An Italian girl loses a football bet
- 2 years ago
- 9
- 0
My Wife Loses A Bet free porn video
It all started as a simply little bet. It was one of those bets where we were both 100% sure that we were right. Sound familiar? First the bet was for $5, then she upped it to $20 and I upped it to $50. That’s when things got interesting. She said “I know you’re wrong but if you win, I’ll do anything you want me to do, but if I win, you have to do anything I want you to do - anything at all!”
This did not intimidate me in the slightest as I was so sure I was right. “OK, I’ll take that bet.”
Less than ten minutes later I proved to her that I was right and she was wrong. Now all I needed to do was to figure out what I was going to have her do to pay off the bet. I wanted something playfully naughty but not so over the top that she might back out of the bet. Life is so good!
She knows that I like to show her off as much as possible. At the time, she was starting to feel a little more at ease with dressing so as to turn me on and then parading around various parts of town to let strangers enjoy the view too. She still got a little nervous at some of the outfits I requested that she wear. You guys know that ones. Super short skirts and really deep scoop tops with no bra and, if possible, no panties. When she dresses like that I typically have a hard dick all evening long.
This time, I decided I wanted her to dress in a really sexy pair of panty hose that she had recently purchased. They were really different. There were four dark bands that circled each leg, two in the calf area and two in the thigh area. Between the bands they were very light in color, almost like not wearing nylons. So the contrast was, in my opinion, very sexy.
I told her that I wanted to see her wearing her new panty hose with my favorite black high heels and a sexy black, scooped neck, sweater dress that came down just far enough to cover her ass and maybe a couple of inches of thigh. But, I added that I wanted to see her wearing them, and nothing else, downtown while she walked down the stroll.
The stroll is basically what the working girls call the local red-light area for street walkers. There are seldom more than two or three girls there but typically there are between twenty and thirty guys circling the area like bees looking for the perfect bush. There are no street lights. The stroll is like a dark mysterious pathway midway between a moonlight walk on a cool spring evening and sneaking past that old haunted house with a thunder storm approaching.
Most evenings it’s a pretty dark area, the businesses are all closed and there are no homes on that street. So very little civilian traffic, just a few girls and the only light is coming from the cars of guys circling around looking for some relief. I thought it would be a perfectly naughty place for me to show off my wife.
I told her that I wanted to see her walking from one end of the stroll to the other end, about four blocks. I said that I would stay very close to keep an eye on her, after all, I wanted her to be safe plus I wanted to see everything that might happen! Reluctantly she finally said that she would do it, but not on a weekend. We finally agreed that the next Thursday would be the day.
Thursday morning I woke up with mixed feelings about our adventure that evening. I didn’t want to see her get into any trouble. So I spent the day thinking about some options. Then I hit on a plan that I hoped would work. Still, even with my plan, when the time arrived to head out, I almost cancelled our little pleasure trip.
Nancy has reddish blonde hair that is just past shoulder length. Although she is short at 5’1 and only 105 pounds, her body is proportionally perfect. So often I see really short girls that have thick legs, but not Nancy. Those size 3 panty hose look so good on her sweet little legs.
As I looked her over from head to toe my cock started growing. Seeing her dressed in that sweater and those nylons and my favorite ‘fuck me heels,’ it was all I could do to keep my pants on and not drag her off to bed. Damn she looked hot!
When we arrived at the stroll part of my plan included taking a slow drive down the full length of the street to look for anything unusual. This added a couple blocks at either end of the stroll. Nothing popped out to me. It looked pretty dark and empty and pretty quiet. Continuing with my plan, we circled back to the beginning and pulled into a parking place near the first cute girl I saw. I picked her because she had a nice smile, a cute red top and cut offs with skinny bare legs.
Yea, I like skinny girls.
Within seconds she was at the door of our car. My plan was to see if one of the working girls would take my wife with her as she walked the street and maybe (hopefully?) talked to some of the guys. I figured it would be much safer that way and it would help Nancy to get over her nervousness.
“Looking for someone?” she asked. “My name is Jazz if you’re looking for someone.”
I quickly explained to her about the bet. I also told her that Nancy would not be taking away business from anyone and would not be back after getting to the end of the stroll. Then I asked her if she would be willing let Nancy walk the street with her so that my wife could pay off our little bet. Just one time down the street, that’s all I was asking her to do.
“Are you cops?”
“No way!”
“Can you prove it?”
I pulled out my wallet to show her my driver’s license and Nancy showed her license to our new friend. I felt like our ID was not what she was looking for but I didn’t know what to do next. Then I noticed that the way she was leaning at my window I could see her sweet little b-cup titties hanging inside of her red blouse. So I commented on how sexy her top was and she asked if I wanted to feel them. I nodded yes and slipped my hand into her blouse to squeeze each of those perfect little titties. For the moment I forget my wife was watching me.
“I don’t have time to waste, but for $50 I’ll let her tag along with me.”
I told her that would be perfect and she hopped into the car with us. At first I wondered why she was getting into the car but as soon as the door closed she asked for the money. I gave her the $50 and she turned to Nancy.
“That is a really sexy outfit you have on, great bait. We should do really well as a team.” I think my wife might have blushed at her comments but she never said a word.
