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In this chapter, Dan talks about the youngest client he ever had, and her young girlfriend who he helped in another way. This chapter contains oral sex, sexual intercourse, some light anal play, masturbating, and sexual instruction and discussion. My thanks to JohnnyGalt for his help. This is a copyrighted work of intellectual property. As such, do not alter, edit, change, or publish this in any way shape of form, including audio, without the written consent of the author. © Copyright 2025
I'm Just a Gigolo, Ch 4
My Youngest Client
As you've probably realized by now, I didn't stop escorting women when I graduated from college. I was making real good money, just on the weekends and once I could do it full time, my income more than doubled, even though the demand on weekdays was usually less. I got some week long trips to exotic locations, cruises, trips out of town, and I had to say, no matter who I was escorting, they liked the sex I provided, and were giving me some really nice tips.
This story takes place when I was twenty-nine, so eight years after I started. I could have a 'date' almost any night I wanted one, although I did take breaks from the work from time to time. I was usually in heavy demand and my prices reflected that. I was now making almost double what I'd started at, trying to keep a balance between supply, limited to me, and demand, high.
I was spending the night with a delightful, if somewhat well padded, divorced woman of forty years of age, named Shannon. She usually hired me about once every three or four months to take the edge off.
"Yes, fuck, yes, lick me there. God, you're good with that tongue of yours. My boyfriend wouldn't know how to find my clit if I hung a sign on it. What's worse is he thinks he's God's gift to women. That's right, right there, that's perfect. Don't stop."
My face was shiny from her juices, and since she didn't want me to stop, I didn't, at least not until she'd had three more orgasms, which is when she told me she was getting too sensitive.
"Why don't you tell him what you want?" I asked, resting some between her legs while we both recovered.
"How do you tell a man who thinks he's God's gift to women, that he doesn't know a pussy from a hole in the ground?"
"Very carefully, I imagine," I laughed, "unless you want to hurt his feelings."
"I'm not sure I can hurt his feelings. I've tried to tell him what I like a couple of times, and he just keeps on doing what he wants."
"Why go out with him then?"
"He's pretty nice except in the sack. Just an oversized ego because he thinks his dick makes up for lack of quality."
"Pretty big?"
"Not as big as you are, but more than most, I guess. Do you think you could give him lessons?"
"You want me to fuck you in front of him?"
"Probably not a good idea, huh?"
"Not if he has an ego."
This conversation became prophetic in the future.
"Maybe you could fuck someone else in front of him?"
"It's a possibility, I suppose, but unless he's willing to take direction, will probably fail."
"Are you free in a month?"
"I don't know. I don't keep my calendar. Why? Want to arrange another date so soon?"
"My daughter is turning eighteen in a month. I'm pretty sure she's a virgin, and I'd like you to be her first."
"Why me?"
"Because you're the best, and I'd like her to have the very best her first time. Believe me, my first was a disaster. I wouldn't wish that on anyone."
"Don't you think if her first time is that good, all the sex she gets afterwards will be a disappointment? Shouldn't she experience some average sex instead of getting spoiled right out of the gate?"
"I suppose that could be a problem, but maybe once she knows how good it can be, she can train her subsequent lovers what to do?"
"Like you're training your boyfriend?"
She laughed. "Okay, bad example, but not all men are as obstinate as he is, and I think young men could be very trainable, as they'll do anything to get pussy. I doubt that's changed any since I was a teenager."
"Does she have a boyfriend now?"
"She does, but I'm not sure how serious she is about him."
"Maybe she'd prefer losing her virginity to him."
"I think I can convince her otherwise."
"What day are you interested in?"
"July 22, and I want you with her for two days and two nights, say from six PM on the day of her birthday until six PM on the 24th. Can I get the friends and family discount?"
I laughed. "That's up to Julie. You need to negotiate that with her. Do you want to prepay so I take care of all her expenses?"
"That would probably be best."
I sent a text to Julie asking her to reserve the days in question for a client, and if I was already reserved, see if she could change it, as this was a birthday gift, for a birthday girl. She said she'd take care of it.
"What's your daughter's name?" I asked.
"Fenix, spelled with an FE instead of like the city."
"What's she like?"
"Smart as a whip, National Honor Society, a bit of a bookworm and shy, which is probably why she's still a virgin. She wears glasses. She's taller than I am by about two inches. Very nice figure, although a little small up top. I think she's quite attractive, although I know I'm prejudiced."
"What if she doesn't want to give her virginity to me?"
"I'm sure you can convince her. You're very persuasive with that tongue of yours, which, by the way, I'm desperately in need of again. Get me warmed up some more, then shove that big cock of yours where I need it."
I resumed licking her pussy, giving her another orgasm in the process, before she mounted me in a cowgirl and rode me to three more. She fell asleep in my arms, feeling extremely satisfied. I got a huge tip the next morning.
******
July 22 was a Wednesday this year, so not a real high demand day, but I did have a prior date scheduled for the 23rd which Julie had to move with the promise of a 20% discount. Luckily, it wasn't anything that couldn't be moved because it was only a dinner date.
Shannon didn't want me showing up at her house because her boyfriend would be there, and I was eleven years older than her daughter. Having to explain why Fenix was dating someone much older, and why she would be safe with me, was more than she wanted to explain to the boyfriend, Brad, so I was to pick Fenix up from a friend's house, where she was supposedly celebrating the birthday with her friend, on a two day sleepover.
I was successful enough that I'd bought a very nice car, so I didn't have any problem picking Fenix up. The date consisted of me taking Fenix to a very nice dinner at the Ritz, with a hotel room at the same place, charged to Shannon's credit card. I could charge the meals to my room, and all would be paid for.
The friend lived in a brownstone in Brooklyn. I'd purchased a corsage and seen a picture of Fenix, so I would know what she looked like, so when the friend opened the door, I knew it wasn't her. It was the girlfriend, a slightly plump girl named Svetlana, or Lana for short. She invited me in, and I waited at the door while Lana got Fenix.
When Fenix showed up, she was dressed in jeans and a tee shirt, not at all what she should be wearing to the Ritz on her birthday. She was 5-8, 5-11 with her three inch heels, slim, brown hair worn shoulder length, brown eyes, nice smile, and of course, the glasses.
I introduced myself, kissing her hand with a slight bow when she extended it. "Daniel Bancroft. I'm pleased to meet you, Fenix."
Both girls seemed impressed with my manners, giggling a little.
"You're gorgeous," Lana said. "Fenix is so lucky."
"I'm glad you think so. We're going out to a pretty nice place, Fenix. Where's your dress?" I asked.
"I totally spaced it out, and since I'm supposed to be having a sleepover, I couldn't go back for it, or Brad would have wondered why I needed a dress. Does this mess up our plans?"
"No, but we'll have to make a stop on the way, so we'll have to hurry not to miss our reservation. Do you have your other clothes?"
"My overnight bag is right there," pointing to a small suitcase beside the door.
"Let's go," I said, picking up the bag.
"Bye, Phenix. Don't do anything I wouldn't do," Lana said. I guess Lana knew exactly what Fenix planned to do.
"Which is what, exactly?" Fenix said.
"Nothing with that hunk," Lana laughed. "I'd do anything he wanted."
"Behave yourself, Lana," I said.
"Do I have to? As soon as you're gone, I'm running upstairs and grabbing my vibrator."
I laughed, put my free hand around her and gave Lana a long kiss. "Think of me while you use it."
"Heavens! My pussy is flooding," she panted when I released her. "You'll have to tell me everything after, Fenix. I'm so jealous."
I tossed her bag in the trunk with my own, and we sped on down the road, headed for Manhattan. The Ritz had a dress shop for just these sorts of emergencies, and it would be quicker than trying to hit one of the department stores.
I grabbed our bags out of the trunk and headed straight to the dress shop, Fenix following behind.
