Summer with my Dad’s Best Friend

by Wylder, Penny

  And while I can appreciate that intellectual side of her, right now it’s her body that’s speaking to me. She turns to face me with one hand on her hip and the other toying with the string holding her bottoms on. She tugs at one and the corner of her mouth lifts into a playful smile. She knows what she’s doing to me. With the bulge in my pants completely unhidden by the tightness of my board shorts, she has to see exactly the effect she’s having on me. There’s no masking it. She keeps glancing down at my cock so I know she sees it. Her little smile is also a pretty clear indicator.

  She wipes the sweat beading on her brow. “It’s still hot out despite the sun going down,” she says.

  “It’s going to be a hot summer.”

  “I hope so,” she says. When she pulls her hair up off her shoulders, the bottoms of her breasts show beneath the triangles of fabric and my dick is so hard it hurts. “Those are my favorite kind of summers.”

  She keeps fidgeting, moving her body whichever way she can to show as much skin as possible. She might think she’s being subtle about it, but I see all of her tricks. The girl knows exactly how to get a man’s attention and she’s brilliant at it.

  If she wants my attention, she’s going to get it. I just hope she’s ready for just how much I plan to give her.

  I step closer until our bodies are almost touching. She takes in a deep, shuddering breath. “You like things hot and sticky?” I ask her.

  She’s all flustered, fighting a giggle and looking up at me with those beautiful eyes. It’s endearing and at the same time sexy as hell. Even though the sun has practically set, I can still see the blush in her cheeks.

  “That’s a bold question, don’t you think?” she says with a flirty tone to her voice.

  “No, but this one is.” I raise my eyebrows and ask, “Were you trying to see me naked earlier when I was changing in the bathroom?” I’m standing so close to her now that my body casts a shadow over hers.

  She chokes off laughter.

  I continue when it seems like she might not admit to it. “Unless I’m crazy, you’re giving me every sign that you want me. That’s a dangerous game to play if you aren’t serious.”

  She stands taller, pushing her chest against mine. “If you had been paying attention, you’d know I always play to win. I don’t know if you noticed, but I nearly took you out during football.”

  I start to laugh. This girl is going to ruin me. I loop my hand with hers, braiding our fingers together. Her pulse quickens beneath my palm.

  “I must be insane,” I say.

  “Why? We haven’t done anything wrong.”

  “Not yet,” I say.

  She opens her mouth to speak and I cover her lips with mine, kissing them softly. But inside I’m struggling to do so much more. I want my hands to roam all over her, study every part of her skin.

  She’s stunned at first and I’m afraid she won’t kiss me back, but then I feel her tongue slide across my bottom lip and into my mouth. She tastes like fruit candy, and I want to devour her, but her gentle tongue is too perfect for me to give into my desires. How can a simple kiss turn me on more than any other sexual encounter I’ve ever had?

  I pull away, afraid I’ll tear that bikini off and have my way with her right here on the dock.

  I look her in the eyes to see her reaction, and all I can see is happiness and something on the verge of excitement.

  “You don’t think this is wrong?” I ask.

  Her voice comes out in a whisper. “No. Do you?”

  “I don’t know yet, I’m still deciding,” I say.

  “Let me help,” she says and wraps her arms around my neck and lifts up onto the tips of her toes to kiss me again. Her warm body presses against mine. I groan when I feel her hard nipples touch my chest, and louder when she pushes against my hard-on. My cock throbs with longing. I want to know how it feels to sink deep into her tight pussy.

  Her lips move to my neck and she kisses my throat.

  “We could get caught,” I tell her, trying to hold onto some semblance of rational thought, but honestly, right now, it’s so difficult to care about anything else going on around me. We could have a full audience for all I care in this moment. “I guarantee if other people see us, they won’t have trouble deciding if this is wrong or not,” I say.

  She stops kissing my neck for a moment, but keeps her lips touching my skin when she speaks. “I don’t care,” she insists.