“First, here are the rules. The cops will sometimes have people out here to try to trap us. But you just ask the guys to show you something that you don’t have. Most of guys are quicker to get it than your hubby here. You just act like a little innocent tease but know that you are really asking to see their dick. Of course you can’t say the word dick. The cops can’t legally pull out their dick and show it to you. You can also have them feel your tits – I hope you don’t have a bra on under that sweater!”
My wife was listening and nodding her head as Jazz continued to tell her more of the tricks of her trade. I was listening too; you never know when something like this might come in handy.
“This money will cover my time for about fifteen to twenty minutes. So after that you’ll be on your own. Just be careful. If you don’t want to do anything with one of the John’s just don’t offer anything and they will usually go looking for another girl. I try to never let a John leave without getting something from him.”
With that, Jazz got out of the car and Nancy silently joined her on the sidewalk. Jazz was really good at making you feel at ease around her. When she spoke her hands moved so much it was almost like she was using sign language to communicate.
They started walking or rather strolling down the street and in just a few steps they were laughing and talking like two old friends.
Almost immediately a small Ford econobox pulled up beside them. They walked to the window and leaning in began talking to the driver. There was a car parked in front of me, so I it was a poor spot for me to see what they were doing.
I just plain had no idea what was happening with the girls and the guy in the green Ford. I started thinking to myself that this might not be as much fun as I had first thought it would be.
After a couple of minutes the car slowly pulled away while the girls started hurrying down the sidewalk. There is a little half way street or alley near the middle of the block and it looked to me like that was where they were headed. When the green car turned into the alley I knew the girls would follow it. I watched as Nancy and Jazz turned down the alley. They quickly disappeared from my line of sight.
I waited a little bit then backed up and pulled around that parked car in front of me. Leaving the headlights off, I stopped as close as possible to the alley entrance. I could see the green car parked about a 150 yards down the alley. It appeared that the girls were standing in front of the car and that someone taller was standing between them. The car’s lights were off and the alley was pretty dark.
About a minute later, one of the girls dropped down so low that I could not see her anymore. The other girl moved in really close to the guy. The two outlines that I could still see seemed too merged into one shape. Then time seemed to stand still as nothing appeared to be happening. I waited straining my eyes trying to make out what was going on in the dark alley.
It seemed that the couple I could see would move a little bit every now and then but I just could not tell what was happening. Then, after about five minutes or so I saw the first girl stand up. They all merged together for a few moments and then separated. The girls started walking toward me, so I drove a little farther down the block and parked the car before they emerged from the alley. I hoped that the spot I had chosen would provide a good view in front of me and behind me.
The green car drove past me and I thought I could see the guy looking at my car. As I watched him disappear down the street, the passenger side door of my car opened. Nancy was standing on the sidewalk as Jazz leaned in to tell me that my wife was going to be a great partner. She looked in my lap and could see that I had my cock out. “Nice dick!” The door slammed shut and off they went down the street.
A pickup truck stopped and parallel parked next to the Nancy and Jazz. The girls walked around to the driver’s side. I could see Nancy talking to the driver. Then I saw the guy reach down out of the window of his truck and put his hand down the front of Nancy’s sweater. I stroked my cock while I watched. They continued to talk for a little while but then he drove away.
The girls returned to the sidewalk continuing their stroll down the street. Just before they reached the end of the block a silver Toyota four door sedan pulled up next to them. As I watched, the girls again walked to the driver’s side and Jazz leaned down to talk to him. This time I had a great view of Jazz. It was fantastic to see how shapely Jazz looked in those shorts as she leaned in toward the driver. Her ass looked so good and so hot in those short blue denim jeans she wore that I was jacking again while I was watching her.
I was not sure, but I think one of the girls had her arm inside the car. I could not tell who was doing what, so I just stroked to Jazz’s pretty little ass and legs. Mmmm, very nice!
The girls stepped back from the Toyota as it started up, then the car turned the corner and disappeared down the street leaving the girls standing there alone. They crossed the street and almost immediately disappeared into the shadows.
I drove to the corner and searched the dark areas trying to see two human shapes but could I not see either of the girls. I crossed the intersection and slowly cruised down the street looking for them. Where could they have disappeared too in such a short time?
I pulled over and stopped, shut off the engine and lights and scanned the darkness still searching for the two of them. Car lights appeared at the corner behind me. It looked like that silver Toyota again. As he waited at the corner, Jazz and Nancy appeared out of the shadows. They walked to the car and leaned into his passenger side window. Moments later Jazz opened the door and Nancy got in the car followed by Jazz.
The Toyota turned back onto the stroll and drove passed me. The brake lights came on and the car turned down the next little alley way and disappeared.
I quickly started the engine but left my lights off. I slowly approached the corner but initially could not see the little car. He must have had his lights turned off just like I did. I turned down the alley hoping to see the car and the girls. Momentarily brake lights came on about a half block in front of me then went out and then they came on again as the little silver car turned into what appeared to be a small driveway.
After a couple of seconds I could see the red glow of the brake lights again and then darkness reclaimed the area. I was quickly discovering why the working girls liked it down here.
I slowly rolled up to the edge of the driveway only to discover that it was actually a large gravel covered parking area. I stopped my car where I could see the back of the silver Toyota. About half of the parking area was lite in a dim ghostly glow from the street lights a half block to the west, but where the Toyota had stopped was in the middle of a black hole of shadows cast by the huge cottonwood trees that lined that parking lot. I could not see anything happening in the car.
