You had been careful not to let you choice in underwear get out when you started your freshmen year. You changed in the morning hours before your roommate got up, tucked your briefs under your shirts in the drawer, always wore pants to bed and changed into them in the bathroom, showered with the door locked so your roommate couldn’t see your discarded underwear, and never sagged your pants. Then one day it all fell apart.
You had been pent up, like really pent up. You still hadn’t lost your virginity and you didn’t feel comfortable masturbating in your dorm, fearful that your roommate would walk in on you, or see you in your tight little undies that everyone had loved to tease you for in high school. You were already a month into the semester and without and regular release for your load your body had taken matters into its own hand giving you a wet dream for the 8th night in a row.
You were frustrated as you woke up to the same situation you had been dealing with for over a week. It was 3 am and your roommate was sound asleep. You shucked off your dirty jeans and underwear, grabbing a new pair from your drawer as you headed into the bathroom to get yourself cleaned up. A few minutes later you walked out to your roommate sitting at the computer chair which he had positioned across from the bathroom door waiting for you and you stood there dumbfounded in just a pair of tighty whities.
He laughed and your face got red as you moved your hands to try to cover up some dignity. “I knew you wore tighty whities. You have that nerdy, never been laid quality about you. And now I have proof.” He held out his phone showing the picture he had taken of your used briefs and jeans and for good measure he snapped a new picture of you standing there looking at him in nothing but your tight underwear. “I hope you like cumming in your briefs because you’re definitely not getting laid while wearing them, unless you count the feeling of me and the other guys lodging cotton so far up your ass it steals your virginity. Turn around, nerd.”
You did as told, sighing in defeat. This wasn’t your first time getting shit over your underwear and you didn’t think it would be the last. The worst par though was that you must have been more pent up than you thought. As he started to pull your white underwear up your ass you felt his waist get close and his boxer briefs seemed to rub up against your partially exposed asshole. You could swear you felt the imprint of his cock push against your ass crack, barely separated by the thin piece of fabric that was lodged up your ass. You could feel his hot breath close to your neck and smell his scent as he got closer to you and you moaned as you let a new load of cum spill into another pair of tighty whities.
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