This is one of the hottest encounters I’ve ever had and i often think back on it fondly. Yes my friend knows about it and we are still friends to this day.

We will call my friends crush Kelsey, and my friend Geoff. Kelsey was skinny but not very tall, with long dark hair and a super cute smile. She had rather small breasts with very prominent nipples and legs for days that ended in a cute round ass. I’m a big guy and tend to have a serious case of resting bitch face so typically women tended to ignore me. I wont worry about describing my buddy because he wasn’t actually involved in this little affair.

Kelsey, Geoff, and I were all in our early to mid 20’s and all worked at the same restaurant, Geoff and I were line cooks and Kelsey was a server. We were all closers and would work late into the night, and there was a lot of alcohol and drugs involved back in those days. I knew that Geoff had a thing for Kelsey but as far as I knew they were not actually an item. I believe she was also fooling around with her coke dealer at the time in an on again off again thing. All that being said she was extremely attractive but i never entertained the idea of actually hooking up because i was never sure if she was dating anyone or not, but we where very close friends and usually where pretty open when we talked to each other. When you work with people in a small restaurant you have a tendency to either become thick as thieves or hate each other guts. Kelsey and I definitely fell into the former category and had been close friends long before Geoff got hired, though Geoff and I were friends long before he was hired.

On the night in question Kelsey and I had worked together but she had left the restaurant much earlier in the evening, it was close to 1:30 in the morning and I had finished all my duties and was waiting on the dishwasher to finish up so I could lock up and go home. That’s when a rather drunk Kelsey came running in the back door and gave me a big hug. This was pretty normal for us even when sober but we rarely hung out sober due to either drinking on the job or partying after work to forget about all the stupid customers from the shift.

I was kinda buzzing from my shift beers and having smoke a bowl after the restaurant closed before the clean up. Naturally i asked Kelsey if she wanted to smoke some more and she said yes. We went out to the back patio and proceeded to smoke a bowl or two while waiting. After the dishwasher finished i locked up and Kelsey invited me over to her place. A few months previously she had moved out of her ex’s house and was now living a few blocks from the restaurant and wanted to show off her new place because i had not been there yet. After i locked up we walked up to her place and smoked another bowl on the way. Her place was the perfect size for someone living on their own, larger than a studio but still had kind of an open floor plan that used a couple of half walls and pillars to divide the living room, kitchen, and dinning room with a bathroom and a walk-in pantry off one wall.

When we got there we grabbed a few more beers from her fridge and continued drinking and bullshitting. Things were comfortable and flirty which was very normal for us. The actual conversation are lost to memory at this point but at one point I’m pretty sure i made a rather lewd joke about us fucking which got her laughing but then she was like “Yea but you’re you and we just aren’t like that.” Which was true, we were typically very touchy and both had pretty raunchy senses of humor but there was never anything that felt like sexual chemistry. Don’t get me wrong, Kelsey was very attractive and if i had the chance i would jump at it (as you will see in a moment) but my joke was never meant as anything more than a joke. It was pushing 4 in the morning at this point and i was not looking forward to the long and lonely walk back to my place, which was on the complete other side of town from hers. Kelsey saw my hesitation to leaving and offered to let me stay there for the night. I was pretty drunk and thought that it sounded much better than attempting to stumble home.

I was prepared to sleep on the love seat or the recliner in the living room but Kelsey suggested that i just sleep in her bed with her. I think she was lonely and was just appreciative of the company. I was hesitant because i know i can get handsy when I’m drunk and semi-conscious, but she assured me it would be ok. She changed into a tank top and panties and i changed into my basket ball shorts, back in those days i always brought a backpack with me to work with a change of clothes so i could be comfortable on my walk home and not wearing gross kitchen clothes. I hate sleeping with a shirt on and asked if it would be an issue if i went topless for the night and she said it was fine. We crawled into bed and snuggled up with each other.

I have to admit it was very nice to share a bed with someone again, after my divorce. I had had a few sexual encounters and had a fairly regularly fwb at the time but i had not slept in the same bed with someone since my ex left. I remember waking several times and having to will my self to not instigate anything sexual, i thought i was doing alright till I woke in the morning.

The start is kinda hazy due to the alcohol but what i do remember is being semi conscious, unsure where i was and who was in bed with me but feeling very horny and having a serious case of morning wood. I could feel her body against mine and my hands were moving along her back and sides, caressing her, without total awareness as to what i was doing. It was all kind of flashes of consciousness and then more sleep. Then i heard her moan, and felt her roll on her back towards me and i woke and realized that my had was now between her legs rubbing her pussy through her panties and she was soaked. I remember her spreading her legs and pressing her thigh against my rock hard cock as her hip bucked against my hand. She moaned again and my fingers slipped passed her panties and made contact with her slick lips. I began to rub small circles on her clit, not completely in control of my self. She moaned again and this time her eyes opened. I froze and sobered up, now realizing that i had been violating my friend in her sleep and instantly felt a pang of guilt and regret. Time seemed to stop as we stared deeply into each others eyes.

