“Yes. Actually, there was something I wanted you to help me with.” She suddenly had a shy face and seemed unsure about continuing.
“Come on, it’s me. You can tell or ask me anything. You know I’ve very fond of your mom and you,” I said hoping to make what ever it was easier for her.
I took a chair from the table in the eat-in kitchen and turn it around to the counter. Lilly turned one of the counter-height stools to face me. She was dressed for the warm weather. She had a t-shirt on with the logo of her new college on it. Her skirt was a lightweight fabric and came halfway to her knee.
There was no doubt, she was really cute.
“So, how can I help? Something about college?”
“Sorta. I don’t know if mom told you, but I’m still a virgin.”
“No,” I said. “That really didn’t come up in our talks — I mean really outside of what we’d talk about. Okay. So, you’re a virgin. Lots of people are.”
“I don’t want to go off to college as a virgin. So, I want to deal with it now.”
“I thought you were still dating Bobby. It was not of my business, but I thought that he’d — well, picked your cherry.”
She paused for a moment. “That’s part of the problem. Bobby would most likely screw it up, I mean with the hymen and all. He’s so dumb on these things!”
“So. You want me to talk to Bobby and walk him through it so that he doesn’t screw it up?”
“No. I don’t want Bobby!”
I kind of understood not wanting a high school boy to be your first. They fumble around and finally get their little dicks in your pussy, blow their cum in under a minute and then rush off to tell their friends. The next day at school, before lunch, two of Bobby’s friends would ask Lilly for a date. I thought back to my high school days. I’d gotten into two pussies. The first was Megan because my buddy Doug had told me that she’d fucked him. So, I took her to Lover’s Lane and finally got her out of her panties, my dick in her cunt and I was done before I knew it. The other was Cindy. Back to Lover’s Lane. Getting her out of her panties was more of an effort. Finally, she was ready and I thrusted my dick into her pussy and facing some resistance before it went all the way in. It was her first time and I’d broken her hymen. Again, it took me about a minute to cum in her pussy and she was crying the whole time. Everyone deserves better memories of their first time than that.
“Well, who do I talk to? Who and what do you want?”
She stared at me. “I want you to fuck me. I trust you to do it right,” she said.
“Thanks for the vote of confidence, but I’m with your mom and I’m pretty sure that fucking her daughter is way out of bounds!”
“Don’t worry about mom. I can take care of her. I really need you to do this for me.”
Her legs together, she lifted her feet from the bottom rung of the stool to the next ones up. It positioned her so that I was looking right at her knees. She slowly spread her legs. She had no panties. I was staring transfixed. I had expected to see her pubic area cover with fine, blond hair. There was none. Obviously, she had gotten waxed. The lack of pubic hair made her crotch seem even younger.
Her legs were only slightly ajar at this point, but she slowly moved her knees apart. I could see her pussy lips. They were closed showing a slight line down the center. It was as if those lips had never been touched or opened. I was starting to get very hard.
She lifted one knee, putting that foot on the seat of the stool. It was then that the line down her crotch disappeared and the lips separated just a bit. Her pussy was just an arm’s length from my face.
She was right. Bobby didn’t deserve this.
“Come on. Mom will not be home for an hour. Let’s make the most of it. You can break my hymen and teach me to fuck!”
With that she hopped off the stool leaned forward and kissed me on the lips slowly. I opened my lips a bit and took her tongue and she took mine.
While we kissed, she reached down and unzipped my pants and took out my cock. I reached forward, pulled up her skirt. She spread her legs a bit and I stroked her hairless pussy. Soon I had a finger in her slot. She flinched. She had a small gasp when I brushed by fingers across her clit. We were beyond the point of no return.
“Your mother must never know and this is a one time, lose-your-cherry thing.”
We stood up and she took me by the hand to her room. I helped her out of her clothes and she lay across the bed. I stripped off my clothes and tossed them into a pile.
Damn. She was so young and beautiful. It was exciting that my cock was about to go where no cock had gone before — into that tight little pussy.
“So, are you really a virgin,” I asked.
“Sure, check if you want to.”
I took up a place between her legs and gently opened her pussy lips starting at the top. I gently rubbed her clit and then let my tongue take up her clit. As I open up her lips, I could see her hymen with its small hole. I rubbed it with my thumb. “How does that feel,” I asked. She answered with a moan.
My tongue went to work on her hymen. I was pressing it gently and it gave just a little bit.
I stopped all at once. “Are you on birth control,” I asked.
“Absolutely, dumb ass.”
After tonguing her pussy for a while more, I moved up to lay beside her. I kissed her neck and fondled her breast — rubbing and licking her nipples.