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The Insurance Salesman Ch. 01

By: stickyapple1



"The Jamming of Jessica"

I have been selling insurance for many years, and like many sales jobs it is not much more than making tons of phone calls and lots of driving. You get to meet many people with a variety of lifestyles with many eccentricities. Sometimes you have to go with the flow when doing sales in the hopes of getting them to buy your product. I admit that I have on occasion used tactics I am not too proud of the get the job done. For the most part though it is like anything else, you do what you have to do in order to survive.

I have been trying to keep this one appointment for several weeks, but for various reasons we have had to reschedule many times. Jessica was a single mom in her mid twenties with a young boy who was eight years old. I have discerned from our many phone calls that she makes good money running her own business, however like most self employed people needs family coverage. Finally it looks like this week we will be able to keep our appointment. I too work mostly from home as does Jessica, she does have an office she said that she occasionally uses when she has to. This is where we plan on meeting in order for me to do my presentation of polices we carry.

Now I must give you a little background on me. I am in my mid thirties, and no children, not that I didn't want them. My ex-wife finally explained that she didn't want children and that is why she is now my "ex-wife". We had our good times, and enjoyed a few mutual fetishes. One of which is my obsession for wearing pantyhose. I realized when I was younger about my fetish during the Halloween season. I have three older sisters who liked to pick on their younger brother. This one year they all decided they would all dress up as cheerleaders, and thought it would be funny that I join them. I was around ten and my oldest sister was around eighteen when this costume party was setup. They figured it would get a big laugh when everyone finally realized who the "little princess" was. They went all out with this dress up plan, and since two of my sisters were in fact cheerleaders they had plenty of uniforms.

At that young age it wasn't unordinary to see my sisters get changed or even take a shower. With mom working so much and dad passing away when I was about two, my sisters use to help with taking care of me. This included among others, bathing when I was smaller and teaching me how to get dressed. I even on occasion would help them get dressed for dates or dances, and even parties. Since this was basically a house full of women, having pantyhose all over the place was pretty normal. I was helping them get things together for the costumes and trying to figure out what they were going to put me in. I was growing pretty good and everyone figured I would end up as the tall strong man I now am. I am 6' 3" tall somewhat muscular, but with a bit of a pooch, too much beer on the weekends I guess.

Now back to today, I learned early in this business that you have to dress to impress. So I do my best with dressing up. I have many suits, shoes, ties, cufflinks, shirts..Etc. I also wear pantyhose every day under my suits, mostly black because I can pass it off as wearing silky dress socks. However today I was wearing my chocolate brown pinstripe with a pink shirt and pink striped tie. I wore tan pantyhose that day because I wore my dress boots. They are really not full boots, but rather like a high top sneaker as they come just a bit over the ankle. The other thing I like about the pantyhose goes back to that day of dressing up with my sisters. On occasion I would wear some boxer shorts and would sometimes feel uncomfortable when my penis would not stay in place. Depending on how I was sitting or standing you could tell quite clearly how big I was, and this wasn't what I wanted to broadcast.

I was about fifteen minutes early to my appointment with Jessica at her office. This was pretty much just another small space similar to a condo the way it was setup. What could be a small living room was used as a greeting area, with a small dinette area off to one side. Down a short hallway were two other rooms she used as offices. Out in the greeting area she had a few small couches and tables for people to be comfortable while they waited. Being tall like me they were a bit low for my tastes, but like I said you have to do whatever to get the sale. And my comfort wasn't always a top priority. As I walked in and looked around I heard a voice say "be right there", I guess she has a door sensor or possibly a camera to see if anyone is out here. I sat down and waited patiently for a few minutes and started skimming through a magazine on the table. A few minutes go by and not paying too much attention I just kind of got a bit too comfortable. I leaned back on the small couch crossing my legs while perusing this magazine. Shorty after I heard the click clack of high heels walking down the hall so I looked up from the magazine and Jessica walked into the room.

I was pleasantly surprised at this mid twenties stunner standing before me. She gave me the quick once over as I did to her. As I was leaning forward to get up from the small short couch my pant legs of my suit were pulling up as they tend to do when getting up from a sofa or chair. What I hadn't noticed is her eyes wander up and down me while I was standing up. What I did notice is was this statuesque woman standing in front of me. From the way I had to get up I enjoyed the view all the way up from her feet to her face. She had on the perfectly shined black strappy open toed pumps, which accentuated her much toned legs. Of course I immediately noticed she was wearing very sexy and seemingly expensive pantyhose of a nude or barely tan color. The next thing I noticed was the navy pinstriped pleaded skirt that fell about four inches above the knee, followed by a medium blue silk blouse covering up a very ample pair of breasts. She had this amazing gold necklace with various pendants hanging from it that matched her bracelets and earrings. She has this amazing smile surrounded by the gorgeous pouty full lips covered in luscious red lipstick. I then looked into her beautiful hazel eyes and we introduced each other.

