I'm Just a Gigolo Ch. 07

Daniel has his first date with an African-American, a married woman pissed off at her husband. This chapter contains oral sex, anal sex, sex toys, interracial sex, cuckolding, bareback sex, and sex photos. My thanks once again to JohnnyGalt for his editorial assistance. This is a copyrighted work of intellectual property. Do not alter, edit, or publish anywhere else including in audio or visual formats without the authors express permission. © Copyright, 2025

I'm Just a Gigolo, Ch 7

The African Queen

My first interracial experience was when I was 23, two years after I'd become an escort. I'd graduated a year before, and hadn't wanted to give up the money. Not only was I doing fine with the dates and tips, but as Julie had said, I heard a lot of pillow talk that had benefitted me financially. Dating the rich meant that they could not only afford me, but had access to information that I didn't, and weren't shy about sharing it with some random stranger ringing their bell.

Julie gave me the info about the night's date when I called for details.

"Her name is Shaniqua Grant, and she specified she wants you. I don't know why she does, but if she wants a white guy, I want you to be the one."

"Where?"

"A dinner followed by a Broadway play, The Lion King, but she's paid for a full day, so you'll be with her until 5 PM tomorrow afternoon, spending the night at the Plaza Hotel, which is where you'll be meeting her, room 303 at 5 PM. Dress nice and impress her panties off."

"So, a full service date?"

"As full as you can make her," Julie teased.

"Is she married?"

"She is."

"Husband out of town?"

"I don't know."

"How old is she?"

"Thirty-nine."

"Are you sure she wouldn't want someone more mature than I am? Won't she feel odd with a young white guy? Kind of flipping off normal societal expectations?"

"You're mature in ways other than age. Make her feel like an African Queen and she'll use us again."

"African Queen, you got it."

I wasn't completely an idiot when it came to African-Americans. In addition the racial mixture in college, one of my sisters was one, but being raised by a white family, I don't know how similar to other black women my sister was. I'd never dated any, though I'd asked a couple in college. I apparently didn't float their boat, so it never happened, although I might have enjoyed it.

So a couple minutes before the date, I was knocking on the door to room 303, corsage in hand.

When Shaniqua threw open the door, I was impressed with what I saw. Tall, maybe 5-9 in her bare feet, cafe au lait skin, a modest 'fro, maybe three to four inches long at the longest. She was wearing a gold lamé dress, slinky with a nice view of her décolletage, floor length once she put some heels on, but sweeping the floor now. Her breasts were braless, maybe a B cup, or a small C. Her bottom was a little broad, but in a voluptuous and not a fat way, kind of like Halle Berry. Her stomach looked a little soft, but she was 39, and very few women her age had managed to survive all the ravages of time.

"Daniel?"

"That's me," I said, smiling.

"Damn, you're even nicer looking than I thought you'd be."

"I understand you asked for me by name."

"Yeah. One of my girlfriends said if I was going to hire an escort, it needed to be you."

"A satisfied customer. How nice," I laughed.

"She couldn't stop raving about you. Come in. I have a couple more things to finish before we can leave."

"I can't imagine what it would be other than to put on shoes. You look ravishing."

Shaniqua smiled. "She also said you made her feel pretty. I can see you haven't lost your touch."

"Just stating the facts, ma'am."

She patted my face, then went to the bathroom to finish up with whatever she still needed to do. When she returned, her lipstick was a little redder and she smelled a little better. She sat down on the bed and was about to put on her high heels when I told her I'd take care of it for her.

Shaniqua smiled again and leaned back slightly, extending her right leg. I ran my hand up her legs to about halfway up her thigh, then down to her foot again, picking up the gold, open-toed shoe and slipped it over her foot. I ran my hand up and down her leg again before setting it down and picking up her left leg, which I promptly did the same thing to. She was breathing a tad faster when I finished.

"Perfect," I said. "Can I tell you how nice you smell?"

"You like my perfume?"

"Was that perfume? I thought it was you."

"Ooh, you're a bit naughty, aren't you?"

"Am I?"

She laughed. "This is going to be fun."

"I have a corsage, my lady. May I pin it on you?"

"Please."

I pinned it on from the rear, and I did a little testing of her neck and ears in the process, as well as brushing the sides of my hand over her nipples, which certainly seemed sensitive. She shivered and got goose bumps in all the right spots that I'd tested, including her thighs, putting on the shoes. Remember to treat her like an African Queen, I reminded myself.

"All set," I said when finished.

"Excellent. Let's dine, shall we?"

"We shall."

She grabbed her purse and I took her hand and we went to the Palm Court. They normally served breakfast and afternoon tea, but they did offer small plates and cocktails from five to ten PM. She had a reservation and we were promptly seated. I held her chair for her before seating myself, with a hand trailing from her wrist to shoulder as I left her side.

"Do you like champagne?" Shaniqua asked, a little breathily.

"Yes." I'd managed to try more than Crown Royal in the two years I'd been an escort. While I didn't drink a lot, I appreciated good alcohol.

"A bottle of the Cristal," she told our waiter.

"An excellent choice, ma'am," the waiter said.

At $900 a bottle, it should be. He scurried off.

"So, tell me about yourself, Shaniqua?" I said. "What makes you tick?"

"I'm 39, work at an ad agency as an account executive." She held up her left hand, showing me the rock. "I'm married and have two children, a boy and a girl, ages 16 and 14. My husband is a Wall Street trader."

"Where is the husband tonight?"

"He should be along shortly."

