The Life of a Prostitute

by Doris Joe

  “Isn’t it supposed to be more random than that?” Tanya asked. “I mean, can’t he challenge anybody he wants?”

  “Usually,” Karla answered. “But I’m running this. So, hush. Kevin?”

  “All right. Alex, Truth or Dare?”

  “Now you say ‘Truth,’ Alex,” Karla instructed.

  “What if she wants a dare?” Tom interjected.

  “She already had a dare,” Karla replied.

  “Yes, she did,” Tanya interjected. “Pussy-licking little minx.”

  “Truth!” Alex nearly shouted.

  “Thank you,” Karla exhaled. “Kevin?”

  “Alex,” Kevin began, “You’re one of the newest members of our group. Tell us what your thoughts and feeling are about being included.”

  “Good one!” Ted grinned at him.

  “Well,” Alex began, “Having been a single mom for over fifteen years, I came to the conclusion that most men are generally pigs. They just want to screw you and move on. All their interests are wrapped up in the desire to get laid, usually without any regard my needs or feelings.” “That’s about right,” Tanya said.

  “Hush, you,” Karla reprimanded. “So, I went a lot of years without sex at all. I had a few toys, but, you know, it isn’t the same. Then I had my daughters to consider. I didn’t want them to think their mother was a slut by having a parade of various men moving in and out of their lives. When Karla suggested Kevin, I was astounded. Of course, the girls are older now and wrapped up in their own lives. So, Kevin and I could be discreet. But, it was wonderful. As all the women here know, Kevin is…how do I say this…talented? He’s great! And Karla was so supportive. So, it’s been a great solution to my need to, well, frankly, to get laid.”

  “That’s Kevin,” Karla encouraged. “What about the rest?” “To be honest, I almost didn’t come back. That’s no reflection on you, Tom. He was great last night. Like Kevin, Tom was considerate and we had a lovely time. But, I got to thinking that this was a little over the top for me. I’d never had sex with two different men in a twenty-four hour period.”

  “So, why did you come back?” Tanya asked seriously. “Because,” Alex said, inhaling deeply, “I like you guys. And not just the guys. I like all of you. You’re decent people, and you all seem to take this in stride as kind of normal. It’s not depraved, or evil. It’s just fun. I decided I wanted to have that same attitude; that I wanted to have fun, too. Sex with two guys, Kevin and Tom, in the same day was fun for me. It was a new and different experience. I liked having that new experience and the promise of more. Of course, I didn’t expect the Tanya thing earlier, but even that was exciting and fun. So, my eyes are opened to these new possibilities. I feel safe with all of you and I’m really into it.”

  There was silence in the room.

  “Wow!” Jasmine said in a whisper. “What she said.”

  “You’re a great addition to the group,” Tom said. “I’m really glad you didn’t run away.”

  “Me, too,” Karla added softly. “Personally,” Kevin chuckled, “I’d have preferred to have kept you to myself.”

  “You’re an asshole,” Tanya spat with a grin. “Thanks, Alex. You said exactly what all of us are thinking and feeling.”

  “So,” Karla said in a more normal voice. “Should we get on with the dares?”

  “Let’s do,” Tom said. “Who’s first?”

  “Well, Alex had the last challenge, so she goes first,” Karla told him.

  “Me?” Alex asked.

  “It’s your turn,” Karla nodded.

  “Okay. And I can pick anybody?”

  “Everybody except Kevin.”

  “Okay. Well, I had sex with two men in a day. Now I want to have it with two guys at the same time. So, Tom, your dare is to fuck me while I suck off Jeremy. You’re the only two guys I haven’t had.”

  “Can she do that?” Jasmine asked.

  “I don’t see why not,” Karla answered.

  “You go, girl!” Tanya laughed. “Let the games begin!”

  “So, the rest of us are just going to sit here and watch?” Tom asked grumpily.

  “Oh, for corn sake!” Tanya said with exasperation. “Jasmine, would you and Karla mind ganging up on my husband, please?”

  “Great idea!” Karla said, moving toward Tom and stretching a hand back toward Jasmine. “That leaves just you and me,” Kevin addressed Tanya.

  “That’s right,” she whispered. “I’m planning to kneel next to Alex while you fuck me from behind. Maybe she’ll share Jeremy’s cock with me.”

