We used to get together after work once in awhile at the local bar for drinks and a night out but lately Jen had been to busy. Eventually I had stopped asking and had resigned myself to going home to my empty quiet house. My husband’s promotion almost a year now had increased the amount of travel and he was gone more than he was home. The money was good but the alone part was not. I was surprised when Jen stopped by my cubical and asked if I wanted to meet her at the bar tonight. Not wanting to appear over anxious I thought for a moment before agreeing.

Great see you there. I watched her walk away admiring how her body looked in the outfit she was wearing. She had upped her wardrobe over the past several months.

We arrived at the bar at almost the same time. I turned as I held the door open for her and caught her looking at my butt. She walked past and found us a table. Not particularly difficult since the place was unusually quiet.

I was facing the bar and now that my eyes had adjusted to the darkness I noticed a rather hansom looking man sitting there alone nursing a drink.

Jen sitting on the side of the table had also noticed him and it seemed he had noticed us as he smiled at us before returning to his drink. Being something of a tease I was disappointed he was not paying us more attention so I spread my legs as far as my right short skirt allowed and leaned back in my chair.

Our conversation had migrated from our boring jobs to my personal life with Jen asking how I was doing with Ron being out of town so much. I told her I was doing fine but she kept digging. Do you guys still have those rules about what you tell each other? Yes I said. And have you had to tell him about anyone since he got his new job? No I said, not really liking to talk about this stuff without a few more drinks. Is it still three times before you have to tell him? Fuck Jen, I didn’t think you were paying attention when I told you about those rules. Well? Yes three times. And have you done anyone you didn’t have to tell him about lately? Not lately I responded.

I looked up and noticed I had our friends attention again. I smiled and felt my body staring to warm to the attention.

I changed the subject. How are you doing, I asked. You seem to be doing well, new clothes and jewelry, and was that a new car you drive here in? Yes she said, it is part of why i asked you here to talk to you about it.

I have this side job i have been doing for awhile now and i think you would be good at it. I looked at her, ate you kidding we already have full time jobs when do you find the time? Oh she said this job is evening’s and weekends and you set your own schedule for the most part. The pay starts out kind of low but it gets good over time based on how well you do and it has great benefits.

What kind of benefits I asked. Well great medical benefits and sometimes some pretty good all expense paid travel.

What is the work. Customer service she said quickly. Yes, keeping customers happy is very important. What about the unhappy ones? I haven’t had one of those yet. What kind of customer service doesn’t have unhappy customers? I can’t tell you much more until we do some paperwork and submit some photos of you for approval. Oh I said needing some time to think, I excused myself and went to the restroom.

When I returned I found the stranger who had so recently been getting peaks of my bare pussy was now sitting next to Jen. I wasn’t happy he had moved in while I was away. I had thought maybe I would have one of those encounters Jen had been asking about but now I doubted it.

I sat down and Jen turned to me and asked so are you interested or should I stop taking about work now? What harm could it do to find out more I thought so I said yes im interested.

Good, this is Pete. Turns out he is a professional photographer. Give him your address and he will meet us there later. I glanced over at Pete who was now looking me over with an appraising eye that was just a bit beyond professional but not quite lust. I distractedly gave him my address, Jen paid the bill and we left.

She followed me home and once inside immediately went to my closet and began pulling out clothes. Well some clothes but mostly loungerie. She looked me over picked a few outfits out and handed them to me. Wait I said, loungerie? He is a professional photographer, Ron will love them and Pete won’t mind either she said with a wink. Besides he has already seen your pussy. That was different I said I was teasing. Were you? Or would you be fucking him right now if I hadn’t been there? Dam she knew me too well. Fine I said taking the clothes and trying them on for her. She had down ***********ed to three business outfits and four loungerie sets. She eliminated a couple more when she had seen me in them.

