Earlier - Debbie was a college sophomore. Dark red hair, more attractive than she thought, with a lovely figure that was usually hidden in the shapeless sweats of a college student who doesn't think of herself as sexy. She did have a sex history, though. In high school, she and her boy friend finally got around to sexual intercourse, straight fucking, and discovered they loved it and did it as often as possible. Which was a lot. He mentioned that he should have bought condoms by the gross. Then in college Debbie met another guy and duplicated the straight sex that she loved in high school, until he flunked out after two semesters.
Her parents paid her tuition and books but she always needed to work in order to earn spending money. Through the college she baby sat for a couple and ended up having an affair with the husband. He introduced her to oral sex. She couldn't get enough. She still loved to fuck but really went wild when eaten and developed almost an addiction to sucking his cock. He kept wanting to end the affair, didn't like cheating on his wife and kids. After some months, she went to meet him at their normal hotel on their normal Thursday night. He hadn't actually agreed to be there but she needed him. She even borrowed some dress-up clothes to impress him and truly looked lovely. He didn't show. But another, older, man mentioned her name and led her into the dining room. One thing led to another and she had the greatest night of sex in her entire life. He was even better at eating her than the cheating husband. And had a delicious cock. And they fucked in several different positions after showering together.
She spent the entire night; the first time she'd done that. The next morning as she was about to leave he paid her a $1250 fee plus $300 more as a tip because she was so good. A huge amount to her. Warren had thought she was the prostitute of the same name that he had arranged for. Struck by the amount of money, Debbie contacted the agency that Warren had ordered a prostitute through and offered to work for them herself. She ended up tested for diseases (passed), went on the pill, got a cell phone and received basic instructions. She went on her first job and it was the same man, Warren. They again had wonderful sex. Obviously wonderful to Warren as well as Debbie. He offered to pay her a retainer, actually put her on his company payroll, so that she could sleep with him whenever he was in town. She agreed and quit the agency. She gets $4,000 a month, minus taxes, for the half-dozen or so nights a month that he's in town. Otherwise, she's free to be herself. He has a bargain and she has more money that she ever dreamed of. And great sex for both of them.
. . . . . . . . .
Debbie was awakened by some movement. Warren had nestled behind her in spoon fashion and she could feel his erection pressing into her. He started to reach around her and she rolled onto her back and spread her legs slightly to give his hand room. She reached for his cock and wrapped her fingers around it.
"I'd like a taste of that beautiful pussy of yours," he says, "All pink and white and delicious."
She turns to look at him and smiles as she feels his fingers moving into her vagina. She moves her hand up and down lightly on his cock. "I'd love you to," she says, "while I feel that sexy cock of yours in my mouth."
With no more conversation, she rotates around and straddles him, sitting her pussy on his face, while she leans down to get her lips around his cock. She can feel him using his fingers and tongue and lips on her. She holds his cock with one hand while she licks and sucks on it, with about half of it in her mouth. She's in no hurry. She loves the feel of everything. If he wants to keep going this way, she'll love it. If, as she expects, he decides to eventually move to fucking her, she'll love that, too. It's been a great night and this is a perfect way to wake up. She moves her hips to help aim his actions where she wants them.
After a few minutes, he pushes her hips up some. She smiles, knows what he wants, and almost jumps to move around and sit herself on his cock, taking it up in her. She leans forward slightly, on her outstretched arms. As she moves her hips and enjoys feeling him fill her and move within her, he props himself up slightly and sucks on one nipple as he kneads the other. He then moves his hand from her breast down to diddle her clit as she continues to ride him. She gets more and more aroused, starts moving faster and faster. She sits up and begins to almost pound herself on him, fast and hard, and finally lets out a scream. Her insides clench him tight as she emits a flow in orgasm. She sits on him and leans forward to kiss him.
"You're still hard," she says after the kiss. She lifts off, moves to the side and stays on her hands and knees, lowering her head onto her arms. He moves behind her, between her legs, aims back into her vagina and, holding her hips, begins pumping into her. Once he finally cums, shooting his warm load into her, she drops flat, rolls over under him, puts her arms up around him and holds him tight and kisses him. "Warren, you're terrific," she tells him. "You're the best ever."