"Julie didn't mention anything about a threesome."

"That's because there won't be one, dear. Just you and me."

"Is he going to watch?"

She laughed. "Not on your life. No, I want him to imagine what I'm doing with you."

"Where are your children tonight?" I asked.

"At my parents for the weekend."

"Does your husband know I'm with you tonight?"

"Not yet, but he will."

"Will there be trouble?"

"I doubt it. He won't want a scene, but you look like you can handle yourself."

The waiter returned with the champagne and glasses. He opened and poured, handing me the first glass. I took a sip. It tasted like liquid silk going down.

"Excellent," I said. "You chose well."

Shaniqua smiled and accepted her own glass, drinking half before setting it down.

"We'll give you our orders now," she said.

"Yes, ma'am."

"I'll have the shrimp cocktail. Do you like oysters, Daniel?"

"I do."

"A dozen of the East Coast Oysters. He'll need his strength tonight. Let's see, the French onion soup, the rosemary and garlic lamb lollipops, and the pecan pie for dessert. Bring everything out at once. We have a play this evening. Daniel, what would you like?"

"I'll have the heirloom root salad, the Maine lobster roll and I'm having Shaniqua for dessert later, so I won't need sweets."

Both Shaniqua and the waiter blushed. She put her hand over mine, giving it a squeeze.

"I can see why Marcie liked you," she said. "You're sweet."

I put my other hand over hers, holding it over mine. "Thanks." To both. "That should be it," I said.

The waiter left.

"Have you been involved in any ad campaigns I might have seen?" I asked.

"How much do you pay attention to feminine hygiene products?"

"Not much," I admitted.

"That's where most of my work has been done, although the perfume I'm wearing was one of mine."

"So not your natural scent?"

Shaniqua laughed. "Not all by itself."

"What is it?"

"Juliette Has A Gun Musk Invisible Eau de Parfum. I like the sensual notes to the fragrance."

"I like the sensual notes to you."

"You know you're going to get laid tonight, why work so hard?"

"It's not work. It's pleasure," I smiled. "I like a woman to feel appreciated."

"It's been years since I've felt this appreciated."

"Not my fault," I said.

"No, it's not."

We received our seafood appetizers and started in before I saw Shaniqua stiffen slightly.

"What's wrong?" I asked.

"My husband finally arrived."

I turned, following her gaze and saw a man, black, maybe a couple of years older than Shaniqua, fit looking, around my height or slightly shorter, with a white woman, about my age. He had his hand at the top of her ass, directing her in following their waiter. They didn't see us. He was too focused on his young companion, laughing, smiling, chatting, his head close to hers.

"Another escort?" I guessed.

"His personal assistant," Shaniqua said. "Pregnant with his kid. I think he's going to try convincing her to have an abortion tonight."

I looked at her, a tear in her eye, finally looking down at her plate and taking a couple of deep breaths.

"I'm sorry," I said.

She smiled again, not quite the smile she had before. "Not your fault."

"Is that why you're with me tonight?"

"Primarily. Finish your oysters and we'll make our presence known."

We finished up, then stood and moved to their table, both of them still unaware. I put my arm around Shaniqua's waist and she leaned in closer to me.

"Hello, Lonnie," Shaniqua said.

Lonnie looked up and saw his wife, the young man beside her, then looked at his dinner companion.

"This is not what it looks like," Lonnie said.

"What does it look like, Lonnie?" Shaniqua asked.

"That I'm on a date with Sherry, when I'm supposed to be working late."

"That's exactly what it looks like, Lonnie, just like I'm on a date with Daniel. Daniel, my husband, Lonnie Grant, and his personal assistant, Sherry. I don't know her last name. Of course, Lonnie never told me what a stunner she was, although in the photos I saw of Lonnie fucking her, she did appear to be a very beautiful woman. Everyone, my date for the next 24 hours, Daniel."

"Hello, Lonnie, Sherry. Nice to meet you," I said.

I didn't put my hand towards Lonnie, but did towards Sherry and when she put her hand out, I kissed her knuckles.

"You are quite beautiful," I said to her. "My pleasure."

She blushed.

"Honey," Shaniqua told Sherry, "I know you're pregnant. Don't have an abortion on mine or Lonnie's account, unless you'd really like to have one. Lonnie will pay for you to raise your child, and if you don't want to raise it, Lonnie will. If we remain together, which hasn't been decided yet, people can guess if your little mulatto is my child or Lonnie's, as I certainly intend to see if I'll be conceiving one tonight too. Come along, Daniel. My soup will get cold."

I nodded to both of them and returned to my seat, holding Shaniqua extra close, my hand on her ass as we walked away, so Lonnie would notice.

The rest of our food had arrived. There were more tears as she sat down, and I handed her my napkin to wipe them away.

"Thank you," she said. "That was a little rough. I appreciated your support."

"You're welcome. Julie also didn't mention anything about a conception," I said.

"That was for Lonnie's benefit, to let him know you're going to be fucking me bareback. I'm actually on a contraceptive. I don't want to get pregnant at my age. At the time I made our date, I didn't know if I was clean. I didn't receive my results until this morning. I can show them to you, but Julie said you'd just been tested clean, so I can take your cock bare."

"Yet you still offered to take Sherry's kid. Doesn't that negate not having kids again?"

"Ha! You think I'm going to get up and take care of Lonnie's rug rat in the middle of the night? No way. That bastard can take care of it. If he wants to hire a nanny, he can, but I think he should suffer for his stupidity."