"Yes, sir?" The clerk said. "How can I help you?"
"It's this young woman's birthday. She'll need a little black dress and some lingerie. We have dinner reservations at 7:30, so it needs to be fast. I'm going to check in, and I'll come back to pay as soon as I have my room. I want her to look like a million bucks, but without spending a million. Please take care of her."
"Absolutely. What's your name, miss?"
"Fenix."
"How old are you today?"
"Eighteen."
"Wonderful." She led her to a rack of dresses, and I went to check in.
The bellhop took our clothes to the room. I was already in a suit and tie. I kept the corsage so I could pin it on her dress. I was back within twenty minutes, and Fenix was wearing the cutest LBD. She didn't have a ton of cleavage, but what she had was nicely accented by the dress and whatever lingerie she'd picked out. Her jeans and tee were in the bag.
I stopped as if I was breathless. "You look incredible," I said. "You're such a stunning young woman."
"Thank you, Daniel."
I kissed the back of her hand again. She blushed as I looked her over, appreciating the sight in front of me.
"I have a corsage for you. Is it all right if I put it on?"
"Yes, please."
I stood behind her, letting her feel my presence, reaching around her neck to pin the corsage on the narrow straps above her breasts. I was careful to breathe on her neck, and lightly touch her boobs with the sides of my hands, already searching for those tender sensitive spots she responded too. I knew I'd found some because her nipples immediately perked up in response, making delightful bumps on the front of her dress.
When I was done, I turned her around and admired her again, letting my gaze reflect me looking her over from top to bottom and back, then giving her a light kiss on the lips. After brushing over them, I whispered, "Marvelous."
I turned to the clerk and handed her my credit card. "Thank you for your help. Please add a fifteen percent tip for yourself."
"Thank you, sir."
After getting my card back, I took Fenix's arm and the package of her worn clothes and headed directly to the Contour Gastro Lounge, their in-house restaurant.
"Reservations for two under the name of Bancroft."
"Of course, sir. I understand someone is celebrating a birthday today."
"This amazing young woman turned eighteen today. It definitely calls for a celebration."
"If you'll follow Angie, she'll seat you at your table."
We followed Angie, and got seated at a nice little table. I held her chair, managing to brush both her neck and arm in seating her, giving her goose bumps and keeping her nipples peaked.
"Can I get you anything to drink?" Angie asked.
"If my companion can't drink, I won't either. Water with a slice of lemon and lime, please."
"I'll have the same, Miss," Fenix said. "You can have something, Daniel. I don't mind."
"I would hate to have anything dull my senses, Fenix. I'm greatly looking forward to our date this evening."
She blushed. So cute. I reached across the table and took her hand, softly massaging the back.
"So tell me a little about yourself, Fenix. What are your plans for the future?"
"I'm going to NYU in the spring. Mom and Brad are taking me out to Colorado skiing for a month this fall, and then Mom and I are going to the Virgin Islands this winter, so I won't start until Spring semester."
"Do you have a field of study yet?"
"I'm trying to decide between Medicine or International Studies. I think I'd like medicine, but it takes so long to become a doctor, but I'm also really interested in different cultures. If I take International Studies, I'd like to become a translator at the UN."
"Do you speak any languages now?"
"French and Italian, French better than Italian."
"To satisfy your medical inclinations, would you consider becoming a PA, or does it have to be a doctor?"
"I haven't really considered a Physician's Assistant."
"My little sister became a PA. It's only a four year degree and she can still prescribe some meds and gets paid a substantial salary. I have some medical appointments where I never even see a doctor, just a PA."
"That's true. Same applies to me."
"Just another possibility."
They brought our water and took our orders for our meals. I didn't want anything too heavy, so ordered a small filet with the vegetable of the day. Fenix had a chicken and vegetable kabob with brown rice. While we ate, I asked her about her friend, Lana.
"She's my BFF from high school, and we're going to NYU together, although she's starting in the fall. When I start, we hope to room with a couple other girls."
"She sounds a little wild. Is she?"
"I think she'd like to be, but she's a virgin like me. She reads a lot of erotica, and she's got all of these ideas of things she'd like to do, but hasn't. She's jealous that Mom bought a date with you for me."
"Were her parents not home?"
"They're in Europe for a month. Well, her mom is. Her parents are divorced. Her mom is in Europe with her lover du jour. She has a regular parade of men going through the house, none of them lasting more than three months. Her dad moved to the West Coast. He does something in TV."
"How old is Lana?"
"She's eighteen. Her birthday was in May, so she's a couple months older than I am."
"What's Brad like?"
"He's nice. Kind of stuffy. I think he'd like to marry Mom, but she says he's a horrible lover. If she married him, she feels like she couldn't be with you anymore, so she's been resistant. They've dated a couple of years now."
"Does he live with you?"
"He's there all the time, but he has his own place. He tries to act like my dad, so Mom will look at him like he'd be a good father to me, and he kind of is. It's why he's taking us skiing in Aspen. Wants to be Dad-like. That's why we had to pull the whole sleepover thing. He'd have shit a brick if Mom told him what she did. Probably would have wondered how she even knew an escort. I do like him, but he's a bit old fashioned."
"Do you feel like your mom cheats on him by seeing me?"
"I suppose a little. They're not married though, and she's not dating anyone else. She said he never gives her an orgasm, and she has dozens with you."
"Does it bother you that your mother has been with me?"
"No. It's not like we're both dating the same person for real. That would bother me."
"Are you a little scared about tonight?"
"A little. Mom said it might hurt at first, but then it would feel so good, I wouldn't care."
"Lana said she uses a vibrator. Have you?"
"Yes."
"If you have, you might have broken your hymen. It might not hurt at all."
"Mom said you were bigger than most guys. Wouldn't that hurt?"
"It doesn't have to. It could if you aren't relaxed, but it's my job to make sure you're relaxed and ready when the time comes."
I held her hand again briefly. Fenix blushed again. She asked about dessert, and I told her we could order dessert from room service afterwards. We'd probably order breakfast from room service too. Another blush.
I charged the meal to our room, and we went up to our lodging, on the fourth floor, with me carrying her package of casual clothes. I handed her a room key, and told her to keep it with her any time she left the room, showing her how to open the door.
When we walked in, she saw the king size bed dominating the room and shivered a bit.
"Do we just get started?"
"No. You won't be relaxed if we just get started. Leave it to me. I'll know when you're ready."
She relaxed a little, just knowing it wasn't going to happen immediately. I handed her the overnighter so she could put her things away, while I did the same. I also brushed my teeth and used mouthwash to be minty fresh when we kissed, and she followed suit. When that was done, I undressed her, seeing the lingerie the clerk had picked out earlier. It was some nice stuff. No bra as the dress wouldn't have looked right with it, just a small, transparent chemise, and lacy booty shorts. She blushed again as I looked at her in her undies, admiring her.
I removed those, and she was naked except for her glasses.
"Have you ever seen a cock before?"
"My boyfriend's."
"I'm a little surprised you're a virgin if you have a boyfriend."
"I probably shouldn't be, but every time his cock gets close to my pussy, he cums. He never got inside of me before he orgasmed. He'd shoot his semen all over me, and then be embarrassed, so embarrassed he wouldn't even make out with me after. He'd go home. The last few times he wouldn't even try. We'd just kiss a little and he'd feel my boobs, then go home. Disappointing really. Are you going to get undressed?"
"Yeah, it's kind of why I asked if you'd seen one before. Didn't want you to be too shocked."
I took off my clothes, hanging up my suit until I was standing in front of her in just my boxer briefs. My dick was half hard already. As she watched, I slowly peeled them down my legs. Her eyes widened when she saw my cock.
"Oh, my. You're much bigger than Ted is. You're not even fully erect yet, and you're bigger," Fenix said. "And you're built. Ted is so skinny compared to you."
