Chapter 3: Vee Takes A Different Path

Vee still worked at the senior living center. Her responsibilities changed as she gained experience and demonstrated new skills.

Not much has been said about Vee, short for Virginia, a name she hated. And she was about as far from a virgin as an 18-year-old could get. A much older step brother introduced her to most aspects of sex at a very early age and by the time her periods started there was little she hadn’t tried, over and over, with him, another step-brother, assorted neighborhood boys of all ages, schoolmates, and many men who couldn’t resist this little bundle of sex even though they knew better.

Vee was, as an adult, a natural redhead about five feet tall, slim with tits that didn’t need a bra, and a matching crotch carpet that she trimmed once in a while. The frequent rubbing of other pubes against it helped control the bushiness somewhat. In spite of her small stature, she soon discovered that male organs of any size could fit nicely if given some patient and frequent insertion.

As her body and experience developed, Vee became multi-orgasmic. It mattered little if it was one experienced older guy or multiple younger ones with their quick ejaculations and rapid recharges. Cock and cum was her favorite combination for entertainment or relaxation.

When ragtime arrived she told her mother to get her on birth control or become a grandmother at a much too early age. That was persuasive. When she turned 18 her gynecologist refused her request for a tubal ligation. Vee never wanted children to interfere with her sex life. After the lawyer who she babysat for presented a compelling legal document to the doctor, the potential baby factory permanently become a playpen.

The fortyish attorney had several motivations for helping the young woman. He had been paying her as much for her afterschool babysitting as he could justify to his wife. Her duties included at least one romp between her thighs a week, depending on schedules. When his oldest, a boy, turned sixteen, and with his wife’s permission, he contracted with Vee to teach him about women and give him regular practice. That extra “work” increased her pay substantially. She was pleased to do it. A less obvious motivation was minimizing the possibility of unexpected offspring from either male.

Her feelings of “whorishness” when these related cocks were banging her was an extra thrill. Thus, at an early age, Vee learned the commercial value of her body in addition to the recreational uses. She saved the extra money and when she reached eighteen she also invested in high quality breast enlargement. Nothing excessive, just a nice natural feeling increase to a firm C-cup.

Because of this natural inclination and talent, Vee became a combination sex therapist and surrogate for the entire senior living facility, not just the “hot” floor, satisfying her need for lots of cock while making a nice cash bonus which she declared as self-employment income. She had found a purpose in life; one that suited her interests and talents so she enrolled in psychology and counseling courses.

She was very popular with the older men who either had a redhead in the past or always wanted one. With skillful roleplaying she would provide memorable sexual experiences from these very grateful men. She prospered while having a good time.

Vee gave free samples to whoever wanted them. Besides always enjoying a hard one sliding in her horny twat, it was a fun way to advertise her surrogacy services. Maybe she should run monthly specials, like “Two For One Day” or “Bring A Friend Week” to demonstrate group sex.

In her private life, Vee had no need for a regular boyfriend. Any of her center clients were glad to escort her to an event that she wanted to attend outside of work hours. They were usually tickled to pay for dinner and any other evening expenses and were assured of a good fuck on returning to their domicile. Vee liked this arrangement since she could have fun without the emotional overhead of a more serious relationship.

If she was at her apartment when some hornies hit, there was the young man a few doors away. Joel was twenty-one and a precocious nerd with possibly some aspects of autism. He had awkwardly tried to make time with her by shyly offering to help her with any computer problems. Vee was plenty bright enough to solve most of them herself but saw an opportunity to build an interesting relationship.

In her roleplaying, Vee had done some domination games. Joel was undoubtedly a virgin and attracted to her like moth to a flame. Could he become her sex slave?

Vee manufactured a computer problem and knocked on Joel’s door unannounced. He answered the door flustered, arranging his pants and trying to hide a bulge. Vee smiled and thought, “Probably jacking off to porn. I’ve got something better than that for him.”

She spoke up, “Joel, dear, my computer has a problem. Can you help me now?”

He was out the door and following her like a puppy dog. She gave him a good look at how her ass moved as they went up the stairs to her floor.

He had the problem fixed in no time. She gave him a thank you hug and felt his swollen dick through the thin clothing she wore. “So far so good.” She thought.

“I’m fixing dinner and would like you to stay,” she offered. He was tongue tied and just nodded. Bringing him a beer, she bent way over handing it to him and he got a great view of her braless cleavage from the scoop neck of the knit top she wore.

She plied him with questions during the meal and he loved it. The personality analysis skills she’d honed with her clients let her build a pretty good profile of this naïve and lonely young man. Figuring that was enough for one night, she got his promise to return in two days to teach her something she’d been wanting to learn anyway. And she expected to teach him a few things too. The goodbye hug let her feel a nice hard rod in his pants. She’d been laid six times that day at work so didn’t want more. She figured he’d pull his pud raw.

Vee wasn’t getting much cock on the weekends these days. Her porn star fuck buddies had moved on. She got so much fucking during the week, even though of widely varying quality, that horns weren’t an issue. She wanted some social and entertainment activities too. Perhaps Joel would be a good companion.

Saturday afternoon Joel was at the door right on time. She liked to be nude around the apartment but decided she’d better put on at least minimal clothing. Some silk boxer shorts and a knit band bra barely kept modesty. She figured he’d enjoy the show.

Joel was obviously exerting effort to focus on the subject matter and they finally broke for a break. Vee brought him his favorite beer and had one herself. They worked for a while more and Joel said he had to leave. Vee asked if it was for a date. Joel shook his head explaining that he didn’t have a girlfriend. He was going to visit his parents.

