I'm Just a Gigolo Ch. 05

In this chapter, Dan is hired by an NYPD officer for her family wedding, doing a sting at the same time. This chapter contains oral sex, lesbian sex, sexual intercourse, group sex, and cleaning up after sex. My thanks to JohnnyGalt for his editorial assistance. This is a copyright protected work of intellectual property. Do not edit, alter, change or in any way, shape or form, publish this anywhere, including other formats such as audio without the authors express written permission. © Copyright, 2025

I'm Just a Gigolo, Ch 5

The Cop

It was not uncommon for the police to try and pull stings with escort services, trying to determine if we were nothing more than glorified prostitution rings. It was part of the balancing act between them and us. Alberta's advice to me before I ever became an escort was still with me now, five years after I'd become one. That's right, I was twenty-seven, and had been escorting for five years the first time I was approached by the police. It wasn't the last time, but the first time turned out to be a hell of a lot of fun.

Julie was giving me a rundown on the date over the phone.

"This is a newbie, Dan, who's never used us before. I know I promised you the weekend off, but I want to put her with you because if I do, she'll probably use us again. Not to mention, she wanted someone her age, so our older guys weren't going to work. Her sister is getting married, and she wants a date for the wedding and reception to follow. The wedding is at 4 in the afternoon, this Saturday, at St. Patrick's Cathedral, while the reception is at the Plaza hotel at six. She wants you from two to midnight, so I'm charging the daily rate, but I gave her a discount because you were more than she could normally afford."

I didn't really have plans for the weekend except catching the football game on Sunday, so I didn't have to break anything with someone else. I'd just wanted the time off. It's hard being 'On' all the time. I liked weddings, generally. It was a great place to find horny women, so even if nothing happened with the date, I'd probably end up getting lucky.

"A Catholic wedding then?"

"Yes, and Hispanic, and I know you took all those Latin dance lessons, so you can dance to anything they throw at you."

"Okay, I'll do it."

"Thanks, Danny, you're a peach."

"You owe me."

"We won't take our commission on this because I discounted you."

"What's the clothing situation?"

"It's high end, so wear your tux."

"Got it. What's the client's name?"

"Carlotta Rodriguez."

"The couple getting married?"

"Enrique and Silvia Menendez. Why do you need their names?"

"I thought I should get them a wedding present."

"That's why you're our highest paid escort. You care about shit like that. No one else would have thought to ask."

"It is a date to a wedding. One should know some things about the couple getting married. Gives me something to talk to the date about."

"I love you, Danny boy. You're the best."

"That's why you charge so much for my services."

"Indeed we do," Julie laughed. "I'll text you the pick-up address. She wants you to drive."

"Not a taxi?"

"Carlotta is afraid her bridesmaid dress will get dirty in a taxi."

"Right, sister, got it."

I had some time before my date tonight, dinner and dancing out with a forty year old recently freed divorcée, so I took a little time to look up all I could find about the wedding, and Enrique Menendez and Silvia Rodriguez, getting details of what they each did for a living, (he, construction superintendent, she, nurse), ages (32 and 29), where they were registered for wedding gifts (Macy's), and that Carlotta was a younger sister, but not the youngest. Maria was the youngest daughter, still 18. There were also three brothers in the family, Paulo, 27, Eduardo, 23, and Jesus, 20 by name and age, one older than Carlotta, age 25, and the two younger, so a large family unit. Paulo was the only other child married, (wife, Elaine, Anglo). Carlotta's father was Manolo, and her mother was Carmen. Maria was also in the wedding party as one of the other bridesmaids. There were two more, both nursing associates of Silvia. I didn't care that much about Enrique's side of the family, but I made notes so I could study the material ahead of time.

After saying goodbye to my date the next morning, I picked up a nice crystal vase and a wedding card at Macy's, getting the vase gift wrapped, and signing the card, putting it in my car so I wouldn't forget it on Saturday.

I got spiffed up, haircut and body shave, dressed up and headed to Carlotta's place in Brooklyn, where she lived in an apartment she shared with another woman. This is the first time in recent memory I hadn't gotten a corsage for my date, because I assumed they'd be given flowers for the wedding, and I didn't know the theme or color scheme. I hated to arrive without anything, so got a small box of high end chocolates. She didn't need to eat them now, but she'd remember me later when she did. Hopefully, I'd give her other reasons to think of me.

The roommate opened the door. I knew it was the roommate because she was in her jammies, and didn't look at all like she was heading to a wedding.

"You're a little early. Lottie is touching up her make-up. She'll be right here. Damn, you look good."

"One tries. It is a wedding, after all."

"Sharp. You know us girls like us a sharp dressed man, huh?"

"ZZ Top seems to think so."

"Mandy," She stuck out her hand.

"Dan Bancroft," I replied, kissing the back of her hand.

"Fuck. I just got goosebumps." She yelled, "Lottie, if you don't hurry up, I'm taking this hunk, and you can find someone else."

"Coming, Jeez! Give a girl a break."

She swept into the room and stopped on a dime.

"Dan?"

"In the flesh."

"I think I expected something else."

"A pachyderm?"

"Someone older maybe?"

"You did specify someone your age."

"I was thinking thirty-five, maybe thirty if I got lucky, not my own age, age. They said you were a lot."

I laughed. "I am a lot. I normally bring flowers, but assumed you'd be wearing something for the wedding. How about a few chocolates. You can eat them at your leisure."

I held out the small box and she took them. Now, Carlotta was fabulous looking. I was used to dating older women, women who had a few age lines, a few extra pounds, a tummy tuck or two. Not Carlotta. She looked like she walked out of a health and fitness magazine, 5-ll in her four inch heels, curvy where she needed to be, and flat where I expected it. I couldn't see her legs in her floor length gown, but if they looked as good as her top, hips and butt, which I saw swinging when she took the chocolates to the kitchen, she'd be a ten on a scale of ten. I was glad I stayed in shape, or I'd be embarrassed to stand next to her.

She came back and I took her arm, and we headed out, Mandy giving her a thumbs up as we left. I held the car door for her and helped buckle her in.

On the drive, I asked how Enrique and Silvia met. "I can't imagine it's often a construction superintendent and nurse meet," I said.

