Chapter 2 - has more of my fantasies built in. Read chapter 1 first for background. If you don't like gay male, bisexual male, incest, fetish, or other topics, then don't read on. I appreciate both positive and negative feedback. The only thing I don't want to hear about are typo's and poor grammar. I am a novice writer. This is for my masturbatory habits. It's all fiction and all the characters are 18 and older.
I woke up and immediately went to my computer looking for responses to the personal ad I put on the internet last night.
There were 2 emails. One was clearly spam as it told me to go to a website. The other read:
Hello LLMV (Looking to Lose My Virginity)
My name is Sarah and I am 39 years old. I'm divorced and have a son just a little older than you. I live in Laguna Hills and have not had sex since I got divorced almost 2 years ago. I often fantasize about younger men while I pleasure myself. I attached 2 pictures for you, I hope you like them.
I really don't know what else to write except that your pictures turned me on a lot and I will be picturing your big hard cock as I play with myself tonight in bed.
Below is my instant messenger contact information in case you would like to chat that way. I will be online tomorrow morning after my son leaves for college. I hope we can chat and get to know each other better. I have been looking on here for months but have never found the right person to respond to. I hope you're the one.
Sexy Thoughts,
Sarah
~~~
There were two photos attached and I opened the first one. It was a picture of a set of tits, very nice tits in deed. Not huge but not small either. Her skin was a little on the pale side, but her pink areolas were big and centered on them were what looked like half inch erasers that were very hard. Immediately I began to drool thinking about suckling on them. The breasts on my computer screen were very much like the ones I picture my mom having. Oh yes, I'd love to bury my face in there, or better yet, my cock.
The second picture was a body shot clearly taken by a webcam. It showed her from the tops of her tits to just below her shaved pussy. The picture was a little grainy and a bit out of focus, but my eyes were immediately drawn to the slit between her legs. I had seen thousands of pussies on the internet, but this was the first one that I could potentially fuck. I studied it. There wasn't a hair on her, but there was a small tattoo that said "Mommy" in a fancy way that was surrounded by a flower. God that tattoo was hot and the fact that it said Mommy just made it even sexier.
I've fantasized about my own mom and my sister so much that the taboo of it really turned me on. Yesterday when my best friend asked me to picture a woman I fantasized about most. The picture in my head was of my own mother. That's why I couldn't tell him who I was thinking about. How can you admit to your best friend that you want to fuck your own mother?
I resized both pictures so that they fit on the left side on my computer screen and called up the messenger program. Within minutes, I had logged onto my private messenger name that no one knew about. It was the name I used when I went looking for cyber sex in the adult chat rooms and would jerk off. I punched in a friend request to the screen name Sarah gave me and saw she was not on line.
Knowing she wasn't there, I went and took care of my morning routine. Shit. Check. Shower. Check. Shave. Check. In between every task I walked back to the computer with high hopes she would be online. She wasn't. I dressed and headed down to the kitchen for breakfast where I found my whole family eating at the table.
My beautiful mother and sister were enjoying bowls of cereal and chatting about their day. Dad just had his nose in the newspaper and didn't even notice my entrance until I said; "Morning Family"
"Good Morning" My mom and sister said almost in unison. Dad just nudged the paper down and tipped his head. I poured coffee for myself and fixed it up with cream and sugar. By the time I was taking my first sip, Dad and my sister were leaving the room.
"Hey baby, would you be a doll and clean up? We're all in a rush this morning, I'd really appreciate it."
"Sure mom, oh, uh, hey mom, can I stay home from school today?"
"You sick baby?"
"No, I just don't feel like going and there's only a month left of school. Not to mention I don't have any tests or anything important going on today." I smiled at her and gave her my best puppy dog eyes. "Plus its Friday, I can really use a long weekend. Please?" I almost whined I was begging.
"Sure baby, as long as you clean up and stay out of trouble."
"Thanks mom!"