After a couple of minutes the dome light came on and one of the girls, I assumed it was Jazz, got out of the passenger side of the car. She seemed to be doing something, but I could not tell what she was doing. Inside the car I could only see the driver. Then the driver’s door opened and he got out. My wife backed out of the passenger side door on her hands and knees. Both of the doors closed, the lights went out and the darkness returned.
The driver walked around to the passenger side to join the two girls. They seemed to be all over him as he stood there. Again, one of them dropped down low but I could not tell if it was Nancy or Jazz. Nancy is short and Jazz is a little taller but only by an inch or so. Both girls are very petite, so in silhouette it was difficult to tell who was who. As I watched my eyes continued to adjust to the darkness and things were looking a little better.
After a few minutes the girl on her knees stood up. I was pretty sure that she was now pulling down her pants. Since Nancy was only wearing her dark black sweater dress and no pants, I assured myself that this was Jazz and that it had been Jazz on her knees a few moments ago.
Once her pants were down, Jazz bent over the trunk of the car and the guy positioned himself behind her and started thrusting into her. At least that is what it looked like to me. He appeared to have his left hand on her back and his right arm was holding Nancy really close to him. They might have been kissing, but I was not sure.
In about four to five minutes it was all over. The guy stepped away from Jazz as she reached down to pulled up her pants while he appeared to be putting his cock back in his pants. He gave Nancy a big bear hug and then quickly got into his car and drove out of the other end of the parking lot.
As the girls started walking toward the street (and toward me) they seemed to be chatting and laughing again. Walking out of the shadows and through the lighted area of the parking lot something didn’t look right. Then I realized that Nancy was no longer wearing those sexy nylons with the four horizontal stripes. Her thin cream colored thighs and calf’s took on a strange colorless hue in the dim light.
The girls were walking in step with each other, four beautiful legs coming my way. I just had to get in a few more strokes. They passed in front of me, crossing to the other side of the alley and walked back toward the stroll. And I continued stroking as I watch those two sweet asses walking away from me.
I waited until they turned the corner before I started the car and performed a slow U-turn. I crept up to the corner, planning to follow them at a discreet distance. Turning the corner I could see them talking to somebody in a white mini-van. It was too late to stop and watch, so I drove past them and then stopped just before the next little alley.
As I watched, Jazz walked around the front of the van and got into the passenger side. Nancy walked to the sidewalk and then kept walking in my direction. The white van left but did not turn down the alley way. When I looked back there was another car following along with Nancy.
The driver did not stop but adjusted his pace to match the speed she was walking until she finally looked over at him. Then he stopped and she walked over to his car and spoke to him through the window. When he shut off his headlights I could see that this was a nice looking silver BMW. What is it with guys and silver cars?
She was leaning with her body pressed against the side of the car. She was turned slightly so that her back was toward me and her left arm was inside of the car. After a couple of minutes she stepped back walked around the car and got into the passenger side.
As I watched nothing seemed to be happening, they just stayed there, parked on the side of the street. It must have been close to ten minutes before the door opened and Nancy got out of the car and walked to the sidewalk. The BMW started up and drove away.
As Nancy walked toward me she seemed to be rubbing her left hand on her leg. I wondered if somehow she had hurt her hand or her leg.
The door opened and she got into the passenger seat. The curtesy lights almost blinded me but they also confirm that her panty hose were indeed missing. Her legs looked so fantastic against the black leather seats of the car. Creamy and glistening her left leg was pressed against her right leg in a very demure and lady like fashion.
“Well, can we consider this bet paid in full” she asked? “I’ve done a lot of stuff that you didn’t even ask for. You got to watch me the whole time. So I think it’s over.”
“The deal was that you had to walk the full four blocks.”
“I really don’t feel safe talking to these guys without Jazz here.”
“You seemed to get into that last car pretty quickly without Jazz here.”
“Well that was different. When I saw the guy I knew who he was. I’ve seen him a lot of times. So I was not so nervous. If you take me home right now and call it even, I’ll tell you everything that happened. You’ll be shocked when I tell you who was in that car and if we hurry you can see him on TV tonight.”
“What!” I exclaimed. “You can’t expect me to just accept that kind of a tease and just drive away, can you? Tell me about Mister BMW TV guy and then we can leave.”
“I was going to ignore him and just walk to our car, but he kept following me so I decided to just tell him I was busy. When I looked in the window I recognized him right away so I decided to talk to him for a bit. I asked him to show me something I didn’t have and he pulled his shirt up and there was his penis.
“I was shocked because of who he is, but I just had to reach in and feel that little penis. We talked for a minute and he wanted oral but I told him all I would do was a hand job. He didn’t really like that until I told him I it would be free. His penis seemed to stiffen at the ‘for free’ part.
“I told him that to get it for free, it had to be right here and right now. He said, ‘can you at least get in the car so we don’t attract attention?’
“Then I got a little scared so I told him that I would get in, but only if he shut off the engine and let me hold the keys. He thought for a moment and agreed. After he agreed I let go of his penis.
“I walked around the car, opened the door and he handed me the keys as I got in. My sweater got stuck on the seat back which pulled up over my belly. I started to pull it down but he said please don’t cover up! So I left it that way and he rubbed my legs while I jerked him off.”
My wife had just jerked some guy off in his car! Holy Fuck, I thought, “Did you enjoy doing that,” I asked her?