"I try to stay in shape."
"That's for sure. Do I need to suck your cock or anything?"
"You don't have to do anything, just go with the flow. Why don't you get into bed."
She shivered again, but she got into bed on her back, parting her legs like we were supposed to get right to it. I laughed.
"Is there something wrong with me? Why did you laugh?"
"There's nothing wrong with you. You're beautiful. I laughed because you think we're ready for sex, and we're not. You're not ready yet. Lie on your stomach, and you don't have to spread your legs. We're just getting to know each other a little."
"You're not going to fuck my ass, are you?"
"I don't think you're ready for that either, probably not any of the first times you have sex. That's for someone with more experience with sex."
"Do you fuck my mom in the ass?"
"I did it once, but she likes it in her pussy more."
Fenix shivered some more when I got into bed and got over her, but she relaxed when I started giving her a massage instead of trying to have sex. I gave her a good long one, lasting over thirty minutes. She was very relaxed when I finished that.
"If it's okay with you, we're just going to kiss for awhile. We don't have to be in any big hurry since we have a couple of days."
"No, I love to kiss."
I lay down beside her and I took off her glasses which she was still wearing, and we started kissing. While we kissed, my hands did some wandering, exploring her body and seeing what turned her on. Quite a bit was sensitive. Her breasts were especially responsive and I wondered if I could get her to cum just from breast stimulation. Something to check out later. She was definitely getting warmed up. Her first orgasm came from fingering her.
As she came down off that orgasm, I kissed my way down her body. Her pubic bush wasn't particularly heavy. I didn't think she shaved it, not finding traces of stubble, just tidy all on its own. I gave her three more orgasms with my mouth and tongue. She turned out to be almost as vocal as her mother was, which seemed to embarrass her. The last one seemed really good. Her back remained arched for over a minute as her pussy pulsed on my fingers, and my face was a mess as she was quite juicy now. I used a towel to wipe my face before coming up to kiss some more.
"Oh, fuck that's good," she panted, winded. I think she'd held her breath for most of the last orgasm. "You are so proficient at that."
"Does Ted take care of you orally?"
"No."
"If he's got a short trigger, he needs to learn."
"He needs to learn a lot," she said. "Now I know why my mother dates you. Oh, my God. Exquisite. And I'm still a virgin."
I laughed. "Not for long. You're just about ready."
She laughed too. "I think I was ready after that massage. My pussy felt soaking wet."
I reached for one of the condoms I'd laid on the nightstand.
"Do you have to use one of those. I'm on birth control."
"It's not just for birth control, it's for disease control. When you have sex with someone, you're not only having sex with them, but everyone they've had sex with."
"Don't you get tested?"
"I do, and the last one was a week ago and I'm clean so far as I know, and I use condoms religiously. But you should get used to using them. It might slow your boyfriend down if he's a premature ejaculator."
"Well, I've never had sex with anyone, and you're clean, so can I have bareback sex with you now, like the whole time I'm with you. I want to feel you cum inside of me."
"Okay. So, here's what we're going to do. I'm going to put you in charge of how fast and how deep I penetrate you for your first time. I'm going to lie down on my back, and I want you to climb on top. As you said, your pussy is quite wet, but I want you to rub your pussy back and forth on the head of my cock a little to get it all wet, so it will make it easier to fit inside of you. If that isn't enough, there's some lube on the nightstand. Put some on your hand and rub it up and down my cock to make me slippery. Then position me for penetration, and you can sink down as slow as you want"
"You won't cum if I do that?"
"I'm not Ted."
"That's for damn sure." We both laughed.
I laid down and Fenix climbed aboard. She rubbed the head of my cock through her slit a half dozen times, getting the head and about another inch soaked in her fluids. She placed me at the entrance to her pussy, then slowly slid backward, her small breasts dangling over my face. Since they were there, I had to tongue and suck her nipples, which caused her to flood even more, some of the juice running down my cock, when just the head was inside of her.
"You're so big," she moaned.
"But not too big."
"No, not too big at all. I'm getting a nice unexpected stretch, but except for just a small bit of discomfort, it feels bitchin' good."
I laughed again, and she grinned down at me. I kept tonguing her buds, and I was about halfway inside her when she popped off the first time, nothing major, but a nice little spasm or two, her pussy clenching me like a velvet glove.
"You feel so good," Fenix whimpered. "This is much better than my vibrator. For one thing, my vibrator doesn't lick my nips."
It took two or three more tries of sliding up and sinking down before she had all of me inside her. When I was all the way down, she bent down to kiss me, and we made out like that with me simply stretching her, without any movement.
"I feel so full inside. It's like you fill every square inch of my pussy. This is amazing. How soon will you cum?"
"If you don't move, I could probably stay like this for an hour or so, staying hard off your pussy twitching. If you start to fuck me, maybe fifteen to twenty minutes."
"Definitely not Ted," she laughed.
She stayed still for another few minutes, letting me stretch her out more, then she started to ride me. I kept rubbing her butt, squeezing and sucking her breasts, and even rubbed her clit a few times as she rode. She climaxed four more times before I finally painted her pussy white. She lay on top of me just enjoying the sensations of being filled as my cock shrank.
When my cock was about to slip out of her, I turned her onto her back and cleaned up her pussy for her, which delighted her, and led to two more orgasms. So far, eleven orgasms for her first sexual intercourse experience.
"No wonder Mother raves about you. Are you sure you don't need a girlfriend?"
"You?"
"Or my Mom. I wouldn't mind sharing."
"I'm pretty happy with my job. I wouldn't want to give it up yet, which makes me pretty poor boyfriend material."
"I guess."
The rest while I cleaned her pussy, and the smell of her sweet pussy had aroused me again. She was surprised when I moved up over her and she saw I was ready to go.
"Again?"
"If you want."
"Hell yes, I want."
"Not too sore?"
"No, perfectly sore."
I smiled at her as I entered. After I got all the way inside, I knelt between her legs and lifted them over my shoulders. I gave me even deeper penetration with her flexible young body.
"Oh, God! This feels so good," Fenix moaned, "so fucking good. Lana is going to be so fucking jealous when I tell her."
I laughed again. She was still a novice, and I was bigger than anything which had gone inside of her pussy before, so I fucked her nice and slow. She got four more orgasms this time, and one more when I cleaned her briefly, instead taking her to the shower for a nice clean up there, where I fingered her to another. Sixteen orgasms. I hope her mother would approve of how I'd taken care of her daughter the first time.
Since it was late now after a late supper, massage, two rounds of sex and a shower, we went to bed.
I woke up at three AM with Fenix fondling my cock, already halfway hard.
"Do you want to fuck again?"
"Is it all right if I suck it?"
"If you want. Don't worry about trying to get all of it in your mouth. Just do what seems comfortable to you. I'll warn you when I'm about to cum."
Fenix wasn't experienced, but she was enthusiastic. She seemed to enjoy sucking my cock. She only got around three or four inches into her mouth without gagging, but she got the top slobbery wet with her energetic sucking. It took close to fifteen minutes before I told her I was going to cum. I sort of expected her to stop when I told her, but if anything, she sucked even more fervently, trying to extract my semen. When I couldn't hold out any longer, I released and flooded her mouth with semen.
She couldn't swallow fast enough, and a lot dribbled out of her mouth and onto my stomach and balls as she continued stroking and sucking, trying to empty everything I had.
When I was finally drained, and nothing further was leaking out, I asked, "What did you think?"
"I thought it would be ickier, but I liked it more than I thought I would. You cum a lot. More than Ted, it seemed to me. I never swallowed his, but it seemed like more than he left on my pussy. Was I any good?"
"I liked your enthusiasm. You're obviously inexperienced, but I like it when someone seems to like doing it, and don't feel like they're doing it out of obligation. I'm curious why you swallowed."
