Kelly's Diary 012 - My Boyfriend's Brother Does Me - Cover

Kelly's Diary 012 - My Boyfriend's Brother Does Me

Copyright© 2024 by Kelly85

Chapter 3: Jim Becomes My Second

Coming of Age Sex Story: Chapter 3: Jim Becomes My Second - It's been five months now since I'd given my virginity to Steve yet he was still the only boy I'd ever had sex with or even touched for that matter. With all the options available, I NEVER would have guessed that number two would be his dorky younger brother!

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

By now I was ridiculously horny. Jim was back at it again, rubbing his hard cock as another sex scene played out on the TV in front of him. It was time for a decision. Well, it was really not even a decision at all since there was only one outcome I could imagine. Quite simply, I knew that I was going to have sex with Jim and have it NOW, whether HE knew it yet or not!

I zipped myself up and then snapped my jeans back together again. I fluffed out my hair and walked into the room acting as if I’d just arrived and not seen anything up until then. As I came into view Jim saw me and panicked, immediately curling up in a fetal position as he tried to hide himself. I almost laughed at his frantic attempts to use the remote to turn off the porn video, as if he could hide the fact that he’d been watching. He finally got the TV off and then he grabbed his cum-stained towel from the floor and used it to hide his crotch from me.

“Kelly!” he blurted out, stammering like crazy, “What the hell are you doing here?”

“Oh my god,” I said, pretending to be surprised at the scene in front of me, “I thought that Steve was in here. I’m soooooo sorry Jim!”

Looking at the now blank TV, I commented, “Hmmmmmm, that certainly was an interesting scene. Does that stuff turn you on Jim?”

Jim remained in a fetal position and with the towel clutched to his crotch all I could see was his bare ass - which was pretty cute actually! It looked pretty tempting all by itself and I found myself wishing he would give me a view of the other side of his waist! Jim didn’t respond so I decided he just needed some more encouragement. I moved up close to the couch and licked my lips just enough for him so see.

“Remember the last time we were alone in this room Jim?” I purred in a sultry voice. “Have you been jerking off thinking about what I did that day?”

Jim blushed deeply which gave me all the answer I needed. I would’ve been terribly disappointed if he hadn’t! How could any teenage boy have forgotten the show I had put on for him last month! I stood in front of the dark TV screen and cupped my small breasts through my shirt.

“Now ... Wouldn’t you rather see a live performance Jim?” I said seductively to him. “How about I start where we left off last time?”

Even if he had tried to pretend he wasn’t interested, I wouldn’t have believed him anyway so there was no sense in waiting for him to answer. I slipped off my sneakers and dropped my jeans, taking my white ankle socks off with them, leaving me bare from the ass down with just a thin flannel shirt that hung half way down my butt - just barely enough to keep my fuzzy pussy from his view.

“Why don’t you go back to what you were doing while you watched those girls on the TV Jim?” I asked him. He hesitated, of course, so I pretended to pout and whined, “What’s the matter, don’t I turn you on as much as they did?”

That did it! In response Jim slowly laid back on his back again. The towel slid off to the side and his cock was back in view. I was pleased to see that despite whatever fears he may have had when I showed up, it sure hadn’t affected his dick one iota! It was just as hard as it had been when I walked in and my mouth watered at the thought of sucking it. Somewhat self-consciously he started back to work on his cock with his hand again.

As for me, I leaned back against the TV console and started playing with myself for him to watch. Bending my knees, I slid down until I was sitting with my bare bottom on the floor, my knees bent such that my feet were still flat on the floor. I slowly spread my legs wide apart, giving him a great view of my warm fuzzy pussy. Using one hand I spread myself apart with my fingers and then with the other I played with my clit and fucked myself with my fingers. It made me feel incredibly sexy to masturbate once again for him and I loved the way he was getting turned on watching me.

Jim sat up on the couch so he could watch me without having to turn his head to the side. His cock was red and swollen again and I wondered how much longer it would be until he was cumming again. Not much if I was going to have to guess from the way he was stroking it! With two fingers up my pussy, I kept talking to Jim, trying to arouse him even more with my naughty words in addition to what I was showing him.

“Mmmmmmm, it feels so good to have something up inside of me,” I groaned as I buried my fingers in me as far as I could push them. “I love a cock so much better though. I love it when I have a cock deep inside of me, filling me up so full, making me cum so hard!”

I was positive that Jim had never fucked a girl before. Odds were he hadn’t even been seriously kissed yet let alone get around the bases. Well, I really couldn’t say much since so far I’ve only fucked one guy so it wasn’t like I was the most experienced girl in the world. Sure Steve had fucked me a LOT but all the same, it was always the same cock. In a way there was a sense of security for me in that as I knew what Steve felt like and how he fucked me. I loved the way he fucked me and I wanted it anytime I could get it but at this moment I found myself wondering what a different cock would be like.

“Tell me Jim,” I purred to him, “Have you ever been with a girl before?”