“He has a really cute little pink penis. He’s the smallest guy I’ve ever seen. It was fun to play with a little one for a change. I was a little disappointed when he put a hanky over my hand and his penis when he was ready to cum. I wanted to watch, but he kept it covered as I felt the warm stuff cover my hand.
“After he came, he wiped off my hand and his penis but he didn’t do a very good job of cleaning off my hand! I had to wipe the rest of it off on my leg.”
I looked down again at the glistening area on her thigh.
Fuck, I was about ready to cum just listening to her tell me about stroking some celebrity guy’s cock! I was so fucking horny at the moment but I wanted more. “But before we leave I have to know, what happened to your nylons?”
She started to laugh as she spoke, “Well, Jazz was telling everyone that it was my first night on the street and that my husband wanted to watch me with other men. After she said that they seemed to give me 95% of the attention and they all wanted to be my first. Even when Jazz was playing with their penises, they were staring at me and trying to get their hands on my body.
“Most of the guys were content to pull my sweater down to play with my boobs and twist my nipples and stuff. But the third guy, the one in the parking lot, he pulled my sweater up to get at my boobs. I guess he liked what he saw because he asked me if I would take off my panty hose for him.
“Before I could answer Jazz jumped in and told him that for $20 more I would not only take them off, but that I would give them to him to keep. So he paid Jazz $75 for her ‘half and half special’ and paid me $20 for my nylons.”
Wow, I could not believe what I had just heard! My wife had sold her nylons to a stranger in a dark parking lot. My cock was now throbbing from listening to her.
“But as part of the bet you shouldn’t have had anything else on under you sweater. Just bare bum and pussy, right?”
She reached down and pulled the sweater up to show me her bare belly and neatly trimmed pussy. My cock responded immediately! Fuck, my wife had stripped naked in some stranger’s car!
“You know how much you like to watch me undress? Well, that guy really liked watching me take off my panty hose! And he got a really good show! First I had to remove my high heels which pretty much jacked my sweater up above my waist. I guess he was trying to undress me when he pulled my sweater up to my shoulders. That made it easy for me to get to the tops of my panty hose to start pulling them off.
“It was pretty cramped in there with him and Jazz in the front seat and me between them. He finally let my sweater drop and was kind enough to help me pull the nylons off. Jazz was laughing at us as we struggling and twisting here and there trying to get of them all the way off.
“It was just a joke to them when I tried to pull my sweater back down to cover my butt.
“Trying to reach my high heels to put them back on just hiked my sweater up over my butt again and they both started laughing again.
“To help me out, Jazz grabbed my shoes, opened the door and stepped out. She pulled my legs out of the car with her. Between her and the guy I somehow ended up face down in his crotch.
“If his penis had been fully exposed I would have had a mouth full of it! I didn’t know what to do. His zipper was still down and the head of his penis was just above the elastic band of his underwear. So I kind of nibbled at his hard shaft through his underpants as Jazz worked on my heels. His hands were all over my butt as she wiggled a shoe on to each foot.
“Later, after he left, Jazz gave me another bit of advice, ‘never wear high heels on the stroll and never wear panty hose!’ and I believe her!”
She paused and looked at me but I didn’t want to miss the rest of that story! I wanted to hear more of what happened before the guy left, “So after you got out of the car, what were you doing while Jazz was giving him her, what did you call it?”
“The guy wanted her half and half special. She starts with some oral and then he gets to put it in her but he has to hurry for the special price if he wants to cum before the time expires.”
“So what were you doing while that was going on?”
“He wanted to kiss me, but Jazz had told me that there was no kissing allowed. So I just let him nibble on my neck. He was too tall to get his mouth down to my boobies anyway. His hand was up under my sweater about half of the time.”
“Only half of the time,” I asked?
“I guess that’s my half and half special: Half of the time he gets to play with my boobs and rub my belly and the other half he gets to finger me.”
My breath was cumming hard now. My wife was just finger fucked by a stranger in the middle of a dark, empty parking lot! How fucking hot is that?
Nancy put her hand on my cock and started stroking me. “I can see you really like winning bets! Well, this time I think we both won. I’m glad we meet Jazz because I don’t think I could have done anything down here without her being there. I really like her.”
Almost as if Jazz had heard her name called she opened Nancy’s door.
“Hey girl, how did things go while I was away? You want to finish the walk now?”
Nancy’s face was now covered with the biggest smile I had seen on her all night long. “Things went OK, but we were just about to leave.”
“Well I’m glad I got back in time then. Here’s the $20 that guy gave us for your panty hose – girls don’t stiff other girls out here. You need respect from the girls or bad karma will kill you you.”
With that she handed Nancy the $20. Nancy got out of the car and for just a moment I thought that she might have changed her mind about walking down the last block.
She faced Jazz and then gave her a big, long hug. They looked like long lost lovers just meeting for the first time in years. Jazz told Nancy that it had been fun working with her. Nancy told Jazz to really be careful and then they said good bye and finally the hug was over.
With that we headed home. I still had a thousand questions that I wanted to ask her. For some reason Nancy wanted to watch the sports roundup on the 10 o’clock news! I wanted to watch it too.
And then, after the news, I wanted to see her in bed sweating and moaning under me.
As we drove home I was already planning what would happen the next time I won a bet. I’m thinking it will be a lot like this but maybe at a bar. Yea, I thought to myself, maybe a bar where I’ll be able to see all the attention she gets, up close and personal. And who knows, perhaps if I can get her a little tipsy she’ll get carried away and we’ll be able to invite a stranger to spend the night with us. Fuck, that would really be something!