  “I’d bet she’s never done that before, either,” Kevin said, kneeling behind Tanya.

  “Neither have I,” Tanya said softly, moaning as Kevin’s meat slid into her moist opening.

  Darling, do you remember Leroy?" my wife asked.

  Of course I remembered him. He introduced us to married sex with a black man a few months after we were married.

  "What about Leroy?"

  "He called to ask whether we might spend next weekend together at a resort in the mountains."

  "That sounds like fun. What do you think? Can you get away?” Cindy worked as a fashion consultant and buyer for a large retail chain. The hours were long and it had been a while since she had time off. "We haven't seen Leroy in months, and I'd love to have a whole weekend together. I think I could get away. Darling, we haven't had a break for so long. It would be our special treat. Oh, and he said he would be with a few friends from his work. They plan to do some hunting."

  Leroy had been a college chum of Cindy's. Soon after graduating, he married and became a fitness trainer for an NFL team. The team visited our area a couple of times a year and we almost always got together.

  "What kind of friends?" I asked.

  "He didn't say, but I think he must have meant friends from work. Why don't you call him and find out more?"

  I decided to call that day. Leroy and I had developed a mutual liking over the past three years, so I knew he would fill me in. "Here's the set-up, Bill,” Leroy said over the phone. “Me and a few guys from the team are renting a condo at the resort for the weekend after next. We'll be coming right from training camp. Two weeks of that place and we'll be ready to relax. I haven't seen you and Cindy for a while and thought we might take the opportunity."

  "Sounds great, Leroy. What about your friends? How do they fit in the picture?" "I thought you and Cindy might enjoy something different. You know, the more the merrier. I can vouch for these guys, Bill. The team tests them regularly – completely clean. They're real nice, too. All married and well behaved. I've told them about you and they're dying to meet you both. As I said, these guys are first-class gents."

  Since graduation, Cindy and I had become aware of STDs. We decided to see only men we knew, or came recommended by reliable friends. Never strangers.

  "How many are we talking about?”

  "Four, plus me. All black gentlemen. I'm sure she'll like them."

  "Jeez, that's six of us with me. Do you expect Cindy to take us all on?"

  "I know your sweetheart is a hot little girl. She'll make a doll of a pony girl. And I think you'll enjoy it too, Bill."

  I felt my prick stiffen. "Well, if you say so. I suppose your friends are okay. I know I'm interested. Let me talk to Cindy and get back to you." Since our marriage three years earlier, Cindy and I had been with several different black men, including Leroy, and one disappointing white guy. All were Cindy's friends from college. We'd never tried a group. The idea excited me a lot.

  But I wouldn't attempt it if Cindy had a problem, any problem, with the idea. Our marriage was solid. Extramarital sex was strictly open and above board between us. I would have to see what Cindy thought about a group scene.

  She listened with interest as I explained Leroy's plan.

  "Darling, it sounds like fun. I think I would enjoy it, if you would. What do you call it – a gangbang?" She giggled.

  "That's the term. Look, honey, I know this is new
and you don't have to do it for me."

  "Well, it will be new. I think I can handle it. You remember me telling you about the fraternity parties in college?"

  I had learned a lot about my wife's amazing sexual career at that time, and there was always more to learn. "Yes, you mean about the time you spent the night at Leroy's frat house?" "That was one time. It wasn't a gangbang, really. I mean, several boys took me to their bedrooms, one at a time. That isn't the same thing, is it?"

  "Did you like it? It wasn't too much for you?" I was worried that Leroy might be getting us in for more than she could handle.

  "No, it was fine. You see, if I'm wet inside it doesn't get sore. All the cum keeps me nice and lubricated. I couldn't do that many with condoms."

  "Honey, these guys are big football players." "You know I like my men well hung, darling. Anyway, it's mostly a myth that big cocks are hard to take. If a woman can have a baby, her pussy will stretch to fit a big cock. At least enough to take a thick one, which is the best part for me. If a guy is very long I might get a little sore, but lubrication and relaxation take care of that."

  *

  Leroy was delighted when I called back. As usual, he had specific instructions.

  "I've told the guys that Cindy is a great dresser – sexy skirts, nylons and heels, that sort of stuff. You know what I like, Bill." Indeed I did. Our tastes were just alike.

