Taboo
2010-12-06
Back in my sophomore year in high school I started dating an extremely hot girl named Jen. Jen was 5’3” long blonde hair, amazing blue eyes, C cup breast and a perfect round ass. Despite her perfect body she was supershy and would not get naked. But she was a pro at giving a good hand job. This story is about all the places and other stuff that happened throughout my time dating her.
She jerked me off several times through out the day and loved risking it in many place. She loved to just take it out anywhere anytime. The first day I went to her house, we were watching a movie with her family, Jen, me and her 8th grade sister were sharing a blanket. It didn’t stop her from unzipping my pants and jerking me off while her entire family was in the room.
It was only a matter of time before we were caught. Sure enough her sister came down the stairs while I had my pants around my ankles
“What are you doing? Im telling mom” her little sister was like a mini version of Jen. She had all the feature except the boobs weren’t as big yet
“O shut up. Ur not gonna tell mom, now go away or watch” so she decided to watch. I shot a huge load as I watched jens little sisters face light up.
Jen’s sister became a frequent viewer. Sometimes Jen would jerk me off to porn, if Jen’s sister was around she would be the one to find the videos and change them when necessary.
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Jen ‘s sister decided that she wanted my cum on her tits so I shot my huge load all over them. I saw her tits before Jen showed me hers. Eventually she did but she wouldn’t let me cum on them which was upsetting but she eventually always took her shirt off when jerking me off.
One day Jen was pissed off at her little sister and wanted to get back at her for ruining a shirt. When her sister was sleeping Jen jerked me off right by her face. I coated her face with several ropes of cum. Jen took pics to use against her one day.
One day while I was getting jerked off we heard the door to the basement open. We figured it was Jen’s sister so we keep going as usual but this time it was her mom.
Jen face dropped I saw the fear in her eyes. We were gonna get it
“O um sorry I was just getting the chicken out to thaw” She walked across the room to the freezer. Me and Jen Looked at each other in surprise. We thought we were fucked. Jen grabbed my cock and continued. Her mom stopped for a second on the way back and watched Jen jerk my cock.
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I came hard right in front of her mom!!!
Driving was always an experience with Jen. No matter what time of the day it was she would jerk me off in my car. I drove a small car so everyone could always see in. When we were close to home she would cover me up at redlights just in case we saw someone we know but if we were out of town I was fair game. I once had a bus full of middle school soccer players pull up to the side of the car. It took a few moments for the girl in the window to realize what was going on but she soon called her friends over to watch. I had a huge audience as I came all over my car.
Once while getting jerked off in the car my physics teacher pulled up next my car. She was not super hot but not bad at all. She just turned 30 and many of the students had some pretty dirty dreams about her. I looked her straight in the eye. She saw what was going on and just smiled. I wanted to blow my load in front of her but the light turned green. O well maybe another day…
School was no different. Hallways, bathrooms, empty classrooms.
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I swear my cum had to have covered half the building my sophomore year. It was dangerous but her friend lauren was always their to help. Lauren was hot as fuck as well. The two looked a lot a like but Lauren had brown hair.
What usually would happen is I would stand inbetween the two girls so know one could see.
So a little bit more about Lauren… She was a kinky fuck. She had already had sex with several different guysand was open to about everything. She loved to have me cum on her. Jen would jerk me off all over her. Her face, her tits, her stomach, her legs, her pussy. Lauren was the first girl I saw completely naked. The second girl was actually Jen’s sister. One day they both stripped naked and had me jerk off all over them. Jen just would not get naked. Eventually I convinced her but she wouldn’t let me touch her pussy.
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So back to my physics teacher… since she saw me in the car I talked to her a lot more. It was usually inappropriate jokes. I told her I really wanted to cum while she was watching that day and she told me that she still wants to see me cum. During my lunch period I went to visit her. She told me to sit behind the desk and review my test with her.
“Take it out”
“What?here?”
“Yes I want to see u cum. Jerk it for me” I wanted her to jerk it but she said it would be to risky in case someone walked in and saw the motion from her arm. She kept her hands on the table. Its probably a good thing she did that because while I was jerking it we were interrupted three times. Finally I blew my load all over her dress. It was funny because that was the first time I had to jerk myself since I started to date Jen. I jerked for my physics teacher three times, the last two times she got her hands involved a little bit
So as you know over time I wanted more than just a hand job. Jen would not give in at all. I wanted pussy so bad and I was going to get it. Lauren was over one day laying in front completely naked.
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Jen was jerking me off right by her pussy. For some reason I got bold and pushed my hips forward breaking Jen’s grip and entering Laurens pussy. Both the girls were caught by surprise and didn’t say anything. I thrusted hard and in about two minutes I came deep into Laurens pussy. Jen didn’t know what to say. She started crying and left the room. We worked things out but eventually I started to cheat on her with Lauren which lead to the end of our relationship and Jen and laurens friendship. But things would start up again senior year….
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