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Flirtation Stories

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One Night in Town

After chatting for months, an opportunity finally presented itself for them to meet.

They had been chatting online for a couple of months and enjoyed their "conversations." Some days, it was an actual back-and-forth chat, and some days it was just returning messages to each other. That said, the sexual banter between the two of them had r...

The Tenor

He was nothing she wanted, but everything she needed

Life is funny. Very rarely do things work out exactly as planned. Most times, there are speed bumps along the road, sometimes there are detours, and sometimes the road is totally closed, forcing us to find a new route, or perhaps a new destination. I was...

Surprise Threesome

Sam wants to explore a recent curiosity, and plans a special surprise for Mark

Sam After my slutty weekend, my thoughts kept returning to Friday night, my first group sex and bisexual experience with my friend Jenna. I realized I was curious to try more things with her and daydreamed about it that week during class. I turned myself...

Caught Sleeping

Brother-in-law's sister saw me sleeping with a hard-on Christmas morning.

I was out of town at my sister's house for Christmas, not this last, but the one before that. There were many of us staying at my sister's house, so the only bed left was on the couch in the living room by the Christmas tree. I was up very late helping Sa...

Finally Meeting

It started with an online chat.

I pulled my ‘Son of a Gun’ Grey coloured Holden Equinox into the empty car spot. Very much a tight fit for a big car. Now that we were out of lockdown, I was getting used to parking a larger car in tight spots again. I sat there, in the driver’s seat, my...

Becoming a Man, Part 2: In Hot Water

In the hot tub, Matt and I finally consummate our flirtation.

My friend Matt had just been joking with me about "massaging" each other's dicks. But he'd always cracked jokes about gay sex, so up to now, I didn't take it seriously. It always seemed like he was kidding. Except this time, it didn't seem that way. It st...

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Becoming a Man, Part 1: The Massage

After my 18th birthday, my friend Matt welcomes me into manhood.

“Welcome to manhood!” Matt beamed as he walked in and sat down. It was early October in my senior year of high school. Monday morning study hall, hanging out with my usual group of friends.  I was officially an adult now, having turned eighteen over the w...

Beware, Beware, the Lover's Snare

Sonnet #7: In alternating pentameter and tetrameter, and Spencerian rhyme

Drenched in desire, lovely the hours Flit away, exquisitely sped. An umbral, knightly presence looms – towers Like memory, over the bed. Emblazoned with eros, swallowing dread, Warm hands scurry beneath a skirt. Words of lust bloom brightly as they are sa...