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first time Erotic Stories

Browse our top-rated first time erotic and NSFW stories. Enjoy passionate encounters, wild fantasies, and unforgettable tales in this category.

I'm in my mid-30s and work in a corporate office job.  A few years ago, shortly before the pandemic, a new assistant joined our team.  She was a quiet, fresh-out-of-college Asian girl (a pic of her is below).  I didn't really think anything of her at first - she was very good at her job but not particularly noticeable.  She was tiny, with long black hair, and wore big glasses, loose fitting clothing, and never any makeup.  And she very much had "don't take up space" energy.  In other words, she was the kind of person who always tried to keep herself to the background.

All that changed at the beginning of this year when we returned to the office full time.  She started stopping by my office to chat all the time.  I knew she lived alone and guessed she must have been lonely during the pandemic, but I also got the hint that she had a crush on me, which was why she singled me out in particular.  And before I knew it I found myself attracted to her too.  She went out of her way to downplay... continue reading

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I was 22 at the time and he was 21.

Having invited him to my home, I did not stand on ceremony, but immediately took him to my bedroom. At first, we chatted, laughed, joked, kissed ... For me, it's a common thing, with a kiss, to caress a guy wherever I get it! But for him it was the first time, he said the phrase that he was not ready.

I thought, does he really expect sex? Hmm... yes... so open. Although it was necessary to count on sex. Turned out he was a virgin! I had almost everything, but never had sex with a virgin! Without hesitation, I decided to tease him, but after starting a game, I started playing myself.

I climbed on top of him and threw him on the bed, I began to move on him, rubbing against his penis, which protruded so much through my jeans. I began to slowly unzip my fly, he was breathing so intermittently. It made my head spin.

I took out his penis and began to smoothly move my hand from the head of his penis to the base, I felt the lubricant come out of it,... continue reading

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Recalling one of the many sweet moments when I was a woman...

I have often changed into women's clothes (bought with my meager stipend), but I have never left the apartment. And finally decided.

I took a shower, put on my best makeup, put on a blond wig. Stick on false nails.

Slowly, with taste, I pull on stockings, fasten them to a narrow belt, put on a short skirt.

A bra, a long-sleeved blouse... it seems everything!

I look in the mirror. Class!

What an exciting first outing! Heart bursting from chest! Here sideways, I go down the stairs from the third floor, I stand at the front door of the entrance, I listen ... quietly. Cautiously, with trembling hands, I open the door... I went out. The street is dark and deserted. I hesitate at the entrance, but I already want more.

I'm walking, I went around the corner of the house ... Go further? There is no one, but suddenly someone comes out of the entrance?

I make up my mind ... I turn around the house and go, with short ste... continue reading

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Sergei Alexandrovich is a tall, plump man of about 40. He teaches higher mathematics at the university. And he loves his profession, first of all, because his couples are mostly beautiful young girls: some look like whores, some like gray mice, and some (Sergey Alexandrovich's favorite kind of students) like cute prudes. It is them that the professor imagines in the shower or in bed on lonely evenings, when he jerks off his big, heavy penis with protruding veins. He often makes ambiguous hints to girls, and flocks of students do not call him anything other than an old pervert. A couple of times in his practice, he even put the highest score for a blowjob or sex on the teacher's table. But basically all the girls who decide questions on credits in this way are not at all cute prudes, which Sergey Alexandrovich loves.

And, one day, tired of student whores, the professor had an idea. The last lesson was for students of biology. Sergei Alexandrovich noticed in advance the girl completely... continue reading

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Sex is something that has always made me a little uneasy to talk about. So this is a little bit therapy for me, as much as I want you all to also enjoy what I write.

I guess by way of introduction, my name is Taylor. I’m 22-years-old. Im 5’5, blonde, and have DD implants. I was blessed with itty bitties, and while I know that might be what some guys go for, it was a point of insecurity for me growing up and in college. So when I had saved enough money, I got myself some boobies and my body confidence shot up.

I went through all of high school without much of a dating life. I had crushes, of course, but I was definitely what most would call a late bloomer in the looks department. I had braces and big thick glasses, and I was on the thicker side. I’m pretty much opposite now: a gym membership, Invasalign, and contacts will do that for you. It helps that I also learned how to apply makeup and style my hair so it was less, well, poofy.

Anyway, that’s pretty much me. I don’t have much o... continue reading

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Im a relatively experienced curvy bisexual woman, so I’ve been with women before. Majority of the women I’ve been with have also been Bi, and less experienced, so it’s mostly been eating pussy and finger banging while making out. Unfortunately for me, I’d never been able to work out the logistics of scissoring/tribbing. Have attempted, but they’ve always gotten self conscious and wanted to give up before finding the right position/s.

But, I think because it has evaded me, I have been obsessed with wanting to know what it feels like to have another woman grind her sweet wet pussy on mine. I even went so far as hiring a bi escort to help me out - turns out I was her first solo lady client, and she had no idea either.

Well, that was until last Friday night.

