I slept with my lifelong friend [M20s] [F20s] [Hotel Sex] [Unprotected Sex] [Friends]

As I lie on my back, under the hot sun, I reflect on what brought us to this moment. Before last night, I didn’t have any feelings for Lily, outside of platonic ones. Now here I am, on this sandy blanket, listening to sounds of people playing in rushing waves and looking up at this horse-shaped cloud. I take a look towards the coast. I catch a brief glimpse of her walking out of the water. That brief glimpse is all it takes for my gaze to focus on her pale legs, glistening in the sunlight. The thought of feeling them runs through my mind, and I put my head back down. The horse has now dissipated into wispy strands. She used to practice riding horses. That makes me wonder where else those skills may be useful.

“Are you not going to get in the water?” Her quiet voice snaps me out of my daydream. “If you get a sunburn sitting there all day, you know I’m not going to slap you where it’s worst.”

I wouldn’t mind you putting your hands on me. Ugh, what is wrong with me today?

“I don’t get sunburned,” I say.

“Not yet, maybe. At least come throw the frisbee with us.” She gestures at a group of people throwing a plastic frisbee back and forth.

“Alright, whatever, I’ll join. Now leave me alone.” I playfully wave her off. She smiles and jogs back to the others. I stand up and walk after her. Despite her slim frame, her thighs jiggle with each step she takes. Her black one piece hugs her body perfectly, accentuating the curve of her waist. My hands would be the perfect fit for her waist. I try not to stare too hard, instead turning my attention to my phone to check the time. 5:36. We’ll be leaving the beach soon, so it wouldn’t hurt to be a bit active.

***

After a brief game of frisbee, Lily and I walk back to our setup to pack our belongings. I look away when she bends over to grab her bag. She rummages through her bag until she pulls out a large t-shirt, which she puts on. The shirt falls just above her knees. She told me before that she bought that shirt just for this trip. I finish folding the blanket I was resting on, and we start walking back to the hotel. It’s a short walk. On the way back, we stop by an ice cream shop. Of course, she couldn’t help but take a spoonful of my strawberry scoop. The same strawberry ice cream she claimed she didn’t like before stealing some of mine.

Finally making it back to her hotel room, we throw our belongings on the sofa. Today is our last day in Virginia Beach. She invited me as her plus one for what is really a week long work trip, but she extended her stay for the weekend. It isn’t the first time we’ve vacationed together. I’ve been spending a lot of time in her room, since she connected all of her streaming services to the hotel TV for the week. Streaming services that I don’t have. Exhausted, I flop onto the seat beside her bed.

“You’ve been getting really comfortable,” She says. She fishes through a suitcase for a bit, before pulling out a bottle of bodywash.

“Comfortable is when I jump straight on your bed.” I respond.

“Mhm. Just like you did yesterday.” That’s when last night’s events come rushing back to me. Her coworkers were having a dinner outing for the last day of the work trip. After a few drinks, we were talking about how we had known each other since we were kids. I remember the look we held for a moment. Maybe I was thinking too into it, but it seemed like there was a longing for something more. A possibility that I had crossed out ages ago, as I assumed there were no extra feelings on her side. It must have been the potential of more that has changed my mind. After dinner the two of us played a few episodes of our favorite show, but we didn’t pay it any mind. We lay on that bed, reminiscing about the years in college that we spent apart from each other. Probably the deepest conversation we had for a long time.

“I guess I am getting just a tiny bit comfortable.” I say.

“Well, I’m going to take a shower,” She says, tying her hair up in a ponytail. “You really should too. You stink.”

“You know if I stink, it only means you smell much worse.”

“Whatever,” she laughs, “Just get out of here so I can do what I need to.”

She’s right though. I do need a shower. Lily enters the bathroom, closing the door as I get my things. Before leaving, I knock on the bathroom door.

“I’ll be back in a few,” I tell her. I hear the shower water turn on.

“Just take the key,” she yells over the sound of the water. “It’s in my wallet.”

Good idea. I grab the card and leave. As I shower, yesterday’s events replay in my head. I wonder if what happened is making her feel the same way I do now. She did seem extra close today. Maybe she already felt the way I do, but if she had feelings, she would have made them known. Or maybe, she didn’t in fear it would ruin our friendship. I put my head against the shower wall and let out a groan. I’m not even sure what I should think.

I stand under the hot water until I feel it start to cool. The handle creaks as I turn the water off. Housekeeping left a few clean towels on the sink which I use to dry myself, then wipe the steam off the mirror. Whatever detergent they use smells amazing, and I can smell it on my skin. I look at myself in the mirror. I’m noticeably darker than I was at the start of the trip. Still no sunburn, though. I told her I don’t get burned.

After brushing my teeth and getting dressed, I make my way back to Lily’s room. I bring two bags of microwaveable popcorn with me. We made plans to finish rewatching the last three episodes tonight, so I bought some popcorn when I stopped by the store this morning. I knock on her door. No answer. Maybe one more time will help. Still no answer. She’s probably still in the bathroom. I hold the keycard up to the scanner. It beeps and flashes green, before making a clicking sound to show the door is unlocked. I push the door open. The show is pulled up on the TV, but Lily isn’t visible from the doorway. There is music playing loudly in the bathroom. Maybe I should announce myself first? She does know I have her key, so she should be expecting me to appear.

