Back when I was a freshman in college I got a job at a supermarket to help put some cash in my pocket. After a month at an entry position I was quickly transferred out to the produce department. My new boss was Debbie, a 45-year-old divorcee with no kids. Debbie was fairly tall, with wavy blonde hair and eyes as blue the sky. Our uniforms were unflattering, but from what I could see, she seemed pretty well put together.
One day Debbie approached me to discuss my career at the store.
“I’m really impressed with how quickly you have picked things up around here. I’d love to take you under my wing and help make you management material” she stated.
I really had no intentions to make a career there, but I was up for any chance to bank some extra dough. So, I agreed to learn under Debbie’s tutor-ledge. It all began one Sunday night when she recruited me to help her take a department inventory.
“Inventory has pros and cons. Major con, it’s an overnight shift. Pros, the quicker we finish the job, the quicker we leave and we get paid an eight hour minimum.” she said. “Be here at 11:30pm and we’ll start right away and try to get out of here early.”
Sunday night came and I showed up at 11:30, Debbie was already there and getting started. As we worked, Debbie tried to make small talk.
“So do you have a girlfriend?” questioned Debbie.
“No, not right now,” I answered.
“A young college boy like you and no girlfriend? What are those young girls thinking?” she said suggestively. “Those girls are too young to know when they have a good thing. Those college girls are a waste of time, don’t you think?”
“Ha! They’re alright.” I laughed back.
“Well, they may be young and cute, maybe all perky and stuff, but they, well, you are deprived of sophistication of the older woman.” Debbie replied.
“I’m only 19, I guess sophistication is not my goal.” I quipped back.
“A sophisticated woman should be the ambition of every unschooled boy.” Debbie said as she left the room.
We finished early, about 4 a.m., and Debbie offered to take me to breakfast to “further discuss my training”. She suggested a small place near her apartment, but it didn’t open until 6 a.m.
“Let’s pop into my place for a bit” said Debbie as she pulled out of the parking lot. She continued to her apartment and invited me in.
“Go ahead and grab a seat,” she said while clearing a spot off her kitchen table. “I wanna get out of this uniform, I’ll be right back.”
I took a seat and waited. Debbie came back to the kitchen wearing a blue silk robe which draped her shapely body. Debbie sat across from me and quickly took control of the conversation.
“The importance of training is the experience of the instructor. Like in your college, you want to learn from the experienced professor who has lived and mastered their trade, not a twenty one year old TA. Same here, you want a cultivated woman to acquaint you to the finer things in life. A college bimbo cannot show you how to please her, because she simply doesn’t know how.” Debbie said in a seductive manner. “Have you truly satisfied a partner? Have any of them truly satisfied you? “she asked.
“Well sure, I guess.” I answer lacking any confidence.
“Hmmm, I figured as much,” Debbie said as she stood up and reached out her hand. I reached mine out, she took it and led me into her bedroom. She sat me on the end of her bed, then her robe opened, exposing her soft large breast. Debbie turned her back to me and the robe gently slipped off, dropping to the floor.
“Have any of those young girls let you just stare at their bodies? Let you take in and observe every curve, every inch of them? Have they ever allowed you to experience their essence, savor their taste?” she said in an entrancing voice, as she slowly turned to face me.
I did as she said, I sat there, gazing at her body. Every curve, every inch. She came closer and placed her hand on the back of my head and pulled me to her, my head resting on her stomach. Her aroma immersed me into a feeling I had never felt before.
Debbie let go of my head and she took my hand and gently guided my fingers over her body. Started down her forehead, down the ridge of her nose, to her plump red lips, where she kissed my fingers, leaving lip stick on the tips. Down her neck and in between her bosoms. She continued to lead my fingers down her stomach and to the top of her trimmed blonde bush. Her leg then lifted on to the bed, exposing her stunning cunt. Her lips were dark, almost purplish, and they protruded from her slit.
“Go ahead, touch it, feel it,” Debbie said.
I lifted my hand and reached towards her inviting pussy. My hand shook with anticipation. Debbie sensed my nervousness and grabbed my hand.
“Here, let me help.” she whispered as her hand guided mine to her muff, gently touching the top of her slit, and brushing down, across her labia and under to her upper thighs. Then she led my hand back up, this time with more pressure, my fingers parting her lips and for the first time I felt her moistness. Debbie finished by bringing my fingers to my face.
“Smell it.” she ordered. I held my fingers to my nose and inhaled her musky scent.