  "I know what to bring, Leroy. We've gotten a few new items since you saw us last." Cindy had always wanted to be a model, but was much too petite. Even in six-inch heels she barely reached 5' 6". So instead she worked in the fashion business and collected stylish clothes. We found a common interest in sexy underwear and nylons, tight skirts and dresses, and dozens of high-heeled shoes, her trademark. We picked out items together from catalogues. Cindy loved to model them for me as well as for our black male friends when we had the chance.

  "Anything else, Leroy?"

  "Yeah. I told the guys that Cindy is a good dancer. Maybe she might dance for us, you know, like in a club? They'd appreciate it." My wife was a good dancer. In fact, she had learned the old fashioned art of striptease after I told her about the burlesque houses I frequented in my youth. We acquired a tape of old strip tunes for the purpose.

  "Tell you what, Leroy. I'll get Cindy to perform her strip act. It's a classic. She starts in a long slinky gown and gloves, and slowly strips to her nylons and garter belt. It's quite a tease." "Perfect! After a hard week and a half on the track, we'll be in the mood for just that. Oh, and Bill, one more thing. While we're at camp the next couple of weeks, we're not gonna be having any sex. No chance. I'd appreciate it if you and your wife could hold off too until next weekend. It will be a lot more fun for all of us."

  I agreed. Leroy was always right about such things. As the week dragged on, my promise to Leroy became harder to keep. I couldn't stop thinking about the weekend. Pictures of my wife being taken by big black males filled my thoughts night and day. I grew so horny I couldn't sleep. I knew Cindy was becoming hot, too. Playing with each other in bed at night only made it worse.

  Since our marriage Cindy and I enjoyed kissing and fondling each other most nights, even when we didn't have sex. She tickled my balls, penis and ass while we French kissed and I kneaded her clit. It was one way we showed affection.

  By Thursday, I was so worked up I couldn't concentrate on my job or anything else.

  Finally Friday rolled around. We had taken the day off. We spent the morning selecting things to pack. "Maybe I should try them on for you, darling." For the next two hours she tried on various combinations of bras, garter belts, bustiers, nylon stockings, skirts and tops, along with at least a dozen pairs of shoes. Next she tried on sexy costumes we had acquired from special catalogues. One was a French maid outfit, very frilly in black with white lace. Another was a schoolgirl dress and blouse, with white stockings with little bows at the top. We took both. The stripper dress we selected was long, red, and satiny, with a zipper back, beaded front, and gloves to match.

  The trip passed uneventfully. The anticipation created a sexual tension that permeated the air. Cindy remained unusually quiet. I hoped she wasn't having second thoughts. We arrived on time and were greeted warmly by Leroy.

  "Bill, Cindy! Great to see you. How's our little honey?"

  Cindy gave him a big kiss and a smile. "We've missed you, Leroy. It's so nice to see you!" "Let me introduce you to my friends." He led us into the condo where we were met by four enormous ebony hunks. I thought I recognized them from the NFL, but wasn't sure because they looked so different dressed in slacks and sport shirts.

  "This is Python," he said, pointing to a grinning young black man towering over Cindy and me. "It's his nickname, if you don't mind. We want to protect our privacy here." Python held out his hand and Cindy lifted hers to meet it. Her tiny hand disappeared in his big paw. When he shook my hand, it felt like a padded bear trap. If he had a cock to match, it would be a doozy. "Nice to meet you folks," he said. "I'm sure looking forward to getting to know you better." His eyes rolled over Cindy's dainty figure. "You're sure a little lady, hardly up to my arm. Leroy's told me about you two, and I can't believe how nice it is to see you."

  Next Leroy introduced a mammoth of a man, not as tall as Python, but much heavier, maybe threehundred pounds of muscle. His eyes were shining as we walked up to him.

  "Meet Bulldog, a great lineman if ever there was one." Bulldog's hand was even larger than Python's. I was beginning to wonder whether we had gotten over our heads in agreeing to Leroy's scheme. Bulldog didn't even try to shake hands with Cindy. Instead he leaned down and gave her a kiss on each cheek.

  "I'm really pleased to meet you. Such a wonderful couple. It's real thoughtful of you to want to spend some time with us."

  Behind Bulldog came Whoppie, taller and lithe. I guessed him to be a running back or defensive end. I would have known for sure if I followed Leroy's team regularly.

