“I’m kissing you, dummy,” I said. I was on my knees in front of him, which my hands resting on his knees. I tried to work up a seductive look. “Is that all right?”
I saw his Adam’s apple bob as he swallowed hard. “Sure...”
I leaned in and kissed him again. This time he kissed me back. I pushed the book off his lap and put my hands on his shoulders to push him back to lie flat on the floor. With him on his back, I straddled his hips and pushed my crotch against him. With my lips still on his and my tongue awkwardly in his mouth, I felt his cock getting hard beneath me. And I mean rock hard and huge, like straddling the bar on a boy’s bike.
“Does that feel good?” I asked, rubbing myself against him.
“Yes…” he whispered with his eyes closed. He slid his hands up my thighs and brought them around to my ass. He dug in his fingers and pressed me to him.
The pressure of my pussy against his cock made me tingle all inside. I took a deep breath and moaned in his ear. “Oh… wow… that feels… really good…”
I had never French kissed before, but I was glad to see that it wasn’t hard to figure out. Calvin’s tongue came out to play with mine. His hands on my ass got firmer and he ground my pussy against his cock. I was wearing jeans and cotton panties, which were drenched from the waves of juices that were gushing from deep inside me. The fabric between us was hot from the friction. I could just imagine us catching fire and the Milwaukee Fire Department having to come put us out.
I heard Calvin gasp and he pressed me to his cock and lifted his ass off the floor. I didn’t realize it at that moment, but he was cumming in his jeans. At first, I thought he was in pain, but when I pulled back from his lips I saw the look of teen ecstasy on his face. His eyes were closed behind the thick glasses. His mouth was hanging open and he was sucking in quick gasps of air. I felt him growing hot beneath me as his milky goo soaked the front of his jeans. I could smell our sex in the air; pungent, tangy, intoxicating.
When it was over, his face turned red from embarrassment and the mood suddenly changed. I climbed off him and looked at the wet spot on the front of his jeans. I hid a smile behind my hand and quickly looked away. I was proud of myself because I made that happen. It was the first time I realized that I could pleasure a boy and get pleasure in return. It sparked something inside of me. I wanted to do it again. I wanted to do more, other things, nasty things. I wanted to do everything the sluts at school talked about.
“Uh, I gotta go,” he said as his face turned ten shades of red. He stumbled to his feet and gathered up his books. “I’ll… I’ll see you later.”
He covered his crotch with the books and hurriedly left the room. I sat there for a moment in my soggy panties with my clit tingling and my pussy dripping, unsure what to do next. I knew nothing about masturbation back then, so I was left high and dry, or high and wet, so to speak.
If that happened today, I’d just pull out my little box of toys I kept in my bedside table and give myself a happy ending. But I was just sixteen and that was my first foray into sex, if you could even call it that.
Eventually, I just got up and went into the bathroom to clean myself off. I put on clean panties and jeans and went back to my studies, all the while thinking that the next time this happened we’d both leave satisfied.
Chapter 8: Cole
When I walked into Ed Quigley’s office and saw Lucy Walsh standing there, I literally felt my heart clench in my chest, like fingers had closed around it to give it a tight squeeze. I had no idea that World News Tonight’s new executive producer Lucinda Rhodes would turn out to be Lucy Walsh, the first girl I had ever had sex with. And the first girl I ever loved. Hell, she might have been the only girl I’d ever really loved. It had been nearly twenty years since I’d seen her, but I’d never even come close to the kind of relationship I had with Lucy. Some would call that sad. I just called it life. I had been too wrapped up in my career to even think about a serious relationship. Plus, I had too much fun playing the field. What was the old saying? Why buy the cow when you can get the milk for free? In my case, it was why buy the cow when you already had access to an entire dairy farm. I had all the free milk I could drink. Hell, I could bathe in free milk. Why fuck that up with silly things like monogamy and commitment?