Carlotta was surprised I knew that much about her family. "Enrique's company worked on a hospital expansion and that's where they met. How do you know that?"

"I took the time to find out. What did your family think of Paulo marrying an Anglo? Are they going to be okay with you bringing one to your sister's wedding?"

"Jeez. What the Fuck, Danny. You researched me?"

"I'm going to a family wedding. What are we going to talk about if not family matters. It wasn't hard to find the wedding announcement, do some Googling, find out a little more. I want to be able to talk to your family about some stuff and not feel like an idiot who's meeting up with everyone for the first time. Makes sense, doesn't it?"

"I certainly didn't expect it."

"Reason twenty-one why I cost a lot. I come prepared."

"What's reason number one?"

"I show you a good time."

"What's that mean?"

"It means that when I say goodbye, you'll think you had a great time."

"In what way?"

"In every way. It's a date. Surely you don't want to pay a lot of money and have a lousy time?"

"No, not a lousy time, but I didn't expect this."

"This is what you get."

We arrived at St. Patrick's at three, and Carlotta immediately got pulled into the marriage preparations. She wasn't the maid of honor, which was reserved for Silvia's BFF from nursing school and her job at the hospital. Carlotta was the next maid in line, then Maria, and finally her other friend from her work. There were some pre-wedding pictures being taken with family members, wedding party members, and close friends of both. I could sort of tell who Carlotta's other family members were by her interactions with them and a family resemblance. Manolo looked like he would have been a lady killer in his youth, and I could see where Carlotta got her looks by looking at Carmen.

I kept out of the way, getting a wedding program and taking note of the other two bridesmaid's names, Ginny and Anne. They both looked good too, as did the bride, although no one looked as good as Carlotta. Ginny looked taken, and I assumed the bride was, or Enrique would be in for a rude awakening.

Just before the wedding was due to start, Carlotta led her parents up to introduce me. Before she had the chance, I said, "Manolo, Carmen, how good it is to meet Carlotta's parents. I can see where she gets her good looks. My name is Daniel Bancroft. I'll be looking after your daughter this evening."

"My daughter doesn't need anyone looking after her," Manolo said. "She's a..."

"Good girl," Carlotta said. "I've never given my parents a lick of trouble, have I, Mamá?"

That was probably my first clue, although not the best by any means. Merely that it was an odd exchange between them.

Carmen patted her cheek. "Not a bit."

"I didn't mean your daughter needed looking after," I said. "I only meant I was proud to be her escort this evening. She's a lovely woman."

"That she is," Carmen said. "You're quite handsome yourself, Daniel. Are you accustomed to charming all of the women you meet?"

"Most of them. I find it's never in my best interests to be any less than charming where a beautiful woman is involved."

"Watch out for this one, hija. If you're not careful, he'll charm your pants off."

I took Carmen's hand and kissed the back of it. She added. "Your bragas, too, if I don't miss my guess."

I smiled at her. "I look forward to dancing with you at the reception this evening, Carmen."

Carlotta said, "Watch out he doesn't charm yours off, Mamá. Keep an eye on your wife, Papá."

"I never let her out of my sight, hija. No problem."

"I wouldn't either, Manolo. Your wife is a rare beauty," I said. Carmen gave me a nice smile, appreciating the repartee and flirting.

"We need to get going, Dan," Carlotta said, also smiling. "You're seated on the left with the rest of my family and their dates."

"I'll find my way."

"I'm sure you will, and you'll probably charm all of them the way you did my mother."

"Weddings are happy times. They should stay that way."

One of the ushers led me to the rest of the family, already seated.

"Hello, my name is Daniel Bancroft, and I'm Carlotta's date this evening. You must be Paulo and Elaine. It's a pleasure to meet you." I shook Paulo's hand and kissed the back of Elaine's. "Gosh, you must be Eduardo." I shook his hand. "Who is the delightful woman you're escorting today."

"Roberta Suarez."

"Roberta, how nice you look. Eduardo is a lucky man to be with one so beautiful."

She blushed and said, "Thank you."

"That leaves the youngest brother, Jesus," shaking his hand. "It's good to meet you. And your young lady is?"

"Consuela Dominguez."

"Consuela, you're a delightful flower. Pleased to make your acquaintance." A kiss on her hand. A bigger blush.

"How come we've never heard about you, Daniel?" Paulo asked.

"It's my first time going out with Carlotta."

"And she told you all about us?"

"No. Since I was coming to a wedding with her family. I made it a point to find out more about you."

"How did you meet Carlotta?" Paulo again.

"A dating app," I replied, not knowing if she wanted her family to know she hired an escort.

"Carlotta is using a dating app?" Jesus asking this time.

"Apparently so," I said, "because here I am."

I had a seat as they started the music, finished with the charm for the moment. I noticed the two younger women, the two dates, kept glancing at me. I smiled when I noticed, but didn't flirt beyond that.

The wedding was beautiful. As it was a Catholic wedding, it was also a mass. While raised Methodist, I'd been to a number of different churches in the past for a variety of reasons, and tended to join in with whatever rites were offered. Part of it was not wanting to stand out for any particular reason, so when the others shared the host, so did I. I also spoke the liturgy, and sang the songs, but I didn't do the obviously Catholic things, such as crossing myself, which seemed too fraudulent. I was not trying to mock anyone or anything.

After the service, there were more photos to be taken, some of which I appeared in as Carlotta's date. The photography over, we headed to the Plaza for the reception. As Carlotta was a member of the wedding party, she'd had a reserved parking space, which most of the guests did not. I offered to take Jesus and Consuela in my car. He'd previously been jammed in with Paulo, Eduardo and their wife or date. I was already making enough money I could afford to drive a nice Mercedes.

When we reached the car, I held the doors for both Carlotta and Consuela, as Jesus was not quite the gentleman I was. When we reached the Plaza, I got my wedding gift out of the trunk, and Carlotta asked me what it was.

"A gift for the happy couple."

"You didn't have to do that," she protested.

"I wanted to." I offered her my arm and we made our way inside. Jesus did hold Consuela's hand, at least.

