Watersports – Chapter One
This is a true story about the beginning of my love for the “kinkier” things in life. In order to get the full picture of my obsession for this non-status-quo love, I think it’s best to start at the very beginning.
When I was 16, I had a girlfriend named Kathy. She was my first real girlfriend. I met her when I was a sophomore in H/S. I thought she was the prettiest thing in the school! She had a nice round ass with small perky tits that always stood out in her wool sweaters. She had long straight brown hair (remember the 70’s?) and always wore the jeans with no back pockets in them. I always thought that made her ass look great!
She was kind of a giggler when I first met her. She always had a smile on her face. I couldn’t imagine why …until later in our relationship.
After about a year of dating and a few drive in scenes, parking in the most unusual places, freezing our ass off in sub-zero weather, we decided that we wanted to be together even more! So, we began the midnight routine of meeting at her window at her parents house. I use to leave my house at about 11pm and knock at her window real lightly. Her parents window was no more than 8 feet away. Kathy use to open the window and we’d kiss through the screen.
As you can probably figure, this only frustrated both of us. The screen was much to difficult to remove in order for me to climb in. So, we thought of a new idea. She would push her bed up to the window, prop up the pillows and let me watch her rub her pussy. She just loved to masturbate! I thought this was great! I have always been the type who loves just watching a girl cum.
She would finger her pussy till it got wet, then use the juices to rub on her clit. Then she would rub it in a circular manner till her back arched real high and then her eyes would squint, teeth grit, and face would get so red that I thought she would bust! Then she would just let out a couple of “oomphs” (trying to be quiet so as to not wake her parents up) and then just lay there with a big smile. Needless to say that gave me such a hard on, my rod would pulse with pain inside my tight jeans.
After a about 2 months of this, I came back to her house a 2nd time in the same night. She was surprised to see me again, but glad. She could see the frustration in my eyes. I just sighed and she asked me a question that really hit me strange.
She said she would try something new for me if I would jack off for her.
Ok, now you have to picture this scenereo… I was 16 years old, outside her window, in the front of her house, 12:30 AM, a school night, 35 degrees, in October, her house was on a corner of a major street, and one side street, cars zipping by at 45 miles an hour. A small bush was all that kept me from being in full view from the street.
“What do you have in mind” I asked. She said “Look what I found in my Mom’s bathroom”. She reached under her mattress and pulled out a large red bag with a long white hose attached. On the end was a 5-6″ tipped end with a bunch of little holes in the sides of the tip.
“What are you going to do with that” I jokingly asked her. She replied “just pull out your ‘charlie’ and I’ll be right back” (‘Charlie’ was my cock’s nickname.. Hay, no laughing allowed!, that was her idea, not mine!) I started to rub my cock through my jeans when she carefully left her room. I heard the bathroom sink run for a few seconds, then she returned with the bag full of water and couple of towels under her arm.
“Are you rubbing ‘Charlie’?” she whispered, “not yet” I lied as my hand stroked my bulge under my Levi’s. She layed out the towels on the bed and pulled her “snoopy” nightie over her head and sat down right ontop of the towels. She had a look in her eyes that I had never seen before. It was sort of a determined look of confidence like she’d done this before.
She had a long pole hanging from the ceiling next to the bed with her vast collection of stuffed animals hanging on it. She had removed one of the creatures and replaced it with the bag of water.
She layed down on her bed with her legs spread open on each side of the window sill. Her knees were bent just enough to bring her pussy closer to the window for me to view. The nightlight was plugged into the wall right between her legs and under the window.
I stood there in awe wondering if her parents were going to wake up from all the noise we were making. I unzipped my pants and began stroking my dick with my ice cold hand. She pointed the end of the hose at me and released the clasp and it squirted water through the screen. It was very warm. I shook my head and let out a small snicker. “Real nice” I whispered. “You afraid of a little water?” she asked, as she reached down with one hand and spread her pussy lips open. She took the tip and slid it right into her pussy hole. This sent my cock in a throbbing frenzy! I couldn’t believe what she was doing! Then she released the clasp and I could see water running out her pussy, running down her asshole and ass cheeks and all over the towels. She took her other hand and put the hose between middle and ring finger. She began rubbing her clit while regulating the flow of water through the hose by squeezing her fingers together. I watched through the screen as she masturbated. She had her back arched with her hips rotating freely up in the air.
