Kelly's Diary 014 - Farewell to Steve, My First Boyfriend - Cover

Kelly's Diary 014 - Farewell to Steve, My First Boyfriend

Copyright© 2024 by Kelly85

Chapter 2: The Hotel Room

Coming of Age Sex Story: Chapter 2: The Hotel Room - In a shocking turn of events, Steve's mom was promoted and was assigned to a new office out of town meaning they were moving! During our final night together I said goodbye to the first boy I had sex with in the best way I knew how.

Caution: This Coming of Age Sex Story contains strong sexual content, including mt/ft   Consensual   Heterosexual   True Story   Masturbation   Oral Sex  

Finally the night came, the last night before Steve and his family were to leave. Steve picked me up in their car and before we left the driveway, he turned in the seat and faced me saying, “Let’s go somewhere tonight private, somewhere we can be alone and be just the two of us. What do you say Kelly?” he asked.

“Sure Steve,” I answered, “Anything so long as I can be alone with you tonight.”

We decided to do something that we had never done before - use a hotel room. There really was no need for us to in the past as we could do it in my own bedroom anytime we wanted. But tonight was special; tonight we wanted to be alone and say goodbye in a more intimate way. When we got there Steve checked in while I stayed in the car. He must’ve been using his mom’s credit card and I was worried at first they may not let him even have a room. He must’ve been convincing enough for the clerk because in a few minutes he was back in the car with the key to a room. We drove around to the closest entrance and walked in.

As he fumbled with the key in the lock an older couple passed by us and I say them looking at us a little strangely. While Steve was sixteen and looked older, I certainly didn’t look eighteen. Heck, a lot of people didn’t believe I was fourteen even though I was only a week away from my fifteenth birthday. To my never-ending annoyance I was a late bloomer compared to most of my friends. It was always embarrassing in the locker rooms seeing their big boobs and curvy figures while mine barely filled a training bra. I was skinny and barely had a figure going making it all the more painful to look at them. Steve got the damn key to work finally and we disappeared into the room, leaving the couple outside to shake their heads at what they assumed was going on between what in their view was two teenagers fooling around. Well, if that’s what they thought then they’d have been correct!

Once inside I took a look around the room. I’d never been in a hotel room like this one before. My parents rarely traveled except to visit relatives and when we did my dad preferred to stay in fancy suites that were almost like being at home. Tonight there was just a king size bed, a little round table with two chairs, and a dresser with a TV literally bolted to the top. Definitely nothing fancy but the bed was all I cared about! Steve was carrying a bag with and I was a bit surprised when he pulled out a big video camera. I gave him a questioning look. Although I’d recently allowed his sister take some sexy photos of me nude, we’d never videotaped us having sex and I was more than as little bit nervous which Steve was quick to pick up on.

“I hope you don’t mind Kelly,” Steve said, obviously a little embarrassed by my reaction, “You’ve been so special to me I wanted to remember our last time together.”

Hmmmmmm, I thought about this for a while and debated what to do. On the one hand I was worried about anyone having a video of me having sex as my dad would be furious if he ever found out. He was always warning me about giving anyone anything that could someday come back to haunt me, a warning I remember to this day. Yet on the other hand the idea turned me on. I could imagine Steve watching the tape later, masturbating furiously as he remembered what it was like to fuck me and I found that the idea started to get me horny. What the hell, why not? I shrugged my shoulders and jumped up on the bed and sat cross-legged in the middle while he set up the bulky video camera on a tripod and aimed it at me. He started the camera and turned to me with that look of lust I knew so well. Whenever I saw that I knew I was going to get a good fucking before much longer!

“Hey guy,” I said in a seductive voice looking at the camera, “Quit fooling around and get over here and fuck me.”

We were horny teenagers so we didn’t waste any time. Both of us stripped off all of our clothes as fast as we could, dropping them to the floor without even trying to keep them neat. Then we laid on top of the bed naked in each other’s arms, not even bothering to pull down the comforter. Yeah, knowing what I know today that was pretty gross but I didn’t know any better at the time. Steve kissed me and out tongues met, teasing each other and then I sucked on his tongue. His hands ran through my hair, sending shivers through me as his fingers played with it. I reached down between us and grabbed his hardening cock.

Mmmmmmm I loved his cock! From the very first time I tasted him back in that darkened movie theater I knew I wanted it as often as I could get it. I ran my fingers through his lush pubic hair, twisting it around my index finger and pulling on it gently. God I wanted it soooooo badly! My pussy was tingling with anticipation and I could feel the wetness between my legs growing. In response my other hand involuntarily reached between my legs and I jumped as I touched my clit, already swelling and growing more sensitive with each passing moment. I loved my pussy and played with it all the time but it was even better when I had a cock in my mouth at the same time so I looked at him and whispered, “I want to suck your cock Steve. Let me taste your hard dick.”

Steve grinned - he wasn’t about to make me ask twice. He laid on his back while I went down on his cock. He was about five or six inches long when he was hard which was the perfect size for me as I could easily take him all in my mouth yet he still felt great when he fucked my pussy. I licked him just enough to get him wet and then took him in my mouth quickly dropping down into his crotch until I had all of him in my mouth.

God he smelled so good! I loved the taste of my pussy and often when I played with myself I would lick my fingers or dildo. A cock tasted so much different though and I loved it almost as much as I did my pussy. Sometimes I wondered what another pussy or cock would taste like. I figured someday I would find out but for now I was happy with ours.