The bride and groom were at the head table along with the parents of the couple, best man and maid of honor and their dates. We were seated at a large table along with the rest of Carlotta's family, and I remained engaged with all of them, asking questions about their occupation, educations, and the like. Paulo was a lawyer like his father, as was Elaine, both working in Manolo's firm. Eduardo was a police officer, (hint number two), while Roberta was a radio dispatcher. Jesus was still in college, Columbia University, as was Consuela. He intended on becoming a lawyer as well, she was in fine arts. Maria didn't have a date and had just graduated high school. No one asked for my profession. It was strange that they didn't, being a subject almost any family would want to know about a man dating a member of the family, and I wondered if Carlotta had warned them off the subject.

Every time one of the ladies got up, I stood, and I assisted Carlotta with her chair when she needed it. Carlotta noticed. I'm not sure the others did, particularly. If she wasn't eating, I tended to hold her hand, which she also enjoyed. I didn't flirt outrageously with the other women at the table, particularly the married one, but I did manage to make the women blush a couple of times, which caused Carlotta to smile. Since Maria wasn't with anyone, I was the most outrageous with her.

After the meal, we adjourned to the ballroom which was set up for the dancing to follow. There was a reception line first, and I stood beside Carlotta and was introduced to the other guests, as a "date this evening", nothing more. I couldn't claim to be more, so I wasn't surprised.

When the dancing started, I danced with the bride once, Carmen twice, Maria four times, and the brother's dates once each, and Carlotta the rest of the time I was on the floor. Maria loved dancing with me, especially because she had no particular steady partner, and I could dance anything she wanted to, my dance lessons paying off handsomely. Carlotta also enjoyed the dancing a lot.

"I can't believe this is the best date I've had in five years, and I had to pay for it," Carlotta said as we danced close.

"It's like I said earlier. It would be worse if you paid for it and the date sucked."

"That's true," she laughed. "Why can't all my dates be like this?"

"You date the wrong people?" I volunteered.

"I guess."

"Is there any particular reason none of your family asked what I do for a living?"

"I told them not to."

"I told them I met you via a dating app. I didn't know if you'd want them to know I was a hire. I hope that doesn't cause a problem?"

"It won't."

She moved a little closer to me. "You're a fun guy. The women all adore you."

"It's my job. It pays to be adorable."

"What if I wanted to extend the date?"

"And do what? The reception is over at midnight."

"What if I wanted you to spend the night?"

"I'd be amenable."

"How much extra would it cost?" Hint number three.

"Nothing." I was not an idiot.

"What do you mean nothing? Aren't you getting paid for your time?"

"The date ends at midnight. Anything past that is because I want to be with you, not because I'm getting paid for it."

"No sex? No extra money?"

"I didn't say no sex. I only have sex if I want to, and you're a beautiful woman, Carlotta. Why would I need money to have sex with you? Besides, you're a smart girl. You know paying for sex is illegal in the State of New York."

"No extra tip? Nothing like that?"

"Tips are a gratuity for extra special service, and not a requirement. You don't need to give me a tip if I'm not to your liking."

"What if I really like your service?"

"What would you give your hairdresser."

She had short hair. "Do I look like I need a hairdresser?"

"Barber then. Someone has to cut it."

Carlotta smiled. "Twenty percent."

"But only if he or she doesn't butcher your hair, right?"

"Yes. So, I give you twenty percent?"

"Only if I don't butcher your hair. A tip isn't necessary, Carlotta. I don't expect a tip. If you feel like you can afford something, fine. If you can't, don't worry about it. You paid for my time. Anything more that we do is my time, my decision, my pleasure. There is no cost."

"You're slippery."

"Only when wet."

She laughed. "You're good."

"You don't know how good yet," I teased.

Carlotta smiled and moved closer. Cheek to cheek. She could feel my arousal, and I was aroused. If I had to guess from the bumps on her chest, so was she.

Around ten, they cut the cake and tossed the flowers and the garter. Roberta caught the flowers. The best man caught the garter. The bride and groom left the reception afterwards, but the dancing continued, and champagne still flowed. I was careful with my alcohol consumption, as I usually was, although I did have three over the course of the evening, having water the rest of the time for hydration. Carlotta had four, but with the dancing and time, was nowhere near inebriated.

The party began to break up at midnight.

"Are you ready to leave?" I asked.

"I have a room here tonight."

"Are you sharing the room with anyone?"

"No."

"Would you like company?"

"Escort me upstairs while I think on it."

At this point, I guessed that Carlotta had a decision to make. I knew she wanted to spend the night with me. She'd given me every indication I needed to make that assumption. However, I was her target. If she slept with me, she couldn't arrest me. Not that I'd give her a reason to do so anyway, but she didn't know that.

I escorted her up to her room. She kissed me goodnight, and the kiss was red hot, filled with passion from a night of flirting and the connection we felt with each other.

For two minutes our lips were locked together while our tongues danced a tango. I held her tight, but we were in the hallway, and I didn't grab her boobs or ass while we were out there, just held her close. Who knew if any of her other family members would be wandering the halls.

"Fuck it. Come inside," she panted when we broke apart.

"I'd love to."

She opened the door and we stepped inside, instantly in one another's arms again, and this time, my hands wandered over her perfect breasts and taut tush, the dance more frantic now.

I paused with my hand on the zipper of her gown. "May I?" I asked.

"I'll never forgive you if you don't."

After Carlotta said that, the clothes came flying off. I'd have to have my tux dry cleaned and pressed because it went into a pile on the floor. Fuck she was beautiful, and looked like she could crack walnuts between her thighs. Every bit of her was toned perfection.

I tossed her onto the bed as soon as we were both naked, crawled between her thighs and licked her to three orgasms so good she almost cracked my walnut. After putting on a condom, I fucked her hard the first time, not lasting long, despite the rubber, but still long enough for her to cum once, but I barely lost any hardness after my orgasm as I kept fucking her through that one, and the second time, I lasted much longer, and I made love to her in every sense of the word.

We slept naked and around four AM, I felt Carlotta sucking my cock. I put on another condom and we made love again, the passion banked for now. She cried out for me three times as we coupled, whimpering softly each time. I cleaned up what little needed to be cleaned, then we relaxed back to sleep, and woke four hours later.

"Good morning," Carlotta said as I opened my eyes. She was lying on her side, watching me. "Last night was amazing."

"I'm glad you liked it."