  I seem to be struggling with this far more than she is. Maybe it’s her youth that makes her so careless. The repercussions of this kind of affair will fall harder on me than they will on her. People will think I’ve taken advantage of her, despite her being an adult and being fully capable of making her own decisions.

  John’s voice rings out in the distance, calling out to his son. Jenny and I jump away from each other out of instinct. Clearly both of us are terrified of the repercussions after all. Especially when it comes to her dad and my best friend. We give each other the same look that has regret written all over it.

  When John comes out of the trees and onto the dock, we are a safe enough distance away from each other for everything to appear innocent. John smiles and waves, and the air bursts from my lungs with relief. I’d been holding my breath, afraid he’d seen something, but he obviously hadn’t.

  As John walks toward us, I lean closer to Jenny and whisper, “If this happens again, I don’t think I’ll be able to stop myself.”

  I mean it as a warning, but it sounds too excited for that. It comes off more like a promise.

  Jenny steps in front of me and waves at her dad with one hand, and with the other, she slyly reaches back and rubs my hard on. “Then don’t,” she whispers.

  Her words make me practically come in my pants.

  Then she walks away and I have to cover myself to hide the evidence. She looks at me over her shoulder with a flirty smile, and I stare at her perfect ass as she walks away.

  4

  Jenny

  It’s early when I wake up the next morning. I can’t sleep in. Not after what happened between me and Ben on the docks. I can’t believe I kissed him and touched his dick. Granted, it was on the outside of his shorts, but I was brave enough to do that which isn’t like me at all. I’ve always thought he was an attractive and very sexy man, but I never thought in a million years that he would be interested in me too. Now that I know he is, I don’t think I’ll be able to stay away from him. And I’m going to make damn sure that he can’t stand to stay away from me either.

  I get up out of bed and go downstairs to get something to drink. When I’m about halfway down the stairs I see Ben sleeping on the couch and stop. No one else is awake. Tulip and Annie sleep like the dead and so do the boys, and my parents rarely wake up before 8am. It’s just me. And Ben. Alone.

  I pad toward him with bare feet, light enough to keep the floorboards from squeaking beneath me. He’s handsome even in sleep. His hair is adorably mussed, and his arm is draped across his forehead, showing off incredible muscles and a broad, hairless bare chest.

  My heart is pounding in my chest and my sweaty hands shake as I reach out and touch his cock over the covers. I can’t believe I’m actually doing this. But after what happened between us yesterday, and the things that were said, I don’t think he’ll be mad about it.

  At first I’m just touching his leg I think, but as I move my hand around, I find it. It slowly grows hard beneath my touch and my pussy tingles knowing I’m arousing him in his sleep. He groans, and I slip my other hand into my panties and touch myself. I’m soaking wet already and I begin to rub myself at the same time I’m rubbing him.

  His hips start to thrust toward my hand, and when I look at his face, he’s not asleep after all. He’s looking right at me.

  I gasp, about to pull my hand away, but then he grabs it and guides it under the covers. When my hand touches the bare skin of his cock a slight moan involuntarily leaves my mouth. He’s naked under there. Does he always sleep naked? The thou
ght excites me even more.

  I grasp him in my hand and start to move it, slowly jerking him off. But the problem is I have no idea what I’m doing. I’m afraid my grip is all wrong. I’m too wound up in my head. I start to question everything I’m doing. Am I going too fast, or not fast enough? Am I squeezing too hard? I’ve heard touching the head of the dick can be arousing, but I’ve also heard it can be too much for a guy.

  It’s all too much! I think about letting go and not doing it, but then his eyes close and he groans louder. The look on his face is pure pleasure, so I guess I’m doing something right. I keep going.

  I start to pull my hand out of my panties, but he says, “No, keep playing with your pussy.”