  "Whoppie won a lot of games for us last season," said Leroy. “He's got amazing endurance. He once played four quarters and then ran ten miles in a race to win a bet." A little shy, Whoppie greeted us politely. I noticed the wedding ring on his finger. He moved quickly for such a big man.

  "You're even littler than I expected," he said to Cindy. "I know fourth graders taller than you." He smiled.

  "I'm not so short when I wear my heels," she replied. "I'm a lot taller!" Cindy could be sensitive about her height. She needn't have been, because her body was beautifully proportioned. "And now I want you to meet my old friend Donk. Short for Donkey." Another mountain of meaty black sinews, Donk greeted us with a wide smile and flashing white teeth. He seemed the oldest of the guys, over thirty for sure.

  "Hey, the pleasure's mine. Y'all are most welcome! Anything you need, just tell it to Donk." He embraced Cindy in a bear hug, which nearly enveloped her, and shook my hand with gusto.

  "How did you come by your nicknames," asked Cindy.

  They tittered a moment before Donk answered. "Well, Miss, you see our teammates gave them to us. They sorta fit, I reckon."

  "What he means, Cindy," added Leroy, "is they got their monikers from the team showers." We all cracked up, including Cindy. "Very interesting. I expect I'll find out more about that."

  Feeling more relaxed than when we came in, we settled down to hear Leroy, who was taking on the air of host, announce the plan for the evening.

  "Gentlemen, we need to give Cindy a little time to freshen up.

  Drinks are at seven sharp and dinner whenever. It's party night!"

  Cindy and I retired to our room to shower and dress. She took her time, so that I joined the others while she lingered over he makeup.

  "Hey, Bill, that's a pretty little miss you've got. A cutie if I've ever seen one." Donk glowed with admiration. "Not that I've ever seen many white girls up close."

  I asked whether they had dated white women. "Naw," said Bulldog. "I thought about it, but there weren't any white girls where I went to colle
ge, and since then I've been playing ball and staying at home with the wife and kids." The others said much the same. It squashed any idea I might have had that groupies besieged football players.

  "We lead clean lives. We have to. No drugs, alcohol, or women.

  Nothing that slows down your game. Lemme tell you, football players gotta be disciplined." "That doesn't mean we don't want to try some white pussy," added Donk. "When Leroy told how you and your wife like the company of black men, we got interested. A nice clean couple. Discreet. We couldn't turn it down."

  "We're pretty worked up, Bill. Hope that won't be a problem for y'all." Whoppie looked at me inquiringly.

  "No, it shouldn't be any problem. My wife and I are rather worked up, too. We haven't had a black man with us for a couple of months, and that's too long. We've come to like it more often than that."

  "You sure are nice people. I don't know any white people who would think the way you do." Leroy spoke up. "Guys, just relax and be yourselves. Bill and Cindy are experienced. What's new is taking on a group. I'm sure the little lady can do it. She's one amazing girl. When she comes in we'll have a drink together and then she'll dance for us. After that, she's yours for the night. Anything goes, as long as it gives her sexual pleasure. Right, Bill?" "Yes. Cindy will let us know if she's had enough. But I've never seen that happen, so I can't predict when. Don't be shy with her. She loves to fuck. She likes it all."

  They all smiled and nodded. "How about you, Bill?" Are you gonna do it with us?"

  "I'll be watching and helping my wife out. I know what she likes. She always takes good care of me, too."

  "Cindy is one tight cunt," said Leroy. "Take care that she's wet before you penetrate her. Don't want to hurt the little woman. Once she gets it on, she likes to keep going. Don't leave her hangin’ there."

  "No chance of that!" They insisted Cindy would not have to worry about a lack of attention. "If we can't satisfy her, nobody can."

  "I haven't been this horny since I was a teenager," said Bulldog. "White pussy is gonna be sweet. I've got a big load to shoot."

  "Not bigger than mine," said Donk. "I got enough for ten ladies." They joshed for a while good-naturedly. I felt comfortable with these huge men. When Cindy walked into the room, she was standing on six-inch platform heels, black patent leather, with ankle straps. The long red satin gown was wrapped tightly around her figure, showing the slim hips and firm bust peeping out in front. She trailed a feathery black boa, and her little arms were encased in black satin opera gloves almost to her bare shoulders. Her silvery blonde hair looked lovely, with little clips holding back the bangs from her face, like a little girl.