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Chapter 23 by Usherbot Usherbot

What happens next?

Jack explains his own comfortability

“What’re we talking about?” Jack asks before chowing down on a big bite of noodles, slurping it up and sprinkling ramen broth all over his bare chest.

“The newbie was wondering why I’m so comfortable with my tits and pussy out all the time.” Naomi replies. She takes her left leg off the top of the couch and rests it on Jack’s lap. I could tell Jack liked Naomi’s feet on his lap with how his cock twitches.

“Ohh, your family was too cheap to buy an A/C so you stopped wearing clothes, right?” Jack says with a mouth full of noodles. Naomi then kicked Jack in the side with her other foot, causing Jack to almost spill his foot and ****!

*Cough* *Cough* what the hell?! Am I wrong

“You could have said it in a nicer way, but yeah, basically,” Naomi replies, placing her other foot on Jack’s bare thigh.

I let out a small chuckle with how many times Naomi has kicked Jack already in less than an hour. But it does make me wonder if they fight just as much as they fuck.

“Calm down you two! We don’t want Jack ****, now do we?” Ashely says with a stern look. She seems to be at least some kind of sanity anchor in the group, which is greatly appreciated.

“Fair enough. The only person that should be **** is me after all,” Naomi says before touching her toes against the head of Jack’s cock. For the first time in a while I see Jack actually blush at what Naomi said before giving her a small smirk. “Maybe later…” He replies, winking over at her before continue eating his lunch.

“You know what Jack, I think Sophia’s lightening up a little!” Ashley says, turning over to me with a soft smile.

“Oh really?” Jack replies.

“She was so engrossed with Naomi’s nudity story that she began to actually speak more!”

“Yeah, plus she’s starting to let her guard down. I think I can see a bit of her areola showing,” Naomi says, surprisingly not on her game this time as she stares at my chest.

I’m taken aback a bit before looking down at my arm covered breasts and see that indeed, a bit of my breast’s areola was showing, and more than I was comfortable with showing too. My arms must’ve moved down a bit as I was listening in on their conversations. Immediately, I move my arms up more to securely cover my boobs.

“Aaannnd it’s gone!” Naomi jokes.

I could feel a blush forming over my cheeks not that I know I was flashing part of my tit at Naomi this entire time. Who knows how long it was peaking out till she pointed it out to me?

“Hmm, you still seem a bit reserved about us seeing your body…” Ashely says, mulling over my supposed “strange” behavior.

Of course I am, I’m freaking naked!?

“Maybe you two should do the same thing I did, and explain how you’re not bothered by being nude all the time,” Naomi suggests.

“That sounds like an amazing idea, girl! I bet Sophia’s not ready for Jack’s story!” Ashely says.

Jack hears this and places his bowl down on the table in front of him. He finishes chewing his food before saying, “You sure? It’s an incredibly long story.”

“Just give her the most important details. Besides, yours is far crazier than mine,” Naomi replies.

If Naomi says Jack’s story is even crazier than her own, it must be something absurd. I can’t even imagine choosing to be naked in front of family for even a day, let alone for as long as Naomi did. What could Jack have done to make him so used to being nude? My curiosity momentarily shoves past my own embarrassment as I ask, “Now I have to hear this!”

“Alright, but if you want the full story you can always talk to me about it if you’d like.” Jack leans back with his hands behind his head. “So, the long and short of it is that I spent my entire time at college completely nude, 24/7.”

“Really? Why, and how?” I ask, shocked by such a wild answer. He has to be joking, or at least being hyperbolic or something.

“Like I said, long story. But basically me and this other girl signed up for a scholarship at this university where me and her had to be stripped naked 24/7 till we graduated.”

“No way, you’re lying!” I reply, sure of the fact that he’s not telling the truth.

“Nope, it’s all real! Trust me, there’s probably still photos or videos of me floating on the internet. I’m sure you can find some if you dig.”

“No way any of that was legal right? Did they take your clothes away for real?” I ask, flabbergasted as my jaw was wide open.

“Yeah, surprisingly. I needed that scholarship and it was legally binding. When I got to campus this hot lady told me to strip naked for he and from that day forward I didn’t get to see a single thread of fabric till I graduated.”

“Holy shit! I could never!” I say in shock. I can barely handle being naked for two days, yet he was naked for at least four years?! I want to believe he’s bull shitting me, but with the way he’s talking it doesn’t seem like a joke.

“You’re not even telling her the craziest part! Did you know he had to jerk off with people watching him too?” Ashely says, to which my jaw was now floored!

“Y-Yeah, hehe, that was honestly the worst part. If I needed to relieve myself, I had to have someone watching me. I’m glad I had a really supportive roommate back in college that didn’t mind watching me crank the hog. We’re still in touch to this day actually.” Jack admits with a bit of blush on his face.

“Seriously! And you weren’t embarrassed?!” I say. In my mind, being naked 24/7 is one thing, but having to masturbate to completion with someone watching me all the time is a whole different beast of humiliation. I wonder if Jack had any privacy in college, or was he the spotlight everyday?

“Oh hell no! I was terrified the first couple of days! Worst yet I couldn’t hide my cock the entire time, so everyone, and I mean everyone was staring at me! I was so embarrassed to leave my dorm room every day to go to class that I’d wished it was all a dream! But…” Jack says, trailing off at the end of his sentence with a sly look on his face.

“But what?” I reply, now totally invested in his story.

“I wouldn’t have changed anything about it! I got to meet a lot of friends in college that I probably wouldn’t have made if I wasn’t naked all the time. With their help and encouragement, my nudity became just another part of my character. By the end of my last semester, I was jerking off as I made my way to classes, and I had no care in the world who saw me. I even graduated in the top of my class!”

I couldn’t even begin to understand even half of the things Jack had to go through during his college years. Being nude and masturbating in public, day in and day out for years must’ve been brutal on his psyche. But funnily enough, it makes sense as to why he’s so comfortable like this now. Being so used be being naked in public and pleasuring himself was not only standard, it was expected of him, plus that explains his apparent tendency to masturbate on set.

I look down at Jack’s penis and see that it’s rock hard, twitching constantly and wet with pre-cum. I then see that Naomi has been playing with his cock with her toes. I guess I was just so focused on his story that I didn’t notice.

What happens next?

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