  I do what he tells me to do and he watches me intently as I rub my clit with my left hand and jerk him off with my right. I feel that familiar tingle rising up as my orgasm grows closer to the surface. I can tell it’s going to be a strong one. Stronger than anything I’ve had lately while just fantasizing about older men. Having the one man I really want right in front of me, touching his big cock, I’m more turned on than I have ever been before.

  I try to hold back but I can’t. As my orgasm slams into me, my grip loosens on Ben’s cock. He grabs my hand and wraps his around mine, using my hand to jerk himself off, doing all the work by stroking himself while I’m distracted by the hurricane of bliss rolling through me.

  It’s only seconds before he’s getting off too. His cock grows rigid, harder than I think a cock is capable of, just before shooting his load. The warm, sticky mess it makes beneath the covers coats my fingers.

  We’re staring into each other’s eyes, and he’s about to say something when I hear my mother’s voice upstairs. I pull my hand out from under the covers and wipe it on my t-shirt, leaving a streak of cum across my breasts.

  “Jenny, are you down there?” my mom calls out. Her steps are heavy as she comes down the steps.

  I dart into the kitchen before she can see me standing over Ben. I’m not sure what he’s doing. Maybe pretending to be asleep. I don’t stick around to find out. It was too close of a call for my comfort.

  “Yeah Mom, I’m making pancakes for everyone. Hope you’re hungry.”

  “That sounds wonderful, honey.”

  Great. Now I’m stuck making breakfast. I don’t mind too much though, because while I’m busy making breakfast, I have the time alone to replay what happened between me and Ben in my head. The feel of his cock was divine. I’ve never touched one before. I’ve seen plenty on Instagram and other social media stuff, but it felt different than I was expecting, and it was WAY bigger than I was expecting too. I’m sort of addicted. I just want to touch it again.

  * * *

  I was hoping to have the kitchen to myself to think about Ben, but I guess that’s not going to happen. My mom comes into the room and is delighted to see me making pancakes the way she taught me. Not from the box, but from scratch and with real blue berries, not those canned things in the syrup.

  My heart continues to pound. I’ve never touched a man like that before and it was exhilarating. My thighs are still sticky from my orgasm.

  Walking around the kitchen island, I lean over to take a peek at Ben. He gets up and walks into the bathroom. He must have slipped his boxers on under the covers and is going to clean himself up. I smile knowing I did that to him. I’d been so worried I was doing something wrong, but clearly I wasn’t.

  When he returns, he walks into the kitchen, yawning and stretching as if he’d just woken up. I can feel my cheeks burning, and when my mom isn’t looking, he smiles and winks at me. My mom goes to wake up the boys, and while she’s gone, it’s just me and Ben in the kitchen. While I make pancakes, he goes behind me and does the dishes. He asks about college and all the things I plan to do while I’m there. He’s always been so easy to talk to. I try not to think about what it would be like to do this with Ben every morning, make breakfast and talk about the future. But I can’t help it. It’s nice and I would love for his face to be the first thing I see in the morning, every morning.

  Stop Jenny, I chide myself. I can’t be thinking like that. What Ben and I are doing would never be accepted by our families. I start to wonder if I should keep up this secret affair the whole vacation or if I should stop now before things get too far. Not just with the physical stuff, but with the feelings as well. I can’t let myself fall for him.

  5

  Jenny

  Later in the afternoon, we all decide to hike up to the falls. We go there every time we come to the cabin. I get dressed and put on my boots. It’s a long walk. Ben and my parents walk ahead of us to watch for the rattlesnakes that sometimes lounge around on the sunny spots of the trails. There are warning signs about them everywhere, but I’ve never actually seen one. The boys walk in the middle so they don’t fall behind. Tulip and Annie and I walk in the back so we can gossip and talk without the parents eavesdropping.

  “I think I found the perfect guy for you on Tinder,” Tulip says.

  I look at her, confused at first. I’d been watching Ben walk and not paying any attention to the conversation going on around me. Apparently, we were talking about Tinder and boys and getting me laid for the first time while we’re on vacation. I’d all but abandoned that thought now that Ben and I have been messing around. There’s no way I can lose my virginity to some random young guy now. Just the thought of it disgusts me.

