This is just something I wanted to screw around with. I began it thinking of it as lust a little fun and meant for it to be humorous. It kind of went sideways as I was writing it. Not sure if I will add more to it. If I do, I may try to make it more satirical. I realize that it isn't my best writing. This was written more as amusement for me than a serious story. I wasn't even sure if I would submit it, but decided to see what happened.
*****
Crap! Mary, or as I like to call her – The Bitch - is having a party. I can tell that this is really going to suck. You see, Mary was the head cheerleader in high school. She had long red hair, D-cup tits, a really nice tight ass, and legs that went on for miles. She – of course – knew all of this. She was also rich, spoiled, and had an ego that would fill the Grand Canyon. Obviously, she was the most popular girl in school. If you weren't one of the "in crowd", you were nothing. I was not part of the "in Crowd". It also looked like all of the "in Crowd" was gathered at her house this afternoon.
Perhaps I should tell you a little about myself. My name is Josh. I am 18-years old, and just graduated from high school. I'm 5-feet 10-inches tall, I weigh approximately 150-pounds soaking wet, and have copper colored hair cut above my ears. I have been described as being able to tread water in a garden hose, but I am not scrawny. I have thin, wiry muscles under my clothes. Unfortunately, my clothes tend to hang off me, giving the impression that I am all skin and bones. Yeah, I was bullied throughout high school.
So, what was I doing driving up to Mary's house in my old pickup? I was coming over to do some yardwork for her mom. A summer thunderstorm had rolled through last week and knocked over a tree in their yard. I was coming over to cut it up and remove it. Her mom had stopped in the lumber yard I work at the day before and asked if I knew anyone who could take care of it for her. Always on the lookout for a few extra bucks, I told her that I could come over this afternoon and clear it out for $200. Silly me. I thought that her bitch daughter would be at the lake with her friends on a Saturday afternoon. Instead, it looked like they were all over at her house for a pool party.
I parked my truck in the driveway and let out a heavy sigh. Hopefully, Mary and her friends were in back, and it would be her mom that answered the door. Nope. Not with my luck. I walked up to the front door and rang the bell. Sure enough, it was Mary that answered, with her muscle brained boyfriend right behind her. He, being the starting quarterback last year, of course.
"Hi Mary. Is your mom available?" I asked politely.
"What the fuck are you doing here, Loser?" Jeromy, or meathead as I liked to think of him, demanded.
"Mrs. Jones hired me to clean up from the storm last week." I replied. "Will you please inform your mom that I am here?" I asked returning my attention to Mary.
"I'm surprised that she would bother with a little prick like you. Are you sure you can handle a job like that? She should have hired a real man for it." Meathead taunted.
I laughed. "Little prick? Is insecurity about the size of your dick causing you to project your own shortcomings onto others. Jeromy?"
He really didn't like that. He liked it even less when a few snickers came from the crowd that had gathered behind him. He clenched his fists and began moving forward to kick my ass. Yes, I knew that he could very easily kick my ass. I was under no illusions about that.
"Tell you what Jeromy, how about a little bet to settle this?" I asked. "If your dick is bigger than mine, I'll suck you off right here in front of everyone, but if mine is bigger than yours, you leave me alone."
"HA HA HA HA HA!! That's it? Just leave you alone vs you sucking my cock and proving what a fag you are?" He laughed.
"Well, if you insist, you can have Mary blow me. I'm not gay, so I don't want a guy sucking me."
"Fine." Mary agreed for him.
Now, a little more background here. I only needed one year of PE for my graduation requirement. I was able to do that on-line over the summer before my freshman year. I had found an old set of golf clubs that belonged to my grandpa, and I took golf lessons for my requirement. That got me out of having to endure the horrors of a high school locker room. Also, I had been around enough to hear Meathead bragging about his prowess with his 8-inch dick. This meant that I knew how big he was, but he had no clue about the size of my cock. Also, at the beginning of the summer, I had spent a week at my aunt and uncles house. It was later in the week when one of their neighbors was over hanging out by the pool and saw me get out of the pool with my wet bathing suit. I noticed her eyes locked onto my crotch like lasers. Later, she asked if I could come over and help her move some furniture. Maybe I'll tell about that afternoon another time, but suffice to say, she made me realize just what I was packing. She even measured it to confirm her estimates.
"What's going on here?" Asked a beautiful older redhead as she approached the door.
"Hi Mrs. Jones." I said. "I'm here to clear out that tree that fell over, but it seems that Jerome here took offence to my being here."
Mrs. Jones was an older, more mature version of Mary. She was curvier with slightly larger breasts and hips. She stayed in great shape too. Her CEO husband had run off with his secretary but was also generous in the divorce.
"So I heard." She deadpanned. "Well, let's get this cleared up then. You two, come with me. I don't think that you guys should be dropping your pants in front of everyone here. I'll do the measurements in private and be the impartial judge." She continued on a cheerier note.
She lead us back to her bedroom and stated that we would go in one at a time for measurement. Jeromy insisted on going in first.
"Hmmmm. Eight and a quarter inches. Very nice Jeromy." We heard through the cracked open door.
Mary:
I smiled as I heard my mom announce the size of my boyfriend's cock. I couldn't wait until that little shit had to debase himself by sucking Jeromy off in front of everyone.
"I'm going to cum all over your face, and you will scrape it off with your fingers and swallow every drop." Jeromy told Josh as he came out of the room.