I chuckled. "I'm glad you remained calm."

"As opposed to yanking her hair out or kicking him in the balls?"

"Yeah."

"I did most of my crying when the PI gave me his report. It's taken every ounce of willpower I had to remain somewhat civil since I found out. Then I learned he was bringing her here tonight. Seemed perfect to me to throw you in his face."

"Do you think you'll remain together?"

"I don't know, and I'm not sure if I care. We'll see. Probably more for our kids than me. I don't want to talk about Lonnie anymore. Tell me how beautiful and charming I am."

I took her hand and looked her in the eyes. "You're beautiful, the most attractive woman I've dated your age. I love your scent, whether store bought or natural, and your eyes look like windows into your soul. Lonnie is a stupid man who doesn't appreciate what he has, and I hope to send you to paradise several times, so you can approach him tomorrow night with so much cum soaking your pussy, it will still be leaking out of you on Monday."

"Oh, God, I think I just had a mini-climax."

I laughed. "We want the next dozen to be so much more than minis."

"A dozen?"

"Or more. We have the night and most of tomorrow. I want to put a smile on your face so big it can't be wiped off, no matter what happens tomorrow night."

"I think you're going to be very good for me. I'll need to send Marcie a nice bottle of wine."

During the rest of the meal, we chatted mostly about me, and how I became an escort, what made me so good that Marcie would recommend me. We stayed off any topic that might remind Shaniqua about the state of her marriage. She charged the bill to her room and we caught a ride to the theater on a Plaza shuttle. I held her hand on the ride, and in the theater. I tried to do little things to inflate her mood, without actually fingering her to an orgasm. I'd frequently lean over as if I were whispering in her ear, while mostly I was kissing her ear or her neck, while pretending to whisper. I knew some of it was working because I could sense tiny shivers on occasion as I did. I also tried to keep one hand on her thigh, close to, but not on her pussy, which would be too crass. I wanted her leaking, not squirming.

The hotel shuttle picked us up post play, and I held her hand again, rubbing my thumb in her palm. When we reached her room, I kissed her, and she sank into the kiss with enthusiasm.

"May I?" I asked, my hand on her zipper.

"Please."

I slowly lowered the zipper on the back of her dress, while looking her in the face. I could see shifting emotions fighting for dominance. Arousal, shame, modesty, fear, all flickering across her face as the zipper came down. I lifted it off of her shoulders and let it slide down to pool at her feet. No bra, but great looking tits, a g-string and hold up stockings. She was closely shaved, but not bald.

"Very, very nice," I said.

"I'm trying to tighten my tummy," she said.

"I'll show you some exercises that might help with that sometime tomorrow," I said. "First, I want to taste you, then fuck you."

"Oh, God!"

I sat her down on the bed, removed her heels, and did a little strip tease for her. Shaniqua's eyes popped a little when my cock appeared.

"I thought Lonnie had a nice prick, but yours is even fatter than his is. And you shave your cock and balls. I'm really looking forward to this."

"Good."

I hung up my suit and her dress, then joined her in bed. Her g-string was a little damp. I drew it down her still stocking clad legs, then went to town eating her pussy. I made sure she had three very good orgasms before I crawled up her body, kissing my way. When I reached her lips, I reached down and made sure I was poised for the plunge, then kissed her as I thrust hard, filling her instantly with all of my meat. Her three orgasms had prepared the way for an easy entry, despite my width, and she spasmed as I smashed against her groin.

"Fuck me, I'm cumming. Oh, fuucckkk!"

I settled into a nice long screw, intending to last at least twenty minutes, although she had a very slick, very malleable pussy, that felt incredible on my cock. She was tall enough I could lean down and suckle her nipples as I fucked her. That seemed to jump start her engine, and Shaniqua was climaxing fairly frequently. I only made it fifteen before I had to surrender my seed.

Staying inside of her until I started to shrink, still kissing, licking and sucking, and finally pulling out. Some of my gruel began leaking out of her pussy.

"Give me your phone," I said.

"Why?"

"Taking a picture of your leaky pussy. If you don't want to show it to Lonnie, fine, but if you do, you'll have it."

Shaniqua laughed. "It's in my purse."

"You don't care if I dig in there a little?"

"No. If I trust you with my pussy, I'll trust you with my purse."

I found it right at the top and took a nice close up of the cum leaking out of her gaping pussy, then I put the phone back in her purse and cleaned up after myself. Shaniqua liked that, and was surprised I did it.

"You don't mind licking your cum out of my pussy?" Shaniqua asked when I was finished.

"Not at all. I think we taste great together."

I moved up to hold her.

"Damn! I don't know what Lonnie does with his white piece, but he rarely licks my pussy. More of a lick and a promise. And he's never licked me after cumming inside of me."

"I figure if I want a woman to suck me off and swallow, I should be ready to do the same."

"Why aren't more guys like you?"

"Don't know, and don't care. As far as I'm concerned, it's good for business."

"Did you do that shit for Marcie too?"

"Yes, but I wore a condom. She wasn't nearly as messy."

"No wonder she was raving about you."

"Have you ever been with a white guy before?"

"In college. He was a little disappointing."

"Cock size?"

"No, he just didn't know what to do. I mean, I guess he was about average, but he didn't last long."

"I could maybe suggest a couple reasons for that, which might surprise you."

"What reasons?"

"Number one, it seemed to me that the black kids in my high school generally started having sex earlier than the white kids. I don't know if it was just my school, or if it's generally true, but depending on how early in college you tried the guy, he may have only had sex five or six times before, so maybe not as experienced as you thought. He was still working out the mechanics of sex.