The doorbell rang while I was trying on the last teddy and she sent me to open the door for Pete. His eyes lingered for a bit on my tits before taking in the rest of my barely covered body. Beautiful he said closing the door behind him. He walked through the house and picked out a couple of locations for pictures. He set up his lights and then asked if I was ready. I nodded and with Jen looking over his shoulder he started giving me poses and instructions while he snapped pictures. I was nervous at first and none of his directions were to exotic but still I could feel my pussy getting damp as I posed for this stranger and my treacherous nipples were constantly hard as rocks.

Jen among making the occasional suggestion was keeping my wine glass topped off. I must not have been following Pete’s instructions because he gave an exasperated sigh handed her his camera and walked over to make some adjustments. He pulled my top down just enough to show a crescent of my areola and my bottom to the side just enough that one pussy lip was partly exposed. He did this very quickly and professionally and didn’t take any extra liberties which I found I was a bit disappointed about. He then stood and started adjusting my hair which put his crotch right at eye level. I could see the outline of his rather large cock but made the mistake of looking back at Jen who had paused taking pictures long enough to demonstrate what she thought I should be doing with his cock. I laughed on the so of time I had taken and sprayed it all over both of us.

Without thinking I tried to wipe off his pants and only managed to make it worse but did get a good feel of his cock and decided i needed more. I led him to the bathroom and told him to take off his pants so i could wash them. What about that he said pointing to my outfit. Yeah I said I better wash that too. I pulled it off and waited while he did the same. I could hear Jen snapping more pictures in the background but I was fixated on seeing Pete’s tool. He was looking at my tits while removing his pants. Then he pulled off his boxers and I got my first real look at his cock. It was a beautiful thing. Only partially hard I guessed it was already about nine inches and as thick as my wrist. It’s dark head was starting to swell as it was freed from his pants and it was becoming more veiny with each beat of his heart.

I meant to grab his pants to go wash them but my hand just grabbed his dick instead. He guided us to the shower, clothes forgotten as he cupped my tits, kissed my neck, and I felt his meat against my back.

Once in the shower he wasted no time in lifting one of my legs and pushing his giant cock head between my waiting cunt lips.

I leaned my head back and closed my eyes anticipating the moment when the increasing pressure would overcome the resistance I was providing and that cock would plunge into my depths. When it finally happened I still gasped in surprise. Quite possibly the biggest cock I had experienced to date was now nut deep and it felt so good. I moaned as he started working it through my lips. The angle was good and he was just clipping my g spot with the ring around its purple head. It wasn’t long before I was screaming which only encouraged him to pound harder and faster. He must have been enjoying himself as well because he started groaning buried his cock and held it there while his balls pumped me full of his seed. I hadn’t cum yet but he was and he left the shower.

It was then that I noticed Jen was snapping pictures still. Oh stop pouting get cleaned up and I will scratch your itch. Oh now that is interesting I thought. Something I had thought about several times but nothing had ever come of it. I must not have had a poker face because she smiled and said perfect, where are your toys? I pointed to a drawer and started out of the shower.

Go lay down on the bed I will be with you shortly.

No sooner had I lay down than my phone started ringing. I reached for it and when I saw it was Ron I answered. Hi hun he said, how are you? Good, Jen and one of her friends stopped by for drinks. Are they still there? Yes. Are you finally going to get a taste of her pussy? It sort of looks that way I said as I watched her remove her clothes. Her friend is a guy? Yes that’s right. Is he handsome? Of course. Are you going to fuck him? I already took care of that. Oh is he bigger than I am. Yes it was very self fulfilling, so big but you didn’t cum, did he cum in your pussy? Exactly I said. Oh poor baby, and now Jen is going to clean you up? Yes, I am past ready for that. Oh you horny slut she is licking your pussy right now isn’t she? Yes that’s right. Ok well I better let you go and enjoy yourself. Wish I could watch. I love you too, see you in a few days.

