Kelly's Diary 005 - Losing My Virginity - Cover

Kelly's Diary 005 - Losing My Virginity

Copyright© 2024 by Kelly85

Chapter 4: Sucking Steve’s Cock

Coming of Age Sex Story: Chapter 4: Sucking Steve’s Cock - EVERY girl remembers losing her virginity. After all it's not just your first time, it's your ONLY time. I still remember that day like it just happened yesterday. I was fourteen and horny so what more do I need to say? OK, a LOT more, LOL. In the past month I'd gone from my first real kiss to sucking my boyfriend's cock. Now I've rounded third base and sprinting for home!

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

As luck would have it an opportunity arose sooner than expected when my parents decided to go away for the next weekend on some sort of “date” of their own. As their daughter it was comforting to know my parents were so much in love and could still be romantic. Just as they were about to walk out the door my mom turned back and whispered to me, “Promise me you’ll be careful if you decide to fool around this weekend, you hear me?”

Mothers! Like any fourteen year-old daughter I rolled my eyes sighing, “whatever!”.

My mom just grinned. “Well, we’re leaving you alone the house and I don’t expect it will stay that way. You forget sometimes your mom was your age once.”

With that they left. She had me pegged! No sooner were they were out of sight than I was on the phone with Steve. “Hey sexy! My parents just left for the weekend. Wanna come over?”

Not that it mattered really if my parents were home or not. They’d told me even before I first started dating Steve that they’d rather I fool around with boys in my bedroom than in some back seat ... or worse. This way too they were always there in case things got out of hand and I knew my dad would check in on me periodically to make sure everything was OK. Steve’s mom was a little more conservative so he sort of freaked out the first time I started sucking his cock with my parents downstairs but I assured him they wouldn’t bother us. I didn’t dare tell him I left the door cracked open so my dad could keep an eye on his little girl! Steve was always too interested in what I was doing and trying to get in my pants that he never noticed. Blowing him was one thing though and I knew Steve would probably never have the courage to fuck me the first time if my parents were home no matter how much I insisted it was OK so I couldn’t wait to get him in my bedroom with an empty house.

As for asking him if he wanted to come over, it was a silly question really as of course he agreed instantly. As I eagerly waited for him to drive over I checked myself out in the full length mirror in my bedroom. Seeing the reflection of my naked body, for a moment I wouldn’t help but wonder what Steve saw in me. I didn’t have the boobs of girls like my best friend Beth or the long already shapely legs of my shy friend Nancy. While my butt was looking pretty good, my legs were still too skinny and pony-like. My pubic hair wasn’t long enough to curl like most of my friend’s, being more fuzzy and short although I enjoyed running my fingers through it. Turning around and twisting my head over my shoulder I couldn’t help but smile. Yeah, my ass looked good! Little wonder I preferred running around the house bottomless with a T-shirt or something up to cover my all but flat chest.

Turning back I tried to imagine standing completely naked like this in front of my boyfriend, offering myself to him without reservation. With my eyes closed my hand seemed to have a mind of its own as it moved between my legs. I found myself thinking about whose hand I was hoping would be there before too much longer. Oh wow I was so excited! For the past month I’d been playing with myself like this, imagining Steve running his large hands all over me, dreaming what it would be like for him to hold me naked in his strong arms. I imagined feeling his nude sixteen year-old body tight against mine, then the feel of his manhood as he penetrated my most private place for the very first time. Oh yeah, I wanted him so bad!

Turning from the mirror I thought about how Steve’s sister Sharon and I had been talking about my dreams for her brother almost every day. One day she confided something shocking to me. “You know Kelly, you’re so lucky. Sometimes I wish I wasn’t his sister so he would fuck me,” she shared biting her lower lip.

Sharon had joked about this sort of thing in the past and all my friends would tease her but none of us took it seriously. My eyes widened as I realized this time that she was indeed being serious!

“Huh?” I gasped, “You mean want your own brother to fuck you? Like really?”

“Well, YOU want him to fuck you and so do half the girls in school so why wouldn’t I?” she countered.

As often was the case with Sharon, her convoluted logic escaped me. “But Sharon, he’s my boyfriend so of course I want him to fuck me. Steve’s your BROTHER for goodness sakes. Ewwwww, like that would be incest!”