"Two, was the idea that he was fucking a black woman, one who'd had all of these big black cocks inside of her, and he might have been a little intimidated. It may be urban myth, but most white guys have heard it. Probably worried that he wasn't going to satisfy you, which became a self-fulfilling prophecy when he blew early."

"You really think so?"

"I can't say for certain, but it's a possibility."

"You don't seem to have any trouble fucking a black woman. Have you fucked one before?"

"No, you're my first, but I've got a lot of fucking experience in general. The first year I did this while still in school, I was having sex with two or three different women a week, from every different age group and appearance you can think of. In the last year, I've been fucking six or seven different women a week. While they've been white, all women are different, even if they are all white, so I'm used to different. In fact, I try to account for different. I pay attention to what appeals to some women as opposed to others. I even keep notes. If I ever date you again, I'll know what you like compared to what last night's woman liked, and tomorrow's. I don't treat you all the same, or I'm going to lose business."

"What did you notice about me?"

"Your neck and shoulders are arousal points, as are your inner thighs and nipples. Some women like me to touch their anus during oral sex or fucking, but you didn't like it. I'll remember that the next time, and I won't even try to touch you there."

"I had a bad experience with it once."

"Doesn't make any difference what the reason is. If it makes you uncomfortable, I need to stay away. This is your date. You're paying for it, so it should be what you want, not what I want."

"You put more thought into this than I thought."

"You thought I was just some well hung stud who did it for sex and money?"

"Well, yeah."

"Well, the money is good, but it's especially good because I do put thought into it. I want every woman to feel that I was worth it, worth what she spent for it. I read about sex, ask women about sex, try to educate myself before meeting someone if they have special wants or needs. I work out so my body stays in shape. I try to stay well read so I have things to talk to women about, since even at my best, I can probably only have sex five or six times in the course of 24 hours. That's what, maybe three hours of sex? What are we going to do with the rest of the time if I'm a boring asshole when I'm not having sex? I want to entertain you in the in-between times, not just the sex times. For instance, you should try one of my back rubs. I'll leave you limp even without an orgasm.

"Not to mention, I need to know what to do when a woman throws me into the face of her husband because he's been a jerk and gotten his PA pregnant. I want you to know that whatever he's done, you're still a desirable and sexy woman who deserves someone to treat her right."

Shaniqua gave me a huge hug after I said that. "You're doing a pretty good job so far."

I kissed her some more and held her close. She fell asleep in my arms.

******

I don't know if it was a nightmare, or some other reason, but Shaniqua started thrashing about a bit around four AM. I held her tight while kissing her, telling her everything was going to be okay. Obviously, that wasn't necessarily true, but it soothed her. When she seemed definitely awake, I went down on her again and gave her another orgasm. Then she pulled me up.

"Fuck me," she said. "Nail me hard."

Entry was easy and I did as she asked, rocking her with the force of my thrusts. She managed three more climaxes before I made another creamy deposit. I cleaned up the mess, and she kissed me after I did, tasting both of us on my lips, then she settled right back to sleep, a sleep uninterrupted by dreams or nightmares.

She woke me around 8:30 with her lips wrapped around my cock, lightly teasing the head with her tongue.

"What a pleasant way to wake up," I said.

"I love that you shave everything," Shaniqua said. "I've never been with anyone else who did that. It makes sucking your cock and balls much more pleasant."

"Do you want to have sex?" I asked.

"No, I'm curious how you taste without being in my pussy first."

Shaniqua must have liked the hairlessness, because she dragged the blow job out for twenty minutes of exquisite pleasure. She laved and sucked on my balls, both individually, and cramming both of them inside of her mouth. She couldn't get all of me down her throat, but she made a great effort, and had all but two inches engulfed in her mouth.

I was a gentleman and warned her I was about to cum. She didn't stop sucking, and I let her have it, since she seemed determined to. She swallowed all of it, even eagerly I thought.

When she came up for air, Shaniqua said. "That's the best tasting cum I've ever swallowed. What's your secret?"

"I told you I researched sex. There are things you can eat or drink dietarily to help with the taste, and things you can eat that hurt the taste. I try to stick to the good stuff and avoid the bad stuff."

"Can you share your secrets?"

"Sure. These are the things you need to cut out of your diet and for overall health. Smoking, dairy, drugs and alcohol, red meat, which makes you taste saltier, high sulfur foods from the cabbage family like broccoli and cauliflower, asparagus, caffeine and fast or processed foods which have lots of chemicals in them.

"Things that make semen taste better include fruits which are naturally sweet such as pineapple, kiwi fruit, blueberries and plums, wheatgrass, cinnamon, lemon, peppermint and parsley, other vegetables, but particularly celery, whose high vitamin C content helps flush the salty flavor. Cranberries help balance the pH levels in semen which might contribute to an acidic taste, and since most of semen is water, drinking lots of water.

"Obviously, some things can't be avoided entirely, but I try to take prescribed drugs only, eat less red meat and more white, and while I'll drink a little, I don't drink a lot. I'm never inebriated, or even what you might consider tipsy, and I don't drink a lot of caffeine, although I do have some, more tea than coffee, and when I drink tea, I have it with lemon, not milk.

"It's the little things that help, no major changes to the way I do things, but it's all part of staying healthy and fit, so it works in more than one way. You can find this stuff on the internet."

"You did research to find out what makes your cum taste better?"