"You ate two loads out of my pussy. I thought I should at least taste it once."
I pulled her up and kissed her, tasting myself again. Fenix surrendered to the kiss, and didn't seem shy about sharing my cum. She'd be an amazing lover for whoever ended up in her life.
We went back to sleep, although I woke up with her lips wrapped around my cock again in the morning.
"Fuck me again," Fenix said. "Just like the second time last night."
We enjoyed a third round of sex, and Fenix enjoyed it as much this time as she had the previous two times. I cleaned up after myself.
"I'm starving. I'm never this hungry in the morning."
"Sex can do that to you. You expend more energy than you think."
"What's for breakfast?"
"Here's the room service menu. Order what you want."
Fenix got the American breakfast, two eggs scrambled, roasted breakfast potatoes, grilled cherry tomatoes, turkey bacon, English muffin, and orange juice. I ordered the three egg omelet, with ham, tomato, bell peppers, onion and spinach, with rye toast with pineapple juice. I took a quick shower to wash the sex scent off, then put on a robe and told Fenix to wash up and put a robe on in case our food arrived after she was done.
"They'll know we had sex."
"They'll be able to smell that we had sex, clothes or not."
"I guess I was getting used to the scent," she laughed.
She was out of the shower and in her robe when they brought our food. I gave them a nice tip, and when they left, I told Fenix to take off her robe.
Without a word of protest, she stripped off, and so did I. I had her sit on my lap and I fed her breakfast, with frequent caresses and lots of kissing. Fenix like that, and by the time we'd both finished, I had another erection. I had her mount me on the chair, facing me, and she rode me with a little help from my hands on her ass lifting and dropping. A lot more kissing, including her neck and shoulders. She loved that a lot, climaxing several more times.
"What are we doing the rest of the day," Fenix asked, "more sex?"
"They're preparing a basket for a picnic in Central Park," I said. "We can collect that at one. I think a nice lazy picnic would be nice, with a stroll around one of the lakes, just like we're on a romantic date. You've got a professional masseuse providing a massage at four for an hour..."
"I might like one of yours again. There'd be sex afterwards," Fenix interrupted.
"Who says there won't be sex afterwards," I said, laughing. "It just won't be on the massage table. Then, we'll go out to dinner somewhere, and out dancing, if you want, followed by more sex, if you want."
"I'll want, no question. And tomorrow?"
"We have to check out of the hotel before eleven."
"Mom said I have you until six PM."
"Where do you want to go?"
"We can't go to my house. Can we go to yours?"
"I don't normally let my clients know where I live. I want some of my life to be private. I have a suggestion. You said Lana's mom is gone?"
"Yeah. Would I have to share you with Lana?"
"That might depend on if Lana wants payment for letting her use her house, but my suggestion is this. Would you like Ted to be a better lover?"
"He'll never be as good as you. His cock isn't as big."
"Brad has a bigger cock, and your mother's complaint isn't related to size. It's related to how he has sex. I can teach Ted to be a better lover."
"By fucking me in front of him?"
"Be honest, how do you think he'd react if you had sex with me in front of him?"
"He'd be even more embarrassed than he is now. He'd probably ditch me as a worthless slut."
"That would be my guess. Now you can try to turn him into a better lover, or look for someone else. You can't afford me on a regular basis."
"How much do you cost?"
"Your mother gave my bookers $5500 for two full days and nights, plus the hotel and everything we scheduled here at the Ritz. That's probably another couple thousand. The only thing she's not paying for is the dress I bought."
"That's for the sex?"
"Paying for sex is illegal, Fenix. I'd be a prostitute if your mother paid for sex. All she's paying for is my time. The sex is free."
"Why so much?"
"Because I'm in high demand. People like me. Part of the reason they like me, is because of the sex, but I don't have to have sex. That's an extra. Most of the time, people do get sex, and that's why I'm popular, because I take care of my clients, but I'm having sex because I want to, not because your mother paid me. I had a booking scheduled for this evening that got cancelled so I could give you two days. If your mother didn't book me a month in advance, I could have had four more dates scheduled for last night. My bookers raise the rates so I don't have ten people trying to book me on a Thursday night, or twenty on a Friday or Saturday. I cost a lot. Because they like the sex, I usually get good tips to go with the up front cost. If people don't tip well, I might start refusing dates with them. Your mom tipped a thousand the last time I was with her."
"Do I have to tip you?"
I laughed. "No. If you tell your Mom you enjoyed my company, she'll send me a tip. This is all free to you. Birthday gift, right. You can consider the dress and lingerie I bought as a gift for your birthday. That and the sex, because I'm enjoying that too, and want to give you as much as you can handle."
"You're really enjoying sex with me?"
"So much. You're really a lot of fun, and it's all so new to you, so you're eager. I like that."
"So, what is your idea for turning Ted into a better lover?"
"That we invite Ted to join us at Lana's, say around ten or eleven tomorrow. Then, I have sex with Lana to show Ted what he needs to do and have him practice on you. If we do that, Lana will probably agree for us to go there, because she's getting something she wants, you get a better lover with Ted, and future dates won't end with him squirting all over your pussy before he gets his dick inside you."
"You really think you can train him to be better?" Fenix asked.
"At the very least, he can learn to lick your pussy to orgasm before he tries to have sex, and clean up after himself if he cums all over you. Now, what we're talking about means we all have to be naked together. You'll both see Lana and me have sex, and we'll both see you have sex, and maybe you girls will be masturbating in front of Ted."
"Why would we do that?"
"Because it would probably help Ted to cum a couple of times before he tries to engage in intercourse, and it would give him some visual stimulation to masturbate to, and he should also wear a condom, and I don't care if he is clean. We need to reduce stimulation to his dick. Why don't you call Lana, on speaker, and see if she's willing to go along with our proposal."
"Okay."
Fenix called Lana and as soon as she picked up, she said, "Tell me he's great. Tell me he's as good in bed as he looks."
"Better, Lana. He's fantabulous. He put my vibrator to shame. I've cum like twenty times already and I still have another day and night."
"You lucky bitch."
"How would you like to get in on the action?"
"A threesome?"
"No, just you and him. He says he thinks he can get Ted to quit squirting out his load before he fucks me, but he needs someone to show Ted what to do without fucking me in front of Ted, which would totally humiliate him. We thought you could be his demo dummy. We need to do it at your place because we have to be checked out of the Ritz at eleven."
"Please tell me you're not pranking me."
"She's not pranking you," I said.
"I can't afford to pay you anything," Lana said.
"Sex is free. We're still on Shannon's nickel for my time. I'm Fenix's until 6 PM, and she can spend the time anyway she wants. You have to be willing to be naked in front of everyone, including sex and/or masturbation. If you're willing to do that, this is a done deal."
She screamed. "Yes, yes, yes. I'm in. Please do this. I can't fucking believe this is happening. You don't care if I'm chubbier than Fenix?"
I laughed. "No, I don't care. I'm a full service escort, and I thought you were kind of cute."
"I wish everyone thought I was."
"Don't worry. I'll take good care of you."
"He really will, Lana. You'll love it. He's got a lovely cock."
"Damn. Now I have to go use my vibrator again. I can't wait for tomorrow."
"Bye, bitch. Never tell me I never did anything for you, cause I'm giving him up just for you."
"I'll thank you forever. See you tomorrow."
"Now call Ted and find out if he'll come over."
"If he doesn't, do I have to share you with Lana?"
"She'll hate you if you don't. I'll take care of both of you. Don't worry."
Fenix called Ted. She put it on speaker again, although I didn't speak.
"Ted, Lana is having someone come over and claim her virginity tonight. She thought that I might appreciate you getting some pointers from a pro. Would you like to come to her place tomorrow at eleven and see some sex, then try fucking me again?"
