I was hanging out with my bff Jill at the mall one night before going to her house for a sleepover. We had a blast shopping for cute little outfits and pointing out to each other which boys were checking us out. Jill and I are both 16 and we've known each other since we were little, but that's pretty much the only thing about us that's the same. Jill is a tall brunette with a slender body, perky B-cup breasts, and killer long legs. I'm a petite blonde with a bubble butt and D-cups. Whenever we go anywhere we try to see which guys are checking us out and sometimes we have a little contest to see who can get the most attention.
After our shopping spree we went back to Jill's house. Her dad was home. Jill's mom had passed away a few years ago in a car accident, so it was just her and her dad. Her dad was a good looking guy for his age. I remember when we were little, her dad was actually my very first crush.
He welcomed us home with a smile and a hug and then made himself scarce. I guess he didn't want to put up with two teenage girls being silly. We put on a movie and made some popcorn and snuck a little wine from the fridge. Jill was wearing panties and one of her dad's old t-shirts, while I had on boy shorts and a white tank top. We talked and laughed and had a great time like we always do.
A few hours later we started to get really tired so we decided to head to bed. We went up to Jill's bedroom, which was right across the hall from her dad's. His bedroom door was closed and there was no light on, so I guessed he was asleep. We climbed into Jill's bed and tried to get comfortable, accidentally kicking each other under the covers. That led to us kicking each other on purpose, each of us giggling quietly so we didn't wake up her dad. Then Jill went for my weak spot: she started tickling me. I am very ticklish so it was hard to keep from laughing out loud. I couldn't even tell her to stop, I was giggling so hard, so instead I started tickling her back. We ended up breaking out in laughter, our faces inches from each other, our arms around each other, our bodies pressed together.
We looked into each other's eyes and Jill kissed me softly. I knew she was into girls too, and I'll admit I was kind of curious, but I'd never thought about her that way. It was weird, to say the least. But as I felt her thigh rubbing against mine, I have to say it was also kinda hot. Still, it was too weird having my best friend making out with me, so I pulled away and told her I didn't want to do that. She smiled and said she understood and that she loved me anyway. "Awwww, I love you too," I said with a silly smile. We giggled and snuggled up and drifted off to sleep. I wondered if we'd woken her dad up.
A little while later I knew Jill was out cold but I couldn't fall asleep. I kept thinking about that kiss, how weird it felt but how good too. I was feeling a little horny and I was starting to become intrigued by the idea of exploring that kiss further but I didn't want to wake up my friend. Then I heard something from across the hall. I got up, careful not to disturb Jill, and crept to the door.
I saw Jill's dad leave the bedroom and head down the stairs. He was wearing only a pair of black cotton shorts. He looked even better shirtless than I thought he would. I started thinking about how I used to have such a crush on him and I guess I was hornier than I thought because all of a sudden an image of his cock between my legs popped into my head and I got really wet.
I slipped out of the bedroom and tiptoed down the stairs.
Jill's dad was in the living room flipping through the channels. I heard moaning coming from the tv. Oh my god he's watching porn, I thought. The idea turned me on. I peeked around the corner of the door to see him rubbing his crotch slowly. I watched, mesmerized, as he pulled his cock out of his shorts and started to stroke it. He had such a beautiful cock, not too long but nice and thick, and it was getting harder and harder as he stroked it. I'm not a virgin but I've only been with two boys and they were both terrible, shooting their load two seconds after putting their dick in me. I wondered what a real man like Jill's dad could do with that beautiful cock. Bet he wouldn't cum as soon as it was in my pussy, I thought. Bet he could fuck me really good.
I didn't realize it but my hand was between my thighs rubbing my pussy through my shorts. I was also moving into the living room. I guess he heard me take a breath because he looked up, startled, and when he saw me he said "oh shit!" and tried to pull his shorts up and shut off the tv at the same time.
"Don't!" I heard myself say.
"Chrissy," he said, flustered. "I...I didn't know you were awake."
"I couldn't sleep," I said. I couldn't stop staring at his crotch, thinking about that gorgeous cock.
He saw what I was looking at and got really embarrassed. "I'm so sorry, Chrissy," he stammered.