Caught In His Undies

Stew rounded the corner in his apartment and found himself face to face with the last person he would want to see considering he was only partially dressed. It was his roommate Chuck's girlfriend Lacey. Stew was one of hundreds, if not thousands, of guys that had a massive crush on his roommate's girlfriend. And in his defense, it would be hard not to. Lacy had sleek blond hair and a body that most men and many women would drool over. Big round breasts with a slender waist and curvy hips created a figure that sent the blood flowing south on many men, Stew included.

Stew froze as he caught sight of Lacey, and she caught a glance of him. It was awkward enough for Stew to see Lacy, but that fact was doubled or even tripled given the fact that he was dressed in only a white t-shirt and white briefs. And these weren't the sleeker more attractive sport briefs, but rather the old school higher cut tighty whities that nerds wore. The lower end of the t-shirt stopped just passed his waist so his less than attractive undies were plainly visible.

"Hi Stewie." Lacy said as she saw him before devolving into a fit of giggles. Lacy had quickly gathered long ago that her boyfriend's roommate had a bit of a crush on her and had no problems having a little fun every now and then teasing him. As she caught a glimpse of him in his nerdy undies, she couldn't help but be a little impressed at the size of the cock inside the cotton undies. While not as big as Chuck's it would still be enough to please her, not that she would never allow that.

Stew immediately felt two things. One he felt himself burn from embarrassment. And second and more awkward given the situation was that he felt his normal reaction to seeing Lacy as his cock inched up inside his briefs. As the initial shock wore off Stew grabbed the bottom hem of his t-shirt and pulled it down in an attempt to cover himself.

"Lacey! What are you doing here?!" Stew said as the hem of his t-shirt slipped out of his fingers and once again his nerdy undies were exposed.

Lacy walked closer to Stew as she said, "I thought Chuck was going to be here. I guess he already left."

"Yeah, he left for class a few minutes ago." Stew said awkwardly.

Lacy's gaze moved back and forth from Stew's eyes and his tented briefs. She watched as his cock inched up bit by bit. As he again attempted cover himself with the bottom of his t-shirt she reached out and took his hands and pulled them away from the bottom of his shirt allowing it to ride up yet again fully exposing his hardon straining against his briefs.

"No need to be embarrassed Stewie." Lacy said in a soft voice as Stew stood there frozen in shock.

Lacey gazed down at Stew's hardon straining against his briefs before looking back up into his eyes and saying, "Wow Stewie! Is that from me?!"

All Stew could do is try to grunt incoherently. Stew was the stereotypical nerdy guy who had very little experience in dealing with women and Lacey knew it. When Stew didn't, indeed couldn't, answer Lacey reached out and cupped her hand around his hardon and began to squeeze.

Stew groaned and stumbled back into the wall behind him as Lacey squeezed his hardon. Stew was scared and jubilant at the same time. Part of him couldn't believe his luck and wanted to bask in the experience of being pleased by his crush. On the other hand, he had no idea how long he could hold out under Lacey's expert stroking and rubbing that felt completely unreal despite being through his undies that now felt like vice grips.

Lacy gazed into Stew's eyes seductively and licked her lips as she continued to rub and stroke his hardon. Stew was completely befuddled almost unable to move under Lacey's teasing gaze and hand. His cock was starting to throb, and he knew he should stop her, but he just couldn't bring himself to. Her petite hand just felt way too good rubbing his cock.

Lacey licked her lips again in a seductive manner and gave a slight sexy moan as Stew started to pant and perspire from his pent-up arousal. He knew he wouldn't hold out much longer and was in the vexing position of wanting to cum but not wanting to embarrass himself.

Stew still couldn't find his voice as he felt his orgasm begin to mount. A couple more rubs from Lacey's hand and they both felt his cock explode. Lacey rubbed and squeezed as Stew's cock sent a torrent of cum all over the front of his briefs. All Stew could do is moan in pleasure as Lacey squeezed and rubbed until every drop of cum had been pulled from his balls.

Once his balls were drained and their contents running down his legs in large gooey streams Lacey gave him a cute grin before saying, "Good to see you, Stewie." She then turned and left almost as quickly as she arrived.