Or maybe next Thursday we’ll grabs some burgers and then drive back down to the stroll and look for Jazz and just see what happens.
This did not intimidate me in the slightest as I was so sure I was right. “OK, I’ll take that bet.”
Less than ten minutes later I proved to her that I was right and she was wrong. Now all I needed to do was to figure out what I was going to have her do to pay off the bet. I wanted something playfully naughty but not so over the top that she might back out of the bet. Life is so good!
She knows that I like to show her off as much as possible. At the time, she was starting to feel a little more at ease with dressing so as to turn me on and then parading around various parts of town to let strangers enjoy the view too. She still got a little nervous at some of the outfits I requested that she wear. You guys know that ones. Super short skirts and really deep scoop tops with no bra and, if possible, no panties. When she dresses like that I typically have a hard dick all evening long.
This time, I decided I wanted her to dress in a really sexy pair of panty hose that she had recently purchased. They were really different. There were four dark bands that circled each leg, two in the calf area and two in the thigh area. Between the bands they were very light in color, almost like not wearing nylons. So the contrast was, in my opinion, very sexy.
I told her that I wanted to see her wearing her new panty hose with my favorite black high heels and a sexy black, scooped neck, sweater dress that came down just far enough to cover her ass and maybe a couple of inches of thigh. But, I added that I wanted to see her wearing them, and nothing else, downtown while she walked down the stroll.
The stroll is basically what the working girls call the local red-light area for street walkers. There are seldom more than two or three girls there but typically there are between twenty and thirty guys circling the area like bees looking for the perfect bush. There are no street lights. The stroll is like a dark mysterious pathway midway between a moonlight walk on a cool spring evening and sneaking past that old haunted house with a thunder storm approaching.
Most evenings it’s a pretty dark area, the businesses are all closed and there are no homes on that street. So very little civilian traffic, just a few girls and the only light is coming from the cars of guys circling around looking for some relief. I thought it would be a perfectly naughty place for me to show off my wife.
I told her that I wanted to see her walking from one end of the stroll to the other end, about four blocks. I said that I would stay very close to keep an eye on her, after all, I wanted her to be safe plus I wanted to see everything that might happen! Reluctantly she finally said that she would do it, but not on a weekend. We finally agreed that the next Thursday would be the day.
Thursday morning I woke up with mixed feelings about our adventure that evening. I didn’t want to see her get into any trouble. So I spent the day thinking about some options. Then I hit on a plan that I hoped would work. Still, even with my plan, when the time arrived to head out, I almost cancelled our little pleasure trip.
Nancy has reddish blonde hair that is just past shoulder length. Although she is short at 5’1 and only 105 pounds, her body is proportionally perfect. So often I see really short girls that have thick legs, but not Nancy. Those size 3 panty hose look so good on her sweet little legs.
As I looked her over from head to toe my cock started growing. Seeing her dressed in that sweater and those nylons and my favorite ‘fuck me heels,’ it was all I could do to keep my pants on and not drag her off to bed. Damn she looked hot!
When we arrived at the stroll part of my plan included taking a slow drive down the full length of the street to look for anything unusual. This added a couple blocks at either end of the stroll. Nothing popped out to me. It looked pretty dark and empty and pretty quiet. Continuing with my plan, we circled back to the beginning and pulled into a parking place near the first cute girl I saw. I picked her because she had a nice smile, a cute red top and cut offs with skinny bare legs.
Yea, I like skinny girls.
Within seconds she was at the door of our car. My plan was to see if one of the working girls would take my wife with her as she walked the street and maybe (hopefully?) talked to some of the guys. I figured it would be much safer that way and it would help Nancy to get over her nervousness.
“Looking for someone?” she asked. “My name is Jazz if you’re looking for someone.”
I quickly explained to her about the bet. I also told her that Nancy would not be taking away business from anyone and would not be back after getting to the end of the stroll. Then I asked her if she would be willing let Nancy walk the street with her so that my wife could pay off our little bet. Just one time down the street, that’s all I was asking her to do.
“Are you cops?”
“No way!”
“Can you prove it?”
I pulled out my wallet to show her my driver’s license and Nancy showed her license to our new friend. I felt like our ID was not what she was looking for but I didn’t know what to do next. Then I noticed that the way she was leaning at my window I could see her sweet little b-cup titties hanging inside of her red blouse. So I commented on how sexy her top was and she asked if I wanted to feel them. I nodded yes and slipped my hand into her blouse to squeeze each of those perfect little titties. For the moment I forget my wife was watching me.
“I don’t have time to waste, but for $50 I’ll let her tag along with me.”
I told her that would be perfect and she hopped into the car with us. At first I wondered why she was getting into the car but as soon as the door closed she asked for the money. I gave her the $50 and she turned to Nancy.
“That is a really sexy outfit you have on, great bait. We should do really well as a team.” I think my wife might have blushed at her comments but she never said a word.
“First, here are the rules. The cops will sometimes have people out here to try to trap us. But you just ask the guys to show you something that you don’t have. Most of guys are quicker to get it than your hubby here. You just act like a little innocent tease but know that you are really asking to see their dick. Of course you can’t say the word dick. The cops can’t legally pull out their dick and show it to you. You can also have them feel your tits – I hope you don’t have a bra on under that sweater!”
