Go for Jess: the girl I always wanted

I rolled. SIX. Time to strip. I take my shirt off without ceremony and set it to the side. Meg’s hand rest on my bare shoulder. I glance over at Jess who is not hiding that’s she’s checking out my body. She gives me an approving nod.

Jordan’s turn resulted in her taking off her shirt. Her bra was a brilliant white against her luxuriously tan skin. Her small breasts barely needed the support. She saw me checking her out, and apologized, “Sorry. My sexy bras were in the laundry.”

“Don’t apologize for looking hot as fuck,” Brent said. Newly single and ready to mingle.

Jess annoyed at the flirting rolled. ONE. She sighed, and took off her sweatpants. She was wearing shorts underneath. What the fuck?

Kyle yelled, “How many clothes are you wearing?”

Jess shrugged, “I get cold easily. Don’t worry. Only four more turns and I might be naked for you.”

She was so thin. It was believable that she could get cold easily. Even though it was still summer, Maine could have cooler nights. The lake would probably be very chilly.

Brent went, and had to take off his shirt. Kyle went and had to take off his boxer briefs. He was the first one naked and wasn’t shy about it. He let his dick dangle for all to see. When he saw back down, he kept his legs spread to make sure everybody still had a view.

Carol said, “You better not get hard.”

“No promises once the ladies start to get naked,” he said.

Carol put it immediately to the test. She rolled a FIVE. She decided to strip off her underwear. She turned around and pull them down, mooning us with her thick booty. She turned around with both her hands covering her pussy. She sat down, and kept her privates hidden. “I hoped you enjoyed the show, but please try not to stare.”

I respected her privacy. I didn’t try to sneak a peek at her pussy.

Meg’s turn ended with her having to strip. Her shirt came off, and she looked surprisingly confident in her sports bra, which was more modest than a bikini. She saw me checking her out and smiled. She gave me a peck on the lips when she handed me the die. “Don’t get too excited.”

Too late. My cock was already growing inside my pants.

I rolled a THREE.

I asked Carol, “Did you blow any of my friends this summer?”

She rolled her eyes, “Why are there so many questions about that? Yes I like to give head. Who cares? Ugh fine. Yes. I blew Joey once.”

Wow. He never told me that. That seems like something he would have bragged about. I wonder why he kept it a secret.

“Eww,” Jess said. “That guy was such an asshole. Why would you do that?”

“I don’t know. I was drunk and he asked,” Carol shrugged.

Jordan rolled a ONE and was down to her bra and some tight boyshorts. Her body was tan from the summer sun. It was easy to see why Ross was with her all summer.

Jess was next and had to take off her t-shirt, finally having to exposed some pale freckled skin. Her torso was so long. I wanted to pepper it with sucking kisses. Her bra fully covered with small breasts. She cupped herself with her hands, “My sister got all the boobs in the family. She got the C’s and I got the A’s.”

She was still so sexy, and I wanted to tell her that, but I couldn’t with her sister still there. I couldn’t hurt Meg’s feelings like that. Besides Jess had already turned me down before. I couldn’t risk it again.

Brent went and was down to his underwear.

Carol rolled a ONE. “Fuck! Looks like I’m going in the lake with you babe.”

She took off her bra and sat naked cuddled into her man. She kept her pussy covered, but left her big tits free. One was slightly bigger, but both had such big suckable nipples. I had to **** myself not to look so I didn’t get hard.

Meg rolled a ONE, and groaned, “Why did a wear a thong tonight?”

She shyly took off her shorts, and sat down quickly. The triangle of fabric barely keeping her modest. Her cheeks were bright red in embarrassment. “Why did I agree to this game?”

My turn. SIX to strip. I took off my shorts. With all the excitement, I wasn’t erect yet but I was supporting a considerable bulge.

Jess gasped in her Tennessee mountain accent, “Shit Chandler I didn’t know you were packing.”

Even Carol couldn’t take her eyes away. I tried to play it cool, and sat back down.

Before she rolled Jordan muttered, “I definitely made the wrong choice choosing Ross over you.” FIVE. She chose to take off her top. Her tits had the most mouthwatering tan lines. The paleness of her tits peaked with small pink nipples. She didn’t try to hide her nudity.

Kyle drooled over her. Carol had to stop him from touching his dick.

Jess rolled and had to strip. She was down to her bra and panties. And I couldn’t stop picturing her waxed pussy beneath those panties. She combed her hair back and winked at me. She could be a fucking model.

With a TWO, Brent was going in the lake. He took off his pants and freed his dick that Carol had sucked sometime during the summer. It was probably a normal sized penis but looked long on his short body.

Meg held the die, and asked, “Can I quit? I don’t want to strip anymore.”

I was sympathetic. I really didn’t want her showing off either. I hadn’t gotten to see her naked, and I didn’t want others to see it. I was about to say she could quit and it would be cool, but her sister interrupted.

Jess said, “If you quit, then you have to go to bed immediately. Chandler can’t join you. You’re alone for the rest of the night.”

Meg frowned. She was looking forward to making out with me on our last night together. Now the choice was being lonely or potentially stripping for everybody.