My first time with a girl was the best sex I ever had. Jennifer was my boss and the sexiest woman I had ever laid eyes on. Her skin was the color of caramel. Her hair long and black. Her eyes the shape of almonds. Her lips full and so kissable. But it was her breasts I found the most distracting. They were full and barely contained within the button-down blouses she wore.
Jennifer interviewed me for the job. My crush was instant. She was so sexy that she made me nervous. I couldn’t concentrate on what she was saying. I don’t know how I was able to answer her. I was certain I didn’t get the job.
But I did and I tried to convince myself my feelings were a fluke. That they’d go away. After all, I’d never had a crush on a girl before. It must be an anomaly.
It wasn’t. My crush only grew. Company meetings were the worst. Jennifer led the meetings and I couldn’t ignore the feelings I had for her. My mind would drift. I’d try to take notes to distract myself but to no avail. Instead I’d fantasize about what it’d be like to kiss her. To kiss those large, round breasts. To rub her clit, while she leaned her head against my chest and moaned into my neck. To taste her, while she gently pushed on my head. I’d find myself touching my breasts absent-mindedly. I’d clench and unclench my vaginal muscles as I dreamed of her touch. I never took away anything of any importance from those meetings.
I thought these were just fantasies. Something that would ever come into fruition. There was no indication Jennifer was into girls. She had a boyfriend. She introduced him to everyone at work.
Jennifer was a good boss. She was fair. Kind. And after a long day at work, she liked to take her employees out for dinner and drinks.
One night, Jennifer took a handful of employees out to drinks. They left early. I stayed. We both drank too much wine. Became too brave.
Jennifer asked, “Have you ever been with a woman before?”
I was shocked and embarrassed by the question. Did she know I wanted her?
I answered honestly, “No.”
“I have,” she said.
She took a drink. I had no idea what to say. “Really?” I asked dumbly.
“Yes. Does that surprise you?”
“A little, yeah. You have a boyfriend.”
“I love him, but there’s nothing like the touch of a woman.”
“I wouldn’t know.”
“I could show you.”
My pulse raced. I didn’t know what to say. Maybe, she was joking. I giggled nervously.
“I’m serious. Let’s finish up here and go back to my place.”
I sat silently as she sought out and paid the bill. The alcohol didn’t kill the anxiety I felt. I was nervous. She was speaking but I couldn’t concentrate on what she was saying.
Once in the cab, she commented on my silence, “You’ve been really quiet. Are you sure you want to do this?”
“Yes. I’m just a little nervous,” I admitted.
“Don’t be. I’ll take care of you.”
When we arrived at her house, she told me to sit on the couch. I did and watched as she began to undress right in front of me. She shed the business suit and stood before in nothing but high heels, a lavender lace bra and matching panties. The bra could barely contain her ample breasts. I stared at her mouth ajar. Pulse racing. Panties dampening.
“Do you like what you see?” she asked.
“Yes,” I murmured.
She took off her bra and panties, exposing everything I had wanted to see but thought I never would. She spread my legs and got on her knees. She pulled down my suit jacket off and unbuttoned my blouse. She pulled the blouse off and then my bra. She pulled down my panties. I sat before her, hers for the taking.
She rubbed my nipples and I moaned at her touch. She went between my legs and put her mouth on my clit. I jumped. The pleasure was so sudden, so intense. She changed course and began rubbing my clit instead. I closed my eyes and tilted my head back.
“Oh god,” I said.
“Let me try this again,” she said.
She went between my legs and began sucking gently on my clit. I reached down and gently held her head. Ran my fingers through her jet-black hair. Begged her for more.
But she stopped instead and opened a drawer in her coffee table. Pulled out a strap-on. Put it on. Pulled me to the edge of the couch. Spread my legs wide. And sunk into me with the strap-on.
I screamed in pleasure. She worked that strap-on better than any man could work what he was born with. She laid her body against mine. Her breasts touched mine as she rubbed against me. She kissed my neck and I threw my head, moaning in ecstasy until I felt the sweet release of orgasm wash over my body in waves of pleasure.
She kissed me gently on the lips before telling me, “Now it’s your turn to pleasure me.”
She took off the strap on and sat on the couch next to me. I was nervous but wanted so much to please her as she had pleased me.
I started slowly, by spreading her legs and placing myself between them. I kissed her full, soft lips gently, then passionately. Anxiety was replaced by desire. I kissed my way down to her nipples and suckled one then the other. She yelled in pleasure as I gently bit and squeezed them.
As I played with her nipples, I reached down, found her wet clit, and began rubbing.
“Please more,” she gasped.
I began fingering her with two fingers. When she demanded more fingers, I gave her two more. I felt her tightening around my fingers as I fingered her. She ran her hands up and down my back as I fingered her and bit her nipples.
When I found her magic spot, she yelled out, “Right there!” So I increased my rhythm and bit down hard on one of her nipples.
I felt her cum with a gush, right into the palm of my cupped hand. I wiped my hand off on a blanket and made her lick the rest of her cum off my fingers, one finger at a time.
That night was our only night together. She moved onto another job shortly thereafter and left me hopelessly lost in my fantasies.