My wife was listening and nodding her head as Jazz continued to tell her more of the tricks of her trade. I was listening too; you never know when something like this might come in handy.
“This money will cover my time for about fifteen to twenty minutes. So after that you’ll be on your own. Just be careful. If you don’t want to do anything with one of the John’s just don’t offer anything and they will usually go looking for another girl. I try to never let a John leave without getting something from him.”
With that, Jazz got out of the car and Nancy silently joined her on the sidewalk. Jazz was really good at making you feel at ease around her. When she spoke her hands moved so much it was almost like she was using sign language to communicate.
They started walking or rather strolling down the street and in just a few steps they were laughing and talking like two old friends.
Almost immediately a small Ford econobox pulled up beside them. They walked to the window and leaning in began talking to the driver. There was a car parked in front of me, so I it was a poor spot for me to see what they were doing.
I just plain had no idea what was happening with the girls and the guy in the green Ford. I started thinking to myself that this might not be as much fun as I had first thought it would be.
After a couple of minutes the car slowly pulled away while the girls started hurrying down the sidewalk. There is a little half way street or alley near the middle of the block and it looked to me like that was where they were headed. When the green car turned into the alley I knew the girls would follow it. I watched as Nancy and Jazz turned down the alley. They quickly disappeared from my line of sight.
I waited a little bit then backed up and pulled around that parked car in front of me. Leaving the headlights off, I stopped as close as possible to the alley entrance. I could see the green car parked about a 150 yards down the alley. It appeared that the girls were standing in front of the car and that someone taller was standing between them. The car’s lights were off and the alley was pretty dark.
About a minute later, one of the girls dropped down so low that I could not see her anymore. The other girl moved in really close to the guy. The two outlines that I could still see seemed too merged into one shape. Then time seemed to stand still as nothing appeared to be happening. I waited straining my eyes trying to make out what was going on in the dark alley.
It seemed that the couple I could see would move a little bit every now and then but I just could not tell what was happening. Then, after about five minutes or so I saw the first girl stand up. They all merged together for a few moments and then separated. The girls started walking toward me, so I drove a little farther down the block and parked the car before they emerged from the alley. I hoped that the spot I had chosen would provide a good view in front of me and behind me.
The green car drove past me and I thought I could see the guy looking at my car. As I watched him disappear down the street, the passenger side door of my car opened. Nancy was standing on the sidewalk as Jazz leaned in to tell me that my wife was going to be a great partner. She looked in my lap and could see that I had my cock out. “Nice dick!” The door slammed shut and off they went down the street.
A pickup truck stopped and parallel parked next to the Nancy and Jazz. The girls walked around to the driver’s side. I could see Nancy talking to the driver. Then I saw the guy reach down out of the window of his truck and put his hand down the front of Nancy’s sweater. I stroked my cock while I watched. They continued to talk for a little while but then he drove away.
The girls returned to the sidewalk continuing their stroll down the street. Just before they reached the end of the block a silver Toyota four door sedan pulled up next to them. As I watched, the girls again walked to the driver’s side and Jazz leaned down to talk to him. This time I had a great view of Jazz. It was fantastic to see how shapely Jazz looked in those shorts as she leaned in toward the driver. Her ass looked so good and so hot in those short blue denim jeans she wore that I was jacking again while I was watching her.
I was not sure, but I think one of the girls had her arm inside the car. I could not tell who was doing what, so I just stroked to Jazz’s pretty little ass and legs. Mmmm, very nice!
The girls stepped back from the Toyota as it started up, then the car turned the corner and disappeared down the street leaving the girls standing there alone. They crossed the street and almost immediately disappeared into the shadows.
I drove to the corner and searched the dark areas trying to see two human shapes but could I not see either of the girls. I crossed the intersection and slowly cruised down the street looking for them. Where could they have disappeared too in such a short time?
I pulled over and stopped, shut off the engine and lights and scanned the darkness still searching for the two of them. Car lights appeared at the corner behind me. It looked like that silver Toyota again. As he waited at the corner, Jazz and Nancy appeared out of the shadows. They walked to the car and leaned into his passenger side window. Moments later Jazz opened the door and Nancy got in the car followed by Jazz.
The Toyota turned back onto the stroll and drove passed me. The brake lights came on and the car turned down the next little alley way and disappeared.
I quickly started the engine but left my lights off. I slowly approached the corner but initially could not see the little car. He must have had his lights turned off just like I did. I turned down the alley hoping to see the car and the girls. Momentarily brake lights came on about a half block in front of me then went out and then they came on again as the little silver car turned into what appeared to be a small driveway.
After a couple of seconds I could see the red glow of the brake lights again and then darkness reclaimed the area. I was quickly discovering why the working girls liked it down here.
I slowly rolled up to the edge of the driveway only to discover that it was actually a large gravel covered parking area. I stopped my car where I could see the back of the silver Toyota. About half of the parking area was lite in a dim ghostly glow from the street lights a half block to the west, but where the Toyota had stopped was in the middle of a black hole of shadows cast by the huge cottonwood trees that lined that parking lot. I could not see anything happening in the car.
After a couple of minutes the dome light came on and one of the girls, I assumed it was Jazz, got out of the passenger side of the car. She seemed to be doing something, but I could not tell what she was doing. Inside the car I could only see the driver. Then the driver’s door opened and he got out. My wife backed out of the passenger side door on her hands and knees. Both of the doors closed, the lights went out and the darkness returned.