"She knows I cum early?"
"I don't keep secrets from Lana. I have to talk about things to someone. Don't worry about it. It's not like we'll sit there laughing. She's still a virgin, so she doesn't have any frame of reference either. It can't hurt. He's older and knows what he's doing. If you don't come and learn how to be a better lover, I might try him out myself."
"Don't do that."
"Then show up at eleven and learn a few things. It won't hurt you to watch an expert at work."
"Okay."
"Maybe you can finally claim my virginity. We can both become women."
"I said I'd be there. I'll be there."
"Thanks, Ted."
After she hung up, I said, "Claim my virginity?"
She laughed. "I had to give him some incentive. If I told him someone else already had it, he'd be pissed. I'll tell him after he figures out how to fuck me. Maybe he won't care anymore."
We had time for another round of sex and another shower before we went to collect our picnic basket.
******
We entered Central Park at the Artist's Gate along Central Park Center Drive, and strolled down to The Pond, and along the western edge of the Hallett Nature Sanctuary, finally finding a nice grassy area under a large tree to open our picnic basket. I spread a blanket in the shade. They had an assortment of cheeses, crackers, rolls, some deli meats and fruits, along with cheesecake for dessert and water to drink. I talked to Fenix more about her goals and aspirations while feeding her bites of food. No fondling, unfortunately. There were other people along the paths. I probably didn't look old enough to be her father, but I was definitely older than she was. When we'd eaten what we wanted, I leaned back against the tree and held her in my arms as we continued talking, occasionally giving her a kiss to keep her interest, as well as keep her thinking of sex later.
Ninety minutes later, we walked back and had time for me to lick her to a couple more orgasms before we needed to go to the spa for her massage. I was allowed to stay in the room while the masseuse worked her over good. We continued chatting, chatting up the masseuse a little too, asking about her work and what she liked about it. I'm sure she did a much better job than I'd done last night. It was definitely a little less sexual. Still, Fenix seemed limp as a wet noodle when it was done.
We went back to the room, and Fenix wanted to screw some more.
"Show me doggy style," she said, so I did.
While showing her the dog, I played with her bum a little bit, which surprised her at first but which she seemed to enjoy. I only toyed with my thumb, and only to the first knuckle when it seemed right. Since I'd opened her up a few times already, I give it to her a little harder and faster to go with it. I didn't last as long, but she still got several good orgasms out of it, despite, or maybe because of the butt play.
Fenix said, "I don't want to go anywhere else tonight. Let's order from room service and fuck some more. Since I have to give up my afternoon tomorrow to Lana, I want to screw as much as possible."
"It's your date."
"Your dick inside of me is what I want more than anything. I can't believe sex feels so good."
"It doesn't always feel this good. A lot of things can affect sex and sexual performance, witness Ted. Alcohol, drugs, stress, anxiety, can all affect how things go. I suspect that each time Ted doesn't perform, he gets more stressed and anxious, and it becomes even worse the next time as a result."
"Is that why you're not drinking anything?"
"One or two drinks are probably okay, but I don't want to do things you can't. That way, we're sort of in this together. I'm not experiencing anything you're not."
"Do you use drugs?"
"I've tried a couple things, but generally, no. I don't want to do reckless things that can affect me or the people I'm with. I have a duty, I think. They're paying a lot of money for my services, and if I get whiskey dick or hurt someone while high, it's not good for anyone. I'd prefer to stay in control. I think I do better when I know what I'm doing, don't you?"
"I have to say it's working for me."
We ordered again from the room service menu, the Ritz-Carlton burger for Fenix and the Faroe Island salmon for me with seasonal vegetables. We put on robes when our food came, but quickly stripped off again so we could play as we ate, more feeding, kissing and fondling, mostly on my part.
Our next sex was straight up missionary, with a lot of kissing and I was essentially making love to her. Fenix loved that, as it played to the Romantic aspects of the date. It was nice and slow and lazy. After my climax, I started to clean her pussy.
"Do you always do that?" Fenix asked.
"Most of the time, especially if I'm not using a condom, yes."
"Does that happen often?"
"Not often, a few times a year."
"Do you fuck virgins often?"
"You're my first."
"What other reason would you not use a condom?"
"I helped two different couples have babies once, two babies in the case of one of them. In one case, he was infertile and they didn't want to use a clinic, so it required me to impregnate her. Can't wear a condom if that's what you're trying to do. There are some people out there, where the wife is in charge, in what's called a Dominant/submissive relationship, and she wanted me to fuck her and cum in her pussy while her husband watched, then he had to clean my cum out of her pussy. It's part of what makes their relationship tick. They were the couple I gave two babies to. They all had to provide proof that they were healthy before I did it."
"But you do it without anyone making you? I know Brad doesn't do it. Mom keeps a towel by the bed to clean up."
"I guess I don't feel I should ever expect a woman to blow me and swallow my cum, if I'm not willing to swallow it myself. Plus, it keeps the sheets cleaner, no one has to sleep in a wet spot, and my clients like it when I do. You tasted it. Did I taste bad?"
"No, not really. I kind of liked it. Does it make you feel gay to eat semen?"
"Not if it comes out of a woman's pussy. It's also flavored with her cum, which I think makes it taste even better."
"Could I have a taste?"
I scooped out a little from her pussy on my finger and put it up by her face. She licked my finger off.
"It's not bad, and I can taste a little sweetness."
"A diet can affect how my semen tastes. I try to eat things that end up tasting better, and avoid things that make it taste worse. The pineapple juice I had for breakfast makes me taste better, a little sweeter, as you just noticed, plus I like how pussy tastes if a woman is relatively clean. Asparagus makes me taste worse. It's stronger smelling and tasting, almost like cooking cabbage stinks up the house, even though plain cabbage doesn't smell bad."
"Tell me about anal sex."
"What do you want to know?"
"Does it feel as good as when you played with my butthole?"
"It can, but the anal sphincter isn't as flexible as a vagina is. Babies come out of a vagina. No baby could ever come out of an anus. You need to be careful, because tearing the rectal lining can lead to infections, so you shouldn't stick anything in there that could tear it. It's best if you slowly stretch out the anus before you engage in anal sex, using increasingly larger anal plugs to prepare. Then use a lot of lube, go very slowly, and be prepared to stop if it's too painful. I usually let someone who's never experienced my cock before fuck themselves in what's called a woman dominant position or cowgirl, like you did last night. You're in control and you won't do anything to hurt yourself. Then, there's one more thing you can do to make anal sex better."
"What?"
"Take enemas. It cleans out your bowels so there's no feces in them. It's much cleaner and more pleasurable if you don't have to worry about excrement."
"Have you ever had sex with a man?"
"Not with a man, but I've fucked a woman with another man fucking her at the same time. There's some close proximity there, but no gay sex."
"Have you ever been fucked in the ass?"
"Women with strap-ons have fucked me in the ass. I was acting submissive to them at the time. That was a part of their thing as a Dominant. I've also acted as a Dominant to submissive women, you know, spanking them, and such. Making them beg to orgasm, or denying them permission to cum. Sex in general tends to be rougher for submissives. It's part of what they want, to feel that sex is out of their control, and in someone else's hands."
"Why?"
"There are a number of reasons. One might be that someone may have had a strict upbringing. They've been raised to believe that sex is dirty and disgusting, and they can't just let themselves go and enjoy it like you can. But if someone makes them, if they feel like it's being forced on them, and they have no choice, then it's not their decision. They don't get hung up on the fact they're having pleasure from sex. Someone made them cum, they didn't do it themselves. It wasn't their decision to be bad. They were made to be bad."
"That's strange."
