Pajama Party Embarrassment pt.3
Caleb spent the rest of the week working from home. He couldn’t bear to see everyone after all the embarrassment. Everyone in the office had seen his big bare cheeks, and to make it worse, the pictures and videos of him had spread around the office thanks to Ryan and Marcus. Everyone had seen him get spanked publicly and how much he enjoyed it. He stayed confined to his house for the next four days until there was a knock at his door.
Caleb wasn’t expecting any visitors, so he wasn’t dressed. All he had on was a pair of shorts and his t-shirt. He didn’t bother wearing underwear under the thin white shorts. When he opened the door, he was surprised to see Ryan and Marcus standing there in their bathing suits.
Caleb: What are you guys doing here?
Marcus: We are going to the beach, remember?
Caleb: I don’t know, guys. I'm not ready to face the public yet.
Marcus: Oh come on, that was so long ago.
Caleb: It was literally four days ago. I can still feel the sting in my cheeks!
Ryan: Enough talking, let’s go, dork.
Before Caleb could respond, Ryan grabbed Caleb by his balls, which were clearly noticeable through his thin shorts and walked him out of the house and into the car. Marcus grabbed Caleb’s wallet and keys and locked the door before joining them. The trio took off and made their way to the beach.
It was a nice sunny day, with a warm, comforting breeze carrying the smell of the sea. When they arrived at the beach it was packed full of visitors. It was then that Caleb finally expressed how he didn’t have a swimsuit and wouldn’t be able to join them in the water. He thought he had gotten away with not having to deal with their beach day, but Ryan came prepared. He pulled out a tiny swimsuit and tossed it at Caleb.
Ryan: Don’t worry, we have you covered… well, partially. Now drop those shorts and put your new swimsuit on.
Caleb looked at the tiny garment and immediately realized that they wanted him to wear a tiny thong. He couldn’t be caught wearing such a revealing outfit. He was about to oppose wearing it when Marcus pantsed him! His big butt was on full display for the people passing by. He tried to bend over and pick his shorts back up, but Marcus had his foot planted on top of them. While he was bent over, his cheeks parted slightly, and his low-hanging balls dangled in between his legs. He heard a couple of people giggling as they got a good sight as they passed by.
Caleb gave in and stepped out of his shorts and wiggled himself into the tiny thong. It was a little snug and really cupped his junk nicely. But the tiny string disappeared between his cheeks and pressed snugly against his sensitive hole. The thong felt like it was trying to dig its way inside of him. Even after adjusting the very tight string, it just went right back to pressing itself against his hole.
Ryan: *Whistles* Well, don’t you look sexy.
Marcus: Sexy and slutty. *laughs*
Caleb: Shut up, you guys are the ones who picked this out.
Ryan: And we did a fantastic job because that ass is looking nice and round and totally… let me stop.
Caleb blushed at his friends' reactions to him in the thong. He kind of enjoyed having their gazes on him. The trio grabbed their gear and found a spot on the beach. Caleb was glad they had finally found a good spot away from too many people because everyone kept staring at him as he walked by. Every time he turned around someone had their phone out, taking pictures of his big butt.
Most of the day, the guys hung around on the beach, talking and relaxing in the sun, but it got a little too warm for them. With some coaxing from his friends, Caleb joined them for a swim. He was very surprised that they hadn’t tried to embarrass him or tease him. They swam around for a little while before finally relaxing in the water. As they floated, Caleb could have sworn he felt someone’s hand graze over his ass, but he wasn’t sure. However, when it happened four more times, he was sure one of them was messing with him.
Caleb: Okay, I think it’s time for a snack.
Ryan: Yeah, I have to agree.
Marcus: I’m going to swim a little longer.
Ryan and Caleb swam back to the beach, but just as Caleb walked onto the shore, Ryan jumped out of the water and onto his back. Caleb fell to the ground, and the two started wrestling. It was playful at first, but Ryan had other ideas. He quickly put Caleb’s head between his legs and grabbed the waistband of his thong. He pulled it hard and fast, like he was trying to start a lawnmower. Every pull made the tiny string burn through his cheeks and race over his sensitive hole. Caleb couldn’t help but moan from the sensation and give in to the pleasure. It wasn’t until he felt a different sensation that he started to worry.
While his big butt was being destroyed by his thong, his cock had grown. He was getting more turned on by the second and his large cock was pushing through. It was trying to find a way to break free of the thong. Panic kicked in as Caleb imagined the embarrassment that would fall over him if he gave Ryan a close up view of how turned on he got from having his big butt dominated.