With that I hung up before I moaned in his ear. She was very good with her tongue and her long black hair was tickling my thighs. I moved my toes until I could rub her folds with them which she seemed to enjoy. Ron was still naked but clicking away with his camera his cock beginning to twitch back to life. I shuddered as a massive orgasm started to take me. Jen pushed her tongue in deeper and slipped a finger inside to rub my g spot. I bucked hard as wave after wave convulsed my cunt around her tongue, she just kept licking. I gasped that she needed to stop but she didn’t. She only paused looking enough to say not until you squirt for me. Oh god I said as my rabbit started up while she licked my clit. That just happens sometimes I can’t control it I gasped. Well I want it to happen now.

It happened soon enough, a big pearly gush of girl cum mixed i am sure with some of what Pete had deposited earlier, she lapped up the combination eagerly.

When she was satisfied she had got every drop she rolled over and said now it’s my turn.

I think I was more excited about that then she was and she was pretty excited based on her very wet pussy. Being more of a tease I didn’t just dive in. I paid her firm tits some attention and then her left nipple. By the time I moved to her right nipple she was being me to lick her pussy. I spent as much time on her right nipple as I had on her left enjoying her wriggling body beneath me. Her belly button came next which I fucked with my tongue while my tits rubbed across her dripping pussy. I pulled the rabbit over and pushed it quickly deep into her spread lips and fired it up. She came almost instantly and I pulled it out. Then kneeling between her legs I set it against her puckered ass hole and moved down to taste her cum. I was taking my time sucking in her lips and forcing my tongue between them to flick across her clit. I had forgotten about Ron until he unceremoniously stuffed his cock back inside my cunt with a single thrust. I grunted and let his banging provide the momentum for my tongue fucking of Jen’s pussy. She cried out and came with my tongue inside her, the sensation of her pussy contracting around my tongue caused me to cum which in turn prompted Pete to say, I am almost there. To bad for him I pushed him back and it off my cunt. He went to jack of on me but I just shook my head no and pointed to Jen’s still spasming pussy. In there I said.

I watched as he stretched her cunt and observed how her pussy lips gripped his shaft with each stroke, clinging to it as if begging it not to leave.

I left them and ordered a couple of pizzas for dinner, grabbed another bottle of wine and then went back in to drive the camera while he fucked her.

When the doorbell rang Jen was in the shower with Pete so I answered the door. Still horny my robe was pretty open and it was while not shear very thin and it didn’t hide any curves. This particular delivery boy had been here before and came in. He was in college and i always tipped him well. While we traded the cash for the pizza his eyes never stopped trying to get a better view. I dropped some of the cash and took my time bending over to retrieve it so he could get a good long look down my robe. As I stood back up his pecker was already hard and I could see it throbbing through his pants. Tell you what, drop off a pizza next friday night and I will help you out with that as I gestured towards his crotch. He gulped and nodded, this same time? Sure I said, bring a friend if you want. I was pretty sure I could keep up with two horny college boys and Ron wasn’t due home till saturday. He kept staring and so I asked do you need a quick peek tonight? He nodded so I opened my robe, I thought he was going to just look but so fast I didn’t react his left hand was on my tits and his right was rubbing my clit. I started to say I had guests but his eyes rolled back as he came in his pants. Embarrassed he turned to leave. Not wanting him to feel bad I said excellent now I know how bad you want it. See you friday? Yes ma’am he said. With a friend? Maybe my brother he said. Good I said. Just then Jen rounded the corner in all her glory and his eyes bulged. She just smiled as he turned and left.

We started eating pizza and were on our second slice by the time Pete joined us. He was also naked and I couldn’t help but admire his proportions as he walked in. His more flaccid penis was still impressive to look at and his sack which was hanging low and his balls were large. I always wondered why they don’t shrink when emptied. He noticed me watching him and his prick twitched but didn’t grow. Well I decided that will never do so while he ate I stroked his cock. Not getting the reaction I wanted, I moved down and started using my tongue. This was working better, I caught movement out of the corner of my eye and saw my pizza delivery man peaking in through the window although he ducked out of sight quickly. That excited me more so I doubled my efforts. That particular window was blocked from the neighbors view by bushes so I was pretty sure he would be back. I took as much of him down my throat as I could but it wasn’t all that much, he was just to big. I backed off and used my hands to continue stroking while my tongue explored the opening at the tip tasting a bit of cum there.