"I want to let you know I'm a police officer."

"I suspected as much."

"Is that why the sex didn't cost anything."

"The sex never costs anything. While you're special, you're not that special."

"How many of your dates do you have sex with?"

"Around ninety percent or so."

"Even the old ladies, or those with more meat on their bones?"

"Even those. For one thing, younger women can't usually pay for my services, so my dates all tend to be older than me. They deserve my best just like you got, unless you're saying old people don't deserve to have sex."

"I'd never say that. My folks still have a great sex life."

"Did you pay for my services, or did the NYPD?"

"The NYPD," she laughed.

"I'll bet they're glad my boss gave you a discount."

"How much of a discount did we get?"

"Around six hundred dollars."

"That much?"

"I'm the most expensive escort they have."

"A young guy like you?"

"Was I amazing?"

"Fuck yeah."

"Quality costs. If I wasn't expensive, I'd never get any time off. Even at my prices, I'm still in demand by two or three women every weekend. In fact, I was supposed to have yesterday off, but my boss asked me for a favor because you were a first timer, and she hoped you'd order an escort again in the future."

"I guess that's out the window."

"If the NYPD is paying, probably. I doubt you'd ever have any reason to arrest one of us, but I doubt the boss would want to tempt fate. Did some of your family know you were on a sting last night?"

"You knew that?"

"If you were a police officer, I had to guess that, especially because you kept asking for the prices for sex. Probably killed two birds with one stone. Needed a date for the wedding, and wanting to know if Elite Escorts was running a prostitution operation. So did they know?"

"My parents and Eduardo knew. No one else."

"So, most of them would have been shocked if you slapped the cuffs on me?"

"Yes."

"And that's the reason you jumped in when your dad said you didn't need protection, because he was going to say you were a cop and could protect yourself?"

"Yes," she laughed. "All true. So, you have sex with almost everyone?"

"If they want it. I like sex. I like to make people feel good. Making others feel good feels good to me. Win-win as far as I'm concerned."

"Be honest with me. Do you get paid for sex? I can't arrest you anyway."

"Not directly. Let's say you're on the wealthier side. Your husband just dumped you for a younger, thinner woman. You're now divorced, and while your money might still attract a certain number of men to date you, you'll wonder if most of them are fortune hunters. You won't know if they like you for you, or because of your dough. So, you go on a date with me. I treat you like a queen. I'm a good conversationalist, can speak on almost any subject, pay attention to you and your needs, and at the end of the day, or night, I rock your world.

"There aren't any expectations on my part. I don't need you to remember my birthday, or comfort me when I'm sick. You know my date was a mercenary transaction, bought and paid for, and you don't have to guess what my motives were, and you can say 'fuck off' to your cheating husband. I probably gave you better sex than you've had since your honeymoon with the cheating bastard. Do you feel a little favorably towards me? Probably. Will you give me a nice tip at the end of the date? Probably. Will you miss the money you paid me? Unlikely.

"I don't ask for a tip or demand a tip. It's up to you if or what you tip. If you're generous, I'm more likely to accept another date from you if you want another one, remembering that I likely have my pick of jobs on the weekend. If you're not, I still got my rocks off and usually had a good time at a dinner, or a play, or movie, or a dance, or a wedding, that I didn't pay for. Most of the women are lonely and I give them what they want, or even need. They can afford to be generous and usually are. If they feel benevolent enough to tip after an evening, that's their business. I don't make it mine. So yeah, they're probably paying for sex, or at least, how I made them feel as a woman, but I'm not charging them for sex. Sex is the freebie."

"So, if I can't afford to leave you a big tip, I probably can't expect to go out with you again?"

"No. You probably can't afford to engage my services at all, but I can date you. I do go out on dates I pay for. I'm busy most of the time, but I need days off like anyone else. I like you. I'd go out with you. It might not be very often, because weekends are my busiest times, but say every four to six weeks, I could take time off and go on a date with you on whatever days you're free. The question you have to ask yourself is, if you want to date a guy who's fucking other women six to seven days a week, because that's my job. I don't see that changing unless I reach the point I want to become exclusive with someone. If that's the case, I'd expect her to want me to be exclusive as well. It takes time to develop the relationship required for that. Time you'd be thinking of me out with women like your mother, making them feel the way you felt last night. That's a hard ask for any woman interested in romance alone."

"I see what you mean. But you would go out with me again?"

"Absolutely. I can call you the next time I need a day off and see if you'd accept. I like you a lot. I like your family. They may have problems with me, but they were fun. Maria was a hoot. She'll be a heartbreaker some day."

"What caused you to get into this line of work?"

"I'd just started my senior year in college, and I got picked up in a club, by a beautiful woman who was twice my age. She'd hired an escort who got sick, so she was forced to look around for companionship on her own. She loved the time with me and recommended me to the escort service she usually used after spending the night with me. I looked at it as a way to make some money on the weekends until I graduated, but it was so lucrative, I never quit."

"Who's the oldest woman you've had sex with?"

"So far, fifty-nine."

"The youngest?"

"I did date in high school and college. When did you start dating?"

"I meant as part of your job."

"As of now, you."

"Me?"

"Teenagers and twenty somethings can't afford to hire escorts, nor do they usually need dates they can make themselves."

"Well then, other than me?"

"Thirty-four, newly minted divorcée, taking her divorce settlement and looking for a good time. She bought a weekend."

"So nine years older than you?"

"It happened a couple years ago, so ten years older than me."

"Who was the heaviest?"

"I don't ask women how much they weigh, but I'd estimate 205 pounds, about my weight, although she was eight inches shorter."

"And that doesn't bother you?"

"I'd prefer everyone looked like you, but that's not realistic, considering I've never met anyone who looked like you before. You're a ten. The best I had before was an eight."

"I'm a ten?"

"Don't go fishing for compliments you don't need. You've seen yourself in a mirror."

She smiled. "What do you think you are?"

"Physically, an eight. I stay in good shape, and I'm not a dog when it comes to looks, but the reason I'm so popular is I treat a woman right. When you count that, I'm a ten. I make you feel like a ten, and that's why I'm expensive. Nor is it all sex. It's treating you like a queen when you're with me."

"You've got that right. I've had good sex before, but no one made me feel as important as you did."