Water gushed out of her gleaming snatch, ran down her tight little puckernut asshole, dripped off her round ass cheeks, and onto the towels on her bed.
My hand had warmed up a bit, and my cock was hard enough to cut diamonds. I spit on my hand so I could stroke my rod easier. My pants were down to my thighs as I clenched my balls with my other hand and stroked my huge cock into a cum-churning boil. Our eyes caught each other, she paused and asked me if I was rubbing my cock yet.
“Now I am” I said. With that response she asked me to tell her how it felt. “I can feel the cum building up in my balls” I lightly said. She began to rub harder and faster releasing more water. “My cock is so hard it could bust the brick wall separating us right now” I murmured. With that she arched her back and rolled her head into her pillow and let out a muffled moan. The water was running all down her thighs and dripping from her ass as she pushed her thighs up the air like an acrobat.
She was rubbing hard and fast just when I felt myself about to fire my wad. “I’m gonna shoot” I said. “do it now, shoot your load all over the window so I can see it” she said.
I backed up a couple of feet, my ass almost sitting in this damn bush, I reared back and shot my rocket in a huge arch and hit the glass and the screen with 3 huge globs.
I looked back in the window and saw her bucking and moaning with her head buried in 2 pillows sounding like she was crying. Water was all over her bed, ass, and legs. As she finished, She looked up and saw my cum dripping down the glass and smiled real big and asked if it felt good.
“Can you fit that bag in your purse” I asked?
It was almost 2 years into this relationship. We had our lumps and bumps with “break-ups”, “dating around” and all the other basic shit involved in a typical teen relationship. We were both Seniors in High School and we really thought that was top turd! The sky was our limit!
I had a small fling with a cheerleader during one of our breakups. Through the ever present grapevine of our high school, Kathy found out. She never seemed to get jealous of the other girls, but rather upset because she may be missing out on some fun. This may sound strange, but let me tell you the story.
The cheerleader I had a fling with was named Deanna. She was the perfect picture of the typical airhead “up with spirit” type of cheerleader. Little did anybody know, that was a front for alot of “tension” and “stress” within this girl. She had a rich family that was always away from home. She let out alot of her “stress” with the cheers. But! (of course) she had alot of other ways of relieving her tension that I had the pleasure of finding out about.
Deanna and I both went out together a couple of time and never had any sex. I thought about it alot, and I know she did, but the opportunity never presented itself to either of us.
It was late one Friday night. I had just gotten home after a gig (I am a musician) I was tired and went up to my room. I got ready for bed and just as I was ready to saw some log’s when I heard a horn honk in my driveway. I got up and looked out the window. It was Kathy’s car sitting in the driveway. There were 2 people sitting in the car, and they weren’t getting out to come up to the house. I was puzzled, so I grabbed by robe and slippers and went outside to see what they wanted. I walked up to the drivers door and the window opened. Kathy was laughing and talking real loud. I put my hands on my knees and looked over at the passenger side to see who else was in the car when…
Shit! It’s Deanna!!! They have come to lynch me! I’m thinking “Can I make it to the door before she can open this door, will she just honk the horn and wake up my parents. “Shit how do I get out of this mess!”
Kathy laughed and commented on my “sexy robe” and Deanna was snickering in the background. Kathy opened the door and got out. She pointed into the car and told me to get in. “Well…” I pondered, “I guess I better get this over with”, so I got in. I was sitting between them when I noticed that they were both drunk to the gills! They were having a blast! I couldn’t believe this! 2 of my girlfriends in the same car with me and having fun?! I reluctantly snickered and asked what they were up to. They said they had been at a party and there were no guys there worth picking up, so they thought I may be available. “I’m always available” I laughingly said.