After the round of parties celebrating graduation from High School, I was faced with three tasks: finding a summer job, applying to college, and losing my virginity. The first two were no sweat. The third ... well, let's say that I felt like a deer in the headlights.

As an only child, I had no siblings to show me the ropes. To further my isolation, I was one of the geeky, studious, straight "A" types. Sure, I had above-average looks, and my teenage body was fit. But I was always the awkward one, the wallflower, the guy that nobody ever included on their invite list. The only interaction I had with the fairer sex was when they cajoled me into helping them with their assignments. Never a kiss, never a blowjob, not even a titty show for my efforts. "Thanks, Kirk! I owe ya one! See ya in class!" was all I ever got.

My neighbor ran a landscape business, and he hired me straight away. The work was hard, and I worked outside all day. The physical labor paid off in a toned body. 6 pack torso, strong biceps, muscular legs. Being outdoors all day gave my skin a masculine bronze tone. I was buff. At night, after my shower, I'd stand in front of the full-length mirror and critique myself, wondering why none of the girls showed any interest in me. I was in shape, I had a solid body, and my cock was just a pussy hair shy of 7 inches. It didn't make any sense that I was still a virgin.

I applied to the local college, confident that my grades were strong enough to be accepted. Sure enough, 6 weeks later, the letter arrived. "We are pleased to inform you...." Included was a sheaf of papers outlining my next steps. One step was an appointment with the school guidance counselor, some lady named Wendy. My appointment was scheduled for 4 p.m. the following Friday. The letter instructed me to meet her at an off-campus address.  I was to come prepared to discuss my trajectory through college and beyond. It was required that I bring a one-page outline, synopsis, or essay on my life goals.

Smart as I am, I struggled preparing my disclosure paper for Ms. Wendy. In all honesty, my immediate goal was simply to get laid. My long-term goals were to continue to get laid and to repeat that process over and over until I mastered it. My hormones were overflowing. At work, I'd regularly sneak off into the porta-potty and rub one out. At night, lying in bed, I'd whack off, sometimes two or three times before drifting off. But I certainly couldn't write that to Ms. Wendy. She was the college guidance counselor. It wouldn't be kosher to share my inner desires with her.

I quit work at noon on Friday and went home to freshen up for my audience with Ms. Wendy. A collared shirt, some dress slacks, my polished Sunday shoes, I felt ready. Just for good measure I slapped on a splash of aftershave. When I got to the address, I was a bit surprised that it was a regular house, not part of the campus. I gathered my papers, took a deep breath, and rang the doorbell.

When the door opened, Ms. Wendy and I eyeballed each other head to toe. She was on the taller side, fit and trim with generous boobs. It struck me as a bit odd that her blouse was rather tight, accentuating her ample chest, and that the top buttons were unfastened, showing me some cleavage. It didn't appear that she had a bra on because her nipples made arousing dots on the tight fabric. She had an attractive face for someone twice my age. After taking in my physique, I saw a faint grin as she welcomed me in.

"This way, please, Kirk. May I call you Kirk?"
A little flustered at her casual, disarming manner and intrigued with her breasts, I stammered, "Of course, sure, I mean yes, ma'am."

"Oh, please, Kirk. Call me Wendy. We can dispense with all the formalities. I'm just here to get to know you better, to guide you. I want to discover who the real Kirk is and what motivates you. I need to get comfortable with all that in order to effectively take care of business. Please follow me back to my private office."
Wendy led me down a hallway into a bedroom converted into her office, closing the door behind her.

On one wall was a short couch with an armchair and a small end table. Along the back wall was a desk with two guest chairs. Wendy motioned for me to take one guest chair as she settled in at the desk. As she bent to sit I noticed that her skirt was tight enough to showcase a stellar ass.
Wendy went through the motions, obviously having done this numerous times.

Finally, she got to the white paper of my dreams and ambitions. She held it, scanning more than reading. When she laid it down, she rose and stepped around the desk. Leaning her tight tush against the edge of the desk, she peered at me.
"Is that really what you're looking for, Kirk? Is that truly your goal, your passion? Come sit by me on the couch. Let's talk about what you really want out of life."

My awkwardness was now taking control. My comfort level existed in two very different places. She was disarming, charming, and gave off an underlying vibe that clashed with my inexperience and naivety. We settled in, she scooched closer a skosh, placing her hand on my thigh.

Twisting toward me, she made certain that her cleavage was front and center. "This may seem a bit unorthodox, Kirk, but I assure you it's all part of the process. Please be frank with me. Do you have a girlfriend?"

WHAT THE FUCK? My mind fell apart. This counselor had her boobs patently in my face, with a hot derriere, and touching my thigh was asking me about my love life! All I could do was stammer and stutter. My mind was jumbled up. Lust for this hot cougar tumbled around with a job interview. I was nearly paralyzed.

"That's okay, Kirk. I understand. I'm going to take a stab in the dark and guess that you're still a virgin. Am I right?"

"Uhhh ... I guess so ... uhmmm ... I mean ... uhhh."

Wendy was a pro. She took right to it. "Would you like to explore my boobs, Kirk? I'd love for you to touch them. Go ahead. They're yours for the taking." With that, she unbuttoned her blouse, her beautiful tits hanging free. Seeing me dumbfounded, she reached for my wrist and placed my hand on her boob. "Go ahead, Kirk, touch them, squeeze them, suck on my nipples."

I tentatively responded, taking her broad areola in my mouth. As I clutched her boob, sucking on it, I felt her hand move from my thigh onto my now turgid cock. Holy fuck! This woman was amazing!

Before I knew what was happening, she had released my rigid cock from my pants. Grasping it tightly, as if to keep me from running away, her lips encircled my mushroom head, her tongue making circles. Jesus Christ! I'd never felt anything so good in my life! Wendy obviously knew what she was doing and gave me my first blowjob, complete with swallowing my ejaculate.

We sat in silence for a few awkward moments. The next thing I remember is Wendy standing up, unzipping her skirt, telling me, "Now comes the final exam. You must fuck me with your virgin dick." She stepped over by the desk, putting one leg up on the chair and holding her bent over figure up by the desktop. My marching orders having been delivered, I approached her from behind. My still throbbing cock found its rightful place and slid into her wet cunt. Instinct took over, and I thrashed her pussy long and hard. Wendy growled, she sucked in air, she moaned. I felt her pussy, wrapped tightly around my cock, flood with passion as I unloaded, adding to the sloppy mess.

"I think you'll fit in nicely at our university, Kirk. I'd like you to come by again tomorrow, say noonish, to complete our interview."
With that, Wendy led me to the door and back to the harsh reality of life.