"The secret to my success, right there."

Carlotta looked at her watch. "I'm supposed to meet my family for brunch at ten. Do you want to go with me?"

"How badly do you want to do the walk of shame?"

"How so?"

"You have an overnight bag here. My tux is a rumpled heap on the floor. If we meet your family for brunch, they're going to know what you were doing last night, and with who. Not only that, they will be thinking I was your target for the night, someone you were thinking of arresting, and instead, you fucked me all night, a male escort who could have been a prostitute. Essentially a total stranger. I don't know your family that well, but I'm thinking it could cause some embarrassment?"

"Probably. Do you have anything else on your schedule for today?"

"Nothing until tomorrow night."

"Can you spend it with me?"

"Every minute until four PM tomorrow."

"Then fuck it. Come to brunch with me, then take me home and fuck me stupid."

"You got it."

I hung my tux on a hanger in the bathroom hoping to steam some of the wrinkles out while we showered.

As we were washing each other, I asked, "I know both your parents referred to you as 'Hija', yesterday, which means daughter. But your mother mentioned something about 'bragas' at the same time. I was unfamiliar with the word. What is it?"

Carlotta laughed. "Panties. She warned me you would charm me out of my panties."

"How prophetic," I laughed. "Don't wear any when we go to brunch, and you can tell her I have your bragas now."

She laughed harder and plastered her naked body against mine doing some tonsil diving. The shower took longer than expected.

******

The rest of the family was surprised to see me when I joined them after Carlotta checked out. The happy couple was on their honeymoon, and Consuela, Jesus' date, had gone home last night, leaving Manolo, Carmen, Paulo, Elaine, Eduardo, Roberta and Maria.

"Carlotta?" Carmen said, just a question at the end of her name.

"Daniel was every bit as charming as you warned me about, Mamá. I will need to go home for more bragas."

Manolo and Eduardo almost choked on their drinks. Paulo looked at his little sister wide eyed, while Maria laughed. Elaine couldn't quite tell what was said, but she knew it was racy.

"Lottie, you slut," Maria giggled.

"Maria, watch your language," Carmen said, though she couldn't quite hide her own half smile."

"Mi pequeña flor," I said to Maria. "It is not your sister who is the slut. It is me. I apologize to the family for being so charming, Carlotta was compelled to enjoy my company last night. I'm sure it happens to all people at certain times of their life. Perhaps it was the champagne which loosened her inhibitions, or the magnificent wedding, so romantic. I could not resist such beauty, nor could most men, I think. Carlotta's beauty was enough to lower my own inhibitions."

Carlotta smacked me on the arm, laughing. "Your bullshit just pours out of your mouth, doesn't it."

"Frequently," I said, "It doesn't make it untrue."

Carlotta announced, "Yes, I spent the night with him. It was wonderful and worth every penny the NYPD paid for his services. He is not a male prostitute, but he is a male slut. He got that part right, at least."

"The NYPD?" Paulo asked.

"They hired Daniel as my date to see if he was a prostitute. I was going to arrest him if he offered sex for money. He did not. The sex was free, and very, very good. So good, I hope to continue our date later. I too, apologize for everything, but I don't regret a thing. Now that we're all caught up, can we eat brunch. I'm starving. You won't believe how many calories we burned last night."

Carlotta sat down and I sat beside her and held her hand.

"Can we expect to see Daniel at our table in the future, Hija?" Carmen asked.

"Maybe. I'm not sure yet. It's very tempting as he is quite charming, and he treated me like a queen, but there is the slut business, so I'm thinking about it."

"You're an escort?" Elaine asked.

"Guilty as charged."

"How much money are you earning as an escort?" She asked.

"Over two hundred thousand a year. It might be over three hundred this year."

"Is he hung like a horse?" Elaine asked Carlotta.

"Maria, cover your ears," Carmen said.

"Mamá! I'm eighteen. I'm not blind, deaf and dumb. You don't think I know what Elaine is talking about."

"I wish you didn't."

Carlotta looked at Carmen, who nodded, then she said, "While Daniel is above average, it's not greatly above average. His talents lie in his ability to make you feel you're the most important woman in the world. That's what makes him good. The whole time I was with him, he was seducing me, making me feel like I was amazing, and he couldn't wait to be with me."

"Paulo, perhaps you should take lessons. I haven't felt that important in a year," Elaine said.

Paulo was about to respond, perhaps negatively. I forestalled him.

"Don't be too hasty, Elaine," I said. "There's something very important you need to consider. I don't have another job but the one I'm performing all the time, no wife, no children, no work but seducing a woman. I have no demands on my time at all. It's easy for me to charm you because it's what I do. I'm not a lawyer working fifty or more hours a week to provide for his family. While it's important that Paulo realizes why he's working that hard and not forget the woman he loves in the demands on his time and energy, you can't compare his efforts and mine. We're apples and oranges. I look at Manolo and Carmen and see a couple who seem to have found a good balance between home and work, but it's something that both parties in a marriage must work at.

"When was the last time that you waited naked for Paulo to come home, and rubbed his shoulders, helped him take a shower, or teased him to bed, instead of telling him the toaster was broken, or you spent three hundred dollars on a new pair of shoes. Do you romance him, as you seem to want him to romance you, or is it a one way street? If I were still romancing you after working a demanding job for several hours a day, then you can compare your husband to me, not before. Both people can't let the romance die. It doesn't fall on only one of you."

Elaine looked thoughtful, and so did Paulo.

Carmen took Manolo's hand, and kissed it. "You're very wise in addition to being charming, Daniel. No wonder Carlotta lost her bragas."

I winked at her. "Would you like to give me yours?"

Carmen laughed out loud. "I see what you mean about him constantly seducing you, hija. He never lets up, does he."

"No, Mamá. I felt as important when I woke up as before he tumbled me into bed. It never stops."

"Watch out for men like him, Maria," Carmen said. "Make sure they're honorable men before giving them your bragas."

"Are you an honorable man, Daniel?" Maria asked. "Or does my sister need to be worried?"

"Perhaps honest more than honorable, considering what I do for a living, flor. I try to give good value for money spent, and I don't cheat, lie or steal. What you see is what you get. Beyond that, it depends. I think Carlotta could end up disappointed in me, but it won't be because I tried to intentionally harm her."