“Taste it.” she ordered. I took my fingers into my mouth and tasted her.
Debbie then lifted me to stand up. She grabbed my shirt and pulled it over my head and tossed it aside. Then she unbuckled my pants and pulled them off with my boxers in one swoop. There I stood with my rock hard cock exposed.
“Well, look at that young meat. Ah, I see it’s dripping, Looks like you are learning about sophistication. Please lay down.” asked Debbie.
I laid down on the bed. Debbie climbed onto the bed and crawled up in between my legs. She lightly caressed my balls and up my shaft. Her fingers twirled around my swollen head. Then she touched the tip, getting some of my hot pre-cum on her finger. Debbie tasted it.
“Mmmmm! That taste good,” Debbie said as she then gripped my cock in her hand. She proceeded to lean forward and lick the tip of my cock. After licking the tip for a minute or so, she took the head completely into her warm wet mouth. My body tingled right down to my feet. I had never felt anything so good. Each pass of her mouth, each lick of her tongue made me feel like I was going to explode. Debbie sensed this and stopped.
“Not so soon. You must learn self-control,” she scolded me. “Stand up and come over behind me,” she said as her arched her hips high off the bed. I walked over to the end of the bed and knelt behind her. Debbie’s view from behind was and still is the most beautiful sight my eyes have ever seen. Her petals, plump and meaty, slightly parted, the opening glistened in her moisture. Her asshole puckered. “Lick me!” Debbie commanded.
I leaned in and took my first taste of a real woman. Her sweet juices were like a tsunami on my taste buds. My tongue parted her lips and dug deep into her sex. Debbie softly moaned with each swipe. I worked my way down to her swollen clit. I flicked the hood with the tip of my tongue. “Take the whole thing into your mouth, suck on it,” guided Debbie. I did as I was told. I sucked her clit into my mouth and slowly twirled my tongue around the button. I took a free finger and slipped it into her wet pussy. “That’s it, just like that” she encouraged.
I continued to suck and lick her clit, while I swirled my fingers in her cunt. Debbie now began to moan more loudly.
“Just like that. You’re gonna make me cum” she said, while breathing hard. “Fuck ya, just like that! Oh fuck ya!”
Debbie’s pussy began to pulsate on my fingers, her sweet nectar dripping from her cunt onto my tongue. Her body shook and she thrust her hips back, burying my face in her cunt.
“Oh fuck, you made me cum! Did you like that?” she asked.
“My god! That was awesome!” I said.
Debbie spun around and began to deeply kiss me, her tongue exploring mine. She licked her juices off my chin.
“Oh I love to taste my pussy on a man’s face.” Debbie said.
Debbie once again had me lay on the bed. She gave my cocks a couple of big wet gulps, then she straddled over me and guided my cock into her hot hole. She lowered herself slowly until my entire cock was deep into that heavenly place. She began to slowly grind against me. I could feel her wetness dripping down my balls. Then Debbie began to ride, up and down, slamming down on my balls. It felt amazing. I looked up and Debbie was staring at me. Our eyes connected. At that moment I felt like we were one. I could feel my balls contract. I was heading to the moment I would explode. Debbie pulled off of me and let me catch my breathe. Debbie began to lick my balls and shaft.
“I love the taste of my pussy on a cock!” Debbie said slurping.
Debbie then jumped back on and rode me again. This time she was riding fast. Her ass slapping on me, the sound of her sopping wet pussy splashing.
“Oh, I’m going to cum again! You’re hitting it good!” she yelled. Debbie was slamming harder than before, forcing me as deep as I could go. Her pussy clinched my cock like a vice. I couldn’t hold any more and my hot load exploded into her cunt. At the same time, Debbie’s pussy pushed my cock out and she squirted all over my cock and balls. I continued to pulse out spurts of creamy cum. Debbie then flapped her clit so fast and she continued to squirt as I came.
Debbie jumped down and sucked and stroked my cock. Still hard, my cock and legs turned cold and numb. The feeling was unreal. She would not stop. My entire body shook and convulsed.
“Ahhh.. Fuck that was good!” Debbie said as she pulled my cock out of her mouth. She licked my shaft and balls clean.
“So, have your college girls ever….” she asked.
“No, fuck no!” I replied, completely exhausted.
“See, sophisticated women. I told you.” Debbie said. “You passed the entrance exam. I will accept you into my training program. We’ll continue after breakfast.”
Story submitted by Adult FriendFinder member gloryfrmbehind69.
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