"If I'm going to eat it too, yeah."

"Damn."

"I don't know about you, but I'm starving. Room service?"

"Sure."

We each ordered an omelet and were wearing the Plaza robes when our food was delivered. When they left, I had her shed the robe and sit on my lap and I fed her. Interspersed with the feeding, were lots of kisses, some fondling, some caressing. By the time we were finished with our food, she wanted sex, and I was ready to give it to her. She got on her hands and knees and I took her doggy style. I didn't pound her as hard as the middle of the night sex, but it tended to be a little brisker, and I played with her nipples a lot, which I already knew was part of her arousal triggers, so she loved that. I cleaned up again, and we spent some time swapping spit and other body fluids when I finished.

I was lightly caressing her body when we were done.

"What would you do if I wanted to have anal sex?" Shaniqua said. "Since you seem to do research on this sex stuff."

"Why?"

"Because I've never done it with Lonnie, and I'd like to have another photo of your cum leaking out of my stretched out asshole."

I laughed. "Well, normally, I'd say that unless you've had anal sex before and enjoyed it, it really helps to do some stretching out before hand, using progressively larger anal plugs over the course of a few days."

"We don't have a few days. We have today."

"That does present issues," I said. "As you noted, I'm wider than most, but if we take it really slow, it might not be too painful, more like uncomfortable, but it probably won't start out feeling great."

"How do we go slow?"

"I lie down with a boner and you mount me. That way you can go as fast or slow as is comfortable for you, plus we can do some stuff ahead of time to do some modest stretching."

"How do you do that?"

I went into my overnight bag and took out a small vibrator I carried with me. It was about four inches long and just under an inch wide.

"You need toys?"

"I don't need toys, but it's never bad to be prepared. Kind of like the boy scouts. It's bigger than a finger, but narrower than my dick, so we can stretch you some before we do the deed."

"Okay, let's assume that anal sex is the next to the last sex I want to do with you, and I don't want you to clean either of your last two orgasms off me or out of me. What do we do?"

"Can you evacuate your bowels now?"

"Sure."

"Do that, and then we'll take a shower. Then we'll play a little and get you used to something in your butt while I'm doing other stuff to keep your mind off the something in your butt. Then the next time I fuck you doggy style, I will continue putting something in your butt, whether it's just a finger, or the toy again. When we're done with all of that, I'll give you a nice back rub, get you all nice and loose. At that point, you can try mounting me. You go as slow as you want, get me as deep as you want, and after you get used to my cock in your bum, we can possibly change positions and go a little faster.

"When I climax, I'll leave some of it inside you, but pull out at the end and squirt some on the outside. Then we take the picture, and we don't clean it up. I take another shower to make sure I'm really clean before going back into your pussy, fuck you again and do the same thing. Leave some cum inside you and shoot the rest on the outside of your pussy, make a huge mess. Take another picture, and you can go home to Lonnie."

"Good. Let's do that."

We both used the bathroom, then took a shower together, making sure we were both clean. We also brushed our teeth and gargled. I saw the skin regimen she used to keep her skin smooth and soft. Whatever it was, it was working. She had great skin. Since I needed to fuck her at least three more times today, I needed to space it out some to give me recovery time.

Our preparations over, we started with oral sex. During the sex, I made it a point of licking her rosebud. As anticipated, she flinched again as soon as I touched her back there, but instead of stopping, I continued licking and she gradually relaxed since nothing was trying to go inside of her.

When I started concentrating on her labia and clit, I used the vibe on her back door, still just touching the outside. She flinched again when I first touched her, but she gradually relaxed as nothing was going inside of her yet.

Her next orgasm was a nice one. She might be scared of anal sex, but the nerve endings were being properly stimulated.

I looked up at her. "On the next orgasm you have, I'm going to push the vibrator inside of you. Not too far, maybe an inch or two. If you want me to stop, I'll stop. Just say something. If you don't say stop, I'm going to keep licking, while fucking your ass with it. Not deep, just the one or two inches that's already inside. I'm going to keep doing that for two more orgasms. It's stretching you out some, while getting you used to something lightly fucking your ass. When you have two more, I'll pull it all the way out and give you one more. That's our first step. We'll take a break, maybe have some lunch, whatever. Are you still good?"

"Shit yeah. Do it to me, stud."

I added some lube to the toy and her pucker, then started licking and the vibe kept vibrating and even though she knew it was going to happen, and might have been a little tense, she couldn't stop the oncoming orgasm, which was quite intense. When she spasmed, I pushed an inch and a half of the vibrator in her butt. She might have flinched, but if anything, her orgasm went up from there.

She finally relaxed, and I started fucking the vibe in and out while I went back to work licking. Shaniqua orgasmed fairly quickly with the dual stimulation, so I gave her four more, not just two, and she was wrung out good when I finished. I let her relax while I washed the vibrator. I came back to bed, cleaned up around her pucker, and kissed her awake.

"Not bad, was it?" I asked.

"Pretty damn good," she replied, smiling. "What next."

"After we eat, we come back and I'll fuck you doggy style again. I'll be touching you with the toy, having it vibrate against your pucker. When you cum again, I'll put it back inside of you and fuck you like I did before, although I'll try using most of the length. After I cum, another small break. When I feel recovered enough, I'll give you a nice massage to relax you. When the massage is over, you'll take your ride. Everything is up to you at that point. You start and stop like you want. Quit if you want. Go as deep as you want. When you feel like you're ready, I'll start to fuck you until I leave the evidence for another photo."

