Tom was looking at young women on a dating site when he came across a profile with this picture.

Tom was feeling jaded and had recently decided he needed a younger woman to spice up his love life. He’d been scrolling through profiles of women between the ages of 20 and 24 when he came across this picture, which was accompanied by a profile titled Sexy Lexy. Her age was 21, height 5’8”, weight 126. He noticed that she was a Taurus, which meant her birthday would be coming up soon.

The text accompanying the picture said: “I’m about to graduate from college and will begin my studies for a JD at a Philadelphia university in the fall. I’m tired of living like a pauper. Will you support me while I go to law school? In return, I will treat you like a king and fulfill your every desire.”

“Perfect,” he thought. Lovely to look at, for one thing. Plus she was obviously smart, and she clearly understood the sort of bargain he had in mind for the young woman of his dreams.

Tom was in his late 50s – though he looked perhaps ten years younger – and knew that he would have to expend some funds to get the woman that he wanted. Sexy Lexy seemed like she would be worth the expenditure, so he decided to write to her and invite her to meet him for lunch. Here is the message he wrote.

“Dear Sexy Lexy,

“Your profile picture takes my breath away! I’d love to meet you and explore the possibilities of a relationship. In addition to being beautiful, you sound like you are highly intelligent and sophisticated. If you are all that you seem to be, it would be worth a lot to me to be a part of your life while you are working on your JD, and perhaps longer.

“You could sum me up as a guy who is intelligent, caring, easy to talk to, sensual, passionate, generous, and a good mentor – a man who loves to please, and who has the financial resources, the equipment, the skill, and the stamina to do just that.

“Physically, I’m slender and extremely fit, with a youthful, toned body - broad shoulders, muscular arms and legs, slim hips and a flat tummy. My intense workouts have given me stamina as well as strength.

“I am a well–educated, successful attorney, with a lot of experience in business law. I have an interest in philanthropy and serve on several non-profit boards. You would find me to be a good mentor as well as a generous benefactor.

“In personal terms, I’m energetic and fun-loving, but with a sensitive and romantic side - someone who tries not to take himself too seriously. I enjoy teasing and being teased, and am accommodating, attentive and low maintenance.

“Music, art, good food, fine wine, great conversation, laughter, an intelligent and interesting woman with a big heart - these are the things that make me happy. I love all kinds of music, art museums, the outdoors. I love to talk about those things, plus literature, ethics, aesthetics, politics, religion, etc.

“There is a big difference in our ages. I hope that won’t be a problem for you. As you can see from my picture, which is recent, I look younger than my years.

“How about meeting me for lunch at the Capital Grille in Center City sometime soon?

“Tom”

She wrote back to him that evening.

“Dear Tom,

“Thank you for your lovely message. You sound like you might be exactly the man that I’m looking for. As for age, it’s only a number. I like older men, especially when they are successful and experienced.

“Lunch at the Capital Grille would be fantastic! Tell me some days that would be good for you.

“Lexy”

They exchanged email addresses and agreed to meet on Thursday of the following week.

Tom arrived a few minutes early and told the hostess he would sit at the bar and wait for his lunch companion. Lexy had let him know that her birthday was coming up soon, just three days before she would receive her BA degree in economics. He had brought a small gift bag with two gifts to celebrate the upcoming occasions.

When Lexy walked in he stood to greet her. She smiled at him in a way that suggested she was as happy and excited with the sight of him as he was to see her. He handed her the gift bag as the hostess walked them to their table, which was in a quiet corner of the restaurant.

Lexy was excited about the gift bag, “Oh Tom, what a nice surprise! What is this for?”

“Just a couple of small things to celebrate your birthday and your graduation,” Tom replied casually. Then, after they were seated, he went on, “They’re also to let you know how happy I am to have a chance to meet you.”

“Should I open them now?” she asked.

“Of course, Lexy.” He smiled. “Why wait?”

He had selected her birthday gift with care – a large emerald pendant on a thick, gold chain. She gasped when she saw it. “It’s so beautiful!”

“It occurred to me you might like something with your birth stone.”

“Maybe later you will help me put it on,” she said with a coy smile.

“That would definitely be my pleasure, Lexy.”

She looked in the bag and saw that there was a colorful graduation card that was a bit thicker than she might have expected. He’d given less thought to her graduation present than to her birthday present. It was simply a stack of $100 bills.

Lexy’s eyes widened when she saw what was inside the card.

“To save you the trouble of counting them, there are ten, Sexy Lexy.”

She blushed and smiled so prettily he wanted to sweep her up in his arms and kiss her. She reached out, clasped his hand and looked him in the eye, still smiling. “That is very generous, Tom. Thank you so much.”

The waitress had been maintaining a discreet distance but now bustled over and asked if she could serve them anything to drink before they ordered. Tom looked at Lexy and asked if champagne was okay. She nodded and said it would be perfect.

He ordered a bottle of Dom Perignon and then looked back at Lexy. Their hands were still clasped. After a brief conversation, they settled on a lobster salad for her and a tenderloin tips salad, rare, for him.

“You are spoiling me,” she said, blushing again.

“That’s the point, isn’t it? I’m enjoying spoiling you.”

The champagne arrived and was poured. Tom ordered for both of them, then proposed toasts to celebrate her birthday and her graduation.

“I’m very taken with you, Lexy, and want very much to develop a relationship with you. Assuming that you are satisfied with what I have to offer you, are you interested in having a relationship with me?”

“I’m so glad you feel that way, Tom. I was just thinking that you are perfect for me. I love your style, your manner, the way you talk. I know I could learn a lot from you. And it’s clear that you will take good care of me.”