They shower together. He has a meeting in a little over an hour. She has a class in two hours. She cleans up, as he does, then dresses in what she wore there the night before. Not her college-kid sweats but a nice blouse and skirt and medium heels, sort of professional appearing. Sexy professional. She takes a bus back to her apartment. She thinks to herself on the trip that she's very lucky. She's been sleeping with Warren for over a year now. She's about to finish her Junior year of college. She has her own apartment -- just a bachelor, basically a single room with a bathroom and a kitchenette built into one wall - and is out of the dorms. She has a bank account. She has nice clothes she wears to be with him and even some for school that are a step up from what she used to wear. She's happy. She's satisfied sexually and financially. She's also late. She grabs her books and notes and hurries off to class without changing.
After class, she and a mixed group of others stop into the campus coffee shop as they often do. This is after her nine a.m. class. She has almost an hour until her eleven o'clock. Since she's been sleeping with Warren she hasn't dated. Not because she couldn't. He made it plain he wasn't buying her, just renting her for several nights. No one had made any moves and she really had no unmet needs. Warren was better at sex than anyone else she'd ever been with. All three of them. After coffee and conversation, as she was starting towards her next class, one of the guys she vaguely knew, Brian, caught up to her.
"You're heading to Dorrel's aren't you?" he asked.
"Yes," she said, smiling at him.
"I'm in that class, too," he said. They walked next to one another. Debbie had noticed him before. He's smart. And he's quiet. He's not handsome in a pretty way but he seems to be in good physical shape, must work out at a gym, and has always seemed pleasant. "You look great today," he said, then hurriedly added "I mean, you always do but you're dressed up more today and it looks great."
She smiled. He's trying to be nice and make conversation. "I have an appointment later this afternoon so I'm dressier than normal," she said, as some form of explanation even though it wasn't true.
"You always seem so happy," he said. "I mean, you smile a lot and don't complain and bitch like a lot of girls."
"Well, I guess I am happy," she answers. "I don't think most girls complain and bitch all the time, though."
"I probably said the wrong thing," he sort of stammered. "It's just that you're so good looking and nice to be around."
They were at the classroom. She headed down a row of seats towards the center of the room. Brian followed and sat in the seat next to her. They both paid attention during the lecture, taking notes. Debbie had used some of her money to get a laptop computer and actually took her notes on it. When the class was over, Brian said "I should have said you were smart as well as pretty. I bet that computer is a big help in keeping things organized."
Debbie admitted that it was and started to stand, to leave. "Uh, it's about noon," Brian said, "Want to have lunch with me?"
Debbie smiled. He had been trying to get up his nerve to say something like that, obviously. "Sure," she said, smiling at him, "I would eat lunch now normally. Where do you want to go?"
Lunch went well. Brian obviously wanted this to be a date, wanted to pay. Debbie made polite protests but allowed him to. She paid more attention to him and decided of the guys she knew now, he was probably one of the best. He's smart. He's nice looking, built well. Inexperienced around women. But she liked him and was willing to see where he wanted to take this. He finally managed to ask her to go out that evening, to a movie, to dinner. She couldn't. She was going to spend the night with Warren. Probably the last night for ten days or more, he would be flying back East the next day. Of course, she can't tell that to Brian. "I can't tonight," she said. "I really can't. I'm not saying no, I just have something else planned for tonight. Maybe another time." He suggested the next night and Debbie agreed.
Debbie, as usual, showed up at Warren's hotel at 5:30. As usual, they had truly great sex. They started off oral, full 69 to climax for each , showered, ate a room service dinner naked. Fucked. Fucked again. Slept, woke up and fucked. Off to the East for Warren, back to school for Debbie. That evening, she met Brian as pre-arranged at school and they headed off for a slightly early dinner in an inexpensive Italian place. They both have spaghetti. Sitting across from one another, Debbie realizes that Brian is staring at her.
"You just keep staring at me, Brian. What's up?"
"I'm sorry, I don't mean to. I guess I can hardly believe I'm actually here with you. You're just so beautiful and perfect and I think about you all the time."
"Think about me?"
"Well, yeah. It's sort of embarrassing. I've probably been almost obsessing about you for months."
"Why didn't you say something earlier?"
"I don't know how I ever got the nerve to now."
"So you thought about me. You don't know me that well, you must have had to imagine things, invent things. Did you think I was sexy?"
"Oh, yeah. Very much so."
Debbie grinned. "Did you masturbate, thinking of me?"
Brian almost squirmed. "Oh. Gee, I don't. Uh. Well, yeah, I guess so."
"What did you imagine me doing?"
"Oh, Debbie, I can't really say. I mean, this is all so embarrassing."
