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I’d always considered him as my big “what-if”, but figured my chance was gone forever because he’d recently gotten a girlfriend who was oh-so-wonderful. We’d only been together as young teenagers, barely 17, all sweaty palms and rough kisses. We never got to sex but the nights I had stayed up imagining how amazing it would be between us were suddenly flashing behind my eyes. Jack being thrown in jail for public drunkenness three states away wasn’t looking so bad. My view of Nate’s bulging arm on the steering wheel, 6-foot plus body barely fitting in this old truck, was making this so much easier. We get to the police station at around nine that night and request to see Jack. On the phone he hadn’t told me what he’d gotten in trouble for so I had no idea what to expect but I figured it couldn’t have been too bad. When we get there we can’t even bail him out. Something about disorderly conduct regulation being letting the person spend at least a full 24 hours in jail. “Jackson. I see the look of surprise in his eyes when he feels my toes between his thighs.The waiter approaches our table to refill our glasses at the precise moment my toes reach the hard bulge in Vince’s pants. I’m enjoying this, he’s finding it extremely difficult to maintain his composure. The waiter takes what seems like forever to pour our wine, while I start to massage my lover’s hard manhood with my toes.I lick my lower lip and bite down just a little. I’m feeling very naughty tonight.Once alone, I tell him my rules for the evening. It’s a fantasy he’s told me about. A little challenge. Of course he agrees, he thinks he’ll win. He reaches under the table and runs his fingers across the silky nylon, drawing little circles behind my knee. He knows what this does to me. My sharp intake of breath confirms it.I signal the waiter for the check…yes, it’s my night remember, and order a cab for the short ride back to my apartment.Before I turn the key in the lock, I feel his breath on my.
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