While they ate, they made plans. You could say that they negotiated the terms of their relationship – but the terms that Tom offered were so generous that Lexy had neither a need nor even a desire to offer any counters. They made plans to look for an apartment for her. He would pay her rent and other housing costs and would provide a monthly allowance. He offered an amount for her allowance and asked if it would be enough. He knew it was a generous amount, so wasn’t surprised when she nodded and said it would be plenty.

“After we finish lunch, sweet Lexy, I’d like you to spend the afternoon with me. Are you free?”

She nodded and said she was.

“One of the things I’d like to do this afternoon is to begin to get to know you intimately. Will you go to a hotel with me?”

Lexy blushed and said, “I don’t ever do that on a first date, Tom, but am willing to make an exception for you, if you promise you won’t think less of me.”

Tom smiled at her, “Of course I won’t think less of you, Lexy. We are taking a big step together. It may be a bigger step for you than it is for me, but you can be sure I take you and our relationship very seriously.”

And so it happened that they were in a hotel room not much more than an hour after they’d had that conversation. Tom had given Lexy a blank envelope with another $1000.

Lexy was very nervous but was eager to show her appreciation. So when Tom asked if he could take a picture of her naked, she tremblingly agreed.

Their lovemaking turned out to be very good for both of them, with Lexy cumming three times and Tom withholding his ejaculation until she was in the midst of her final and most intense orgasm. They snuggled together afterwards and talked for a while. They let each other know that they thought they were off to a good start and felt sure that things would be great – even fantastic – going forward.

One year later...

One of the things that Tom did for Lexy early in their relationship was to pay for breast implants. He took her to a doctor in the suburbs – one that he had used for other girlfriends a couple of times before. She had lovely breasts to begin with but admitted when he raised the subject with her that she sometimes felt a little envious of women she knew who were bigger. And when it came time for her to choose how much bigger she would be, she went for DDDD.

As it happened, that was the size Tom preferred as well. Now, he thought, she was perfect.

One of the things that had pleased Tom on their first intimate encounter was to discover that Lexy was as sexy in her outlook and her responsiveness as she was in her appearance. She was both multi-orgasmic and adventurous. And she learned very quickly, with little coaching, to give amazing blow jobs.

She quickly took to swallowing his cum, and within a short time she had mastered the art of taking the tip of his cock deep in her throat without gagging. His cock was pretty large, so she wasn’t able to get quite the full length of it into her mouth – but she came closer to doing that than any other woman he’d ever experienced, including those who made a profession of it.

One day when she was deepthroating him, he told her how much her cocksucking pleased him. “You have a natural talent, my darling, and you’ve learned so quickly to do all the things that please me. You give me the best blow jobs, by far, that I’ve ever experienced.” She responded by taking him more deeply into her throat than she ever had before, then backing off until just the tip was in her mouth and swirling the tip with her tongue.

“Ohmygod, Lexy, keep that up and you will have me flooding your mouth with my cum!”

Her response was to pump up and down on his cock faster and faster, deepthroating him on each of her down strokes. Very soon, he was moaning, and his cock was pulsing and spurting cum into her mouth. She had to swallow and swallow to avoid spilling even a single drop.

Lexy knew from experience that even after emptying his balls down her throat, Tom would stay hard for a while, long enough to show his appreciation by fucking her hard until she had had at least one orgasm, or, more often, two. On this occasion, he was feeling especially energetic and fucked her vigorously in missionary position. Within a couple of minutes, she was cumming hard and long. “Ohmygod,” she said, echoing his exclamation from a few minutes earlier, “you feel so big and hard, Tom, I love the way your cock feels inside of me! Let me ride you now! I want to cum again!!!”

And he did as she asked. And she responded just as she had said she wanted to.

One of Lexy’s favorite positions was doggy style. Sometimes she would undress when she was expecting him, walk up to him when he first came into her apartment, kneel on the carpet, extricate his big cock from his pants, and take him into her mouth. It never took long to get him hard.

Then she would turn, get down on her hands and knees, and beg him to fuck her. “Please, Tom, I need your big cock in my pussy, fucking me hard!!!”

And he would oblige her.

There were a couple of special thrills for Lexy when she was being fucked doggy style. Tom’s penetration was especially deep in this position, and the friction against her g spot was also more intense. She had very good, strong orgasms. And this time her response was especially fast and strong. Of course she had been primed and ready, her pussy wet with her juices, before Tom had even walked in the door. And sucking his big cock added to her excitement and her desire. So when his cock pushed through the folds of her pussy, pressed hard against her g spot, and rammed into her depths, all these things happening in such quick succession that they were almost simultaneous, she was enthralled by the experience. Her orgasm started quickly, hit a high level of intensity, and lasted. She said nothing, but moaned loudly, and Tom could feel by the pulsing of her pussy around his cock that this was a good one. He was moaning more quietly himself but holding off from cumming because he knew that Lexy would want more right away. So as her orgasm tapered off, he pushed his cock as far in as he could go and held it there. Somehow this helped him control the rising tide that led to ejaculation and also provided an intensely sensual finish for Lexy.

After she stopped cumming, Lexy pulled away from Tom’s cock and rolled onto her back on the carpet. Much as she enjoyed the way it felt to be fucked doggy style, she missed being able to look into his eyes while she was cumming – and especially while HE was cumming. So she gazed into his eyes and lifted her legs invitingly. “More,” she pleaded. “Fuck me again, baby!!!” As he knelt down, she grasped his cock and guided it to what she thought of as her ravenous fuck-hole (though those words never crossed her lips!).