Full disclosure, I have a male partner who I am in an ENM relationship with, and we have in recent times been exploring the local swinging scene. We’ve taken a shine to a particular young couple, with the F half and I texting regula... continue reading

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Apparently i wasn’t paying much attention but I had these super loose shorts on that would give a great view depending on how I sat. We’ve been friends for years, don’t really have much shame around each other, sharing stories, etc. She’s a 5’5 brunette with B’s and a cute body.

We were hanging out in her living room casually talking on the couch, and as I was painting my toes I kept noticing she was glancing between my legs. For a while I thought she was just looking at me painting my toes until I realized she had a look on her face. She had very prominent pokies in a white tshirt at the same time. I glanced down and realized the angle we both sat in, combined with my loose lounge shorts, she could see my entirely shaved kitty. I looked up at her and she glanced away like she wasn’t, so we both carried on while she started talking about this guy she’s hooking up with.

I’m not sure why, I’ve always thought I was straight, but I started feeling something between my legs and a level... continue reading

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Natalya Ivanovna refused to believe what was happening. The smell of incense and incense made my head spin. From the mournful monotonous mumbling of the priest, he pounded in his temples. Among the hubbub of the crowd that filled the church, she clearly distinguished the sobs of her mother. What was happening was like a fog through the veil of a veil. Afraid to turn her head, she felt the imposing figure of her fiancé to her right with her skin. Tall, of outstanding heroic build, in a full dress uniform, in orders, with a proud posture, a lush gray mustache and a bald head shining in the light of numerous candles, next to the fragile short 18-year-old Tatochka, as she was affectionately called by her family, her betrothed stood proudly and majestically - Polikarp Semenovich Stolbov, retired general, 57 years old, rich widower.

Natalya Ivanovna saw him for the second time in her life. She had first glimpsed him a month ago. He was present at the family dinner, talking only to the girl... continue reading

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Loud music beat on her ears, but Sandra still could not understand - she was trembling from excitement or from vibrations transmitted from powerful speakers through the floor to her body. Still, it was not without reason that she did not like this idea from the very beginning, and she did not agree for several months - her friend, Mary, had to persuade the girl a lot. It would seem that this is just to go to a club with a friend whom they have known for many years. Indeed, the task would not have been difficult if the girls were 21 - it was from this age that one could visit such places in Missouri. Unfortunately, neither 18-year-old Sandra nor 19-year-old Mary fit the mentioned conditions.

But Mary, to Sandra's surprise, was not stopped by this obstacle - she continually remembered her friends who were ready to get her (and part-time Sandra) fake documents. For Sandra, this was unacceptable - she was from a prosperous family, her father was a prominent businessman, and she was broug... continue reading

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About a year ago I met this girl on Tinder. I was searching for some fun, sex and nothing too serious. Few days passed by before I matched with her. Our convos soon became very sexual. We shared our kinks, talked how we like to do it, what porn we like and stuff like that. She lived pretty far away from me so it was pretty hard to arrange a date. We chatted for a month and a half at least before we saw each other for the first time. We talked about everything but the main focus was on sex. Every night we would sext and send each other nudes. In one of those convos she mentioned that they practiced prostate exam. I told her that she should use me to practice jokingly. Right away she became very interested in that idea. She asked if I would be interested in that and tried to convince me with arguments that I would cum harder and much more than usual. Those are pretty good arguments if you ask me.

After a more than a few weeks we went on a first date. Drinks, movies and sex in her car ma... continue reading

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I know it sounds bad, but I was young. I've never shared this with anyone before. This is such an honest confession.

When I was in my first year of highschool, I quickly became friends with the "weird" quiet guy at the back of the class. We would go on to be best friends, doing everything in school, and out of school together. We will call him J. We were definitely crushing on each other by our second year, but nothing ever happened. In our third year together, we were both in our first serious relationships with other people. (All 18+) I was in a relationship for the first half of the school year, and he was in a relationship for the second half. My boyfriend at the time had taken my virginity the year before. He was older than me, and way more experienced. I broke up with him around spring break time.

But since I was no longer a virgin, I really wanted to try another guy. I still had a crush on J, but he was dating a girl from a different school at the time. We were such good frien... continue reading

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I have a lovely colleague, Henry, who’s just finishing University, aged 22. I’ve worked with him for 4-5 months and I’ve heard a lot about his lack of success on dating apps.

He matched with a girl who comes into our coffee shop a few times per week and got really shy when she came in. Anyway, he goes out the back, and to my surprise, she confidently asked if his name was Henry.

The girl she was with told me, “she’s sure she matched with him.”

I joked that Henry wouldn’t be on the apps for long as he’s a genuinely great guy. I wanted to hype him up subtly but I thought I’d screwed it up by saying, “he’s calmly confident but believe me, he’s got a beautiful body underneath that barista apron.”

I felt a bit silly after I’d said it and thought I’d probably ruined the poor guy’s chances. So much for subtle.

Henry came in two days later, telling me he’d been enjoying talking and swapping pics with a girl who’s been in here. I pretended I didn’t know her face when he showed me. He was s... continue reading

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