Hollywood Video

My first real job, when I was 16, was working at a Hollywood Video. It was normal to be nearly empty after 10pm on week nights, and about a month after I started I was there one night just my boss Misty and me. Earlier in the night the assistant manager, who was supposed to open the next morning quit. That meant Misty was going to have to be there to open after not closing until 1:00 am. For about an hour of Misty moaning and complaining about it I told her she should give me a spare set of keys to lock up and go home. She said she couldn't that and continued to complain about it. At that point I was basically begging her to leave so I wouldn't have to hear her anymore.

Then she started to consider it but she was still very unsure that I could handle the daunting task of putting money in safe, setting the alarm, and locking the door. Real difficult shit right!

Even though Misty was probably 30, we still were just video store employees and the boss-employee relationship was very immature. So it basically boiled down to a quid pro quo and she asked what I wanted in return for doing this for her. Just bullshitting I said you can show them big titties! She laughed and said ok and that if I managed to get all the cash drawers set up too she would "pop my cherry." No sure that is how that works me being a guy and all, but I got the point.

About 10am the next morning Misty calls and say I did a great job, and she was changing my schedule so I would close with her the following Monday night. She didn't come right out and say I'm fucking you on Monday night but that is exactly what I heard.

After closing Monday night we went to the spot in the store without cameras, the bathroom, and she started stripping. Misty was a thicker woman with long blonde hair, huge tits, big silver dollar nipples, shaved pussy, and she was creaming down her legs with excitement. I bent her over the water fountain between the restroom doors and pounded her pussy as hard as I could. After a short while we went into the woman's restroom and I sat her on the sink, ate her out, then pounded some more. I felt like I was about to cum but she beate to it and squirted all over me. I had only fucked one girl a few times prior to this, so I was fucking blown away. LOVED IT! I quickly got back in her and got to the point where I was about to cum and pulled out and came on her stomach.

We continued to fuck one or two nights a week until her husband found out and she quit. Which in turn got me, a barely 18 year old at this point, the position of store manager. There were several other girls who worked there that I would from time to time, which made the end of video store era a really hard time for me. Even though I was already doing another "real" job on the side I remember being so bummed when they closed down. Hollywood video provided me years of convenient pussy, and I will be forever grateful for that.