#2

We had gone shopping and were in line behind a voluptuous but older woman who they chatted with briefly while waiting in line. She had a sexy southern accent and had on a tight skirt and button up blouse. I have no idea how she had got all of her items to the checkout but it was clear she was not getting them to her car without a basket. Mindy glared at me to which I dutifully nodded and asked the lady if she would like some help. She agreed and I picked up her bags and followed her to her car.

Nice car I said as we approached her Bentley. Thank you she said. As I deposited the bags in the spacious trunk. She handed me a wad of bills which I refused. And then as if making up her mind she stared straight at the ever present bulge in my pants and said to it. Well if you won’t take my tip I will just have to take yours. She grabbed me by the belt marched me to the side of her car and climbed in pulling me in after her. By the time I turned from closing the door behind me her blouse was open exposing her milky pink tits and large light areola which blended into her tits so it was hard to tell where the areola stopped and the rest of her tits began. Her nipples were hard and erect, and difficult to look away from. By the time I did, her skirt was up revealing a fiery red bush which I only caught a brief unsatisfying glance of before my cock was out, firmly gripped by one hand at the base and had been unceremoniously stuffed three inches deep into her waiting twat.

She let out an extended ohhh during which the hand still gripping the base had a war with her pussy for which could squeeze my cock the hardest. The end result of this was the head of my cock swelled inside her as she jiggled on it until her orgasm subsided. Thinking the fun already over I started to lift off her, oh no she said with that accent. Ya’ll ain’t leaving yet that was just the appetizer as she released her hold on my cock and used her now free hand to grab my ass cheek and pulled me down until I was fully inside her. To this she provided a repeat performance managing to say ohh again through clenched teeth as she gripped my cock with her pussy tight enough I couldn’t move. This time I think she squirted a little and when the waves stopped she said ok now you may begin. I sucked on her tits while my cock rose and fell inside her fire box. I couldn’t see past her tits so I had to imagine her red bush swallowing my cock and the petals of her pussy caressing my shaft with each stroke. We came together this time a long drawn out round of grunts and moans.

After this she started pushed me off her and began getting dressed. I took the opportunity to check out her pussy framed in all that red hair as she put her shirt back on. She hopped out of the car as I was scrambling to get my pants back on.

She said something that sounded like he’ll do. I looked out the window to see my smiling wife waving goodbye to her and then their tight asses walked away, without me. She peered in at me and said ok let’s go, I got out confused. She tossed me her keys and said your driving. I opened her door for her and then climbed in the driver seat. Where to I asked?

Oh they didn’t tell you did they? No I said. No ma’am she said as she looked at me coldly. It was a nice car, a pleasant day, and we started the drive to her home about a half hour away. We had barely left the parking lot though before her tits were out again warming in the sun. Something about bare tits in a car is impossibly sexy and irresistible. Soon I was reaching for them, while taking quick peeks at her the curly red hair and pussy lips which were just visible below the hem of her skirt.

Dam this woman came with almost any stimulation. This time it was from me pinching her nipples while telling her how much I liked her red bush.

She was good with her hands. Once her orgasm had subsided she had my, hard prick out and she spent some time examining the series of veins along is shaft, the ridge where the shaft meets the head, and even commented on the color. Finding everything in order and to her liking she popped it into her mouth and gave me one of the best blow jobs I’ve ever had. Just as I pulled into her driveway I shot a load down her throat which she swallowed sucked a little too hard for the last few drops and then smacked her lips after extracting my drained cock from her mouth.

Its time to get ready. For what ma’am I asked. Oh yes, you are the bartender for tonight. You are to keep all of my guests fully entertained. Go shower, upstairs third door on the right. Here is your uniform as she handed me a black bowtie.