The driver walked around to the passenger side to join the two girls. They seemed to be all over him as he stood there. Again, one of them dropped down low but I could not tell if it was Nancy or Jazz. Nancy is short and Jazz is a little taller but only by an inch or so. Both girls are very petite, so in silhouette it was difficult to tell who was who. As I watched my eyes continued to adjust to the darkness and things were looking a little better.
After a few minutes the girl on her knees stood up. I was pretty sure that she was now pulling down her pants. Since Nancy was only wearing her dark black sweater dress and no pants, I assured myself that this was Jazz and that it had been Jazz on her knees a few moments ago.
Once her pants were down, Jazz bent over the trunk of the car and the guy positioned himself behind her and started thrusting into her. At least that is what it looked like to me. He appeared to have his left hand on her back and his right arm was holding Nancy really close to him. They might have been kissing, but I was not sure.
In about four to five minutes it was all over. The guy stepped away from Jazz as she reached down to pulled up her pants while he appeared to be putting his cock back in his pants. He gave Nancy a big bear hug and then quickly got into his car and drove out of the other end of the parking lot.
As the girls started walking toward the street (and toward me) they seemed to be chatting and laughing again. Walking out of the shadows and through the lighted area of the parking lot something didn’t look right. Then I realized that Nancy was no longer wearing those sexy nylons with the four horizontal stripes. Her thin cream colored thighs and calf’s took on a strange colorless hue in the dim light.
The girls were walking in step with each other, four beautiful legs coming my way. I just had to get in a few more strokes. They passed in front of me, crossing to the other side of the alley and walked back toward the stroll. And I continued stroking as I watch those two sweet asses walking away from me.
I waited until they turned the corner before I started the car and performed a slow U-turn. I crept up to the corner, planning to follow them at a discreet distance. Turning the corner I could see them talking to somebody in a white mini-van. It was too late to stop and watch, so I drove past them and then stopped just before the next little alley.
As I watched, Jazz walked around the front of the van and got into the passenger side. Nancy walked to the sidewalk and then kept walking in my direction. The white van left but did not turn down the alley way. When I looked back there was another car following along with Nancy.
The driver did not stop but adjusted his pace to match the speed she was walking until she finally looked over at him. Then he stopped and she walked over to his car and spoke to him through the window. When he shut off his headlights I could see that this was a nice looking silver BMW. What is it with guys and silver cars?
She was leaning with her body pressed against the side of the car. She was turned slightly so that her back was toward me and her left arm was inside of the car. After a couple of minutes she stepped back walked around the car and got into the passenger side.
As I watched nothing seemed to be happening, they just stayed there, parked on the side of the street. It must have been close to ten minutes before the door opened and Nancy got out of the car and walked to the sidewalk. The BMW started up and drove away.
As Nancy walked toward me she seemed to be rubbing her left hand on her leg. I wondered if somehow she had hurt her hand or her leg.
The door opened and she got into the passenger seat. The curtesy lights almost blinded me but they also confirm that her panty hose were indeed missing. Her legs looked so fantastic against the black leather seats of the car. Creamy and glistening her left leg was pressed against her right leg in a very demure and lady like fashion.
“Well, can we consider this bet paid in full” she asked? “I’ve done a lot of stuff that you didn’t even ask for. You got to watch me the whole time. So I think it’s over.”
“The deal was that you had to walk the full four blocks.”
“I really don’t feel safe talking to these guys without Jazz here.”
“You seemed to get into that last car pretty quickly without Jazz here.”
“Well that was different. When I saw the guy I knew who he was. I’ve seen him a lot of times. So I was not so nervous. If you take me home right now and call it even, I’ll tell you everything that happened. You’ll be shocked when I tell you who was in that car and if we hurry you can see him on TV tonight.”
“What!” I exclaimed. “You can’t expect me to just accept that kind of a tease and just drive away, can you? Tell me about Mister BMW TV guy and then we can leave.”
“I was going to ignore him and just walk to our car, but he kept following me so I decided to just tell him I was busy. When I looked in the window I recognized him right away so I decided to talk to him for a bit. I asked him to show me something I didn’t have and he pulled his shirt up and there was his penis.
“I was shocked because of who he is, but I just had to reach in and feel that little penis. We talked for a minute and he wanted oral but I told him all I would do was a hand job. He didn’t really like that until I told him I it would be free. His penis seemed to stiffen at the ‘for free’ part.
“I told him that to get it for free, it had to be right here and right now. He said, ‘can you at least get in the car so we don’t attract attention?’
“Then I got a little scared so I told him that I would get in, but only if he shut off the engine and let me hold the keys. He thought for a moment and agreed. After he agreed I let go of his penis.
“I walked around the car, opened the door and he handed me the keys as I got in. My sweater got stuck on the seat back which pulled up over my belly. I started to pull it down but he said please don’t cover up! So I left it that way and he rubbed my legs while I jerked him off.”
My wife had just jerked some guy off in his car! Holy Fuck, I thought, “Did you enjoy doing that,” I asked her?
“He has a really cute little pink penis. He’s the smallest guy I’ve ever seen. It was fun to play with a little one for a change. I was a little disappointed when he put a hanky over my hand and his penis when he was ready to cum. I wanted to watch, but he kept it covered as I felt the warm stuff cover my hand.
“After he came, he wiped off my hand and his penis but he didn’t do a very good job of cleaning off my hand! I had to wipe the rest of it off on my leg.”
