Forbidden Roommate: Her Dad's Best Friend Series Set

by Penny Wylder

“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 thought 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 bu
rning, 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 looking 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.”

  My dad gives him a playful swing and misses. Ben lifts me into his arms before my dad can protest.

  “I’ll take her back and get some ice on that ankle. You guys enjoy the day and maybe Jenny’s ankle will be okay enough to catch the dance tonight,” Ben says.

  I love the way he holds me in his arms as if I weigh nothing. I wrap my arms around his neck, feeling safe and comfortable. Maybe rolling my ankle wasn’t such a bad thing after all.

  It takes a while for us to get to the cabin. He carries me as if I weigh nothing and I’m stunned by his strength. I feel so safe and protected in his arms. When we get back to the cabin, he takes me upstairs and lays me in my bed, sitting by my feet. He takes off my shoes and socks and touches my ankle.

  “Does this hurt?” he asks, gently prodding at my skin.

  “No, not really. Only when I put my weight on it.”

  He starts to massage my ankle, moving down to my feet and it feels amazing. I close my eyes and marvel at the feel of his strong hands against my bare skin. His hands start to move up my leg, rubbing my calves and moving even further up. I shiver as his fingers tickle my thighs.

  I spread my legs and smile at him.

  He hesitates. “Are you sure about this?” he says.

  “I’ve never been more sure of anything in my life.”

  My breathing quickens and my heart beats like a gong as he climbs on top of me, settling his weight between my legs. I like the heft of his weight on me, his hard-on pressing against me through his shorts. I push my hips up against it and he groans.

  He kisses me hard and deep, his tongue doing a desperate dance with mine. His hands pull at my shirt, eager to get it off.

  “Damn, you are beautiful,” he says. His fingers slide across the flat plain of my stomach. I can see the bump of my heart as it races. He leans over and kisses my stomach, driving me wild as
his tongue leaves a trail across my skin and dips into my belly button. He doesn’t stop kissing my mid-section until he’s covered every inch. There doesn’t seem to be any hurry as he explores my body. No one will be home for hours. We have plenty of time to discover each other and I’m eager to start exploring his body as well.

  He takes off my bra off next and admires my breasts. He pinches my hard nipples, sending electricity racing through me. My pussy aches with jealousy from all the attention I’m getting up top. It wants to be touched. Wetness soaks through my panties and shorts, leaving the fabric dark in the center. Ben notices and bites his bottom lip.

  “Someone’s excited,” he says teasingly

  I know I’m blushing a thousand shades of red. I can feel the heat in my cheeks. The way he stares at me makes me feel like the most beautiful girl in the world. Like no one else exists but the two of us. I want him so badly I can hardly keep myself contained. I want to rip his clothes off and climb on top of him, riding him like a mechanical bull at a carnival.

  He puts his warm lips around my nipple and starts to suck. I can feel it in every part of my body. When his teeth touch it and he gives it a gentle bite, my clit tingles.

  I moan and grind harder against him. When he pinches the nipple of my other breast, I cry out. How does that feel so good? I touch my breasts all the time when I masturbate, and it’s nothing like the effect he has on me. Not even close. It’s as if I’ve been doing it wrong this whole time.

  He reaches down and pulls off my shorts and panties in one practiced motion, leaving me completely naked and spread out on my bed. He sits back and the dreamy look in his eyes is almost more than I can handle.

  “Look at that perfect little pussy,” he says in a gruff voice and touches the top of it like it’s something to be cherished, a precious jewel. I shiver with anticipation as he lowers her head. His tongue reaches out and finds my clit, tracing delicate circles around it.