Everyone left and I was home alone. It wasn't even 7 AM yet and I had plans for today. I rushed through cleaning up the kitchen, basically just throwing all the dishes into the dishwasher and took my cup of coffee up to my room.
I got in front of the computer when my email alert sound buzzed. It was from Brad; it said:
I'm very sorry about yesterday and we need to talk, please keep my secret. I talked my mom into letting me stay home from school today because I honestly was scared to face you. I'm hoping that having the day off from school will give me time to build up my courage so we can talk when you get home from school today. I'm sorry again. Text me when you get home and I'll come over.
I broke open my cell phone immediately and text Brad. "IM NOT GOING 2 SCHOOL, COME OVER NOW" I really hadn't put that much thought into what happened with brad yesterday, I mean he's my best friend. I don't care if he's bisexual and I certainly wasn't going to spill his secret. I guess I just didn't know what the right thing to say was.
My phone buzzed, Brad texted back. "B THERE N 20"
I texted him one last time: "DOOR IS UNLOCKED"
I turned my focus back to the computer and deleted his email. Then I stared at the pictures, my cock was getting stiff looking at them and I started rubbing myself threw my uniform slacks. 20 minutes passed by quicker than I thought, I was stroking myself gently and picturing fucking that bald little cunt. My cock was fully erect.
"Am I interrupting?" Brad said from my bedroom door. I was caught playing with myself. Granted I wasn't naked, but the view was clear enough for Brad to see what I was doing.
"Dude, not like you didn't see it yesterday" I tried to play it off, Brad's face was clearly uncomfortable with my statement.
"Should I come back later?" he asked.
"Come in, sit down" I had the first jolt of awkwardness hit me and Brad sat on my bed as I swiveled my desk chair to face him.
"About yesterday..." He aimed to get right into it. I guess he built up enough courage or he just figured it was better to get this talk done.
"Yeah" I responded.
"You um, didn't know, um, that I, um..."
I cut him off mid sentence; "Dude, don't worry about it. I don't care and I'm not going to tell anyone, I swear." And I smiled at him to do my best to help us get past this.
"Really?" his faced looked relieved.
"Brad. I'm only going to say this once because I don't want you to get a bigger head then you already have. Look, I love you man, you're my best friend and well..." I was thinking I should choose my words carefully; "We all have our kinks"
He clearly picked up my meaning, he knew I had something to hide from my statement and I think that put him over the top. I could see in his face that the tension he had built up was going away.
"Cool, I'm cool with that. I was really worried, I mean..."
"Worried about what?"
"I don't want to lose you as a friend, you know?"
"You're not going to lose me as a friend, just let it go."
"Okay, I will on one condition"
"What's that?"
"Well you said we all have our kinks, dude, tell me yours so I don't feel so out there."
There it was. Just yesterday Brad was pushing me to tell him who I was fantasizing about and today he wants to know my kinks to even the playing field a little or a lot for that matter. His secret is downright small compared to mine. I just wasn't sure if I could tell him.
"I don't know man" I was the one with tension on his face now. "I um... I don't think I..." Shit I had thought I chose my words well and they were coming back to bite me on my ass.
My computer pinged letting me know my friend request was accepted and it gave me an out of the conversation I was just stuck in.
That's when Brad took notice of the two pictures on my computer screen and came up next to me. A pop up box came on my screen, it was an IM from Sarah, and it just said Hello.
Brad chimed in his two cents worth; "Shit, hot pictures, are they pics of this Sarah girl?"
I typed back; "Hi Sarah" and sent the message then replied to Brad; "Yeah she responded to the ad and the pictures, this is our first conversation."
"Cool, man you see the tattoo, that's fucking hot"
The IM came back; "How are you this morning?" to which I replied; "I'm great, how are you?"
Brad wanted all the details and since this took his mind off grilling me about my kinks, I thought it was a good time to get him up to speed.