I looked down again at the glistening area on her thigh.
Fuck, I was about ready to cum just listening to her tell me about stroking some celebrity guy’s cock! I was so fucking horny at the moment but I wanted more. “But before we leave I have to know, what happened to your nylons?”
She started to laugh as she spoke, “Well, Jazz was telling everyone that it was my first night on the street and that my husband wanted to watch me with other men. After she said that they seemed to give me 95% of the attention and they all wanted to be my first. Even when Jazz was playing with their penises, they were staring at me and trying to get their hands on my body.
“Most of the guys were content to pull my sweater down to play with my boobs and twist my nipples and stuff. But the third guy, the one in the parking lot, he pulled my sweater up to get at my boobs. I guess he liked what he saw because he asked me if I would take off my panty hose for him.
“Before I could answer Jazz jumped in and told him that for $20 more I would not only take them off, but that I would give them to him to keep. So he paid Jazz $75 for her ‘half and half special’ and paid me $20 for my nylons.”
Wow, I could not believe what I had just heard! My wife had sold her nylons to a stranger in a dark parking lot. My cock was now throbbing from listening to her.
“But as part of the bet you shouldn’t have had anything else on under you sweater. Just bare bum and pussy, right?”
She reached down and pulled the sweater up to show me her bare belly and neatly trimmed pussy. My cock responded immediately! Fuck, my wife had stripped naked in some stranger’s car!
“You know how much you like to watch me undress? Well, that guy really liked watching me take off my panty hose! And he got a really good show! First I had to remove my high heels which pretty much jacked my sweater up above my waist. I guess he was trying to undress me when he pulled my sweater up to my shoulders. That made it easy for me to get to the tops of my panty hose to start pulling them off.
“It was pretty cramped in there with him and Jazz in the front seat and me between them. He finally let my sweater drop and was kind enough to help me pull the nylons off. Jazz was laughing at us as we struggling and twisting here and there trying to get of them all the way off.
“It was just a joke to them when I tried to pull my sweater back down to cover my butt.
“Trying to reach my high heels to put them back on just hiked my sweater up over my butt again and they both started laughing again.
“To help me out, Jazz grabbed my shoes, opened the door and stepped out. She pulled my legs out of the car with her. Between her and the guy I somehow ended up face down in his crotch.
“If his penis had been fully exposed I would have had a mouth full of it! I didn’t know what to do. His zipper was still down and the head of his penis was just above the elastic band of his underwear. So I kind of nibbled at his hard shaft through his underpants as Jazz worked on my heels. His hands were all over my butt as she wiggled a shoe on to each foot.
“Later, after he left, Jazz gave me another bit of advice, ‘never wear high heels on the stroll and never wear panty hose!’ and I believe her!”
She paused and looked at me but I didn’t want to miss the rest of that story! I wanted to hear more of what happened before the guy left, “So after you got out of the car, what were you doing while Jazz was giving him her, what did you call it?”
“The guy wanted her half and half special. She starts with some oral and then he gets to put it in her but he has to hurry for the special price if he wants to cum before the time expires.”
“So what were you doing while that was going on?”
“He wanted to kiss me, but Jazz had told me that there was no kissing allowed. So I just let him nibble on my neck. He was too tall to get his mouth down to my boobies anyway. His hand was up under my sweater about half of the time.”
“Only half of the time,” I asked?
“I guess that’s my half and half special: Half of the time he gets to play with my boobs and rub my belly and the other half he gets to finger me.”
My breath was cumming hard now. My wife was just finger fucked by a stranger in the middle of a dark, empty parking lot! How fucking hot is that?
Nancy put her hand on my cock and started stroking me. “I can see you really like winning bets! Well, this time I think we both won. I’m glad we meet Jazz because I don’t think I could have done anything down here without her being there. I really like her.”
Almost as if Jazz had heard her name called she opened Nancy’s door.
“Hey girl, how did things go while I was away? You want to finish the walk now?”
Nancy’s face was now covered with the biggest smile I had seen on her all night long. “Things went OK, but we were just about to leave.”
“Well I’m glad I got back in time then. Here’s the $20 that guy gave us for your panty hose – girls don’t stiff other girls out here. You need respect from the girls or bad karma will kill you you.”
With that she handed Nancy the $20. Nancy got out of the car and for just a moment I thought that she might have changed her mind about walking down the last block.
She faced Jazz and then gave her a big, long hug. They looked like long lost lovers just meeting for the first time in years. Jazz told Nancy that it had been fun working with her. Nancy told Jazz to really be careful and then they said good bye and finally the hug was over.
With that we headed home. I still had a thousand questions that I wanted to ask her. For some reason Nancy wanted to watch the sports roundup on the 10 o’clock news! I wanted to watch it too.
And then, after the news, I wanted to see her in bed sweating and moaning under me.
As we drove home I was already planning what would happen the next time I won a bet. I’m thinking it will be a lot like this but maybe at a bar. Yea, I thought to myself, maybe a bar where I’ll be able to see all the attention she gets, up close and personal. And who knows, perhaps if I can get her a little tipsy she’ll get carried away and we’ll be able to invite a stranger to spend the night with us. Fuck, that would really be something!
Or maybe next Thursday we’ll grabs some burgers and then drive back down to the stroll and look for Jazz and just see what happens.
Mei
- 07.09.2020
- 8
- 0
