I’ve always loved women. I must have been about five years old when I noticed my kindergarten teacher’s legs. Miss Blaine had these long, sexy legs encased in silky stockings. I still am a sucker for a leggy woman in hose.
Some might call me a playboy. I’ve never wanted to settle down. Why should I? I’ve always had my pick of women, blondes, brunettes, college students, hot 50-something divorcée and they never seemed to complain…
I probably started to hit my stride in college. Don’t get me wrong. I had plenty of high school girlfriends and my mom’s friends used to flirt with me. (Another time, I’ll tell you about how I did the three women in my mom’s tennis group during my senior year in high school!)
I’ve always been a good-looking guy. I played soccer and lacrosse so I had the kind of body most women appreciate. Broad shoulders, a six-pack, strong arms. I have sandy wavy hair and piercing blue eyes.
But, I don’t think that’s all there is to it. I know how women work. I can get into their heads and seduce them. My buddies have just stared in awe when I’ve picked up some hot girl at a bar in like five minutes.
I first realized I had this gift one of my first days of college. I walked into my English Lit class and noticed the professor. She was around 45, with long red hair, full lips, and a body… Damn.
She was wearing this fitted sweater and pencil skirt. And glasses. Sexy smart librarian type. Her tits were amazing.
While she lectured, I was fantasizing about doing her in her office. I pictured her standing before me in sexy but demure lingerie, her firm C cups spilling from a white lacy bra. I felt something stir in my jeans.
She stared straight at me and grazed her teeth over her lower lip. Oh, I was going to be paying Dr. Wilcox an office visit. And she would not be able to resist me.
When the class broke, I made sure to brush by the professor so she’d look in my eyes. “Interesting class. I was wondering if I could pick your brain about something I’m writing. What are your office hours?” I asked.
She stumbled. “Um… I’m free around 5. I mean, I have office hours today…”
I winked and told her I’d see her later.
Around five o’clock, I walked over to her office. I knew I’d be fucking the hell out of this woman till she was begging for more. I was wearing a faded blue T-shirt and jeans.
I knocked on the door. When she let me in, I felt myself get hard.
“So, Logan. That’s your name, right? I’m glad you enjoyed my class. I’ve taken the liberty of looking up your record. Prep School. Straight A’s. Lacrosse and soccer captain. Editor of the school paper. Impressive…”
“Thank you, Dr. Wilcox. I could say the same. Undergrad Yale. PhD Harvard, And you managed to marry your professor…”
“Ah, yes. Dimitri. We met when I was 18. He was 60. Didn’t exactly thrill my parents.
I shouldn’t ask you this but how about some wine? I was about to open a Cab.”
“I’ll open it. Sure. Why not?”
My hand brushed against her while I took the bottle. Her perfume filled my nostrils.
After I poured her a glass, she continued, “I’m not even sure why I’m sharing this but you know what the worst part is? Dimitri is 87 now. Have you ever slept with an 87 year old? That would be if he could sleep with me…”
We leaned against her desk as we sipped wine. I placed my hand on her thigh. She quivered.
“You’ve a beautiful woman. How do you manage? I mean, you must have a lover or two?”
She had quickly finished her first glass. “Ha. Not exactly. I’ve thrown myself into my work, getting published, and the tenure track. I married Dimitri when I was 21. Here’s the thing I realized at my 40th birthday. I missed out on dating guys my own age. Before Dimitri, I had a thing with my parents’ attorney when I was a senior in high school. I was working in his office after school when one night, he grabbed me towards him and kissed me. I was a virgin and he was a successful, sexy man.”
“James, that was his name, had brushed against me when I was filing some briefs. I felt his hardness through his suit pants and was nervous but fascinated. I fell into him and he kissed my forehead. He moved is hands down my back and caressed my ass.”
“He told me I was beautiful and asked if I had a boyfriend. I laughed and told him I was a virgin. He pulled me close and kissed me, this time on the lips. He tasted like scotch. He nibbled on my lips and slipped his tongue into my mouth. I wanted him to touch me. He reached under my blouse and pinched my hard nipples. I felt myself getting wet.”
