Kelly's Diary 132 - My Best Friend's Brother - Cover

Kelly's Diary 132 - My Best Friend's Brother

Copyright© 2025 by Kelly85

Chapter 3: Horny For Beth’s Brother

Erotica Sex Story: Chapter 3: Horny For Beth’s Brother - To put it mildly, she wasn't exactly thrilled when I flirted with her dad and got him to fuck me. How would Beth react if I did the same to her little brother?

Caution: This Erotica Sex Story contains strong sexual content, including Ma/Fa   Fa/Fa   Exhibitionism   Oral Sex  

We just kissed and snuggled for a while, not in any hurry to do anything else at the moment, just content with the way things were. I became more conscious of my clothes but another idea was forming in my mind that coincided with other feelings inside of me. I’d just been home a few days now and although my dad had fucked me already a number of times, I hadn’t had anybody from outside my family and I was horny as hell. Letting my dad fuck me was more for him than me. Of course I enjoyed it but he was still my dad and when I was with him I was always conscious that I was his daughter so it wasn’t like I could feel I was in control or manipulating him.

When I have sex with regular guys, I need to be in control - even if I let him THINK he is. I love manipulating men, pushing their envelopes so to say, to see what they will do to have sex with me. That’s why I love having sex with married men, because I know they are making the ultimate betrayal of their wedding vows, vows they made to their spouse and God, just because they want me so badly. It makes me feel so sexy and frankly, is a hell of an ego booster for those times when you’re feeling down!

“I need to be fucked,” I whispered to Beth.

“Well, let’s get you undressed then so I can take care of you,” Beth replied in a low husky voice.

“No, you don’t understand, I need to be fucked ... I need a dick in me.”

“Want one of my dildos?”

“Beth, I am so fucking horny now ... I NEED a man to fuck me, a real cock, something to cum inside of me.”

It was like I was pleading with her now and in a sense I was. My pussy was throbbing now and it hadn’t even been touched yet. The last thing I needed was some cold piece of plastic shoved up inside of me. No, I needed a warm hard cock to fill me with sperm and mate with me. I needed a man to want me, someone that would just fuck me like a slut. There are times when you just need sex, not love, not intimacy, just pure lustful sex and I was trying to get Beth to understand.

“So what do you want then girl?” Beth asked, a puzzled look on her face, “Go out and find someone or what?”

I hesitated a moment and took in a deep breath. “Well, if I’m not mistaken, there’s a nice cock just down the hallway.”

“KELLY!” Beth hissed at me, “I thought we already discussed him.”

I pressed my crotch up against her and squirmed. “I know, I know ... you don’t have to be involved, just let me go.”

“What makes you so sure he’ll do it?” she asked. Then her eyes rolled and she sighed, “Sorry, that was stupid.”

I grinned at her and giggled a little. I wasn’t sure if she meant that of course he would want to fuck me or that she knew even if he didn’t, that I would be able to convince him just as I had his dad that time. Either way, the end was the same so I didn’t press her for more details.

Beth kissed me passionately again and then pulled her head back and looked me straight in the eyes.

“OK, one on condition though and NO negotiating. No more sex with anyone in my family - got it? That means never ever again.”

I smiled, glad to have overcome her resistance but I couldn’t resist teasing her a little as well.

“Oh? I thought maybe I’d see what you mom was interested in sometime?”

Beth realized I was just joking but she playfully smacked me in the cheek anyway.

“Yeah, right, now THAT would be beyond even your talents,” she said, shaking her head. Her mom was about as far from being bisexual as anyone I knew except maybe my Aunt Shari but at the same time, the gauntlet was being thrown and for just a second, I wondered if I COULD seduce her mom but that idea quickly faded away to be stored in my closet of dreams that would never be fulfilled. I was just happy that Beth was willing to go along with me doing her brother.

“Well, you better get going then. I’ll stay here though - I can’t even imagine seeing my brother doing you,” she said, shaking like she was shivering at the grotesqueness of the very thought of watching her brother in a sexual way. Maybe it would be different if I had actually grown up with a brother but for me, I would think it would be cool to see your brother screwing another girl - and even better if he was doing me!

I gave her one last kiss and got off the bed. I opened the door and turned back to give her a wink and then with a little wave of my hand I stepped into the hallway and closed the door behind me. My face still felt wet and as much as it would have been fun to let Tony see me this way, it might have been a little over the top when it came to getting things rolling so I went into the bathroom across the hallway.