As I knew he would, Jim didn’t answer but just shook his head, his eyes never once leaving my pussy as he watched my hands doing myself. I twisted around until I was on my hands and knees and crawled slowly towards him. I licked my lips seductively as my eyes moved between his eyes and his beautiful cock.

No more words were necessary now. I knew that Jim must have been hoping against hope that I would keep coming towards him and didn’t dare say anything to break the spell. He had to be wondering if this was going to be his first chance to have sex with a girl and I could only imagine the dirty things he was thinking about me. I moved in between his open legs and gently took his hand and pushed it away from his throbbing cock, replacing it with my own hand as I wrapped my fingers around the shaft. They fit easily around him - he was definitely a lot smaller than Steve, but that didn’t really matter to me. I was more interested in what he had than what he didn’t have!

No sooner did I start to stroke it then a burst of cum exploded from him. The feel of a girl’s hand on him must have triggered him off and once again he shooting loads of cum up in the air and down on my hand and his crotch.

“Oh my god, I am soooooo sorry,” he cried. “I didn’t mean to cum so fast ... I can’t believe I did that!”

“Don’t worry Jim, I understand,” I said as the last of his cum dribbled from his head. I took my hand and put it up to my mouth where I licked off his cum from it. My question about whether or not it would taste different was immediately answered. Although the general taste was the same in terms of being gooey and salty, he DID have a distinct flavor. I don’t know even how to describe it other than to say it tasted like cum! His eyes widened as he watched me clean all his sperm from my hand.

“You see Jim,” I told him, “It’s not so bad at all. Cleaning up is half the fun! Now let’s finish cleaning you up - and I don’t mean with a towel.”

I bent over his cock and started to lick the cum from his shaft and his crotch. He was starting to get a nice bush of pubic hair around his cock and balls and some of the cum was mixed in with it. I took his hair in my mouth and sucked the cum from it. A few drops on his stomach were quickly licked up and in no time at all I had just about all of him cleaned off. A little bit had fallen onto the floor and couch leaving a stain on the couch but that was not the first time I was responsible for a cum stain on this couch! His cock had softened a little this time after he came, not completely but noticeably so. Well, obviously it was time for me to get back to work! I took his semi-hard cock in my mouth and I felt him tremble slightly as my tongue ran over his still sensitive head. I let him drop out of my mouth and looked up at his face.

“So how does it feel to have a girl’s mouth on your cock Jim?” I asked him in a teasing voice. “Want me to keep going?”

“Oh god that feels so good Kelly,” he moaned, “I have thought so many times about you doing it when I see you being slutty around Steve.”

I didn’t need a map to tell me what Jim had been doing when he was thinking of me blowing him! I started to lick his cock from the base to the head, slowing drawing my tongue along the shaft, wiggling it slightly as I worked my way up. Each time I got to the tip I would then circle around his head, running my tongue just under the ridge and then up the back where the ridge formed a “V” leading to the tip. Each time I would lick up a different path, one side and then the other, front and back, until I had covered it completely at one time or another.

Jim just moaned softly the whole time, running his hands through my hair. Then I took him in my mouth, just the head at first. I sucked on it like a lollipop, grabbing it with my lips. At the same time I reached under his cock to hold his balls, gently massaging them and running my fingers through the kinky hair that was starting to grow on them. Suddenly I plunged my head down onto him, taking all of him in my mouth until my face was pressed again the base of his cock. I think that move surprised him as he jumped and then started to groan loudly.”Oh god that feels incredible Kelly!” he whispered in a husky voice. “I never dreamed it would feel this way!”

Well, if he thought what I was doing now was great, wait until I REALLY sucked him off. I started to literally fuck his cock with my mouth, letting him in and out in a rhythmic motion as my tongue caressed him with each stroke. He smelled sweaty from his previous exertions which was always a turn-on for me. I loved a smelly cock, the stronger the better. Jim was not all that musky but it was still pleasant to draw in his scent with a deep breath and savor it. Now and then I would stop with him all the way in my mouth and then twist my head around him as if trying to screw it into me further. At other times I would pause with just the tip in my mouth, licking his hole with the tip of my tongue and then running my lips around him. Fortunately he had just cum or I think he would have unloaded within the first few minutes. As it was he must have lasted closer to ten minutes before I felt the tell-tale signs that he was about to cum. His cock stiffened even more (if that were possible) and swelled as he prepared to unleash his load of cum once again. This time however, he wasn’t going to waste his cum. This time I was there to take his load!

“OH ... KELLY ... OHHHHHHH!” Jim cried out as I felt the surge of his first burst of his sperm splashing in my mouth and on my tongue. All his shyness disappeared in the heat of his orgasm and he groaned as he said what he had been wanting to say to me for so long, “Oh suck it Kelly, suck my dick!”

Jim gave me about four good shots and then several blanks as he trembled and convulsed in my mouth. His hands held my head down into his cock, keeping me from letting go of it - not that I had any intention of doing so!! This was one of the times I looked forward to whenever I sucked a cock, feeling him shrinking in my mouth as drops of cum would ooze from his sensitive cock. I gently sucked on his dick and was rewarded by a convulsive jerk as it reacted to my teasing.

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