Prepare for the trip

Your dad was none too happy to learn of your plans to take Jennifer to a private yacht, alone with Uncle Rick. You never understood why, Rick has been nothing but a gentleman to you and Jennifer, so you ignore your father.

Not much more happens the next couple of days, you´re pretty much ready for the trip, and waiting for the flight on Friday. You´re lying in bed, texting with Jen about one of her friends.

Jen: "...yeah and then I told her she can just go work for it herself if she wants it so much!"

You: "Good for you, she takes too much advantage of you..."

Jen: "Thanks babe. BTW, your Uncle Rick texted me after you gave him my number."

You don't remember giving Rick her number....what the hell?

You: "Really? What did he say?"

Jen: "Just introducing himself and stuff....asked to see my bikini again, so I sent him a pic of it, but he wanted to see me in it again. I figured he'd already seen me in it, so I sent him some photos."

You: "Did you have to do that? He just wants to see your body...."

Jen: "He said it was a good way to get to know each other, and I figured I should be nice to him since he's being so nice to us, right?"

You: "Right...."

Jen: "Anyway, he sent me a pic of him in his swimsuit. He's....really big...."

You: "Yeah he's always had a large stature."

Jen: "Yeah....his swimsuit was...tight...if you know what I mean...."

She saw his dick through the swimsuit? Goddammnit...gross!

You: "right...."

Jen: "You're not mad, right? I was just trying to be nice."

You: "No, I'm not mad at you. Good night babe, I'm super tired."

Jen: "Good night!"

After a few minutes, your phone buzzes again. It's messages from Rick.

Rick: "Just getting to know your girlfriend a little better, she was nice enough to add to my spank bank...." Attached is a photo of Jen in the skimpy bikini, on her bed in a suggestive, slightly sexual pose.

You: "What the fuck, Rick? Stop that right now."

Rick: "It's NO big deal, dude. Stop freaking out. I already saw her in the bikini, this is nothing."

You: "I just don't like you texting privately....It's not appropriate."

Rick: "We're just getting to be friends before we go on a yacht trip for two weeks, otherwise it'd be awkward. You want an awkward yacht trip?"

You: "Guess not...."

Rick: "You sure?"

You: "Yeah...."

Rick: "Good. So I can still text her?"

You: "I guess, just no more sexual stuff, ok?"

Rick: "That's gonna be hard, I've got a high sex drive, and she's a sexual creature, Jake."

You: "I know."

Rick: "You should tell her it's okay, I bet she feels bad about it."

You: "I don't think so...."

Rick: "It's nothing serious, man, just so we're not total strangers when we finally meet in person."

You: "Okay...."

Rick: "Thanks!"

You take a moment to think about the consequences of your actions here. If you tell Jen it's alright to text Rick, they might take things further than they've already gone. If you don't tell her, Rick is gonna be pissed off, and it will make the entire yacht trip super awkward, if he doesn't cancel it altogether. You can't have that, Jen is really excited for the trip, you don't want to disappoint her.

You send Jen a message: "Hey babe. BTW, it's totally cool if you wanna get to know Rick better before the trip. So it isn't awkward, you know?"

Jen: "Wow, that's such a coincidence. Rick was just sending me a message and I didn't want to respond because I thought you weren't okay with it."

You: "Oh. No it's cool."

Jen: "Thanks babe! I'm sure we're gonna be good friends by the time we get there."

You: "Great, good night."

Jen: "Good night!"

You can't really get much sleep, you keep thinking about Jen and Rick sending each other lewd messages, and pictures. What could they be doing? Is Jen sending him nudes now? A guy she's never met? And he sent her basically a picture of his cock, although hidden by a swimsuit. The thought gets you riled up, a slight sinking feeling in the pit of your stomach coupled with intense arousal overcomes you, and your dick is rock hard. You pull up the picture of Jen that Rick sent you, and start jerking off. In a minute, your phone buzzes again with a message from Rick. It's another picture of Jen, this time, she's on her stomach, but she's completely nude! Her nipples are hidden by the fact she's lying on them, and her butt crack is just barely visible as she smiles into the camera she's holding at an angle in front of her.

Rick: "What a hot fucking piece of ass, man. You're a lucky guy."

Your dick erupts in a couple of strokes after seeing that picture, something she sent to Rick. Probably not knowing he sent it to me. Your stomach is covered in cum, which you wipe with the paper towels on your side bed, and throw in the trash.

Finally, you fall asleep.

The next few days pass at a snails pace, you feel. With nothing to do all day, you keep wondering if Jen is still texting Rick. She didn't admit to sending him any more pics, even though you know she did. Rick sent you one where she's in her bra and school skirt, with a caption that said: "No underwear!". In the picture, she's lifting up her skirt ever so slightly, just not enough to actually see anything. You're thankful this is never anything serious, so you don't say anything.

While getting ice cream, one day before the trip, Jen finally admits something to you.

Jen: "Jake, babe. I gotta tell you something...."

You: "What is it, babe?"

Jen: "My whole life, I've been a good catholic girl. I've never really done anything wild in my life, like, ever!"

You: "What's your point? You wanna stop being catholic?"

Jen: "No, not at all! I love my religion. It's just....I'd like to be a little wild while I'm young, you know?"

You: "What's your point?"

Jen: "I'd....like to be a little wild on the yacht with you, you know what I mean?"

Finally, Jen opens up about sex with you. You never wanted to push it since she's so shy about it and all. Maybe the texting with Rick really fired her up....? You take her hand into yours.

You: "I know what you mean, and it's perfectly normal to want it."

Jen: "Really? I feel embarrassed about it, it's so naughty!"

Man, her parents really screwed her in the head about sex. Shouldn't be naughty to have sex with your boyfriend at 19!

You: "Yes, but most importantly we'll be together, that's what matters."

Jen: "You're so right, thanks for being so open minded about it. You're a great boyfriend." She says and kisses you on the lips.

You: "Guess I'll go buy some condoms, huh?"

Jen: "Oh, lord no! The church prohibits the usage of condoms! We'll have to just go without them, ok?"

Assuming she's on the pill, then, you enthusiastically agree. Man, first time having sex, and it's with your bombshell girlfriend, and no condom! This yacht trip is shaping up to be the best summer ever!

You: "Okay! No problem."

Jen: "Thanks babe, you're so much more calm about this than I thought. Rick was right, he said you'd understand."

Rick? What has he got to do with this? Whatever, as long as you get to have sex with Jen on the yacht.