Matt can't help himself

"Wow...well I guess that is a pretty big wager. We've only just met, and I don't know how mean you are yet." Matt said somewhat jokingly, suddenly realizing he was flirting with Alan...but he had never flirted with a man before! This was all so much. But without speaking, Matt moved his hands to his shorts and stopped. "I'm really nervous about my underwear...I think I went overboard."

Alan smirked. “All the more reason to show me… you want to be embarrassed right? I’ll even close the curtains” he teased as he did so, stopping the outside world from looking in, darkening the room to hide Matt's briefs. Matt was grateful, he hadn't even noticed they were open. Ok, maybe Alan was nice after all. He took a deep breath and unbuttoned his pants and stepped out of them, quickly picking them up and covering himself with them. But he knew what he had agreed to do so he handed them to Alan and stood in the underwear, red lips and hearts and pink frills all over

Alan took the pants and smirked. “Oh those panties suit you lil guy, did you steal them?” He teased, genuinely mistaking the briefs for panties! “You should keep those on for now!”

"I didn't steal them! A friend gave them to me as a birthday gift one year as a joke." It was only after Matt said that did he realize he forgot to say they were not panties!! But now it felt too late.

“Hehe whatever you say…, another drink little guy? In fact how is your little guy? Those panties look a bit flat… is he shy? Too embarrassed to come out and play?” Alan asked as he poured another drink.

Matt, was trembling from nerves as he stood before this fully clothed man in panties...wait, now even he was thinking of them that way! He looked down at his soft penis, tucked neatly, practically hidden in the panties. "I...may have cum already today...so its a little tired? I was really excited after yesterday!" He added to try and defend himself

Alan smirked. “Oh you naughty boy… shall we watch a movie?” He asked moving on teasingly, knowing how pent up Matt must have been to cum so much.

Matt nodded, sitting where Alan indicated for him to, nervously keeping his legs closed and hands in his lap