Sharon didn’t seem to even hear what I was saying. Then again I didn’t have a brother so I guess I couldn’t say really how I would feel in her shoes, especially if I had an older brother as sexy as Steve. Still, for her to fuck her own brother would be like having my own dad fuck me. Ewwwww ... So weird!

Sharon shrugged like it was no big deal and maybe it wasn’t. “Well, it’s not like he ever would. Shit, he won’t look at me even when I’m naked.”

As tempting as it was to pursue that line of thought I didn’t go there so I was left wondering when Sharon was letting her own brother see her nude. After all, if you asked me Steve seeing his sister naked was no different than my dad seeing me nude but Sharon’s family was a LOT more conservative than mine. Probably the last thing I would EVER expect would be to see them all naked together.

Then I had another thought. Maybe Sharon was actually living vicariously through me and Beth (who Steve had dated and fucked before dating me) which would explain why she insisted that I tell her every detail after a date with her brother. She especially seemed interested when I would describe how his dick look and tasted. As a close friend with her virginity intact I just assumed she was curious about boys in general. Oh well, if things went as I was planning she was REALLY going to be horny when I told her about what we did later today. A naughty idea came to me then and I picked up the phone while I watched for Steve to arrive. I dialed a familiar number and Sharon answered.

“Hi Sharon ... do you know where your sexy brother is?” I asked her in a teasing tone.

“Noooooo,” she replied, “Ummmmm ... something I should know about?”

I giggled like the schoolgirl I was and teased her again. “Well he’s on his way over to my house right now. My parents just left for the weekend so guess what I’m gonna let him do to me?”

A gasp was clearly audible from on the other end of the line. “No! You’re not gonna let him ... or are you?” All I could do was giggle even more and Sharon got the message loud and clear. “Damn you Kelly, that’s not fair!”

Just then I heard Steve knocking and so I said, “Sorry girlfriend, he’s here. I’ll call you after he leaves ... AFTER your horny brother fucks me!”

Before she could answer I hung up the phone feeling positively naughty for teasing my boyfriend’s sister so badly. Grinning, I wondered if she would be masturbating now at home as she thought about what me and her brother would be doing soon. It wouldn’t be the first time she’d done it as I recalled to her one of our dates. I felt positively naughty ... she must be so jealous of me now and I loved it!

Hurrying with my heart racing, I opened the front door and there stood Steve looking sexier than ever in denim cutoffs and tight ribbed tank top. He was sporting a great tan and muscles from working on a farm during the summer. Oh my goodness I would always get so wet and horny every time I saw him in that shirt! As for me, I had nothing on but an old frayed T-shirt and not a very long one at that. I’d specifically chosen it as it showed off my tanned legs as well as all of my butt, not to mention providing an unobstructed view of my fuzzy pussy from the front! He’d never seen me bottomless yet so if he had any doubts as to what was on my mind they would be erased the instant he stepped in and I greeted him.

“Hi Steve,” I said softly after opening the door, trying to act the part of the shy schoolgirl even though I was dressed like the slut I was hoping to soon become. “I’ve been waiting for you.”

The thought that for a moment anyone walking by would see me never crossed my mind as I couldn’t take my eyes off of him. Steve looked me up and down and smiled a lecherous grin. “Wow Kelly, that is one hot outfit!” He reached around me and palmed my bare butt. “Mmmmmmm, god I love your tight little ass! It looks even better now.”

Mmmmmm, I grinned at his compliment, even more by the feel of his hand on my bare butt. I turned to walk away while making sure I wiggled that tight little ass he admired so much. Then I whirled around and came back to take him by the hand, leading him to the living room. Standing in the middle of the room we kissed for a longest time, each of us anxious do more but both of us too nervous to make the next move. It was like for all his bravado, now that he knew he could have me it was a different story. Oh my, was macho Steve actually a little intimidated by me? Sharon told me once that I’d be the youngest girl he’d ever fucked. I didn’t dare ask how she knew! In any case, I knew for certain that he’d fucked Beth a few months earlier as she’d certainly bragged about it enough. Still, she also six months older than me, enough to offset the time lag. Did my youth that have anything to do with his desire for me despite my lack of boobs? Was he looking for someone younger, just as his dad had done when he dumped his mom for his bimbo secretary? Like father like son?

