“C’mon Dave! You’re not actually going to make me do this? Are you?” Wendy said to me. “I mean. You’re my brother.”
I quickly retorted, “Step! Brother.”
“But still,” she continued. “Can’t you make an exception this time?”
“Nope!” I told her. “Now pay up.”
Wendy knelt down and started pulling my belt buckle apart. My seventeen year old, step-sister made a bet with me and was trying to renege on it.
“Want something for your knees?” I asked her.
“No,” she replied. “Let’s just get this over with.”
Wendy likes to gamble. Most of the time, she gambles other people’s money. But when she’s out of options, she’ll bet her ass. Like she did with me this time. We wagered whose GPA would be higher at the end of the semester. I won, with a 3.88. She did a 3.75.
I was willing to pay her the hundred bucks, had she had won. But she missed an assignment in biology, even after acing the final. She just couldn’t make up for it. She’s done this before. Made bets, just like this.
She once bet my friend, Andrew, that Naomi would win class console. She came in second. Naomi and Wendy had to do a striptease for Andrew, and three other guys. Which I later found out, turned into a small gangbang on both of them.
I didn’t believe it at first, but Andrew showed me a little video clip of Wendy getting fucked by Tommy and him, and Naomi getting double penetrated by Frank and Jake. So I had to ask both, Naomi and Wendy about it. They denied it at first, of course. But after I showed them proof, I got a steady supply of blowjobs from both of them, for a couple of months. So that I wouldn’t tell Naomi’s mom, whom I work with. And to keep Wendy’s secret from her mom as well.
It’s no secret that Naomi is a slut. She would rather have you believe she’s an angel. She’s five foot, six. Long, curly black hair, with a slender, fit body. She’s on the cheer squad, and I think, she’s got the best legs of the whole squad. Not to mention, she fucks like a whore, after a couple of drinks. Naomi plays both sides, to get what she wants. Doesn’t matter if it’s a cock or a pussy, Naomi will put her mouth on it. Her mom is no different, I should know. I work with her. But I’ll share more about her later.
“Are you enjoying this?” Wendy asked me, while licking my cock up, and down.
“I should make you take it up the ass. For as much money as we bet,” I shot back.
She stuck her middle finger in my face, then wrapped her lips around my cock again. Wendy can give a great blowjob if she wants to. If she doesn’t, it just feels like a wet hole. Which is what this one was starting to feel like right now. I know that Wendy is a slut at heart, this isn’t the first time we’ve fucked.
That came just after I confronted her, and Naomi about that night, and the video clip. It was also the night that I found out that Naomi was also doing Wendy. I just asked them for a personal striptease, but got a lot more than I bargained for. Naomi got so worked up, she started kissing Wendy. Which lead to Wendy kissing her back.
Seeing these two young cheerleaders getting all hot and horny was enough to get me all hot and horny. So I pulled my cock out and started stroking it. Wendy freaked out a little, but not Naomi. She liked what she saw, and started giving me a blowjob. Her mouth could have doubled for a shop vac. For being as old as she is, she knows how to suck a cock.
I was getting tired of Wendy’s lack of emotion. “Put some effort into it, or this video goes viral,”
“Dammit Dave! Fuck off!” She jumped up, and bent over, “Is this what you want?”
Wendy pulled her sweater, and bra off. Exposing her nice round B cup breast. She bent over, lifted her skirt, pulling the bottoms of her cheer outfit to the side. “Why don’t you just fuck me Dave?”
I wasn’t going to wait and got behind her. I rubbed my cock on her slippery slit and poked it into her pussy. Wendy tried at first to act like she wasn’t enjoying herself. But her act never lasted that long. As I found out a few months back, that she loves getting fucked from behind. Not only that, but when I stick my finger in her ass, she’ll cum almost instantly. The little slut, loves her some ass play.
I grabbed her by her waist and started fucking her. Grabbing a handful of her light, blonde hair, and pulling her head up so she could see me behind her in the mirror.
It wasn’t long before Wendy was screaming out, “Oh my god Dave!” as she started panting harder.
I gave her little ass a slap and licked my finger. She saw me in the mirror, “What are you doing?”
I pushed my finger in her ass, as she let out a loud screech. “Oh fuck!” I could tell she was about to cum already, she reached between her thighs and started rubbing her clit. “Please don’t cum in me!”
I wasn’t even close to that point yet. I kept fucking her, feeling her pussy start to contract harder on my cock. Her bellowing kept getting louder, as I kept finger fucking her ass. I pulled my cock out of her pussy, and took aim at her ass.
Wendy knew what I was planning next. “Not yet fucker!” she cried out. But the head of my cock was already in her ass. “Dave! Oh my god!” I had half my cock in her ass, and could feel her fingering her pussy, as she screamed out again, “I’m cumming!”
I couldn’t stop myself after that. I let loose with a huge load in her asshole. I pumped my cock a little longer before pulling out and slapping her ass afterward. Wendy let out a little “Ouch!” as I did.
Wendy cleaned herself off. “Naomi is coming over after dinner,” she told me.
I had to ask “Would you two like to be alone?”
Wendy tilted her head slightly and looked a little surprised. “Why? Wait for a while, then join in.”
Wendy already knew what I wanted. My next hush payment.