"That's honest enough," Maria said. "I approve, sis, if you want to date this slut."

Carlotta and I both laughed, while the others smiled. We had a very nice brunch, and it went well, I think.

******

I took Carlotta back to her place after brunch. My tux made it onto a hanger this time before we climbed into Carlotta's bed. Since we weren't in a hotel, Carlotta was even more uninhibited than last night at the Plaza. Noise was made. Moans, and grunts, and whimpers, and even a scream or two. I went through the balance of my condoms, then two of Carlotta's, and then we had none.

"This is not good, Daniel," Carlotta said, rummaging through drawers."

"I know," I replied. "Six is usually enough, but I went through four at the hotel, and my last two here. I know you wouldn't have reason to keep a box around."

"We've gone through eight condoms? Fuck!"

"Exactly. We've fucked a lot."

She laughed. "Yes, we have. My pussy is telling me we fucked a lot."

"Maybe we should stop?"

"I don't want to stop. First of all, I want to leave you too drained to fuck Ms. Money Bags tomorrow night. Second of all, if we can't go on another proper date for four to six weeks, I need fucked now to hold me over."

"Maybe Mandy has some?"

"Maybe she does." She raised her voice. "Mandy, come here a minute."

Three minutes later there was a knock on the door. Carlotta pulled the door open, exposing both of us, her in front of the door, and me lounging on the bed, half hard.

"Jesus, Lottie. It's bad enough I have to listen to you two mate like two alley cats for five straight hours, now I have to look at the evidence with my own eyes?"

"Do you have any condoms?"

"You're not done yet!"

"Not if I can help it."

Mandy looked at me on the bed. "Damn, I know why you want to, but isn't he dead yet?"

"Not yet."

"Don't kill him before I get a chance to try him."

"You can't afford him."

"How did you afford him?"

"NYPD paid for my date."

"You were going to arrest him?" Shocked dismay, making me laugh.

"If he offered sex for money, I had to. Fortunately, he's too smart to make such a bonehead move. The sex is free, but addictive. I'm already jonesing."

I had to laugh again. "Mandy, if you have a couple of condoms, we'd really appreciate your help. I'll give you twenty dollars for three."

"I don't usually keep three. My FWB is usually one and done, and he brings his own rubbers. Let me look, but if I find some, you have to let me touch it."

Carlotta looked at me and I shrugged my shoulders. "Fine, you can touch it. What the hell, he'll be fucking thirty other women before I get another date."

Mandy disappeared and came back with one condom, that looked pretty old, like it had been sitting in the bottom of a purse for five years, which Mandy acknowledged was probably true.

"Lie back," Mandy said, opening the package. "I'll finish getting you hard and roll this bad boy on."

I stretched out on my back and Mandy grabbed my cock and stroked it a couple of times. I started to grow.

"I'll bet this thing fills up every nook and cranny."

"It fills me up just fine," Carlotta said. "Finish up and put that condom on him so I can use it again."

"It's so meaty."

"Uh-huh."

"His balls look so juicy."

"I don't want to know how juicy his balls are. That's why we're using a condom," Carlotta said.

"Nice. Very, very nice," Mandy said. "I applaud you for your equipment."

"Thank you," I said.

She gave me another couple of tugs and tried rolling the condom over me. The thing split. "Oops," Mandy said. "Not only was it old, it wasn't made for a cock this size. I want a cock this size."

"Aaauuuuggghhhhh," Carlotta yelled. "Fucking, shit!"

"Look, why don't we order a pizza and I'll run out and buy some more."

"In your tux?"

"Okay, you buy some more. I'll still order the pizza. We haven't eaten since ten. You want some Mandy?"

"Can we go bareback?" Carlotta asked.

"I'm reasonably sure I'm safe. I got checked a month ago and I've used condoms every time since. Are you on birth control?"

"No, but I'm not in the middle of my cycle."

"Before or after ovulation?"

"Before."

"Not good," Mandy said. "I just pointed out his balls look very juicy. Sperm can live for several days inside your body."

"Peachy, I'll get dressed, run to the drug store and get more of your big dick condoms. I want laid when I get back. Don't touch my dick anymore, Mandy. I'm saving that erection for me."

"That's fine. I'll just stare at it."

Carlotta laughed. She put on some clothes (no bra) and headed out, while I put an order in for pizza, Mandy telling me what Carlotta liked on hers. She also did keep staring at my dick, which I really didn't mind that much.

"How did you and Carlotta meet?"

"In the police academy."

"So, you're an officer too?"

"No, I flunked the physical fitness tests. Not enough upper body strength."

"Are you going to bulk up and go back?"

"No. I'm close to thirty now. Being an officer is a younger person's game. Thirty don't bounce. Twenty-five barely bounced."

"So you entered at an older age?"

"Yeah, tired of being a waitress."

"What are you doing now?"

"Waitress," Mandy laughed.

"Do you make good money?"

"Okay money, not good."

"Could you fuck for money?"

"Whore?"

"Sort of. Escort. Less collecting and fucking. More going on dates and fucking. The fucking is optional, but it pays better if you fuck. You get bigger tips."

"That's what you're doing?"

"Yes."

"How do you not get arrested?"

"Because sex isn't a guarantee. You go on a date which the client pays for. Movies, operas, plays, weddings," I laughed. "You're charming and pleasant and talkative, just like a normal date. If there's some chemistry, you screw. At the end of the date, the client will usually tip. If you had sex, it's usually a bigger tip. If you didn't, it's usually less. Sex is your decision, and you never tie the sex to the tip. You don't suggest larger tips result in sex, nor that you'll only have sex for more money. That's where you can get arrested. The only thing the client paid for was your time on the date, which was pre-collected.

"If the client was kind of chintzy compared to what you thought you did for him or her, you probably wouldn't go on future dates with them. They get a reputation for being cheap, and no one goes on dates with them anymore. If the client tips well, all the escorts would go on dates with them."

"I'd have to go on dates with women?"