“Yo, Lily,” I say, poking my head into the bathroom. Time slows down as I see her standing in front of the mirror. Her curly hair falls down to her shoulders as she brushes through it. Her oversized yellow sweater is raised with her arms, revealing that she is wearing nothing beneath it. There is a pair of pink shorts folded on the counter that she must have been planning to wear. My eyes scan up her legs to her ass. Between the gap in her thighs, I can see her pussy peeking back at me. She turns red as our eyes meet in the mirror. Time goes back to normal as she turns around, pulling her sweater down to cover herself. I slam the bathroom door shut.

“My bad,” I say. My face gets hot from the embarrassment, “I took pretty long, so I just assumed it was fine to come in.”

The music stops, but Lily remains quiet. I think I messed up.

“Look, if you want me to leave–”

“No,” she finally breaks the silence. “It’s fine. I just wasn’t expecting you to be there.”

Slowly, the door swings open. Lily is standing in the doorway. The pink shorts are no longer on the counter. She’s looking up at me, her face still a hint of red. We hold eye contact for a moment.

“You smell good,” she starts.

“Yeah.” My heart is banging the inside of my chest. My breathing is slightly rushed, but I try to remain composed so she won’t see. The sight of her in the mirror is all I can see in my head. It may not be the right time, but I feel like I have to let her know what’s been on my mind all day. If I don’t, it will continue to eat away at me. I take a deep breath.

“Lily,”

“Yeah?”

“I don’t know what it is,” I manage to get out, “but lately I think I’ve been developing feelings for you.”

“Are you sure you’re not getting sick?”

“I feel like it.” We both laugh. We’re standing closer now, her feet almost touching mine, “I don’t want to ruin our friendship, but I really want you right now.”

“I think I want you too.”

My hands fit perfectly as I place them on her waist. She doesn’t move them, instead resting her hands on top of mine. I lean in for a kiss, which she reciprocates, standing on her toes to reach. Her lips are soft, and there is a subtle taste of strawberry chapstick. As we kiss, she guides my right hand down to her ass, which I squeeze. I’m starting to run out of space in my sweatpants at this point. I back away for a moment.

“What’s wrong?” She asks.

“Nothing,” I reply, “I think the bed might be better for us.”

“I agree.”

She grabs my hand, leading me to the bed where she takes a seat. She raises her arms as I pull off her sweater, revealing her breasts. She always used to tell self-deprecating jokes about being flatchested. For a moment, I feel bad that I used to play into them.

“Not the huge tits you’re used to,” She laughs, referencing my ex.

“I think I might like yours better.”

“Oh really now?”

I toss her sweater onto the chair. She smiles as I push her onto her back. I move in closer. Putting my lips around her nipple, I start sucking. I slide my hand down her shorts. She lets out a breathy moan as I start to rub her. As I feel her tightening around my fingers, I think about how good she will feel when I’m finally inside of her. It’s getting impossible for me to wait. I run kisses up her body until I reach her neck. Her soft breaths in my ear turn me on more. I have to get these pants off.

“Lily,” I whisper in between kisses.

“Mhm?”

“I need to be inside you.”

She lets out another moan. Her hand creeps into my pants. Finding her way to my cock, she wraps her hand around me. After stroking it, her eyes widen.

“Oh,” she lets out, “You’re not playing around.”

“Of course not.”

I don’t think I’ve ever taken my clothes off as fast as I do. Her shorts hit me in the chest and I look up to see she has her legs spread already, waiting for me. With a grin on her face, she waves me over. Her hair is trimmed in a triangle shape that points down to her pussy, inviting me in. I need this woman now.

“What are you waiting for?” She says. I grab her legs, pulling them over my shoulders. My cock throbs just above her stomach. We lock eyes and I can tell that she’s ready. She rolls her head back as I slowly slide my cock inside of her. The second I enter her, I am sent to heaven. I’m not sure if I’m just in love, or if God decided to bless her, but she feels amazing. The way she grips around me almost like we are two puzzle pieces made to be joined. As I start thrusting, I lean in to kiss her neck some more.

Her moans get louder as I speed up. She has her hands at her side, gripping the comforter. Her pussy feels so good. Every time I pull back, she sucks me right back in. With each thrust, she squeezes around me. When my cock begins to pulse in her, I remember that I’m not wearing a condom.

“You feel so good,” I manage to get out, “The best I’ve ever had. I need to stay inside of you.”

“Don’t pull out,” She lifts her arms around my neck, “I want to feel you cum in me.”

That was all I needed to hear. My thrust become heavier as I get closer to finishing. With one last push, I empty myself deep inside of her. She lets out a sound that I can only assume means she’s satisfied. We kiss some more as I go soft. I lie down beside her. She runs her finger up my chest.

“Not the ending I expected from our vacation,” I say, recovering my breath.

“It’s better this way,” Lily giggles, “I should clean up. You came so much.”

“I guess I do that.”

When she gets up, I can see my cum dripping down her leg. I want to add more. I have the feeling I’ll get plenty of chances in the future.

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