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Older man and younger man Stories

older man and younger man

His For A Price - Part 5

Money's no object for Trent, but Derek realizes it was never about the money. Series finale.

A month after Trent and I reached our new agreement, I finished my junior year of college. I'd also quit my job at the café so I could be available to him whenever he wanted me. And it turned out that he wanted me a lot. I was soon spending more nights at...

His For A Price - Part 4

Derek and Trent reach an agreement that satisfies them both.

It was late when I showed up at Trent's house, still wearing my work uniform. I'd spent my entire shift at the café trying to imagine every possible scenario that could unfold tonight. Finally, I told myself to get over my wounded pride so I could focus o...

His For A Price - Part 3

Derek wants his relationship with Trent to be more than merely transactional.

I was confused, even a little uneasy, about how much I'd enjoyed that kiss. As perceptive as Trent was, he quickly sensed my conflicted emotions and tried to lighten the mood. "I made quite a mess," he said through a grin. Now that I was lying directly on...

His For A Price - Part 2

Derek finds he's willing to go far beyond a blowjob with Trent.

As soon as I made it clear to Trent that I was ready for more, he drew me to my feet, then guided me onto the bed. Again, I expected him to kiss me, but instead, he placed a hand against my cheek. His gaze grew almost tender while he regarded me, and I go...

His For A Price - Part 1

A sexy older man makes Derek an offer he can't refuse.

He stepped into the café, smiling when our eyes met. I readily smiled back, for this man was one of my best customers. He typically showed up in the afternoon, once the lunchtime rush had subsided. His order was always the same: coffee with cream, no suga...

Captivated By An Older Man

A chance meeting in a bar leads to a hot pursuit.

Ava knew that his eyes had been upon her, some sixth sense drawing her gaze to him, and she had not minded that it had been so; in fact, she had relished the prospect of being taken out of herself with a man like him if it could be arranged. The object of...

Pretty Thing

Would you sell feet pics for two hundred dollars?

Pretty Thing by Mariessa "I'll give you twenty dollars if you show me your feet." Elijah balked at the middle-aged man's comment and tried not to gag. The college student leaned backward and gaped. He nervously played with his hands in his lap with a dark...

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How I Lost My Virginity Twice in the Same Summer

A young man who starts his own summer business meets a couple who opens him up to new adventures.

To understand this story I first must explain my high school years.  I was a guy who excelled in sports and was well-liked and known throughout my high school as well as in the community.    My biggest downfall was that I was very shy.  I could function w...

Home from the Sea

When a roving sailor settles down, he discovers unexpected treasure.

 When I tell people I’m a sailor they immediately think I’m in the navy. I’m not. The same thing if I call myself a seaman. I’m one of those thousands of guys who work on cargo ships. I’ve worked on freighters and more recently on a container ship.I’ve sp...