"You run into a lot of strange when you talk about sex. For something that almost everyone does, there's a lot of variety. Some people would never have anal sex. It's disgusting and the thought my thumb was in their butt would really freak them out. Some people think oral sex is a huge sin, that the only reason for having sex is procreation, and anything you do to keep from having babies but choose to be celibate is wrong. Of course, I'm probably a huge sinner, going on dates with people, having sex with a lot of them, any kind of sex, not being married, or having sex with someone your age, would mean I'm going to hell for sure.
"I suppose so." She paused. "I think Lana would like to be tied up."
"Why do you think so?"
"She's talked about it."
"We can explore that a little tomorrow. I won't tie her up, but I can explore her submissiveness. Part of Lana's thing might be due to her mother. Has a lot of boyfriends, going in and out of Lana's life all the time, having no parental stability, left alone a lot. I'm not particularly surprised she reads lots of erotica and uses a vibrator all the time. I wonder if any of her Mom's boyfriends have hit on her."
"They have."
"Did she report it?"
"I don't think so. I'm not sure if she even told her mom."
"They didn't have sex with her?"
"No. She was grossed out."
"It might even be a reason she allowed herself to become chubby. To make herself less desirable to her mother's boyfriends, even though she also feels less attractive to her peers."
"Do you think so?"
"Would you say her weight gain started after you learned mom's boyfriends hit on her?"
Fenix thought for a moment. "Maybe."
"I don't know for sure. I was a business major, but I wouldn't be surprised. Psychology is a complex subject and should be explored by professionals. She really needs to talk to a shrink."
"Does that mean you won't have sex with her?"
"I don't know. Maybe not. I'll talk to her and see if I can get a sense of where her head is at."
"Can you teach Ted to be better without Lana?"
"Not as well, but I can teach him some stuff."
"Could I fuck you in the ass?"
"Do you have a strap-on?"
"No, but I have a small vibrator in my purse."
"If you have a vibrator, we might be able to try something else you'd like even more, but we have time, we could try both if we're not going out tonight."
"Mmm, I like the sound of that."
"Get your vibrator."
"Don't you have to finish cleaning my pussy first?"
I laughed. "I should. We don't want you dripping on the carpet."
And I did. Fenix liked it when I cleaned off her pussy. I think it made her feel more powerful, when I was down between her legs doing what she considered to be dirty things, me licking up my own cum. I had something she might enjoy a lot, since that seemed to be the case.
When I finished, another orgasm later, she got up to get her vibrator.
"While you're up, get the two bath towels while you're at it, and a wet wash cloth."
"Okay, stud."
She soon came back to bed, carrying the items requested. I got up and put the two big towels on the bed. What I was going to do next, frequently caused some women to squirt.
"Kneel up on the bed with your ass up in the air," I said. I gave her butt a little love tap. "Hurry it up."
She grinned and got on the bed. I used the wet washcloth to wipe her bottom. I knew she hadn't used the toilet since our last shower, but this might gross her out a little anyway, and by wiping her first, might gross her out less.
After wiping her ass, I got between her cheeks and licked her pucker. As I suspected, it did cause some momentary consternation, but she soon got into it.
"You're licking my butthole? Geez, you freaky perv. Oh, fuck, that feels strange, but good." I probed a little with my tongue. "Fuck me. You're eating my ass."
While licking, I inserted my middle finger into her pussy and rubbed her g-spot. It didn't take long before she climaxed. With another orgasm shortly following that. She was amazed that I'd do anything like this, but she loved it, feeling that power again, that this much older man was eating her ass.
While she was still buzzing from her last orgasm, I told her to ride me again. She quickly hopped on, and it didn't take long before she was fully mounted. She was bouncing up and down, and quickly had a third.
"Hold still now."
"It feels so good. I don't want to stop."
"It will feel better, but I don't want a moving target."
She stopped to see what I'd do next. I took the narrow, four inch vibe she'd given me when she got into bed, and I lubed it up real good, then lubed up her pucker, still tingling from my licking. She liked that. I turned on the vibe and pressed it against her rosebud.
"Now ride me. Go at whatever speed feels good."
"Uh-huh."
Fenix started to ride, my cock filling her pussy and that tiny vibe pulsing against her back door. She loved that, and she was riding me fast, looking for that next orgasm. As soon as it hit her, I shoved three inches of that vibrator inside of her ass, and she went wild, while squirting all over me.
"Oh, fuck! Oh, fuck! Oh, fuck! I'm cumming. Oh, fuck! Fuck me, Dan! Fuck me harder. Oh, God, fuck me!"
That last 'Me' wail started low and climbed in pitch as her climax intensified. I kept pounding harder and faster until I climaxed, filling her pussy again. That one seemed to do it for her. She collapsed, almost as if she fainted, although she hadn't. Soft whimpers and moans escaped, and her pussy would squeeze my shrinking cock almost involuntarily every ten to fifteen seconds as aftershocks followed. I let her lie there on me, holding her and kissing her as she gradually came down.
"I didn't think sex could get any better," Fenix finally said. "I guess I was wrong."
"It can get even better," I said.
"How?"
"When you do this with someone you truly love and not some stranger."
"What if I said I loved you?"
"You'd be wrong. What you love is what I've done for you. We're strangers. You can't really love a stranger. You'll realize that eventually."
"Do I have to move? I just want to lie here and soak in the sensations."
"No, you can stay there."
I got up and wiped her down with the wash cloth. She was quite messy, as was I. After wiping her, I used the drier of the towels we'd placed on the bed to dry her, then I covered her up. I took the vibrator into the bathroom and washed it, then I showered again, using one of the hand towels to dry off. Putting on the robe, I called housekeeping to replace our supply of towels and washcloths.
When the maid knocked, I opened the door and handed her the messes we'd made and accepted the new ones. She looked at Fenix cuddled under the covers, smelled the towels and smiled.
"And a good time was had by all," she said.
"Apparently."
"Management asked me if you could try to keep the noise down. A guest complained."
"We'll do our best."
"Thank you, sir."
I handed her a twenty and she smiled again.
It turned out that Fenix didn't want to have sex again that evening, falling asleep instead, but I woke up at three AM again with her lips wrapped around my pecker. She sucked me off until I climaxed, then went back to sleep, her head on my stomach, close to my slumbering cock.
******
We had sex again in the morning, another nice missionary position love making, followed by a normal, pussy licking clean up. She cleaned off my cock at the same time, exploring some more as her horizons widened. We ordered breakfast from room service.
As we ate, naked, with her in my lap feeding her, we talked more about Svetlana and what Fenix had noticed about her friend, and also what we could do with Ted to help him become the lover that Fenix was going to need now that she knew how good sex could be.
"Knowing what you know now," I said. "Ask for what you want. Don't expect Ted to know. He knows as little about sex as you used to know. If you want him to lick you, tell him. Tell him how you want him to lick you. Direct his head where you want him to be. Tell him how to touch you. Don't make him figure things out on his own."
"How did you learn how to have sex?"
"My parents taught me to be polite and solicitous towards women. I had to hold the doors and help seat them at tables constantly. It made me conscious of them and their needs. When I started having sex, I asked them what they liked and why. I also listened to their bodies, what their moans and whimpers and shivers were saying about what felt good to them, and what didn't matter. What made their nipples hard and what made their clits pop out of the hood. What made their orgasms stronger and what didn't make them orgasm at all. That's the way I learned things, along with constant practice. Obviously, since I became an escort, I got a lot more practice, and the size of my tips told me if I was doing something right, or something wrong. Then, I keep notes on what a woman likes, so I don't have to discover it all over again if I'm hired by them again. I want to know what makes a woman tick."
"You're going to have notes on me?"
"Absolutely."
"What will my notes say?"
"That you have very sensitive nipples, and having them licked or sucked while engaging in intercourse enhances your orgasm. It's even possible you could cum just from nipple play, although I haven't had a chance to explore that, because you crave my dick so much. You also responded well to anal teasing, and might enjoy anal sex at some point, and definitely liked that little vibe up your butt while fucking."