  “What guy?” I say.

  She shows me a picture of a guy who is young, probably my age. He’s wearing a college football jersey and his hair is brown and cut short. He has a great smile and is very handsome. He’s definitely attractive, yet I’m not attracted to him in the slightest.

  “Can you believe that he’s going to the same college that you’ll be going to? He and his parents are vacationing at the lake for the summer too! It’s like fate. You are meant to lose your virginity to this guy. His name is Kevin. I showed him your picture and he thinks you’re gorgeous and wants to meet you.”

  I stare at her with my mouth hanging open. She didn’t do anything wrong, and yet I’m pissed. I feel betrayed, even though I have no right to. This was supposed to be the plan. I was going to find some beautiful boy to lose my virginity to this summer and everything was going to be great. But after what happened with me and Ben, how can I possibly think about other boys right now?

  I will the muscles in my face to put a smile on even though all I want to do is frown. “He’s cute, but I don’t know if he’s the right one,” I say nonchalantly.

  “What do you mean he’s not the right one? He’s perfect.”

  I shrug and kick a rock in my path. “I don’t know. I’m thinking maybe now is not the right time to try to lose my virginity after all. I’m thinking maybe I might want to lose it to someone I actually care about and want to be in a relationship with.”

  I gaze at Ben longingly. I was so excited to lose my virginity to some stranger. I was determined, and yet now, after everything that’s happened, I can’t imagine being with anyone but him.

  Tulip and Annie both look at me like I’m speaking a language that neither of them understands.

  “You’re just scared,” Annie says. “Once you meet some cute boys and get your flirt on, you’ll change your mind.”

  I don’t want this to become an argument, so I just shrug and say, “Maybe.”

  I’m watching Ben, not paying any attention to my feet or where I’m walking, when I step on a rock and roll my ankle. I go down hard and let out a loud yelp that has everyone looking back to find out what happened.

  I sit on the ground, holding my ankle and wincing. The pain shoots up my leg and I fight to hold back the tears.

  Suddenly, Ben is at my side. He had to have run fast because my parents are still a fair distance away, still running toward me.

  “Did you get bit?” Ben says. He examining my leg, touching my skin. The pain is still there but I’m not as focused on it now that he’s touching me. I realize he’s l
ooking for snake bites.

  “No, I just rolled my ankle. I might have sprained it,” I say.

  His whole body sighs with relief but he still looks troubled. “Can you stand up on it?”

  He helps me to get to my feet, but when I try to stand, the pain is sharp and piercing and I cry out.

  “I can’t walk,” I tell him, starting to panic. We’ve walked a long way and I can’t imagine having to walk all the way back to the cabin with this pain.

  And I was so looking forward to the falls. They’re one of the most majestic things I’ve ever seen in person. Behind the falls is a cave and you can stand there behind the waterfall and watch the water cascade down. It’s romantic and I was hoping to get Ben alone to see it. I guess that’s not going to happen now.

  “Is it broken?” my mom asks in a panic. She’s out of breath from running and my dad is bent over holding his side as if he has a cramp.

  “I don’t think so,” Ben says. “I don’t think it’s even sprained. There’s no swelling. She just twisted it wrong, but I think she needs to get back and keep her weight off of it. We don’t want to make it worse.”

  The boys start to complain about going back, and even Tulip and Annie look disappointed. I feel horrible for ruining everyone’s fun. My mom made a nice spread to have a picnic. All of that will go to waste.

  “You guys go on,” Ben says. The boys and Annie and Tulip instantly perk up. “I’ll take her back to the cabin.”

  “No, that’s okay, I’ll take her back,” my dad says.

  Ben teases him by patting my dad’s rounding belly. “You going to carry her? Looks like you’re struggling just to carry that fanny pack.”