I laid to the side of him, my head resting on his stomach as my legs wrapped around his, pressing my crotch into his leg and humping so as to rub my clit which was crying out for attention. Steve was already moaning and groaning louder as I worked his cock. Yes ... he was always easy to get off the first time! Sometimes I barely had to kiss his dick and he would shoot his wad. That was OK with me because I loved knowing he was getting that horny because of me and besides at his age he was ready to go again right away.

Tonight was proving to be no different. I’d only been sucking him for a couple of minutes when his hips raised up off the bed and he gasped for air. I held his cock in my mouth, sealing it with my lips as his cum squirted into my mouth like a toothpaste container that had been stomped on. Mmmmmmm it tasted so good! I loved his cum but even more the process needed to get it. He jerked with each load and I almost let him slip out of me but held on as his last eruption came to a close. Only then did I let his cock slip from my mouth and I turned my head up to look up at him, opening my mouth to show him the creamy white cum pooled inside. He smiled and I spit just enough of it out to form a layer on my lips and then licked it back into my mouth again, I knew that he liked seeing his cum in my mouth and when I eventually swallowed it a big grin came to his face.

“So how do I taste today Kelly?” he asked. The smile on my face told him everything he needed to know. Now that I had my taste of him it was time for him to fuck me. His cock was still standing tall, making for such an inviting scene. I straddled his hips and rubbed my pussy for him to see as he laid back staring at me.

“What do you want Steve?” I asked him innocently, “I’ll do anything you desire, just ask me.” Well, I knew full well what his answer had BETTER be.

“Oh my god I want to fuck you so bad Kelly,” he whispered, never taking his eyes off my hand which was rubbing my soaking wet pussy as I masturbated for him. “I want you to sit on my cock and take it all inside of you.”

Just the words I wanted to hear! I smiled and ever so slowly lowered myself down to his cock which was still hard as a baseball bat and pointing upwards like a missile poised for takeoff. My pussy was so damn wet I thought it was going to start dripping as his head easily parted my labia and he slipped into me like I was made for him (which I guess was technically true!). I let out a loud moan as I felt him in me, filling my empty pussy, feeling every inch of his smooth hard shaft as it disappeared into me until I was finally sitting on his lap with my bare bottom resting on his hairy crotch. Looking down between my legs I enjoyed the view and felt a chill as his cock was nowhere to be seen. Yes! Only the base of it was visible as the rest had disappeared into my scalding hot pussy. Seeing him inside of me and feeling him within me always helped to create one of the most incredible sensations I’ve ever experienced. It was one which I never got tired of and couldn’t imagine that I ever would. I leaned forward and kissed him, feeling his cock starting to pull out of me a little bit as my ass tilted forward. I raised my butt up until he was just barely in me and then dropped back down on him again. We never stopping our kiss as I started humping him faster and more forcefully. All I had to do was lean back and forth while I was on my knees straddling him and he automatically slid in and out of me, fucking me wonderfully.

We kissed long and hard with a passion only two people in love for the first time can. Once in a while I would get carried away and lean to far forward into him and his cock would slip from my pussy. One of us would reach for his cock and put it back in me, the quicker the better because my pussy would feel so empty without him!

Steve pushed me back until I was sitting up straight and then he raised himself as well. I swung my legs forward so instead of kneeling I was sitting in his lap keeping his cock in me the entire time. We both looked down to watch his dick moving in and out of my cunt as we rocked back and forth. As before it was so erotic watching it and feeling it in me at the same time. He seemed to enjoy it as much as I did and we both looked up at the same time and giggled a bit as we realized we both were getting into it.

“Oh Kelly, look at us.” he whispered. “Fuck I love watching my dick move in and out of you ... almost as much as I love how it feels!”

Well, that made two of us as I moaned again and answered, “Oh god yes Steve, I love being fucked by you. Fuck me Steve, Oh my god fuck me ... Fuck me ... Oh please fuck me more!”

Steve lifted my hips up and moved up with me as he got on his knees. He laid me on my back, with my hips up in the air as his glorious cock drilled me like an oil well going deep. Steve held me up with his hands under my ass, pushing and pulling while he humped me such that his cock made the deepest strokes possible in and out of my pussy. I loved the feeling I got when his cock rubbed in me the way it did when he was in me this way and I could feel my pussy throbbing. My hands squeezed my breasts as they also began to tingle and I cried out with joy as my orgasm began. Oh sure I could make myself cum when I masturbated but nothing beat the orgasms I got from being fucked. Damn, I would fuck a dozen times a day if I could just to experience this.

How do I even begin to explain these feelings to a guy? It would be like a man trying to make me understand how he felt when his cock erupted. I know it must make him feel good because he will do anything for it but I have no idea how it really feels. It is the same for me in trying to describe an orgasm. When I cum my entire body feels like it’s on fire but in a wonderful way. I tingle from my toes to the top of my head and my pussy feels like it is going to explode as my pussy cum gushes out like a thick flood. When I close my eyes it is like being in my own world, a sensual place filled with nothing but sheer pleasure and ecstasy. It is a world I never grow tired of visiting and one I wished I could never leave. As Steve fucked me I arched my back and lifted my hips, trying to draw his cock into me even further. A final moan escaped from me and dragged on as my orgasm peaked and then slowly dwindled. I slumped down onto the bed as Steve kept fucking me, my pussy still throbbing.

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