"Great."

We got dressed and went down to eat. I was the solicitous gentleman again, seeing to her chair, holding her hand, letting her know how much I was enjoying her company. We talked more about her children this time, both of whom were doing well in all aspects, scholastically, athletically and socially.

"Just out of curiosity, would you know if your children have started engaging in some sex?" I asked.

"My daughter definitely hasn't. I can't say the same for Lonnie, Jr. My guess is, he's at least petting, if not more, but I don't know for sure. Why are you asking me?"

"The thing I mentioned before about how maybe black kids started having sex earlier than white kids. I know it's a generalization, but I was a junior before I kissed a girl, and a senior before I felt bare tits, although once I got that far, things went a little faster. I didn't lose my virginity until the senior prom."

"I never really thought of it before, but maybe you're right. I think an equal number of black and white girls got pregnant before graduation at my high school, but we were only about twenty percent of the student body, so that would mean percentage wise, five times more black kids were having unprotected sex than white kids."

"I'm sure there are sociological reasons for the difference, but I don't know what it is. I just thought it was curious."

"I'm going to have to talk to Lonnie, Jr. and see what he's up to."

"Might make it a little harder talking to him if he knows you spent a day fucking me?"

"Probably. I won't tell him, but my husband might. I guess that depends upon how our conversation goes."

"How do you think your children will react if they learn?"

"I can't say for sure, but the fact my husband got another woman pregnant is in my favor."

"Could he deny it?"

"Not with the proof I have," Shaniqua said softly, wistfully.

"I'm sorry."

"Even though I just paid a bundle for a day with you?"

"Even then. I guess I've had sex with a lot of married women, and I sometimes find out why, although I don't ask, figuring it's none of my business, but your story is sad. I wish it hadn't happened the way it did."

She reached across the table and cupped my cheek. "Thank you."

Despite the situation of being together, I was still getting hard again as Shaniqua stroked my cheek. It was motherly, which hit another kinky button. Shaniqua was only fifteen years older than me, so if she'd had a kid when she was fifteen, I could have been it.

I held my hand over hers and said, "I want to fuck you again."

I could see my words had an immediate effect on her, so we hurried through the balance of our meal and during the short elevator trip to the third floor, we did a bit of tonsil diving while our hands were all over the other person. When the door opened, it sort of shocked the couple waiting for the elevator, but when we stumbled out, they went in, although both of their heads were sticking out, tracking us down the hall, the older black woman and the young white man.

She was tugging my shirt out of my pants while I fumbled with the door. As soon as we were in the room, we attacked each other, clothes flying everywhere. I ate her out, but only to a single orgasm as I wanted to be in her so bad. I took her first in the missionary, but after a couple minutes got her to kneel on the bed. The lube and vibrator were on the nightstand, so I brought both to bed before I plunged deep in her pussy again, fucking her hard to her next orgasm, adding a couple of light swats to her full globes in the process.

"Danny, fuck! I'm cumming again. Maybe I need to try some more white dicks, especially if my marriage ends."

I held still in her throbbing, pulsing pussy, feeling it spasm around my cock while I greased up the vibe and then her back door. She flinched like she did before, but then settled as I added more lube to her pucker. Now that she was prepared and had a couple orgasms under her belt, I started a nice, slow screw, using every inch of my prick to slow stroke her pussy, while the vibrator buzzed on her rosebud. Despite her initial trepidation, she seemed to be enjoying the sensations to her butt, while her pussy was taken care of.

On the very next orgasm, three inches of the vibe went into her rectum, and it turned into a bit of a squirter. Not a lot, but I felt her soaking my balls as her pussy flooded. She screamed a bit, before shoving her face into a pillow. That climax seemed to last a good long time, as her pussy continued rippling on my cock for what seemed to be over a minute. I let her massage my dick as I held still, letting her ride the waves until it ended, then continued my slow, deep shafting while the vibrator went in and out at the same slow pace. She had two more before I blasted my semen into her fluttering pussy.

We both collapsed on the bed.

"That is, without a doubt, the best fuck I ever had," Shaniqua said. "I'm going to send Marcia a case of wine for recommending you. Damn, that was great."

"Glad to be of service to a truly beautiful woman," I panted.

"Do you truly think I'm beautiful?"

I laughed. "You don't know much about me, but I'm adopted, as are all of my siblings, one of whom is a gorgeous black cutie, just on the cusp of being a woman. You remind me of her, like an older, wiser, version of what she'll become. I genuinely find you attractive."

"Despite my soft tummy?"

"Time is not kind to any of us, and you've had two children. I wouldn't expect anyone at your age to look like a teenager. You look like a woman who's lived a good life and done well for herself. Don't begrudge the tiny wrinkles creeping up on you or anything else time has adorned you with. Your breasts still look fantastic and your butt is amazing. I hope I look as good as you do when I'm your age."

"Men seem to withstand the ravages of time better than women."

"We don't bring new life into the world. You do. How would we look after carrying around a new life for nine months?"

Shaniqua rolled over and kissed me. "I've been so distraught since finding out about Lonnie's affair. I've felt ugly and like a failure as a woman. You've made me feel so much better about myself."

"Lonnie's affair is his problem, not yours. Don't make it yours. He screwed up, not you. Now, it's time to clean you up."

After getting the worst of the mess around her pussy cleaned up, we took another shower for the fun to come. While we were showering, we had housekeeping come in and change the sheets and leave us some more towels. There was quite the wet spot on the sheets.

