TRAINEE CORPORATE COURTESAN

 

Henry and Alice are your typical American middle class couple. They have a house in an upscale neighborhood in the suburbs. No white picket fence but green grass up front, a pool in the back and in a neighborhood they loved. There were block wide Bar-B-Q's in the backyards and common areas as well as gatherings throughout the year for birthdays, anniversaries, or just because. They drove late model Chevy's, sorted their recyclables, gave to the homeless shelter and went to church every Sunday. Inside and out, Henry and Alice was the picture of a typical American couple.

They both had jobs in the city, Alice a project manager, Henry as an accountant. They were dedicated, long term employees starting at their respective companies right out of college and remaining there as fixtures in their jobs. If you asked either one of them to sum up their life in one word, the odds are you would get "comfortable" from both of them. This comfortable pattern would soon be shattered by forces far beyond their control.

Henry was a shy boy growing up. Not big enough in stature to play sports he instead excelled in school. His teen years were unremarkable except for the occasional bullying incident from the jocks that seemed to happen to everyone like Henry. Still, there was no emotional scarring visible from these events and Henry learned early on to blend into the pack, thus escaping most of the hazing.

Alice's school experience mirrored Henry's. She was not pretty enough to be included with the cheerleaders and not developed enough to attract the boys. While many of the other girls learned about makeup and hair treatments, Alice instead focused on school where she too excelled.

Being in the same small school together meant they knew each other but both were too shy to do anything more than exchange stilted hellos in passing. That trend continued until fate intervened by putting them together in a group for a school project.

Being the best students in the group the other members looked to them for the hard work required for the project. Meetings in study halls among the members quickly turned into meetings between Henry and Alice alone as the other members took advantage of their work. Study hall meetings turned into kitchen table meetings after school, all done at Alice's home under the watchful eye of her mother. Even with momma hovering, the two began to bond in ways that had nothing to do with the project.

When the project was turned in and the expected 'A' for the team was received, the meetings between Alice and Henry didn't end. Sharing many of the same classes meant they could study together. These shared common interests were enough get them around the shyness barrier. While never officially able to declare their growing feelings for each other verbally, they began to spend more time in each other's company outside of studying and classes. In a word they became comfortable in each other's presence.

Graduation from high school did not change the dynamic. They both went to the same college in town; both still lived at home and took many of the same business classes in the beginning. They traveled to and from campus together every day, working at Alice's kitchen table every night.

Alice found her skills to be in scheduling and directing so her path diverged from Henry's for the final two years of college. Henry's strength was numbers; he took to accounting like a duck to water while Alice concentrated on Project management. Still they rode together as much as possible and studied together every night.

The steady company they provided each other finally started to turn a romantic corner during their junior year. One evening on the drive home Alice, out of the blue, reached out taking Henry's hand as it rested on the center console. She had wanted to do it for so long and she was pretty sure Henry wanted the same thing but he never went that extra step. So she took matters into her own hands.

Henry didn't know what to make of this new development, but one thing was for sure, he was not going to move that hand. Glancing over at Alice he saw her smiling before he realized that he was smiling as well. That simple act broke down any remaining walls between them, cementing them as a couple in both their minds.

Even though they were now officially boyfriend and girlfriend, there was not a lot of physical contact between the two. Innocent hand holding and knowing glances made up the romantic side of their relationship. Even this little contact caused Alice's mother a large amount of consternation. The fact that nothing overly sexual was happening didn't seem to matter to her. Her mother brought Alice up in a strict Catholic home and consistently warned her about the evils of young men. This didn't equip Alice with the knowledge or experience she needed to deal with growing the physical side of the relationship into something more, even though she wanted it desperately. Holding hands and some light kissing sessions in the car was about the extent of their contact. This time it was Henry's turn to break the barrier.

Henry wanted to take things to the next level with Alice but he was too frightened to press things. She had told him some of what her momma had said to her about Henry. It wasn't hard for him to see the disapproval in her eyes when she looked at him. Still he was a grown man and his hormones were raging. Each time they kissed he became steel hard, hoping and daring to go further but too shy to actually do it. It took almost two months of nightly kissing sessions before Henry couldn't stand it any longer finally making his move.

The first time Henry touched her in a sexual way Alice almost went into a full blown panic. They were parked in a dark lot a couple of blocks from her house. The usual way they parted was a quick kissing session so that she could exit the car as soon as he pulled into the driveway. Mother would be watching and waiting so no kissing could be done at the house; it had to happen here, out of the reach of the prying eyes of Mother.