Vee offered to pay for his time but he refused. She then moved up close to him and reached for the swollen rod that had been evident the whole time he was there. She said, “Let me give you something you obviously need.” Unzipping his jeans she fished out a substantial uncut erection. It didn’t take much of her expert handiwork to create a white lava eruption from the large mushroom head. Joel moaned and slumped back in the chair as she cleaned up with a wet washrag and towel.

When he recovered speaking ability he thanked her and asked when he could teach her again. Vee saw the opportunity and said, “We could do other things, you know. You figure out some possibilities for next Saturday and call me. OK?” He nodded and they hugged as he left.

Exploiting his innocence and passive nature, Vee made the decisions at every opportunity, setting up the expectations that she would be in charge. She chose the restaurant from his suggestions and the movie likewise. On the way home she insisted that they go to his apartment.

She had to initiate making out and encouraged him to put his hand on her bra under her blouse. She just flat out told him to take off her blouse and bra and suck her tits. Her hand undid his pants and carefully stroked the big erection. He did get the idea and pulled up her skirt and fumbled with her panties. Once they came off he needed guidance to find the right pleasure places in her pussy but learned fast.

This was very different for Vee. Her usual introduction to a new guy started by getting naked with him, then some very direct manual and oral stimulation followed by coitus in one position or another. A big difference, though, was that she rarely kissed these other men. The interaction was about sex, not affection.

Once again she got his pecker to spew spunk and she climaxed on his fingers. Joel was so proud and she kissed him soundly with a “Thank you”.

As they lay together after the satisfying session, Joel clearly had something on his mind. Vee ordered him to “spit it out”.

Joel said shyly, “I wondered if you’d be my girlfriend. I’ve never had one and I really like you and you are so pretty...”

Vee smiled and asked, “Does that mean that you want us to have sex?”

“Well isn’t that what boyfriends and girlfriends do?”

“I guess so. I’ve had sex before but don’t think I was ever a ‘girlfriend’. I like you a lot and I’m willing to try it but you must always do what I say.”

Joel smiled a mile wide, “Of course, Miss Vee!” He always called her that and she didn’t correct him, figuring it helped her dominant role.

Vee consulted with the older and wiser Sheila about this different relationship. Sheila smiled and said, “Welcome to Romance. Just take your time with this young man and enjoy the journey. You are already very familiar with the destination. It’s the getting there that you will remember.”

Their second date was a hike in a nature preserve. It was warm and the path was strenuous so they were both sweaty when they returned to Joel’s place. Vee suggested a shower TOGETHER, a treat she rarely got to do now that her fuck buddies were gone. Joel was ecstatic and followed her instructions eagerly. She suggested they stay naked after drying off and, after lunch, she led him to his bed. Oral sex was on her agenda for today and they spent several hours naked and close as she trained him to her desires. His cum was tasty enough and he learned to like pussy juice too.

Vee picked a Saturday night for the third date. She wanted her pussy rested and fresh for Joel’s initiation into manhood. They went on a dinner cruise on a nearby lake and checked into a nice hotel with a view. All of this was arranged by Joel at her explicit suggestion so he hoped that this was the BIG NIGHT.

Vee didn’t disappoint him, of course. They played in the Jacuzzi while sipping champagne. She teased his rock-hard boner with her lips, tongue, and nipples before putting him on his back. Her pussy was in his face insisting on getting prepared by his tongue and lips. Then she slid down to teasingly run her labia on the long rod up against his stomach. By the time he watched spellbound as his big helmet separated the lightly furred pussy lips and was only half engulfed by each up and down motion, his restraint was gone and he roared and blasted a hot load. Vee expected just that and cooed, “Fill me up big boy!”

When he finally stopped squirting she sank all the way down on him and kissed him hard. Cum ran down his balls. She squeezed his cock with talented and very experienced muscles saying, “Stay right there. I want more of that.”

Joel learned a lot his first time. Vee had more fun than she expected. He’d do anything she wanted with that large hard pecker. He reached her hot spots easily and quickly developed the duration needed to get her off. She liked the ardent kissing and realized that this night was a first for her too ... as a girlfriend.

Joel was hooked. Now it was time to explain the rules to him. Just as she had explained at the end of his virginity night, she would call him to get together. The next time was after work on a day where she’d been laid five times with no orgasm. That’s when she needed a boyfriend. She was naked on her bed when he entered the small apartment. She simply said, in a voice that was clearly giving orders, “Eat me than fuck me!” He did both, giving her an orgasm with each. Then they sat side by side in bed.

“Did you notice anything different about me this time?” Vee asked.

“You tasted and felt different than before. Is that what you mean?”

“Exactly. The difference is that when you have been with me before I haven’t had sex for 24 hours or more. This time I had some just before I came home. I needed sex from you.”

Joel was stunned, “You were just fucking somebody? That was cum in there? I ate and stuck my dick in another man’s stuff?”

Vee pressed her point, “Actually more than one man.”

He got a wild look on his face as if to flee and she had to hold him in the bed. Vee straddled him, kissed him hard and ordered him to calm down.

“Have you enjoyed sex with me so far?” He nodded. “Well, I have had a lot of sex for many years and it doesn’t seem to have hurt anything, right?” He nodded again. “Actually you have already gotten better from practice just like I have. Now listen carefully to me.”

Vee sat on his resurrected pecker and kept talking, “I have fucked guys for fun and for work. Right now it’s mostly for work. No, I’m not a prostitute but a sex therapist and surrogate. Of course it’s mostly enjoyable but often not as satisfying as what we just did. I need someone who cares about me like you do. Five different men put their cocks and cum inside me today but it was you who satisfied me as a woman. I realize it’s not what you expected from a girlfriend but that’s who I am and I had to be honest with you.”