That moment seemed to last an eternity and was preparing for her to freak out and I went to remove my hand, but she seemed to have a different idea and grabbed my arm and held it close. My brain went “Fuck it” and the desire overwhelmed any sense of guilt or regret that had been there and i slipped my hand beneath her panties and effortlessly slid two fingers inside her. She gasped and I grabbed the back of her neck and pulled her against me, kissing her deeply. She reciprocated the kiss and our tongues danced as my fingers curled up and found her gspot. She gasped again and moaned into my mouth as I steadily rolled my fingers inside her sex in a “come hither” motion. Her eyes rolled in ecstasy as she tossed her head back and wrapped her body around my arm, locking me in place and nearly screaming. I felt the walls of her pussy constrict around my fingers and a flood of fresh wetness coated my hand.

I smirked and continued to flex my fingers inside her. She then sprang into action, kissing me and grasping for my cock. She wasted no time in pulling my shorts down and freeing my rock hard erection and grasped it, stroking me and pulling it toward her open legs as her hips continued to rhythmical buck against my hand.

“I need you inside me” she wined in a desperate breathy plea. It was so fucking hot.

I kept my eyes locked on hers and replied “I need to taste you first.” She smiled and slid her panties off as i moved down her body. It was frantic, it felt like all of the raunchy jokes and closeness had given way to this monumental sexual tension that was now boiling over. I parted her legs and got a clear view of her tight little Innie pussy that was glistening with her juices, her lips where already red and engorged from the work my fingers had done and I wasted no time, diving down between her legs.

As my lips made contact, giving her pussy a little kiss she gasped and locked her thighs around my head. I opened my mouth and ran my tongue along her opening up to her clit and she thrust her hips towards me. She tasted heavenly, fresh with just the right amount of sexy musk. I love the taste and smell of pussy, its one of my kinks, like i will smell my current girlfriend’s panties and its such a turn on. Kelsey was so wet and tasted so good, i closed my lips against her mound and sucked on her clit before slipping down and pushing my tongue into her opening. Her hand grabbed my hair and she rolled her hips against my face. She shuddered and moaned loud again and i felt a gush of fresh fluids into my waiting mouth as she climaxed again.

I pulled back for a moment and looked up at Kelsey as she tried to catch her breath, her hips still bucking. I then smiled at her grabbed her thighs and lifted her cute little butt off the bed then dove back in and stuck my tongue into her asshole. She gasped and moaned even louder. With my face buried in her ass and my eyes level with her pussy i reached up with one hand and slid her shirt up and began to pinch and tweak her nipples. Her breathing peaked again but she didn’t cum.

I finally came up for air and moved my body between her legs. There was no thought of a condom from either of us, not that i even had one with me. The head of my cock pressed against her opening and she nodded but I wasn’t ready yet, i needed to make her desperate for my cock. As i rubbed the tip up and down her pussy she thrust her hips towards me, trying to catch my cock but i held her back and smirked. She wined and pouted, unable to speak as her legs locked around my back and she tried with all her might to pull me into her but I held her back with just the tip at her opening. I then reached up and placed one hand firmly around her throat and slid into her with one long slow motion.

Her eyes rolled back again and she gasped “FUCK!” As i sunk my cock into her up to the hilt. She was so small I practically bounced her on my shaft with each thrust. This girl knew how to fuck, she rolled her hips and met every thrust as i tightened my grip on her neck. She shuddered and tightened around my cock and i released her throat and swooped down on her meeting her lips as i continued to thrust into her. We fucked like that for several minutes, kissing and pressing our bodies together in a hot sweaty mess. I then leaned back and grabbed her hips and began to bounce her on my cock again. She moaned and looked up at me and must have seen it in my face because she gasped “Just don’t cum inside me!”

Fuck that almost did me in, i have a cnc kink and if I’m able to cum in my partner i will tell them to tell me not to. I wanted nothing more in that moment to burry my self inside her and shoot my load as deep in her pussy as i could, but i was not going to do that to my friend seeing as we had not communicated that and she was legitimately telling me not to. I gave her a few more thrusts then pulled out and came so much across her belly, tits, and pussy. We both looked into each others eyes, panting. I looked down and watched as my cum dripped down between her legs and mixed with her juices. That image is burned into my memory.

I used my boxers to help clean her up and we dressed and things went back to normal. She drove me home and we stayed ver close friends and continued to work together for a few more years till the restaurant closed and she moved away. We never had another fling but we stay in contact to this day.

So this is the first time I’ve written up one of my sexual adventures to post here, if there’s interest I’ll work on writing up some more of my stories.