Shaniqua got on the bed and lay on her stomach. I climbed aboard and gave her a long and sensuous back rub. As I rubbed, I spent time kissing her neck and ears, knowing how much it turned her on. I knew her nipples would be hard peaks when she eventually turned over. When I'd gotten her very loose and relaxed, I began rimming her asshole. Despite all I'd done so far, there was still the slight flinch when I first touched her, but she eventually let herself go and relax into it.

"That's so fucking nasty," Shaniqua said. "I can't believe you're licking my asshole."

"One of the reasons we took a shower first," I said. "I'm not a total dog, sniffing and licking your butt. I made sure it was clean when we were in the shower."

"Yes, and your own cock. I saw how much you washed it."

"If we'd had the time and equipment, I'd have given you some enemas first. There's nothing quite like fucking an ass that's been fully prepared for the experience."

"When did you fuck your first ass?" Shaniqua asked.

"When Julie was evaluating me during my job interview. I had a lot of firsts during that evaluation."

"What else did you do?"

"I had my first MMF and FFM threesomes, both of them with a female who was also undergoing an evaluation."

"Did she like them?"

"Yes. It was the first time she'd licked pussy, but she enjoyed it well enough. I gave her some lessons later on that week, so she could take female clients. Her story was a little sad as well."

"How so?"

"She got married right after high school to a guy who was a couple years older. They were saving money for their first place so they could have children. He was in a bad accident that left him a paraplegic and lost some cognitive functioning. She got a job as a waitress to support them both, but they were burning through all of their savings. He told her to divorce him, as Medicaid would pay for everything he needed without her becoming destitute. She didn't want to leave him because she promised for better or worse. She'd gotten the better and didn't want to abandon him because of the worse. So, she got a job as an escort. His mental condition was such that he didn't ask a lot of questions about her new job."

"Are they still together?"

"So far. I know she feels guilty for what she's doing, but it was the only way she could stay married to her husband."

"Now I feel bad for being so devastated because Lonnie knocked another woman up. That's so much worse than what I've been through."

"It's not a contest. You're still allowed to feel bad because your husband cheated on you."

"I suppose. I guess there's a lot of bad that happens in the world, and mine is just a tiny fraction of all the shit out there."

I playfully smacked her bottom a couple more times, and went beck to what I had been doing, since my saliva had mostly dried up. When her pucker was soaked again, I started lubing the old starfish for her first anal.

"Are you ready for your first anal ride?" I asked.

"I don't want to move. I'm very relaxed right now. You can go slow enough all by yourself, can't you?"

"I think so."

"Then fuck me. Fuck my ass and take my last virginity." I got up.

"Where are you going?"

"To get your phone. We want a picture when I'm done, just for Lonnie."

Shaniqua laughed. I not only got her phone out of her purse and brought it to the bed, I also got a wet hand towel for the clean up afterwards. Then, I tucked a pillow under her hips so her buttocks were raised a little, spreading her legs wider. I lubed my cock up really well, and then I thought the little vibrator might help again, so I lubed it up too.

I started by using that, first just rubbing it against her pucker until she seemed even more relaxed, then poking it inside of her and fucking her with most of the little toy. I kept that up until she had an orgasm. As soon as her orgasm started to fade, I removed the toy, then wedged the head of my prick against the small opening in her pucker left by the vibe, keeping it open. I started a slow push, my cock hard and ready for this.

She grunted a little, but she didn't even flinch this time, having been prepared as much as possible for this moment. I kept a slow, steady pressure, letting her open without forcing the issue. It took several minutes, but finally the whole head was inside of her. I held still, letting the fat head stretch her, loosening up the tight sphincter. I could feel her squeezing, almost as if she was trying to squeeze me out, but my cock stayed rigid enough, and I was exerting enough pressure, I wasn't going anywhere.

There was a lessening of the squeezing on the head, so I worked a little more of my dick in her back door.

"Fuck!" Shaniqua moaned.

"Do you want me to pull out."

"No way. It's just different. You were right. It's uncomfortable, but not painful. You managed to prepare me for this, and I'm ready. Go slow, but I want all of your dick in my ass."

Little by little, I forced more of my cock up her buttocks. Pinned between me and the pillow, she wasn't going anywhere. I was gentle, or as gentle as I could be. I tried to gauge the level of her discomfort by the sounds she made, and I never felt as if she was in pain. Five or so minutes later, I was buried in her butt up to my ballsack.

"Are you all the way in?" Shaniqua asked, moaning.

"I may be able to get another millimeter or two in you once I start fucking you, but yeah, I'm there."

"It feels so different."

"Do you think you'll orgasm?"

"I think so, once you start moving. Right now, all you're doing is stretching me, and God, do I feel stretched. Try moving."

Out and in, an inch or two.

"Yeah, that feels good. Better than I expected. Keep going."

I started slow fucking her ass. Five minutes in, Shaniqua had her first anal only orgasm. It seemed quite powerful. The next one was faster. I told her to roll onto her back without losing me, and we managed to do that by getting rid of the pillow. Shaniqua was still quite flexible, and I could get her legs under my arms so I could could fuck her ass from the front. I washed the vibrator on the wet towel and told her to use it on her clit while I fucked her and played with those amazing nipples. The orgasms she had after were ginormous.

"I'm close," I said. "The first squirt goes in your ass, then I'm going to pull out and spray everything else I've got all over your pussy and pucker, then it's photo time."

"Do it. Paint my pussy with your cum," Shaniqua said, cumming again even as she said it.

