My name is Roland and when I was 20 years old, I was going to college part time while I was working full time as a delivery driver for a small business that sold sports equipment. One of my regular stops was Ray's Ski and Tennis. That's where I met Stacey, she was working as a Sales Associate. She had just started working there right after she graduated High School. She was thinking about going to college, but wanted to make some money first and take her time choosing where and what she wanted to study.
Stacey was 18 years old, 5 foot 5 inches tall, brown hair that she would usually tie in a bun, beautiful brown eyes and a sweet smile. She was a cheerleader and on the varsity tennis team. Her petite frame, tight little butt and her perky 32b breasts were exactly what teenage boys, and I'm sure several Teachers, would think about while they masturbated.
I spoke with her every chance I got. I would even "accidentally" forget to drop off an item or a box when I had a delivery to the store. That way I had to stop by later on my route to see her again. Eventually we started talking outside of work and I finally got up the nerve to ask her out. To my surprise she said yes.
After a few weeks we were a couple and we started to get more physical. We would make out in my car in the parking lot after she would close the store. Now I wasn't very experienced, I had only had 2 girlfriends prior to Stacy and those relationships didn't last very long after we started to get physical (I'll write about those stories later). Stacey was with Ken all through High School, he was the typical jock who played several different sports. After they graduated they had to break up because he left to go college out of state.
Some nights we would get very hot and worked up making out in my car. One Friday night we were kissing in my car after she had closed up the store. We eventually climbed into the backseat and we both remove are shirts. We looked at each other for a moment and then we were kissing again like there was no tomorrow.
I started kissing her neck and down to her shoulders while I unclasped her bra. As her bra came off my mouth was in position to gently kiss her right nipple. I flicked my tongue over the dark little bud until it became hard. I circled her nipple with my tongue and gently sucked on it, causing her to moan softly. Her hand went to the back of my head and held my mouth tight against her breast.
She loosened her grip enough so that I could pay equal attention to her left nipple. I took it into my mouth, sucking, kissing and nibbling on it. My right hand went to her other breast and was pinching her nipple. Her breathing was getting erratic and she was moaning louder by now. I started to go back and forth between them, each perky breast covered in my saliva, glistening from the little light coming from outside the car.
She all of a sudden backed away from me, I thought I had been too rough or nibbled too hard, but that was not the reason. She put her hands on my chest and pushed me back against the car door. The look on her face was so sexy, she looked like she wanted to devour me. Her right hand went straight for my crotch, and started rubbing my hard cock through my jeans. My cock was straining against the denim and I couldn't wait to release it from its constraints. She undid the button and slowly pulled the zipper down over my bulge. I lifted my ass as she pulled my jeans off.
It was very dark in the car, the light from outside only really let us see a few inches above our waists. She crawled back on top of me, her right hand slowly making its way up my thigh. When her hand reached my boxers we were kissing again. She all of a sudden stopped kissing me as her fingers were tracing the outline of my hard cock through my underwear.
She said "Oh" and looked down.
Her fingers were at the waistband of my underwear and my cock was sticking out near my belly button.
"Is everything OK?", I asked.
"Yeah...I wasn't expecting it to be this big".
Nothing better for the ego than to have a sexy woman say the word "big" when looking at your cock. Now I'm not some huge horse dick guy. I think of my cock as being above average. A little more than 7.5 inches and a nice thickness.
At the time, well before all the easy access to the internet and porn, I really had nothing to compare my cock with. Though Stacey was not the first to mention the size of my cock (again, a story for another time).
I pulled my underwear down to my knees, allowing my cock to stand at attention. Stacey wrapped her right hand, then her left hand around it, softly stroking and squeezing my cock. It felt so good.
"My ex was not this big. His cock was like this long"
as she gripped my cock to show me he was about 5 inches or so.
"And definitely not this thick".
Feeling empowered I asked her, with a sly smile "So how much of his cock could you get in your mouth?".
She didn't say a word, just looked at me while holding my cock in her hands, and smiled. She leaned forward and slowly wrapped her lips around my shaft and eased down inch by inch, until I felt the back of her throat. She gagged and eased back a bit, saliva dripping down my shaft. Then she took my cock back into her mouth and tried to take as much as she could. I placed my hand on the back of her head when she stopped, then I lifted my hips and pushed my cock just a little more down her throat.
I let go of her head and she came up from my lap drooling and gasping for breath.
"I was able to take him all, but it seems you have a few more inches that I can't handle". She said with a smile.
"Practice, practice, practice". I replied.
She laughed at that comment and gave me a deep kiss.
I couldn't wait to see how tight her pussy would be around my cock. Knowing that I would stretch her more than her ex ever did, go deeper than he ever could. I reached for her pants trying to get them undone while we kissed, her hands still stroking my cock.
I was just pulling down her zipper, when a bright light lit up the inside of the car. We stopped kissing and looked out the front windshield. I thought it was a passing car, but knew that I had parked towards the back of the lot to avoid anyone parking near us. It was a security car checking on us,
"Damn! So close." I thought.
We quickly found our clothes and got dressed. We both got out of the backseat holding our hands up to our faces to block the bright light. Luckily we knew all the security guys that worked that lot,
"Hey John, we were just discussing where to have dinner tonight." I said.
John smiled and said "Sorry guys you can't be on this side of the lot after hours."
"Yeah, you're right, we'll get going." I replied.
John shook his head and with a smile said "Sorry, have a good night."