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First Time Stories

First time sex stories relate to virgins losing their cherry.

They are typically stories of teenagers making love for the first time, and the excitement and buzz that comes from that initial experimentation.

Another favorite theme in this section are young men or women, losing their virginity to an older woman (the 'milf' syndrome) or older man - the more experienced partner educating their younger partner in the art of sex.

Popular Stories

Losing My Virginity

A Rite of Passage

When I was about sixteen, I went on a day boat trip on a local canal with my parents. There was a bar and some food provided. As I walked to the front of the boat, I met a very attractive girl who was about a year older than me. She had long dark hair, a...

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Career Woman: First Encounter

Aleta attends a business conference and makes a new acquaintance.

First Meeting at the Annual Conference The two women met at the annual hospital administrators’ conference held each year in Nashville, Tennessee. Both were ascending the corporate ladder at their respective locations: Aleta, CFO of a hospital in Colorado...

The next day when Ronald came over Mom wasn't home. She had gone out with some of her girlfriends and she was going to be gone all day. So we had the place all to ourselves. Ronald called before he came over to see if it was a good time. I told him to com...

Score 48 48
6
960 Views 960
2.3k words 2.3k words

Losing My Virginity

A Rite of Passage

When I was about sixteen, I went on a day boat trip on a local canal with my parents. There was a bar and some food provided. As I walked to the front of the boat, I met a very attractive girl who was about a year older than me. She had long dark hair, a...

First and Last - Pt. 2

The conclusion of Gabe and Jess's story; for now, at least.

While our lips were otherwise engaged, Jess’s fingers had begun to tug at my clothes. I awkwardly stood, still locked at the lips, and helped her hands along. As my shorts and underwear slid down, she finally broke away with a gasp, then a giggle; not exa...

Robbie's Story - Part 1: The Long Dark Tunnel

Robbie was a sporty kid, but had never had much luck with girls. And then his luck changed.

"You coming on this camping trip at the weekend, Robbie?" Steve asked while they were catching their breath between sets of freestyle. "Yeah," Robbie replied. "Any excuse to get out of the house!" "Yeah," agreed Steve. "And there are girls coming!" Steve...

First And Last - Pt. 1

A chance meeting at the rec center lets friends reconnect

The last Friday of the last summer break of my undergraduate degree and where was I? Backpacking through Europe? Hanging out with friends? Earning a little extra cash? No. I was running wind sprints in an almost empty recreation center. And why? Because m...

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I'm eighteen years old, done with high school (thank God) and not letting future plans interrupt my much anticipated time off over the summer. I haven't given up on soccer, yet, and still play with Paul and Jess, the tomboy on the block. Paul, who I have...

Nathan's Proposition Chapter 1

Fifty-three year old Vince becomes attracted to his neighbor's eighteen year old son, Nathan.

For the first time in seventeen days, Vincent O'Brien unlocked the front door of his trailer and walked inside. He is glad to be home and releases a deep breath. Vince has lived in the modest-sized trailer for thirteen years, moving in after his divorce w...

Score 13 13
2
990 Views 990
2.4k words 2.4k words

2. Babysitting And More

"You are so beautiful, Candy. You shouldn't be shy about your body."

I'd been babysitting for the Rikers for years, since I was sixteen, and they both were really nice. Candice taught me so much about my babysitting duties – really mothering duties. Matt was always polite and friendly and always inquired about my schoolwor...