Kelly's Diary 177 - Cockteaser
Copyright© 2025 by Kelly85
Chapter 3: Beth’s Brother Tony
Erotica Sex Story: Chapter 3: Beth’s Brother Tony - Flirt, lush, tramp, slut, cockteaser, bitch, even whore... I've been called them all. I guess it comes with the territory when you love sex and live by a "if you got it, flaunt it" attitude. I'm not afraid to admit I LOVE to tease. It's fun to see what a man will do using nothing more than the offer of your body for incentive. People ask me if I've ever NOT gotten what I wanted from a guy, at least sexually speaking. Well, my best friend's brother was one of my greatest challenges.
Caution: This Erotica Sex Story contains strong sexual content, including Ma/Fa Ma/ft Fa/Fa Consensual True Story Masturbation Oral Sex
As Beth and I returned to watching TV, I laid on the couch next to her, seemingly calm and collected but my mind was whirring like a clock wound too tight. Hmmmmmm, too old was I? Never even want me because he loved his girlfriend? Well, we’d see about that! In my mind, I came to the conclusion that I would accept her challenge, whether she even realized she had even made one in the first place. Yes sir, I was going to find a way to convince Tony to fuck me, and I was going to have fun along the way as well. Only one question remained ... how the heck was I going to do it without losing my best friend in the process?
When it came to flirting with Tony these days, it didn’t help that it was winter weather so wearing super short shorts and other revealing clothes like thong bikinis and low-cut halters was difficult, if not impossible, without being blatant about it. I DID have some thin sweaters that were a size or two too small, making my boobs look pretty good. But no matter what I wore it was for naught if Beth was next to me with her incredible breasts making mine look like they were still in a training bra by comparison. Heck, in our baggy sweatshirts mine were pretty much hidden from view while she still looked hot as hell. Sometimes I couldn’t help but feel it just wasn’t fair!
Well, clothes may make the man but when it came to a girl and her flirting, they were just one tool in my arsenal. In my favor was the male ego - one of the most sensitive things ever created, ready to break and flounder at the slightest negative suggestion. Properly manipulated, it offered the greatest opportunity for taking possession of a man’s self-will. Don’t believe me? All I can say is that I simply have to tell a guy he has a great dick with the right inflection and tone - and it’s hard in an instant!
Had it been any other guy, I would have simply taken the direct approach and flirted shamelessly with him until he got so horny for me he couldn’t resist. Like I said, this would have worked with any other guy but Tony wasn’t just any other guy - he was Beth’s brother and she would be keeping a watchful eye me. She knew me better than anyone and so she had to know what her words had meant to me. Would she suspect my plans? Absolutely. It just meant I had to be all the more sneaky and devious.
And so began “Operation Tony”...
Over the next few weeks, I made it a point to spend as much time at Beth’s as possible, especially if I knew Tony was going to be home. Despite her sometimes blistering dress-downs later, I made sure I was wearing something revealing in some way for him to notice me, be it a shirt I “forgot” to button all the way, jeans that were cut so low my ass crack showed even when I was standing up, let alone bending over, a cami top with no bra that was cut to show as much cleavage as possible, a transparent nightie during a sleepover that I should have been wearing a robe over when out of her room, and so on.
One day his girlfriend was over and my eyes practically bugged out. She wasn’t the prettiest girl in school by any stretch of the imagination and a bit overweight, to be gentle about it, but she DID have some monster boobs. I wondered if they were the type that would shrink two cup sizes if she lost a little weight but Tony didn’t seem to mind the fact his girlfriend weighed more than him - even though she was at least six inches shorter.
As for Tony’s reaction? Well, he IS a male and as much as he tried to make it look like he wasn’t noticing me, he was, I was sure of it. He especially tried to appear to ignore me when his girlfriend was around but that just made it all the more obvious he was trying to ignore me. Meanwhile, Beth was having a fit with my antics.
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