"You don't have to, but it does increase the pool of clients. You'll be evaluated before hand. Our bosses will ask you what types of things you're willing to do, anal, oral, submissive, dominant, men, women, threesomes and what types. Based upon what you'll do, if they get a client who's into some of those things, you'll get asked if you want the job. You agree or turn it down. You'll be evaluated for your sexual talents and abilities and they'll set a price on your time. Then, depending on how popular you are, your price goes up or down. If nobody wants to date you, your price goes down until you attract more offers. If your demand is through the roof, they price you higher."

"What do you get?"

"I'm their highest priced male escort. I'm getting $350 an hour for just the date, or $1750 for the night, which is what they would have paid for five hours, so it usually becomes a whole night date for over five hours. A night is considered a twelve hour date from 6 PM to 6 AM. $4000 for a weekend, $20,000 for a week, and I usually get sizable tips to go with that, all of which I declare. I don't discriminate too much on my clientele. I have sex with 90% of them, which is why my tips are good. That and my high demand. I usually have a choice of three or four dates every weekend, and I'm booked weeks in advance, which is why they can charge so much for my services."

"Do you do men?"

"Only women, although I'll do threesomes with another man present."

"What makes you so highly paid?"

"Because I'll have sex with almost anyone, and I make a woman feel like she's the most highly desired creature on earth no matter how old they are or how they look. They get to feel good about themselves, often after they've had their lives trampled on by a divorce or a spouse's affair."

"Do you worry about whether they're married?"

"No. I'm not a moral arbiter. People need to be responsible for their own life."

"How much would I be likely to get?"

"A $100 an hour, $500 a night, $1250 a weekend, and $4000 a week to start. You could continue with the waitress job and only take clients on your days off until you see how well you do."

"Do the females ever get as much as you do?"

"There are two getting that much, but they take both submissive and dominant clients and demand for them is high. It's a kinkier client set, but they're willing to get spanked or whipped, or do the spanking and whipping, so it works for their clients. I believe one of them has a standing date for Friday night with one of her clients, and she doesn't even have to get fucked, although she fucks him in the ass with a big strap-on, usually after she turns his ass red with a big paddle. She takes him to a fetish club on a leash and does him in front of the others at the club."

"Wow. That is kinky."

Carlotta got back and immediately came into the bedroom and took off all her clothes again. My erection had dissipated. I gave Mandy a hundred and told her to pay for the pizza after it arrived, and let us know it was there. Carlotta threw a box of twelve condoms on the nightstand and started sucking my cock. Mandy watched until the pizza guy arrived, then left us alone, closing the door behind her.

After wrapping my cock, Carlotta rode me while I thumbed and suckled her nipples. She had another couple of loud orgasms and a couple of whimpering ones before I filled the condom with cream. At which point, we went out to the kitchen and enjoyed some pizza, her in a robe and me in my briefs, Mandy eating with us.

"Have you two ever had sex together?" I asked.

"No," both said.

"Have you ever thought about it?" I followed up.

Carlotta another quick no, but Mandy with a soft 'Yes."

"Really?" Carlotta asked. "Have you ever thought about sex with girls before?"

"No,"

"Why me?"

"Have you looked at yourself?"

"Ten, right?" I said.

"I'd give her an eleven," Mandy said, "on a scale of ten. Lottie is so fucking hot. She reminds me of a young Jessica Alba, like in the Fantastic Four movies."

"Exactly, or like her in the Dark Angel TV series, or the Sleeping Dictionary or Into the Blue. Totally dick inspiring."

"I didn't see the Sleeping Dictionary one, but totally."

"You've been upgraded," I said. "I defer to Mandy, who's probably seen you more than I have. What's Carlotta look like when she gets up in the morning?"

"Still hot. She's the only girl I ever felt tempted to have sex with, as much as I like dick."

"Interesting. Carlotta, would you let your roommate have sex with you?"

"Jeez, I don't know. I never really thought of it."

"You wouldn't have to worry about birth control," I reminded her. "No worrying about whether you had a condom."

"Are you kicking me to the curb already?"

"No. You haven't drained me dry yet. I'm just taking a well deserved rest."

"Do I have to, uh, lick her back?"

"Up to you, I think. Here's what I would suggest. As soon as I feel I'm ready to go again, you mount me in a reverse cowgirl. While you ride me, why don't you let Mandy lick your stretched out pussy and clit. Still having good old heterosexual sex, with an add on, to figure if you like that. After you cum a couple of times, let Mandy kiss you while you're still riding me, and play with your boobs. Another add on to regular sex. After I climax, let her clean up your pussy, like I do. Figure out if you want to do more than that. If you don't want to lick her pussy, I could. I like pussy, and it will be at least an hour before we could fuck again, and maybe longer. I was thinking a nice hot bath while we wait, a little more caressing, giving your poor pussy some time to rest. If you wanted, Mandy could join us in the bath. If you wanted to try licking her, you know her pussy will be clean and fresh. Watching you two spoon might put more lead in my pencil. Just a suggestion."

"Are you charming me out of my bragas again?"

"Is it working? If it is, I'll spend the night until you have to leave in the morning."

"Fuck. You silver tongued devil. I'll try it."

"Excellent."

We finished the pizza and cleaned up before retiring to Carlotta's bedroom again, where she quickly shucked her robe, and climbed into bed. I undressed Mandy, finding her special spots. Mandy wasn't a ten, but she was definitely an eight, with slightly larger breasts than Carlotta's Cs. They took turns sucking my cock until I was hard, then wrapped the wiener, or should I say, sausage.

Carlotta mounted me again, facing away this time. Mandy climbed between my legs and attacked Carlotta's pussy with enthusiasm, concentrating on her clit. Being licked by another female did not distract from Carlotta's orgasms in the slightest, and certainly seemed to enhance them, if the amount of noise she made this time as opposed to last time was any indication. She rode me hard as I helped her up and down my shaft with my hands on her perfect butt. She held Mandy's mouth to her clit as bounced, screaming every time she climaxed.

After a couple of orgasms, Mandy reverted to kneeling up, and kissing Carlotta, while fondling her. That barely slowed her down at all. Three orgasms later, Mandy was back to licking pussy. Given the amount of fluids running down my balls, and the mess on Mandy's face, Carlotta was having a good old time. I finally climaxed, feeling super drained by this time. Even as I shrunk, Carlotta kept Mandy's face on her pussy, licking until she orgasmed again. (I think for the ninth time, although it got confusing there for a while.)