Henry slid his hand into the open neck of her blouse, feeling the soft skin of her neck. After hovering there for a minute or two doing the usual, he chanced it starting ever so slightly to move down. The blouse was buttoned tight so as he left the soft folds of her neck his journey down continued on the outside of her clothes. His fingers ran down over her blouse, stopping to cup her breast.

Alice's body went rigid driven by the conflicting emotions at play in her mind. She could hear her mother screaming at her about how wrong this was. Still there was another voice, her physical side, almost moaning with desire at his touch on her breast. This moment had been so long in coming and she wanted it so bad that the physical side won out. Still, paralysis was the order of the day so she just continued to kiss, doing nothing to stop his hand from exploring her body over her clothes.

Henry was so enamored with the feel of her breast that he thought he had died and gone to heaven. He could feel her nipple stiffen right through her bra as his fingers danced over it. Alice's original tension in her body had been replaced with a softer feel. He felt her push her chest up slightly, accepting his touch. The entire scene was something he had dreamed about for so long Henry got overexcited, pinching the rapidly growing bud far too hard.

"Owww Jeez Henry, that hurt! Easier, please..."

Henry was mortified; pulling his hand back like it had received an electric shock. Alice took his hand and placed it back on her breast.

"Don't give up, just be easier OK? I really want you to."

Taking her admonishment to heart, Henry started his exploration again. Emboldened, he reached up, fumbling with the top two buttons on her blouse before finally getting them to open. This exposed her bra covered breast to his eyes for the first time. Tentatively reaching inside her blouse as their lips again softly touched, his fingers lingered around the edge of her bra, drawing a line down her tender flesh. He cautiously pushed down, lightly sliding his finger underneath the cloth and lace.

His finger was now joined by another and then another until his palm rested inside the bra, cupping her entire breast. There was a surprising resilience to the fleshy mound. Remembering to be gentle, he kneaded her breast. Henry reveled in the sensation, this being the first girl that ever allowed him to touch her. His cock was as hard as a rock in his pants as the kiss became more feverish at the rising passion both were feeling.

It was the first time Alice had let any boy touch her. Although she had never masturbated to orgasm she knew how incredibly sensitive her own breasts were. The sensation of having someone else finally touch her was almost overwhelming. All thoughts about her mother and how she would not approve left the building as her world condensed down to the feelings Henry was causing in her body.

The kiss, while awkward, raised the level of her passion. Her hand was locked behind his neck, drawing him ever tighter against her lips. Her nipple, rock hard against his palm, generated electric sparks every time the soft skin of Henry's hand moved against it. She felt the dampness growing between her legs as he continued to move his hand lightly across her breast.

Henry felt her free hand slid onto his thigh. The light touch of her delicate fingers brought an additional stimulus to his body that he had not expected nor could he ignore. Those delicate fingers started squeezing tighter as he felt her passion increase with his. He had no warning as his cock, overwhelmed with the new situation, began to fire in his pants.

Alice felt Henry tense, his whole body becoming rigid. He broke the kiss, removing his hand from her blouse. Alice's eyes followed his down to find a huge wet spot growing in the crotch of his pants. It took her a moment to process exactly what had happened. But when she did, much to Henry's horror, a smile formed on her face. Understanding the growing feeling of shame that was written on his face, she made the only gesture that she could to help him.

"Oh Baby, don't be embarrassed. I did the same thing."

With that she spread her legs a little bit wider. Taking Henry's hand she pressed it against her pussy. Even through the pants and panties Henry could feel the dampness. Alice held his hand there for the longest time before reaching back to pull his mouth to hers. Her tongue danced lightly across his lips as she allowed his hand to rest against her most private part. After a minute she pulled back, removing his hand from her pussy but not letting go of it.

"See baby, it's OK, you did the same thing to me. It's OK, baby, really it is. I love you, Henry."

She pulled his head onto her shoulder, allowing him the rest he needed from what could have been the most shameful experience of his young life. Once Alice was sure that the emotions of the moment had passed, she used some napkins in the car to help clean herself and Henry up.

Once they finally drove up, Alice could see the curtain move back ,indicating that Momma was watching her. In her very first act of rebellion she reached over, grabbed Henry's face and kissed him on the lips. The entire time her only thought was, 'I'm nineteen, almost twenty and if I want to kiss a boy then I am going to kiss him!'

After the kiss Alice bolted from the car and straight into the house with only a glance and a wave. He of course could not walk her up as he usually did; the stain in his pants was huge and would be plainly visible. Plus, the shock of her kissing him like that when she knew her mother was watching, took him by surprise. It seemed like the night for surprises.