Around five more thrusts did it, the first ribbon going deep into her ass, then I pulled out fast and left the next four plastered all over her pussy and asshole. When I'd wiped the last few drops all over her and smeared it up good, she held her legs up and back while I shot the photos, getting a couple of her gaping hole, one extremely close up so you could even see inside of it, and the rest of the cum coating her pussy again.

I used the wet towel to clean everything up as best as I could while she looked at the photos.

"Damn, you can even see the cum in my asshole," she said.

"Lonnie will know where I left it."

She laughed. "Do we need another shower?"

"It would help. Anal sex can be messy," I said.

"I've got to say, as scared as I was of you fucking my ass, it was worth it. I think the orgasm I had earlier was still the best, but those were not bad."

We took another quick shower, washing each other good. I was halfway hard before we finished, although I would need a little more recovery time.

While we waited for full dick recovery, we kissed, a lot. Shaniqua was a great kisser. I loved her lips, so soft and pliable. Apparently she liked my kissing as well, because even though she could feel my cock return, nudging at her belly, she continued to kiss. I didn't mind. Gave my prostate time to produce more fluid before I expended more.

With about ninety minutes left to our date, Shaniqua rolled onto her back and spread her legs.

"Make love to me, Dan. I don't want just a fucking. I want what you'd give your girlfriend."

"Will do."

I made love to her, giving her every ounce of attention that I'd ever given anyone. She loved it, cumming often as I long stroked into her amazing pussy, while nibbling on her nipples and sucking her breasts. I doubt any of her orgasms were as good as some of those which preceded it, but there was definitely more feeling to them. Often, her arms and legs would wrap around me and clutch me to her until she grew tired and they'd fall open. I don't think my mouth was ever not busy, constantly kissing, sucking and licking whatever I could reach. I don't know how many orgasms she had, but my cock was coated with love cream when I finished.

I'd cum often enough the last twenty-four hours, I didn't have that much more to give her. I should have hydrated more. What I did have to give, except for the first pulse as deep as I could leave it, I spread around her pussy, leaving clumps of my seed soaking into her pubic hair, or drying on her pubic lips. There was no shower to follow. She was going home to Lonnie as is. I could shower at home and I didn't want to delay her departure. I hoped it worked out. She gave me a thousand dollar tip when I left.

******

Around two weeks later, I got a call from Julie.

"What's up, boss?" I asked. "Another job?"

"No, I got a call from Shaniqua Grant. She wants you to call her. She was very happy with you. I guess you really did treat her like an African Queen."

"I did my best."

"She said you're an amazing young man."

"Does she want me again?"

"No, just to speak to you. She said it's important."

"What's her number?"

"She wants you to call her at work. I've got that number."

"Let me have it."

I copied it down as Julie read it off. As soon as I finished my work out, I gave Shaniqua a call."

"What can I do for you, Mrs. Grant?" I said when she answered.

"I wanted to tell you about my marriage."

"Is it over?"

"It was touch and go there for a few days, but I think we're going to try hanging in there for now. Sherry is going to have the baby and we're going to adopt it."

"Wow. That's something."

"I know. I was thinking about the escort you were evaluated with, your first anal and first threesomes?"

"Okay, what about it?"

"For better or worse. She was staying with her crippled, handicapped husband because she promised for better or worse. I told Lonnie that if he ever did this to me again, he was history, but I was willing to forgive this first time, even if he was having a kid with another woman. I've had some of the better, and now I've had some of the worse. He had some too. I showed him the pictures you took. He cried. I told him how bad he hurt me, and I had to hurt him too. He said he understood. As much as I was still angry with him, after he saw those pictures, he had to have sex with me. He pounded me for like three days straight, taking time off from work. We both took a week.

"Then I told him I didn't want some strangers raising one of his kids, and if he promised me he'd never have another affair, I'd help him raise it, so that's what we're going to do. We told our kids together, and I think they were mildly upset, but I think we'll all get past it.

"Oh, and Lonnie, Jr. hasn't had sex yet, but he's come close. His dad and I had a little chat about that, because we don't want another kid to raise now, so he either keeps it in his pants or he keeps it wrapped. We had a little chat with his girlfriend too. We pointed out that it's easy to screw up your life if you're not careful, and we're getting the proof of that in about seven months."

"I hope it works out for you. Did you send Marcie a case of wine?"

"Two cases, and I helped her drink the first couple bottles as we talked about you. That was a fun conversation."

I laughed.

"Daniel, I really wanted to thank you for getting me through a really tough part of my life. As bad as things were, you made them better. And I think if Lonnie ever starts ignoring me, all I need to do is show him those pictures again, and he'll straighten up."

"I'm glad it seems to be working out."

"Working out for the better. He spends a lot more time licking my pussy than he used to, he's fucked me in the ass, and we've introduced a couple of toys to our play time, including a big fat pink dildo."

I laughed again.

"Goodbye, Mrs. Grant. You take care of yourself."

"No, Lonnie will."

******

I never went on another date with Shaniqua Grant. I met both Lonnie and Shaniqua at a charity event I was escorting someone else to around five years later, and I spent a few minutes chatting with them both. They showed me pictures of Lonnie's little girl, Deshondra. She was a cutie. I would later go on a date with Shaniqua's daughter, Desiree, but that's another story.

Next on my list of unforgettable dates, my first time as a Dominant to a submissive woman, (submissive in the bedroom anyway.) It was also my first week long date, one week of total fun.

******