“He moved me on top of the desk and lifted my skirt. He told me he wanted to be my first and placed my hand on his bulging cock. I wanted him so badly. He unbuttoned my blouse and took my breast out of my cup. He twirled his warm tongue around my nipples. I think I probably came!”
He pushed my skirt up my leg… and I helped unzip his pants. I told him I wanted him so badly. He slid his hard cock inside my wet pussy, pumping. I grabbed his thick hair and pulled him closer. I wrapped my legs around his waist as he entered even more deeply. I felt naughty. I mean, this guy and his wife had spent countless barbecues and dinner parties at my house. We’d even gone on ski trips and beach vacations. I knew his kids. I always thought he was handsome but I never thought he’d be fucking me in his office!”
We couldn’t get enough of each other that year. When his wife and kids went out of town, I stayed at his house for a few days. He took me to an expensive resort. One day, his wife caught us in bed and told my parents. Let’s just say it wasn’t a pretty scene. My parents didn’t talk to me for months. I would have married him but he went back to his wife. My parents forgave me and blamed him.”
I put my hand back on Dr. Wilcox’s thigh. “I’m sorry you had to go through that. It must have been hard.”
I poured her another glass of wine.
“I shouldn’t tell you this – but when you walked into my classroom, I couldn’t help but think about if I had met someone like you when I was in college.”
“Really, Well, Dr. Wilcox, I find you to be a very sexy, beautiful woman.”
“Mmmm. You can call me Jane. God, you’re delicious. I hope that’s okay for me to say…”
“Well, you’re pretty delicious yourself.”
I ran my fingers through her lush hair and took off her glasses.
I nibbled on her full lips, which tasted like expensive lipstick, and moved my hands down her neck. She kissed me back, her tongue exploring my mouth and tangling with my tongue. She sighed.
I moved my hands over her full breasts, caressing her.
“This is between you and me, right?” she asked nervously.
“Of course,” I answered as I slipped her sweater off to reveal her magnificent tits in a surprising sexy black bra. I tongued her nipple over her bra. The wetness on satin or lace drives women insane.
I sucked and twirled my mouth and tongue around her while she let out moans. I moved my hand to caress her flat stomach.
“Oh, Jane. I want to make love to you right here. I want to make you moan with pleasure. It’s been a while, hasn’t it? I am going to fill you up so completely…”
I sat on the desk and moved her on top of my lap, facing me. She slipped off her skirt and I moved my hand between her legs. I fingered her pussy, now soaking, dripping. I wanted to make her cum. I moved in and out, simulating what I’d be doing with my hard cock. She moaned and quivered as she came in my arms.
“We are far from done. Lay down,” I told her.
I moved my head between her legs and touched her throbbing clit with my tongue. I fucked her with my mouth, moving in and out, sucking, licking. I have never seen a woman come so hard!
I kissed her so she could taste her sweetness before moving her hand on my now rock hard eight inches.
“May I?” she asked as she unzipped my jeans and pulled my thick cock from my boxers.
She knelt before me and took me in her mouth. All eight inches. She sucked on the tip and moved her tongue down the shaft, playing with my balls. I felt my precum wet her mouth. I stroked her hair as she looked up at me, just fucking me with her beautiful mouth.
I wanted to explode in her mouth but I also wanted to fuck her bare pussy, to lean her against the wall as her long legs wrapped around my waist.
“Oh, baby, I want to cum inside your mouth so bad but I think you need a really good fucking, am I right?
I moved her over to the wall and slid inside her. She wrapped one leg around me and pulled me closer. I pumped into her deeply as she sighed. I teased her with my cock, pulling out and feeding her the tip. She begged for more.
I pulled her hair back as she came over and over. Hopefully, the custodians had gone home for the day!
I released into her, filling her.
She begged me to see her again but I knew it was risky, student and professor and all. Just two months later, she looked sort of piqued. I asked her after class if she was feeling okay. Turns out it was morning sickness. She was eight weeks pregnant. Yup.