It actually didn’t matter a whit about his father’s indiscretions as Steve’s lips pressed against mine, our tongues meeting and toying with the other’s. His bare arms around me were so strong, reaching completely around me and pulling me tightly into his chest. His hands ran through my long hair, just the way he knew I loved it. It was warm in the house yet I was shivering with excitement. As tightly as he was holding me, surely he must feel the beating of my heart as it raced with anticipation. God I wanted him so bad! At that moment I felt a hunger for him, almost an animal-like lust like I was a female animal in heat begging to have my urges met in the only way they could be truly satisfied. Even in my wildest masturbation fantasies I’d never felt so horny. It was like if Steve didn’t fuck me and fuck me soon I was going to explode!

Fortunately Steve seemed just as anxious and restless as I was. ‘Finally!’, he must’ve been thinking. Yes, I was ready to put out for him! I could feel his crotch bulging with the surging of his dick as it hardened with lust for me. Neither of us uttered a word, instead letting our hands, lips and tongues do the talking. Steve kept his arms around me and began to rub my back, working his way under my T-shirt onto my bare back as our kissing became even more passionate and unrestrained. Then he gradually worked his hand around until finally he was caressing me just under my little boobs. My sexual desire overwhelmed me and I couldn’t take his slow pace anymore so I held his hands and moved them up onto my tiny breasts.

“Touch me Steve,” I whispered fervently, “Oh god ... I want you to touch me all over my body. You can touch me anywhere ... everywhere. Today you can do anything you want with me Steve ... anything!”

Steve didn’t answer verbally but instead began to massage my boobs slowly as my heart raced even faster. Finally he grew frustrated with the T-shirt so he raised my arms and then pulled it up and over my head, tossing it to the living room carpet in a heap which left me now totally nude in the process. It was the first time I’d ever been nude with anyone other than my family (not counting the school locker room). We’d been almost nude before so it wasn’t like it was the first time he’d seen most of my naked body yet there was something different this time, something more sensual ... more erotic. Maybe because we each knew that this time there no bounds, no limits, no saying “no”.

Steve stood there smiling widely as he took a good long look at my little breasts with their rock hard nipples poking out at attention. Despite myself, as always I was shy at first and started to pull away, worried that he would think my breasts were too small. Steve had been through this with me before though and so he knew what was bothering me.

“Don’t worry Kelly, they’re beautiful,” he assured me, “Besides, look at how they fit perfectly in my hand. Now stop worrying about them! They’re perfect ... just perfect.”

“Oh god Steve, it feels so good when you touch them like that!” I sighed, head leaning back as I closed my eyes and concentrated on nothing but his hands on my sensitive boobs. I loved to play with my boobs when I was alone, sometimes even when I’m not, but somehow whenever Steve touched them it just felt so much better, like a completely different experience. We sat down on the couch and Steve leaned over and gently kissed my neck and then worked his way down until he reached the gentle swell of my breasts and then even lower until he was sucking on my nipples. It made me tingle from head to toe as I closed my eyes again and thought of nothing but how good he was making me feel.

“That’s it Steve, suck them ... bite them gently ... that’s it ... pull on my nipples with your teeth.” It felt so good that my back arched involuntarily and a sexual moan escaped from my lips. “Now do the same to my other breast ... it wants some attention too.”

His tongue swirled around my hard nipples as he sucked on both of my breasts. Alternating between them, he grabbed the nipples between his teeth and pulled on them, stretching them out and then releasing them to snap back, making me groan louder each time. His hands squeezed them together, pushing them out and making them look so much bigger than they really were as his mouth went back and forth between them.

“Oh god Steve! Don’t stop ... PLEASE don’t stop!”

I could see his dick pushing into me through his jeans, wanting to be set free as Steve used his talented mouth on my boobs. Then he stood up again and we kissed, allowing me to feel his dick against me like a hard piece of wood pressing into me and driving into my flesh. God he was so hard! Yes, he wanted me! YES!! Steve wanted to fuck me! I knew this more certainly than I could possible know anything else. And best of all ... I wanted him too. I wanted Steve to fuck me more than anything else in the world right then.

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