Carlotta rolled off my limp cock and whimpered as Mandy did her final clean up.

"That was some outrageously good sex," Carlotta said. "I don't know if I like girls, but I definitely liked that. Thanks, Mandy, and shit, Dan. Have you done that before?"

"A couple of times. One of them was a lesbian giving her bisexual girlfriend a special birthday present."

"Nice girlfriend," Mandy said.

"Do you want to cum, Mandy?" I asked.

"Please. I've been horny ever since you got home and I heard you two going at it."

"You or me, Carlotta?"

"You, please. I'm whipped at the moment, and I'm still thinking about it."

Despite being whipped, Carlotta was interested in watching how I pleasured Mandy to three orgasms, perhaps looking for pointers if she decided to do it.

I gave Mandy the full treatment, making sure she got as good of oral sex as I was capable of giving. Given that I was still hors de combat, we did as I suggested and filled the tub with hot water. I climbed in and Carlotta got in and lay against me, while Mandy got at the other end facing us. We sat and talked some more while I softly caressed Carlotta. When the water started getting cold, I added some more hot water and told the two girls to kiss.

It started out fairly tentative, then got a little steamier. After fifteen minutes of sucking face, I had Mandy licking and sucking Carlotta's breasts while I caressed her pussy. Two orgasms later, I had Mandy lean back and Carlotta lick and suck her nips while fingering her pussy. Mandy climaxed during that. Then it was Carlotta throwing her legs over the sides of the tub so Mandy could lick her pussy again as I held her hips out of the water. Carlotta climaxed three times more during that.

"It's time to decide if you're ready to lick pussy, Carlotta. After you switch places, I'll hold Mandy up like I did you, and you lick her pussy."

"What the fuck! I guess I am curious. Switch Mandy."

The two roommates switched places and I held up Mandy's hips while rubbing, squeezing and fondling her breasts as Carlotta looked at the neatly trimmed pussy in front of her, then she dove right in, licking, nibbling and sucking on the wet pussy. Carlotta apparently enjoyed what she was doing enough to lick Mandy to four orgasms. Her face was soaked when she stopped. Mandy was panting, a combination of lust and having to keep her hips thrust above the water, even if she had my help.

"What's the verdict?" I asked Carlotta. "How was your first pussy?"

"Better than I thought it would be," Carlotta answered, wiping her face. "I still like cock more, but Mandy has a tasty snatch."

"I know," I laughed. "I have another erection. Would you both like to consider my next suggestion?"

"I'm game," Mandy said. "I enjoyed all of that."

"Sure, count me in," Carlotta said.

"I suggest going back to the bedroom and you two get into a sixty-nine, one on top of the other. I will enter the one on top, fucking them to two orgasms, then you two flip over, I'll switch sides, and do the other one to two orgasms, after which you switch again and keep switching every two. When I finally cum, and it should take a while, the one I cum in is the winner. You clean each other off and the loser has to remove my condom and lick up my cum."

"It could be fun," Mandy said. "I've got to admit I'm dying to try Dan's dick, but I know you might not want to share, so I'll do whatever you want."

"My pussy is a trifle sore, and I did like you licking my clit while I was getting fucked earlier. Let's try it," Carlotta said.

We dried off, adjourned to the bedroom and they got together in bed, Carlotta going on top to start. I put on a condom and slid it deep into her pussy and began fucking her. As soon as Carlotta came twice from the fucking, I pulled out, they rolled over and I entered Mandy. She had the tighter pussy at the moment. I hadn't been fucking her at all, and apparently she hadn't had sex in a week. It didn't take long for her to orgasm twice. They flopped again and I was back into Carlotta for her two. This went on for ten and a half switches. I was back in Carlotta when I finally climaxed, done for the day. The two lasses tidied up after the sex, then Mandy pulled off the condom and licked me to a nice shiny, saliva soaked clean.

Mandy was about to go to her bedroom when Carlotta said, "You can stay, Amanda. I don't care. Just sleep on the other side of Dan, and if he gets it up again before I go to work, I get it."

"You bet, Lottie."

So I got to sleep between the two roommates, I got to fuck Carlotta in the morning, and since Mandy didn't have to go to work until I did, I fucked her once Carlotta was gone, giving her a full taste of my normal escort services.

After I got home to take a nap before my evening gig, I told the boss that Carlotta was a police officer and not to schedule her with any other escorts.

"Any trouble?"

"No trouble. In fact, I'm going to start dating her on a regular basis, and it's possible you'll hear from her roommate, who might try being an escort herself."

"Damn, Danny boy, you're a marvel."

"It's why you pay me the big bucks."

******

Mandy did try to be an escort, doing it for about a year, but she never liked it that much. She also never gave up being a waitress, doing the escort business part time, (males only.) It was a nice supplement to her income when she felt like having sex, which was maybe thirty percent of the time. She finally gave it up when she was an escort for a very high end chef to a top chef convention in NYC. He found out she was a waitress most of the time, and hired her for his restaurant. Because it was tough to get out of his restaurant without dropping half a G, she made out pretty good waitressing, and could be even more selective about who she had sex with.

She had sex with Carlotta one more time, but without a male bridge, neither of them was into it enough to keep it up. She eventually married one of the other waiters at the restaurant, and gave up serving food to rich folks, to serving food to her three children.

Carlotta and I dated for about a year, which really only amounted to ten or so dates. As I expected, she couldn't stay happy dating a guy who was spending most of his time servicing other women. She eventually married another police officer. I attended her wedding, stag, although I picked up one of the bridesmaids, who was not one of her two sisters. It was another police officer, and we had a good time.

I remained a friend to her and her family for several years. Paulo and Elaine had a long and happy marriage, having three children at the time of this missive. Neither of the other two brothers married the women they were at the wedding with, but they did get married.

I teased Carmen relentlessly, but she never lost her bragas to me. I also attended Carlotta's husband's funeral after he was killed in a bank robbery gone wrong before their tenth anniversary. We had sex once after that, but it was the last time. Before now, she was the person I came closest to giving up my career for. I still remember her with a lot of fondness, despite the fact she was hoping to arrest me.

Next up, the first time I ever fucked a wife in front of her husband, where he was caged and couldn't have sex with her.

******