Looking into the mirror, I realized it was a good thing I’d done so as my hair was a wreck and my face glistened with its coat of pussy cum. In an act of compromise, I wiped my face and hands off with a towel but didn’t wash them, thus drying myself off but leaving most of the strong scent of Beth’s pussy on me like a sensual perfume. I brushed my hair out until lit looked reasonably straight, pulled at my clothes to get them back in shape and took one last look in the mirror. I saw a horny girl that needed to be fucked so rather than waste any more time, I stepped confidently out of the bathroom and worked my way down to the family room.

Amazingly, or maybe not, Tony was in exactly the same position as when I last saw him. It was like time had stopped in the family room while Beth and I had out fun. I had no idea how anyone could be THAT involved in a silly computer game! Tony glanced up to see who was coming in and when he saw it was me, he just turned back to his game and ignored me.

I guess I shouldn’t have expected anything less. Over the years I’d been over at Beth’s house countless times and so it wasn’t like I was a stranger to him or anything. If anything, he was probably NOT thrilled to see me as Beth and I had not exactly been kind to him over the years. He was five years younger than us, making that ten years in teenage boy time, and until recently, had been more of an immature jerk than anything. I had to admit, though, that since his sixteenth birthday he had grown up quite a bit - in more ways than one. There was a certain mental maturity although he WAS still just sixteen which made him pretty much just above the maturity of your average dog but that was only getting batter as time went on.

The most impressive changes were in his physique. He wasn’t exactly going to be a body builder but he had joined the school wresting tem and the workouts were having an obvious effect on him. I sat down on the couch behind him and tried to figure out what he was doing on the TV. Frankly it made no sense to me but then I wasn’t really all that interested in it anyway. No, my interest were more in what was between those legs that were spread out behind him!

To be honest, this was more of a challenge than what you might think. Normally, it is the guy who’s after me and I’m the one doing the controlling and manipulating. Since I already know he wants to fuck me, I get to decide whether or not to just give him a hand-job, blow him, and ultimately, if he gets to fuck me. With Tony, things were a little different. Granted, he was a boy and would probably fuck any girl that offered herself to him without a moment’s hesitation, but I was still his sister’s best friend, not to mention Beth claimed he had a girlfriend with which I had no idea how deeply he was involved. It wasn’t that I thought he would turn me down because her was “in love: with his girlfriend; heck, if I can get a man who has been faithful to his wife for twenty years to do me then Tony would be like shooting fish in a barrel.

The issue was how to initiate things. I guess one possibility would be to just strip and offer myself to him. Actually, that would probably work as well as anything but then it would be like I was giving in to him and submitting myself to him. That would never do as there was only one man in the world I willingly submit myself to, and that is my father.

It wasn’t like I had all day so sooner or later I was going to have to make my decision. One way or another, I needed a good fucking and the thought of getting it from Beth’s brother just made me all the more horny. It was just getting laid - one nice thing about being home from school was that here I have friends I can call if I ever get THAT desperate. I wanted it from Tony because he was Beth’s brother. It was the same way I felt when I contemplated fooling around with her dad. He certainly wasn’t the most sexy guy in the world, to say the least!

The whole point in getting him to do me was because he was married to my best friend’s mom which meant all sorts of good things to me. First, he was married - always a good sign. Second, he had never cheated on his wife - all the better because what fun was it if he didn’t feel guilty about it later? Third, he was Beth’s dad and since she had been fucked by my dad I only thought it was fair that her dad should do me.

The clock was still ticking and all it seemed I could do was sit and daydream. I shook my head and felt this sense of determination inside me. It was time to act! Just then a light bulb went on over my head. Suddenly it was crystal clear to me what I could do to get Tony’s attention and it had been right in front of me the whole time! I got up and off the couch and laid down next to him on the carpet floor. I wasn’t pressed against him but at the same time, I was pretty close.

“This look pretty easy,” I said in an off-hand manner, “Can I try it?”

“Wait a minute,” Tony said gruffly, a hint of annoyance in his tone.

His hands were flying over the controller and to be honest, it looked anything BUT easy to play. I had never gotten into the action video games, preferring a good book or a video for entertainment, so I watched him and tried to figure out what he was doing. If nothing else, it looked horribly violent as he kept shooting at people, killing them or maiming them as he worked his way through the game.