She laughed. "Oh, I did. So much. And you'll do the same with Lana?"
"Yes."
"No wonder you're in such high demand."
"I'm the highest paid male escort in Elite Escorts. Women like what I bring to the table. Let's pack up. I want to get to Lana's and talk to her before Ted gets there, and I'll promise that after you send Ted home, I'll fuck you one more time before I leave."
"Deal."
We got ready to go, packing up Fenix's new dress and lingerie, and checked out of the Ritz. I left another nice tip for housekeeping, since they'd have to work extra hard to put our room back together. On the drive back, we talked some more about what my plans were when we got to Lana's. I stopped at a pharmacy, bought a douche, and some smaller condoms and told Lana she needed to shower with the douche to make sure there was none of my semen still leaking out of her pussy for Ted to see. I brought her bag into the house and she removed her new dress to hang it up in Lana's bedroom, before heading to the shower.
Lana had a huge grin on her face when we arrived. She wasn't wearing much when she let us in the door.
"Before we do anything, and it won't happen at all until Ted gets here, I want to talk to you about your home situation."
"Like what?"
"About your mom's boyfriends. Have any of them molested you?"
Lana broke into tears. Oh, shit.
None of the mom's boyfriends had intercourse with her. None of them had been alone with her long enough to get that far. Two of them had fingered her, one of them had licked her pussy, and two of them had made her suck their cocks, starting three to four years earlier. She said she wasn't sure if her mom knew about it, but maybe she did.
"I'm not going to take your virginity," I said when she was done. "You're not in the right frame of mind to have any type of sex."
"Better you than one of mom's fuckhead boyfriends getting it."
"They're not going to get it either. There's a psychologist in town who specializes in dealing with human trafficked and sexually abused women. I want you to call and set up an appointment with her." I looked up the address and phone number on the internet and gave it to Lana. "Her name is Beth Wilson-Hafeez. She was enslaved once. You call tomorrow. They're open seven days a week, twenty-four hours a day. They're in Manhattan. Their services are based upon ability to pay, so if you can't afford them, they're free.
"When your mother gets home, you tell her who did what, when. You make sure she knows what those sleazeballs did. Don't guess, make sure she knows. If any of them touch you again, you scream bloody murder and make sure she knows some asshole is trying to molest you, then you call the police, and report them. Let the cops figure out if they deserve to be locked up and if your mom had knowledge that they were inappropriate. Don't put up with this shit anymore.
"You see Beth or one of her associates, and if they feel that you're capable of having responsible sex, they can call me, and you can have a freebie. I'll give you my phone number so that you have it. I don't give my number out to anyone. Even Fenix doesn't have it. If you still want me to take your virginity, I will, if they say it's okay, but that's the only way I'll do it. I don't want to fuck you up anymore than you already are. Will you do that for me, please?"
"And you'll fuck me for free?"
"I'll take you on a two day date just like Fenix got, and it won't cost you a penny. I'll even cancel any other appointments I might have, just to take care of you, but not until your shrink says it's okay. Do we have a deal?"
"Okay. What are we going to do about Ted?"
"Well, we don't want Ted to know that Fenix had sex with me, so you'll need to pretend that I spent the night with you claiming your virginity. We'll do some light kissing and fondling, but mostly, I'll direct Ted and Fenix on what to do. Since you've used your vibrator before, we'll let you masturbate with it for Ted's and Fenix's benefit, to get Ted excited. To make sure he doesn't cum too soon, he needs to drop a couple of loads before he gets close to Fenix's pussy. Are we good?"
"We're good, but I still wish I could have sex with you."
"What's one round of sex against two whole days of frolicking when we know I can't do anything to damage you?"
She laughed. "I guess you're right."
I kissed her again, a promise for the future.
Fenix came out all fresh and clean and dressed in her casual clothes again.
"Lana's been molested by several of her mother's boyfriends. I won't have sex with her, but I've still got a plan to handle Ted. Lana's going to see a psychologist in Manhattan who specializes in the sexually abused. She's going to need a good friend to help her. Maybe you can go with her to her first appointment?"
"Oh, Lana. I'm so sorry for you. Of course I'll go with you." They hugged, both of them crying a little.
I let them have it out until we needed to get ready for Ted's visit.
"Dry your eyes girls. Lana you need to put on a dress or skirt. You can leave your panties off. And get your favorite vibrator. Fenix, make sure you have yours. I washed it good for you after last night. You're going to use it today."
They both dried their eyes and while they were gone, I took off my clothes so I was naked.
"Are you sure you're not going to intimidate Ted when he sees your cock?" Fenix said.
"A little intimidation might be useful," I said. "Don't worry."
"It's even better than I imagined," Lana said. "It's gorgeous. Fenix, I'm so jealous."
"Remember, you saw and played with it all night long, so you're not seeing it for the first time. Everyone has a role to play. Lana, you answer the door when he arrives. Bring him back here."
"Got it."
Just a couple minutes before eleven, Ted knocked on the door. Lana put a smile on her face and went to get him. When they got into the room, I was lounging on the couch, and I patted the couch next to me and told Lana to join me. As soon as she sat down, I put my arm around her and gave her a quick kiss.
"After we show Ted what's what, you and I can go at it again," I said.
"I can hardly wait," Lana said.
"Ted, Fenix, take off your clothes," I said.
Fenix whipped hers right off, Ted stood there with confusion on his face. "I know that Fenix told you what was going to happen today, Ted. She told us all about your conversation. If you're going to claim her virginity, you need to strip."
He looked at my naked cock. "I'm not going to fuck you. I only do women. Go ahead and take off your clothes or I'll fuck Fenix. She's a cute little thing and I'd love to shove my dick in her.
Ted took off his clothes, trying to hide his junk. As far as I could tell, it was average in length, although maybe slightly thinner.
"Have a seat, Fenix, Ted, on the couch over there. Let's talk a little before we get started." I waited until they both sat down. "I'm addressing myself primarily to you, Ted, since the girls told me you might have performance issues. It's not that big of a deal. A lot of young men do. But there are things you can do to overcome a quick trigger. I'll show you a few, but I'm going to tell you now, the most important sexual organ you have is your brain. Everything else is secondary, including your dick, and if you can't satisfy a woman one way, you can satisfy her another. The best thing you can do for a woman, and something every woman appreciates, is to treat her like a queen, isn't that right, Lana?"
"You sure treated me like one," she said. "The things you did to me last night, I'll never forget."
I hugged her close and gave her another kiss.
"What I'm talking about is treating a woman like she's the most important thing in your life. You do care for Fenix, don't you Ted?"
"Of course."
"Then first of all, you don't worry about your pleasure. You worry about hers. If you take care of Fenix, she'll take care of you. Scoot up to the front of the seat, Fenix, spread your legs, then spread your pussy lips apart. Ted, kneel down in front of her."
I waited until they were done, then moved closer to them. "Ted, I want you to touch her clit."
Ted touched her hole. "That's about an inch and a half below what you should be touching, Ted. Touch your clit, Fenix."
Her hand went right to it. "You should have educated your boyfriend where the good parts were, Fenix."
"Yes, sir."
"The clit is sometimes known as the man in the boat, or the man in the canoe. Fenix is actually touching her clitoral hood. It helps protect it until she's aroused. Go ahead and rub yourself a little, let's see if the man makes an appearance?"
Fenix rubbed herself a few times and the clit began to appear. "There it is. The clit is one of the most important parts of a woman's anatomy when it comes to orgasms. If you want Fenix to get pleasure from sex, you have to pay attention to that little nubbin. Most of her pleasure nerves are located in her clitoris, all but a few, which are found elsewhere. She has almost no nerves deep inside her vagina, mostly in the first third, so even guys with smaller cocks can properly stimulate a woman. There is one other spot that we'll cover in a moment. Now, I want you to lick her pussy."