He tried to gather his strength to free himself, but it was too late. His cock had found its way out the side of his thong. It sprang out and hit the sand. He was lucky Ryan was too preoccupied playing with his butt to notice. Unfortunately for Caleb, Ryan noticed as soon as he felt something hard and sticky slide across his leg. He quickly pulled Caleb's butt into the air and forced him into a handstand, where the backs of his legs were on Ryan’s shoulders, and his butt was perfectly placed between Ryan’s face and chest. Now with Caleb on his back, his cock bounced up and down, smearing pre-cum all over his stomach.
Ryan had dreamt about having Caleb in that position many times. He wanted to embarrass his friend and finally get to play with all of him. Luckily for the two of them, the area they had chosen was secluded enough that no one was close around and Marcus was still playing in the water. Ryan grabbed Caleb’s hard, throbbing cock and massaged it, edging Caleb and making him moan from the pleasure. He tried to stifle his moans, but it was all in vain. Ryan’s fantasy was coming true, and he wasn’t going to give up this moment. He sunk his head in between Caleb’s open cheeks and finally got to taste his prize. Caleb’s moans increased and got louder as Ryan enjoyed his prize.
However, it didn’t last long because Caleb’s moans were so loud that they started attracting attention. Ryan had Caleb right on the edge of cumming when he stopped. He let Caleb go and laid him on the warm sand, and just as he had more eyes on him, he gave Caleb a massive frontal wedgie…
*RRRRRIIIIIPPPPP*
The thong ripped clean off of him. The sudden friction from the thong ripping away from his body was too much for Caleb.
Marcus: Hey, what did I miss?
Caleb: *Moans* Ooooooohhhhh YESSSSSS!
Caleb shot his load all over himself in front of his friends and the people who had noticed what was going on. He shot rope after rope, some accidentally hitting him in the face. He didn’t care about the embarrassment at the time, just the amazing feeling he was experiencing. It wasn’t until the sensation came to an end that he remembered where he was and how exposed he was. He quickly opened his eyes to see Ryan and Marcus grinning as they stood over him. He looked from side to side and noticed he even had a small audience watching him. He turned a bright shade of red as he quickly used his hands to cover his still leaking cock.
Caleb: We have to get out of here, please!
Marcus: No way you’re getting in my car covered in all that cum. You’ll have to go rinse off in the water, and then you can get in.
Caleb knew they just wanted to embarrass him some more, but he didn’t have a choice. He quickly ran for the water, completely naked. People laughed and shouted comments as he splashed around until he was cleaned off. Unfortunately, since the water was so cold and he had just emptied his balls, his cock shriveled up. Every guy's embarrassing nightmare was happening to him at that moment. As Caleb contemplated what to do, Ryan and Marcus made a run for the car, leaving Caleb with nothing to cover up with. He knew it was then or never, so he rushed out of the water and ran across the beach.
Beach Bro: Look, he’s STREAKING!!!!!!!
Everyone turned to see Caleb clutching his shriveled cock as he ran across the beach naked. The sound of applause followed behind him as people cheered and his massive cheeks clapped. Caleb just knew the pictures and videos of him would end up getting spread around to his office again and didn’t know how he was going to face them after so much embarrassment. Caleb was deep in thought as he ran across the beach and half the parking lot. It wasn’t until he made it back to the car that he snapped out of his thoughts. Ryan and Marcus were waiting for him with the doors locked.
Caleb: Okay, guys, you got me. Now let me in, please.
Ryan: Hmmm, should we let him in, Marcus?
Marcus: Hmmm, not until he drops his hands and does a full 360 for us.
Caleb: Come on, everyone’s seen me naked now.
Marcus: It’s either that or you can take the bus all the way home.
Caleb reluctantly gave in and dropped his hands to reveal his trimmed pubes and soft cock. He quickly spun around, but just as he turned around, behind him was his boss and his friends pulling into the parking spot next to them.
Mr. Smith: Caleb? What in the world are you doing? Why are you naked and showing off like some lewd slut?
Caleb: Mr. Smith, I can explain.
Mr. Fields: Don’t be too hard on him, Donny. You know how it was to be that age.
Mr. Smith: Oh shut up, you make it sound like we are so old. We are only fifteen years apart. I’m still young and wild.
Mr. Fields: Okay, sure thing, buddy.
Mr. Smith: I want to see you in my office Monday morning. We need to discuss your recent love of being scantily dressed and sometimes nude. Be there at 9 a.m. or you will be punished.
Caleb: Yes, sir!
The doors unlocked, and Caleb quickly jumped in the car as Ryan and Marcus laughed. Caleb was too worried about Monday to think about being upset with the two of them. The ride home was mostly uneventful, except for a few trucks honking at a naked Caleb as they passed by. When they reached Caleb’s house, Marcus handed Caleb his wallet and keys, and they shoved him out of the car and took off, honking as they drove down the street. Windows started opening, and doors cracked to find a naked Caleb stumbling into the house.
~ To be continued ~