“C’mon Tony, I want to try,” I whined and pouted.

Tony just ignored me at first but then apparently he must have reached some place of sanctuary because he hit a button and the game paused. Then he did something else that must have saved where he was because he reset it and it was back to the start screen. Tony turned to me and handed me the controller with a grin.

“Well, if it’s so easy, let me see you do it then.”

I didn’t even know how to start the game and he quickly sized up the situation and grabbed the controller from my hand.

“Girls!” was all he said as he huffed under his breath.

“Please! Gimme a break, at least get me started,” I pouted some more.

“Yeah? And what do I get out of it?” he retorted. Typical sixteen year-old boy, only thinking about himself with a hint of care for anyone else.

“Name it,” I replied, challenging him with a sly grin. I put one finger to my lips and smiled at him as seductively as I could.

“Hmmm, now THAT sounds interesting,” he said as he turned to face me.

I noticed his eyes were giving me the once over, stopping briefly at my breasts and then again at my crotch. He was interested in me, that was for sure, but I could tell he wasn’t quite sure if I was just teasing him or being real. Couldn’t really blame him after the way Beth and I had treated him as we were growing up. I figured he needed further encouragement so I unbuttoned the next two buttons on my blouse, letting it spread open and show about my half my boobs underneath.

“Does this make it any more interesting,” I said softly, licking my lips for him seductively.

“Naaaa, I’m not falling for THAT one again,” he said, laughing a bit at what he must have thought was a joke I was playing on him. Then I remembered how Beth and I had teased him terribly a couple of years ago, pretending to be strippers in front of him. Of course we didn’t show him anything but he got hard just the same despite himself and we both teased him for getting turned on by me and his sister. He was SO embarrassed at the time! Well, who could blame him for thinking I was just setting him up again. Yep, more persuasion was in order if I was to have any hopes of getting laid this afternoon.

“So what would it take to convince you I’m not teasing this time?”

Tony looked at me with his eyes squinting a bit, as if he was trying to see inside of me as if there was some way he could figure out if I was telling the truth.

“Well, you could always strip,” he said half-heartedly. It was if he didn’t expect me to say yes to anything he asked so why not just ask the most outrageous thing he could think of. Well, was he in for a surprise!

“OK,” was all I said in a flippant way, as if he had asked me to get him a drink of water. I stood up and started to unbutton my blouse the rest of the way. Tony sat up with his legs crossed under him and arms folded, staring at me with a strange look on his face. It was almost like he was waiting for someone to yell, “surprise!” because in his mind there was no way this could really be happening.

I pulled my blouse out of my jeans and undid the last button. It was now hanging open, barely covering my boobs. I stood facing him with one hand holding each side of the blouse and grinned at Tony.

“Still think this is just a tease Tony?”

“Well, so far you haven’t shown anything, just teasing as usual,” he said with his arms folded in a defensive posture. God, had Beth and I been THAT bad to him? Any other guy would be up on his feet trying to get my clothes off of me but poor Tony was acting more scared than anything, as if he was waiting for the other shoe to drop and somehow be embarrassed once again by his sister’s best friend. I bent my knees and lowed myself down until I was face to face with Tony, just a foot or so away. I took in a deep breath and pulled my blouse open, revealing my bare breasts to him. Needless to say, I wasn’t wearing a bra so he had a full view of my 34C boobs, complete with nipples that were already beginning to poke out and harden.

“So Tony, what do you think now?” I asked him seductively.

Tony’s eyes were the size of saucers now. His mouth was slightly open and he wasn’t moving a muscle. I think he was caught completely off-guard and had never expected me to do anything for real.

“You said you wanted me to strip ... Do you want me to keep going Tony?”

Tony just stuttered and stammered and it took all my self-control not to laugh at him. Instead, I just shushed him and dropped my blouse to the floor, leaving me topless with just my jeans and socks. My hands cupped my breasts as I watched his eyes staring at them.

“Like my breasts Tony?”

The way Tony’s eyes were fixated on them, the answer was obvious!

“So tell me Tony, are your girlfriend’s breasts as good as mine?” I asked him softly as I massaged my boobs slowly for him to watch. My nipples were like little bullets as I tugged on one and then the other with my fingertips.

Tony stammered out an answer, “Uhhhhh, no ... yours are bigger.”

