The Cherry Pickers
Sometimes what you read is oh so true, but hides the underlying meaning of the organization; take for instance the "Brotherhood of Cherry Pickers" into which I have recently been inducted. If you look up the organization you will find:
`The Brotherhood of Cherry Pickers is male only fraternal organization, founded in the 1920's, which fellowships with its members, all of whom are currently or former pickers of cherries. Divided into Chapters, the annual meeting of the group takes place in August, shortly after the annual cherry harvest, at which time new members are inducted, and the Organization announces the recipients of college scholarships. Like many organizations, the membership is known, however, the actual rituals and meetings are of a secretive nature.
My name is Frank age 22 and I had just graduated from a military college. As soon as I got home, my step sister, Mary, all smiles greeted me at the door and said she had arranged a tennis foursome. I tried to beg off as I had just completed a ten hour drive from school to home, coupled to the fact that I had celebrated with my friends after getting my diploma, I had been up for about twenty four hours. My mother, stepfather and stepsister had all flown out for graduation, and while they flew home, I was left to drive my car back home alone. Having never been close to Mary, at first I told Mary "No, I'm really too tired to play."
My mother had married my stepfather just after my high school graduation, so I really did not know either my stepfather or stepsister well, seeing them on the occasional holiday. "Come on and go, I know you are tired, but you can crash after the game. I really want to go play, and I promise I will make it worth your while." Mary then dangled the carrot which made me go; the other side would be my old high school football Coach and his seventeen year old son. So to keep peace, wanting see my old Coach, I agreed to be on Mary's team.
Coach was something to behold, standing about 5' 10" inches, a 32 inch waist and very hairy legs. Once, when I went into his office, he came out of the shower and I about boned up looking at his hairy upper chest, his dark brown treasure trail and the start of a very hairy unshaved bush, which was unfortunately mostly covered by his towel. His son, Josh was no slouch, having inherited his mother's blond hair, and had a thirty inch or so waist, but otherwise was a clone of his father. I had seen his cock in the shower and it hung soft about 4 inches, and his ass composed of two tight orbs. Yea, I may have been a virgin, but hell, I wanted to be either one or both of their pants.
The game was pretty evenly matched, but I almost blew it when my ex-coach bent down to pick up a ball, and the top of his hairy crack was visible for a second. It took all I could not to tent. I was pretty sure that his son might be gay, but, not knowing I resolved to continue playing it straight and not hit on him in front of the audience. My gaydar had little practice. Being the quarterback in high school and being from a wealthy conservative suburb and attending a military college, I knew that gays existed, but the guys that I knew were gay were effeminate. They just did not turn me on sexually, and I figured at the time I must be the only gay jock at either school. At an early age I knew I was gay, and while it went against my grain to lie, I preferred to think of it as not strictly telling the whole truth as neither the team or the school would have understood this part of my personality.
To say I was not on my best game was an understatement. Across the net from me was my hot Coach, his shirt every so often to wipe his face, exposing his hairy chest, which while not a six pack showed he worked out regularly. His son looked hot as well. On the way home, Mary chatted about the new house that my Mom and stepdad had built. It was all they needed and more. Having inherited well, my Mom had always had a decorating touch, and had hired an English architect and a "named" decorator to build a "small country house of only twelve thousand square feet". Yea my stepfather was a self-made multimillionaire. Coupled with my Moms "old money "and his "new money" the new house would assure they were in all the right clubs and groups both aspired to join. I thought about my step dad and hoped to get in a round of tennis or golf with him. The man was smoking hot standing just over six feet tall, with salt colored hair shot through with pepper. The man had a very hair chest peeking out from his golf shirts, and had a great sense of humor. I knew he was straight, but was the closest thing I had ever had to a father figure.
Mary agreed to make my excuses at dinner as mother made it a point to keep up standards that we all dress for dinner. Thankful that we lost the game by only one point, I went to my room stripped and showered, and crashed naked. Crash I did and although I usually don't dream, I knew I was asleep but my cock was alive in this one. My hot coach having sucked me sat on my 8 inch cock as I drilled him a new asshole. I had lost my cock cherry in Coach's tight hairy manpussy. My cock jetted ropes of hot cum into my coach's tight ass as he screamed "FUCK ME HARDER FRANK, POUND ME". I was bucking like hell, when all of a sudden I awakened to a blood curdling female scream. Standing in the door were my step dad, and mom as they saw my eight inch cock buried deep into Mary's pussy. The dream of fucking was all too true, as I had apparently fucked the hell out of Mary as I slept.