As Lucy and I stood there locked in a hug, Ed stared at us like a man witnessing an alien landing. He wasn’t quite sure what was going on, but he hoped it was a good thing. When Lucy and I finally pulled away from each other, Ed directed us to sit in the two chairs across from his desk while he got us all coffee. Lucy and I sat down and stared into each other’s eyes. It was clear that we were thrilled to see each other, but neither of us knew what to say, so we just stared at each other.
Time had been wonderful to Lucy. The last time I’d seen her she was a skinny teenage girl with unruly blond curls and little boobs and practically no ass. Now, eighteen years later, she was strikingly beautiful even though her face bore very little makeup and her hair was pulled up into a thick ponytail at the crown of her head. She still had the freckles dotting her nose and the big smile full of perfect teeth. And her body had matured wonderfully. As we hugged, I could feel her breasts pressed against me and when my hands slid down the small of her back they stopped at the top of her round ass. I had to resist the urge to press my cock against her. I wouldn’t have been embarrassed, but Lucy might have and good old would have for sure.
We were turned sideways in the chairs just looking at each other without speaking, letting our eyes catch up with the years. As I gazed into her blue eyes my mind drifted back in time, to the night that we popped each other’s cherries in the back seat of my dad’s car. Christ, if I knew then what I know now, it wouldn’t have been so awkward or over so quickly.
We had been sweethearts for months before the night we finally went all the way, although I couldn’t recall that we’d ever made our relationship official by branding ourselves as going steady. I mean, I had never formally asked her to be my girlfriend and she never referred to me as her boyfriend. We just were…
We had initially bonded over our nerdiness, then the sex came later. We were both smarter than the other students at Shitwaukee High. She was exceptionally good at math and I was a whiz in science, we liked to play hours of speed-chess, and watch Star Wars movies. We spent a lot of time together, but I had to admit, I was not the one who took our relationship to the next level. She made the first move one day while we were studying in her bedroom. You must understand that I was your average teenage boy with raging hormones. That meant that I thought about sex all the time and would get huge boners that just popped up out of nowhere and wouldn’t go away at the worst of times. I spent much of my time praying the hard on in my jeans would go down before the bell rang or before my dad told me to get up and clear the dinner dishes. Even before my initial encounter with Lucy, when I shot my load in my jeans while she rubbed her hot crotch against me, sex was all that I could think about. Thankfully, Lucy seemed to be as obsessed with my cock and balls as I was with her pussy and tits.
We couldn’t keep our hands and mouths off each other after that day. A few days after our first encounter, Lucy let me feel her tits and pussy through her clothes. I would rub her jeans until the material was hot as lava beneath my fingers, but I wouldn’t stop until she squeezed my hand between her thighs and made this little mewing sound to let me know that she was cumming. I gladly let her rub my cock until I shot off in my jeans, hoping that soon she would let me take it out so she could handle it for real. I longed to have her fingers and mouth on my cock. And my cock buried deep inside her pussy. Funny, my mom wondered why I’d started doing my own laundry all of a sudden. I told her that I just wanted to help her out around the house. My old man knew better. He was an Army Ranger who bragged that he had lost his virginity when he was fourteen to my Aunt Becky’s best friend, who was sixteen at the time. He would look at me and grin, then shake his head and tell me not to knock anyone up.
A little while after that, Lucy let me slip my hand under her shirt, then under her bra. Her tits were small, but her nipples would plump to the size of my little finger and just sent shockwaves through me that made me cum even faster. A while later she let me slip my hand into her pants and rub her wet pussy over her panties. Then she let me slip my hand inside her panties and feel her hot, wet pussy without encumbrances. I remembered the exact moment my fingers felt her hot wetness and the little nub of her clit. I could hear her breath in my ear as I lubed up my finger by rubbing it through her folds, then slid it inside her, just a little at first, up to the first knuckle, then the second, then all the way. She grabbed on to me like a kid on a rollercoaster ride and moaned as I fingerfucked the shit out of her until she came. I remembered pulling my hand out of her pussy that first time and holding up to my nose to smell her pungent scent. I licked the juices off my fingers and hummed at the taste. I didn’t wash that hand for a month. I would hold my fingers to my nose and jack off with the other hand before going to sleep each night.