When I protested about the tie she just glared at me and said for what I’m paying for you, the little one said I could keep you as long as I wanted or until sunrise and you would do anything I want. So far you have not disappointed, don’t start now. Not wanting another alone night on the couch I put on the tie. She grabbed me by my still hard cock and while rubbing the tip with her thumb, and stroking my corona with her index finger pulled me back downstairs. I knew I only had a couple of shots left in me so how bad could the night be.

The doorbell rang shortly after and the guests started arriving. Mostly they were more mature women than I would go after on my own but after my buyer’s performance, I found I was looking at them differently than before. She had been better than most and still didn’t seem finished with me. A couple of the guests arrived with men in tow but most did not. Some of the guests ignored me while others openly stared at my cock which was permanently at attention.

As I moved through the crowd taking orders and delivering others the tray prevented me from seeing who was currently groping my dick, rubbing my sack, or pinching my ass.

As the drinks settled in, the groping became more open, as did the looks. Soon enough, one of the women led me to a couch, dropped her pants and spread her legs. She bent over the couch and waited patiently, until I guided my pulsing prick past her black bush, dark puffy lips and into her open pink pussy. As I pushed inside, her, her hair pulled her lips in with my cock causing it to be a tight fit. They rolled back out as I pulled out but they were puffy enough and with her full bush they repeated their performance with each stroke. A small group of people gathered around and watched. She was watching my penis as it glided out of sight. I was watching those dark lips which looked even darker against the lighter brown of my shaft and the bright pink of her clit which was now peaking out of its hood. As she started moaning I slowed the pace, I like moaners and screamers, you know you are giving them what they want. Besides there was no way I was going to be able to take care of all the women at the party, so might as well give them a good show. The watching group became larger as her excitement grew. By the time she was screaming, almost everyone was trying to get a look. I was just concentrating on giving her a great fuck and pleasing my buyer. I like to watch their tits bounce as I bottom out but hers were small and she had left her top on so I looked over the other women. I knew who was going to be next by the look in her eye and I was looking forward to it.

I took her right to the edge a couple of times, stopping before she came to play with her small tits, through her shirt the first time. By the second time her shirt and bra was off exposing her small tanned tits.

Deciding it was time I grabbed her by her hips and gave her that last little bit of depth with a few forceful thrusts swelling the head of my cock as I did so. Her eyes closed and her head rolled back as she tensed going past the point of no return. When she finished with her orgasm and the screams had stopped she pushed me back and pulled away letting my unsatisfied cock bounce free and hang cooling in the air. She pulled up her pants and walked away without a glance back. What a bitch I thought but then decided it didn’t matter, I had another red haired beauty up next with big bouncy tits. Her nipples which were well centered and currently pushing her shirt out in their need for attention would have been hard to look away from had it not been for her exposed cleavage between them.

She walked up with a slight sway of her hips and while looking her husband straight in the eye put several $100 bills on the couch just out of my reach. He and I both watched intently as his wife pulled her dress up and over her head. She smiled a wicked smile, spread her legs, and stated her challenge for the room to hear. I listened closely but let my eyes continue to explore her small body, great curves, and lingered on her pale tits and pink pussy lips.

It was a two part challenge. The first part was to get the entire length of my cock, which as she stood in front of me could almost have touched the bottom of her tits, burried in her cunt. The second part was to make her have an orgasm as good as the last womans had been. The money was mine if successful on both counts. She then whispered in my ear, he wants to watch, show him how it should be done.

She hadn’t provided any restrictions and so I started with my tongue on her pale pink nipples, they stiffened even more and grew as I sucked on them. I slowly working my way down to her navel, spending some time there as my hands groped her ample tits and then moved to squeeze her firm ass. Finally my tongue moved to the folds of her neatly trimmed, curly red haired pussy, these I sucked completely into my mouth while forcing my tongue in deep enough to find her g-spot. She wasn’t as wet as most but with a few flicks of my tongue to that spongy spot and a few encounters with her small clit, she was warming up. With a few more, her clit started responding and was now big enough and she was wet enough that I decided it was time to give her a shot.

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