It was embarrassing, I admit, to be going to my high school reunion alone. Most of my friends at the time were bringing dates, or wives, and here I was wearing my best suit and hopefully slipping a condom into my wallet. Jessica would be there. I haven't seen or spoken to her since graduation, and I have no idea what she's up to, but I'm praying she's single and that tonight might be my chance.
After all, I've grown into myself. Gone are my days of acne and nervousness. I have a job now, money, a nice car and a good home. My biggest fear is that Jake might be there too, the high school bully who caused so much pain for me back then, but he always thought himself above this sort of thing.
I pull into the parking lot by the football field, and recall particularly painful memories of Jake giving me wedgies in front of the cheerleaders. I shake the thought from my mind, adjust my cufflinks, and walk toward the gymnasium.
There's a line out the door. I see Dave, my best friend from senior year, with a beautiful girl at his arm. "Hey! I'd like you to meet Lisa, my fiance."
"Very nice to meet you," I'm sweating already. It seems no amount of money or employment can change who I am beneath the surface - a nervous wreck, a virgin, shaking hands with a girl so beautiful she would never have looked twice at me in any other circumstance. "Say, Dave, have you seen Jessica around?"
"She walked in a few minutes ago. You're not still hung up on her, are you?"
"No. No, not at all." Why am I blushing? Dave whispers something into Lisa's ear, and she giggles. I could swear her eyes drifted down to my slacks, where I admit the sight of her and the sound of her giggle had made my small cock rise a bit. I cross my legs a little to hide my shame. I don't dare ask about Jake. The embarrassment of still fearing our school bully might make me fully erect, and my loose pants wouldn't help much to hide it, small as it was.
An hour later, and I'm stuck sitting at a table with nothing but a cup of punch for company. Dave had left long ago, his beautiful fiance Lisa at his side, to dance. Everyone was dancing. Groups of girls he recognized from years ago stood huddled in their groups, with husbands or other alumni behind them, grabbing them or kissing their necks. I wish I could be one of them, but I'm hard enough just watching, and worry that if they were to brush against me I might embarrass myself. That makes me harder, and I fight back tears at the shame of it all.
I gaze across the dance floor, looking for Jessica. I don't see her, but someone taps me on my left shoulder. I look over, but nobody's there. Before I can look around, I feel the familiar burn of my boxers in my ass crack, and whimper as I slump over from the pain of the wedgie.