"She pees out of there."
"You pee out of your dick. Has she ever sucked you a little?"
"Yes."
"Then don't be a selfish bastard. She just took a shower. Her mouth is dirtier than her pussy is. You kiss her, don't you?"
"Yes."
"Then lick her pussy. Fenix, don't be afraid to tell or show him where he should be licking. You know what feels good to you, Ted doesn't. Ted, you'll lick her until she has an orgasm. If you don't do it, I will, and then I'll fuck her, and after I fuck her, she won't care if you're her boyfriend. I'll own her pussy, won't I Lana?"
"You bet. You own my pussy now."
"Show Ted your bare pussy, the pussy I own from now on."
Lana pulled up her skirt, showing everyone her pussy. "Nice, Lana. I can hardly wait to shove my cock inside of you."
"Me either."
Ted began licking Fenix's pussy, and I could tell he was starting to enjoy himself, and that the taste really didn't bother him. It took a while because he was inexperienced, but with Fenix directing him, she climaxed. Ted's lips glistened from her spend.
"Is that the first orgasm Ted ever gave you?"
"Yes. Can he do it again?"
"Wait one. He needs to learn where your g-spot is. Ted stick your middle finger in Fenix's pussy, facing up. Right behind where her clitoris is on the front, you should feel some ridges inside of her. The rest of her pussy should feel smooth and slick. Where those ridges are is her g-spot. That's where the majority of the nerves are in her vagina, that one little spot, which is tied to her clit, because it's the back side of where her clit is. Now, while you rub gently up and down as if you were beckoning her to come to you," I showed him with my middle finger, "lick her again. She should orgasm much faster than she did the first time, because your stimulating more parts of her body. Give her another orgasm, Ted. Make her cum hard."
It took half as long for Ted to give Fenix her next orgasm, and she was holding his head and directing him exactly where she wanted.
"Now Ted, no matter if you cum too soon, you won't leave Fenix high and dry. You'll know how to make her feel good regardless. If you're really smart, you'll give her an orgasm or two before you even start penetrative sex, because she becomes more sensitive, and finds it easier to orgasm again. Lana get Ted a towel. In fact, bring two, one for Ted and one for Fenix. Her pussy is starting to leak on the couch. Put it lengthwise so you can sit beside her."
Lana got up and I had Fenix stand up and we put one under her, stretching the length of the couch, with Lana sitting beside her friend.
"Ted, did you ever see the movie, "There's Something About Mary?"
"Yeah."
"The character Woogie, who broke out in hives all the time, had one thing right. You go out on a date without spanking the monkey first, your little brain takes charge of your big brain. All you can think about is sex, which is one of the reasons you cum too soon. You've got sex on the brain. Our two lovely young ladies are going to sit in front of you, masturbating with their vibrators. You are going to masturbate while watching them. You're going to take sex off the table for a while, by cumming twice. Please cum into your towel."
I stood behind Lana and kissed her a little and played with her boobs, while both girls got off several times with their vibrators, until Ted had orgasmed twice.
"Very good. Ted, do you think you can cum again."
"Not too soon."
"Excellent. Lana, please take your old seat while Ted cleans up that messy pussy Fenix has from cumming all of those times, and if he doesn't have an erection again by the time she orgasms, she'll suck him hard. Then, he gets to fuck her for the first time ever. Are you ready to become a woman, Fenix."
She smiled. "As ready as I'll ever be again."
"Get busy, Ted, make your girlfriend cum."
Fenix was now finely tuned and highly aroused from the stimulation thus far, and she continued directing Ted, so it didn't take long for her to climax again, before Ted had another erection, so I had him sit down, and Fenix knelt in front of him and sucked him to an erection. I had Fenix put a condom over his hard on. While he was still sitting there, Fenix climbed on board his cock and fucked him. She managed to cum once more before Ted blew his load into his rubber.
"Not bad. Now clean up her pussy again, Ted. This is your queen. She's the most important woman in your life. If you ever fuck her without a condom, you'll still clean that pussy, If she tells me you neglected to clean up after yourself, I'll fuck a load of cum in her pussy and clean up my mess, and you'll never see her pussy again, because I'll own it. I love young tight pussies like hers. So figure it out, or you'll lose her to some stud who's not afraid to do what's needed to pleasure a fine young woman such as herself. I'm here until 5 PM. See if you can't give Fenix what she needs until then, while I take care of Lana some more."
I leaned down and kissed Lana, then whispered, "Lead me to your bedroom. I don't know where it is, and I should after screwing you all night."
She got up and led me to her bedroom. When I was there, I gave her a nice massage, (bra off, panties back on), while I was naked. Then I laid in bed with her while I kissed her and told her I was really looking forward to fucking her. She fell asleep after awhile. At five, I got up and kicked Ted out. They'd had sex once more, and apparently, without a condom, as slight remnants of semen were around her pussy, although most of it had been cleaned up. Fenix told me she'd also sucked him off for being such a good student. I fucked Fenix again while Lana watched, fulfilling my promise to her before I left.
Two days later, I got a call from a blocked number.
"Dan Bancroft speaking."
"This is Beth Wison-Hafeez, and I wanted to call and thank you for referring Svetlana Lewis to my practice. You were right about her. She is suffering some trauma as a result of what happened to her. Most people might have ignored it, and messed her up some more. I think she'll be okay in a few months. I commend you for your integrity."
"I'm glad I was of assistance."
"I give my clients a test of my own devising. Svetlana wanted me to tell you the results. She falls on the submissive side of the human spectrum. You might want to take that into account when you spend your two days with her."
"I'll do that."
"I should also say that my wife will visit the men who molested her. Don't be surprised if you hear of people suffering attacks which left them with a broken limb. Svetlana's case really pissed her off."
"It did me too. Not enough to go looking for them, but I'm happy to hear they will receive some justice."
"Have a good day, Daniel. You did good. Take care."
"Thank you, Beth. You too."
******
Six months later, I received a call from Lana telling me she was ready for her two days. After verifying she was good to go with Beth, I met with Lana to set up our date. She'd lost twenty pounds and looked great. She said she'd learned to deal with men who touched her without her permission and demonstrated a couple of moves which would have dislocated an elbow or shoulder, or broke my arm. I took her to the Plaza hotel for her two days of fun. I took Lana's virginity and turned her into my submissive slut for two days, mixed with a lot of great food and sex. When she left, she thanked me for looking out for her, and for giving her what she needed now.
The next time one of her mother's boyfriends tried to get friendly with her, she broke an arm and ruined his balls before he was arrested. It came out that her mother had known about the molestation and had encouraged them to be with Lana in hopes they might stick around longer. She got arrested and spent five years of her life contemplating her navel in prison. Svetlana never spoke to her again.
I never met with Lana after the first time, although I heard from Fenix that she was doing well, and got a Dominant she loved and trusted after graduating from NYU.
Ted and Fenix dated while she was at NYU, but they broke up when she went to grad school at Duke to become a doctor. She hired me once more when she graduated. She got a discount for a weekend. We had a blast, and I took her anal virginity. She'd saved it for me.
About a year after I was with Fenix the first time, Brad asked Shannon to marry him. She refused unless he took some lessons about fucking from me. I fucked Shannon for a couple hours in front of Brad, then watched him fuck her for another half day, giving him pointers the whole time. When he'd absorbed the lessons, Shannon married him and she never hired me again. Brad didn't say much to me at the time, but about a year after their marriage, he called to thank me for teaching him to be a better lover. Shannon loved sex with him now. I'd helped both mother and daughter have better sex with their partners.
For my next story, the first time I fucked a cop who was trying to entrap me. We had a lot of fun.
******
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