I loved hearing him say that. For most of my teen years I was a little embarrassed at the size of my boobs and it felt incredible to finally hear someone say they looked bigger than another girl’s. I undid my jeans and pulled the zipper down, letting the front open enough for him to see I wasn’t wearing any panties but still hiding my pussy from him. I guess if I hadn’t been shaved he would have seen my pubic hair but it’s been a long time since anyone saw that!

Tony sat there motionless, watching me and I was sure he was wondering just how far I would go. Well, I guess I would just have to show him! I grabbed the sides of the my jeans and turned away from him. Slowly I lowered them down, bending over as I did so as they slipped over my butt he got a nice view of my bare ass as I kept lowering my jeans. My legs were close together as I got them past my knees and I just let them drop to the floor at that point and stepped out of them. As I slowly turned back to face him, I was greeted by the sight of s sixteen year-old boy totally mesmerized by me.

“So tell me Tony, how do I look?” I questioned him, unabashedly fishing for compliments but what’s wrong with that?”

“Wow, you look incredible!”

“Better than your girlfriend?”

Without hesitation, Tony nodded as a reply.

“What’s her name?”

“Who?” Tony replied. God, he must have been totally spaced out. Was he listening to me at all or just answering automatically?

“Your girlfriend, silly!” I admonished him, “What’s her name?”

“Ohhhhhhhhh!” Tony said, “Sorry ... Michelle.”

“How old is Michelle?”

“Fifteen.”

“Have you fucked her?”

Tony hesitated a second at that one. Maybe it was the way I used the word “fuck”, or maybe he was just embarrassed to talk about it with me.

“Yeah.”

“Hope many times?”

“Three.”

God, it was like pulling teeth! One word answers was all it seemed I was getting. I was still standing nude in front of him and my pussy was telling me to get on with it. Still, it was sort of fun to play this little game with him so I continued a little more.

“Does she suck your dick?” I asked, my tongue running over my lips sensuously.

“Noooooo, she thinks oral sex is dirty,” he said with a lower tone to his voice. Well, at least it was more than one word back to me.

“Does she play with herself for you to watch?”

Tony looked at me with an odd expression.

“Oh no, she would NEVER do anything like that!” he exclaimed.

“Do you wish she would?” I tempted him.

“Well ... I guess so,” he replied, a little uncertain as to where this was all going but I had a plan up my sleeve (or I would have if I had been wearing something!).

“You wanna watch me play with myself?” I offered. Just the thought of it had my pussy tingling but when I said it aloud to him it was like someone had lit a match in my crotch as I felt my pussy getting wetter and hotter by the minute.

Tony suddenly seemed to drawback just a little, as if he was wondering if I was just teasing him again and perhaps this was all an elaborate trap after all. Talking to him more probably wasn’t going to change his mind at all so I figured the best thing to do would be to just do it. I sat down on the couch, rearranged the pillows a bit and laid back against the side arm with a couple of pillow to support me. I kept one leg draped over the side of the couch with my foot almost touching the floor and lifted my other leg up on top of the back of the couch.

“Sit over there,” I said, pointing my finger to the opposite side of the couch.

Tony stood up and I couldn’t help but notice his jeans had a significant bulge in the crotch, so much so that he had to pull up his pants a bit to rearrange himself. I have never understood how guys deal with that thing sticking out between their legs in the first place, especially when it was as stiff as his seemed to be now.

“You know Tony, sometimes I like to watch myself play in the mirror ... Will you be my mirror?” I teased him. It was a corny line, actually one I remembered from watching one of my dad’s porn movies so it wasn’t even original but I doubted Tony had heard it before. Even if he dad - so what?

Tony was sitting sideways on the couch, one leg underneath him with the other over the side and his foot on the floor. From the time he moved from the floor to the couch, I don’t think he blinked or took his eyes off of me once. Sitting where he, Tony had a straight-on view of my open pussy as I started to slowly masturbate for him. God, it felt so good to finally touch myself! My pussy felt warm and already a bit wet when my fingers ran over it and when I pushed my index finger inside it slide in easily. Drawing my wet finger out, I used it to lubricate my clit and upper pussy slit and started to run little circles around it.

“Does Michelle let you touch her pussy?” I asked him softly.

Tony stuttered so badly at first he couldn’t get two consecutive words out but finally he composed himself enough to answer.

“Yeah, she lets me,” he answered in a hoarse voice.

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