From what I later pieced together Mary came into my room, got me hard, sucked my cock and with my cock sticking up hard and proud, busted her cherry, and from the noise she made, she must have loved every minute of it. Somehow, she was not at fault, and I was accused of having seduced her and gotten her to come up to my bed. By the time things calmed down it was early in the morning, and I was told by my stepfather to leave the house, and not return unless invited. My mother, a non-sexual creature knew that it was "my fault" and that "kind beautiful Mary" would never have done something like that. If fact as I was leaving my mother in tears told me "you have taken Mary's virginity, there is blood all over the sheets, and I hope you are satisfied".
I packed a couple of bags and had no clue where I would be spending the night much less the summer as I had not seen my father in years. This was truly a year of revelation, as I had recently discovered that he was really not my biological father as I was a test tube baby. My father had a low sperm count, but my mother's wanting a child had resulted in my being my mother's biological child but not my father's. My father left shortly after my birth, and although he kept up his legal obligation of child support, he let my Mom know that as the entire birth process had been her idea, and as he found out he loathed her , his final words about my mom and me were "don't call me, I'm not interested."
So I was truly fucked with no place to go and no one that I wanted to call to explain the situation. Sitting in my car, I was relieved when my phone rang and I saw it was Coach calling. We chatted for a few minutes, and I guess he could tell I was depressed as he said "You must really be down about the way we screwed you and your sister over yesterday." I had developed a great relationship with the Coach and throwing caution to the wind I responded,
"Yea, Coach, I was screwed royally yesterday, every way you can imagine, but not by you", what I wanted to say was, "If I had fucked you yesterday or you and fucked me, I would have a smile on my face right now."
Hearing the tenseness in my voice, Coach invited me to come over right away and explain what was going on. His home life looked like something out a movie set. During my nob year in school, Coach's wife had died of a brain aneurism. We went into his office and I figured the best way to tell him what had happened was to blurt it out, all except the dream sequence where I was fucking his perfect ass.
After hearing the story and observing Mary's action on the court, Coach and was not surprised to find out that she had climbed on board for a ride while I was sleeping. I told the Coach in my dream I knew I was fucking, but thought it was a dream. And so now I was homeless with nowhere to go, and as my stepfather and mother were writing the check for my tuition, I was probably fucked over there as well. The Coach volunteered to go over and explain the situation to my mother and stepfather. Knowing how the story had been twisted so far, I knew that if Coach relayed that Mary had been showing her crotch during the game, they would have probably had Coach arrested on some charge, and I begged him not to go.
The Coach asked me if I was adverse to some hard physical outdoor labor this summer. Coach had been recruited to work this summer at a place called Cherry Hills. Although Coach could have immediately become part of management, he had convinced the group to let him stay with the new workers that summer. His private would be in the same barracks as the rest of the new guys his job being to find out from the ground up about the working of this private estate. The best part of the deal was that at the end of the summer, I might receive a full scholarship for my MBA degree, thus ending my financial woes.
Josh had twin beds in his room where I had spent the night many times before, so it was no problem to bunk in with Josh until it was settled whether I would staying the summer at the Coach's house or be invited to be a cherry picker.
I was kind of surprised when the next morning Coach pulled me aside and asked me out of Josh's presence I had had any other sexual experience except the afternoon before. I truthfully answered, "Only me and my palm Coach". I couldn't figure out why that mattered, but the Coach had always shot straight with all of us on the tame, and if he wanted to know my sexual history, then he could find out...except I didn't want to tell him that he figured into my dreams.
While he was questioning me, Coach was at his home office desk, his legs on the desktop as he tilted back in his chair he was only wearing loose fitting gym shorts and I found myself staring down the wide leg openings at the most perfect mushroom head on his soft, but what I thought to be a slightly plumped cock.
I quickly averted my glance and thanked him for what he was doing for me and told him I was ready to join him picking cherries and hoped it would lead to something better.
End of Chapter 1.