never failed come into my room every morning before school to confess to me, to lay upon me her many sins and failings, or to just vent about how her friends were all heathens who didn’t understand her.

She’d never had boyfriends in high school (What would she have done with them?), and she’d always, for some reason, come to me for advice. I always wished I could have gotten it into her thick skull that she just needed to let it go and do what made her happy. She’d been so afraid of going to hell that she’d never allowed herself to enjoy life.

Once she’d graduated, we’d lost touch.

[MF] I love watching the boy next door get off

Let’s call him Tommy. He’s a very sweet boy that graduated high school last year. When I bought a new television Tommy offered to mount it on my wall for me. It was very sweet of him, he’s actually quite handy. That evening I sent him a message, thanking him again with a picture attached of me smiling widely.

When he told me that I look beautiful something change inside me, hearing him say that felt amazing. So, over the course of the week I kept sending him a couple of pictures every day, feeding off his complements. The pictures gradually became more suggestive until eventually I ended up sending him pictures of myself posing in my underwear.

When he told me that he was hard I called him immediately, he looked so nervous when he answered. His nervousness vanished fast when I asked him to take his cock out. After telling him how much I love watching guys cum he was more than happy to give me my own private show. He was magnificent.

[MF] The first time I (M19) fucked a girl raw was the same night she (F18) discovered her slutty side

The summer before I left for college, I started talking to Amanda. Amanda was a year behind me in school and was friends with the girls who would “run the school” next year during their senior year. She was about 5’2″, long brunette hair that had waves in it, and was a self-described “melting pot of ethnicity” which gave her the look of always having a great tan. She had big brown eyes and these wonderful, plump and pouty lips that were extremely expressive. And while she didn’t have much of a chest, Amanda had this incredible ass, likely helped by her extra-curriculars in cross country and basketball. It is without a doubt one of the best asses I’ve been blessed with seeing.

Amanda and I talked a lot over the course of those couple months. Our conversations would more than occasionally cross that wonderful line into sexting and we had a couple fantastic make out sessions at parties. Truth be told though, I was significantly more interested in hanging out with my high school buddies before we all went off to college than I was seeing a girl who had the potential of becoming a girlfriend before I finally gained my collegiate freedom. Before long, I moved a couple hours away and our conversations became less frequent.

The Christian Girl learns a new skill [MF]

Long ago…

Before I dated Clara, which you can read about here…

[Clara Trilogy](https://www.reddit.com/r/gonewildstories/comments/z216n3/a_night_with_a_witch_mf/)

I dated the daughter of a pastor, Abby. We had met and become friendly in high school but she went to a small private religious school and I went to the evil public school. The irony will soon be realized as these stories get told.

We lost touch a little after I went to college, only to reconnect after freshman year when I had to transfer back home for good. Abby was tall as me at six feet, a star basketball player in her little school and on her way to a new college with a scholarship. She had long auburn wavy hair and stunning blue eyes. She was a typical basketball player type body, some may find a bit manly, but her face was stunningly beautiful.

She was also innocent and seemed to be following her father’s footsteps of eventually missionary work and returning to the church in some leadership capacity.