As we were speaking to each other I glanced at her flowing auburn hair that fell just above her shoulders. She wore it with a bit of flair as well, sort of a layered look with very slight curls. All in all this was a very beautiful and stunning young woman. She noticed how enamored I was with her beauty and just gave a little smile to acknowledge my ogling. We chit chatted a bit right there and then she asked me to follow her down the hall to her office. She immediately made a quick spin around and started walking toward the hall and that is when I noticed how light and loose fitting her skirt was. As she spun around it lifted a bit and showed a little bit of her long toned legs. She has wonderfully shapely thighs, the best I have seen in some time. She walked away with that little strut women do to get us guys to follow them.

She walked into her office and asked me to sit down in front of her desk as she walked to the other side. Now her desk was a bit different, a glass top with metal legs with some small computer shelves below it. As she sat down at her chair she gave me a little peep of her legs as she spun to sit facing me. I felt myself getting aroused a bit, but tried not to show it if I could. I started to go over our policies and what not which can take some time depending on how many questions people have. Jessica seemed to have many questions and I did my very best to explain completely. As we went back and forth through the presentation I would notice her trying to distract me from my work. Jessica would often cross her legs back and forth with a little leg spread while doing so. She would dangle her shoes almost the entire time we were sitting there. I would scoot up in my chair at times and then slide back and as I did I wouldn't realize I was showing a little leg myself. Being that I wore pantyhose myself every day I would usually forget I was wearing them. I managed to finish my pitch and she decides to buy a few different policies from me.

After taking care of the paperwork we chit chatted a bit and both seemed to lean in closer to each other at the desk. We both actually had to pull our chairs closer to the desk and as we did she crossed her legs again. And while she did she bumped my leg just above my ankle boots. That is when I realized I had on my own pair of sexy pantyhose under my pants. As she did she looked down at my feet and apologized for bumping into me. I told her to forget about it, but she kept looking down at my feet. I asked her if she like my shoes and pushed my foot a little closer to her to get a better look. 

She smiled at me and said, "Actually it is not your shoes I liked, it is what is just above them". 

I blushed as I tried to respond, but she beat me to it. She dangled her shoes and then kicked it off her foot. She then stuck her pantyhosed covered foot up under my pant leg and rubbed my silky shin. 

"I thought so," she said smiling at me, "You're wearing nylons, right?" she asked excitedly. 

"NO, actually I am wearing pantyhose" I said to her smiling back at her, "Why?" I asked in return. 

"So EVERYTHING is covered? All the way up to your waist?" she asked with a huge smile and wide open eyes staring at me. "I have to know why you are wearing pantyhose. You have to tell me." She demanded. 

So I obliged her and told her the Halloween story, but left out the part about my penis. It was a little weird talking about private parts to someone new, even if you want to fuck her brains out.

"I have heard of men wearing women's clothing, but never seen one actually do it" Jessica said snickering. "Are you gay? Or bi-sexual?" she said inquisitively. 

"Absolutely Not" I exclaimed back to her. 

She apologized and explained that she was just curious as she noticed I didn't wear a wedding ring. I chuckled and then explained that I was divorced and how she shared a passion of pantyhose. And that the reason we got divorced is because she didn't want children and I did. A bit shocked she leaned forward in her chair and uncrossed her legs placing both feet on the floor. 

"You are kidding me." she exclaimed while she slightly opened her legs without realizing. "That is exactly why I got a divorce. When my ex found out I was pregnant he freaked out and took off." She explained emphatically. 

As she was doing this I couldn't help but look down through the glass table top at her stunning legs which now showed a bit more of her upper thighs. 

"Stockings or Pantyhose?" I asked as I looked back up at her smiling. 

Blushing she looked back at me and said, "Pantyhose of course, silly. I don't like stockings they never stay up and you can see the garter clips most of the time". 

We both quickly ask the same question at the same time, "Panties or bare?" We started giggling loudly at the same time. 

What she did next shocked me, as she reached down under the glass table and lifted the front of her skirt all the way up and exposed her nylon covered bare pussy. She was very well trimmed with just a small patch of hair above her lips. 

Blushing and staring a bit I said, "Well I guess that answers that question..... Thank you for that." Smiling and wide eyed the whole time. 

She took her time lowering her skirt allowing me to soak up the view, which I honestly could not take my eyes off of. 

"Well silly boy, how about you? Are you going to answer me? Are you going to show me what is under your pantyhose?" She said seductively with a sly little grin on her face. 

I explained how it wasn't as easy for me to just lift a skirt to show what I had on. I have a bit more to do in order to show my pantyhose to her. Being brave I told her that I may need a little help to show her.

Smiling greedily she got up from her seat and started around the table towards me as I stood from my chair. I had already had my suit jacket off and hanging on the back of the chair. She seductively walked up to me and reached for my cock through my pants. 

Jessica got this big grin on her face and looked up at me, "Is that a rabbit in your pants or are you just REALLY happy to see me?" She said smiling greedily at me. 

Rapidly she started to unbutton my pants to see what was going on in there. I quickly kicked off my shoes and then my pants fell quickly to the floor. She stepped back a few steps to take a good long look at my cock restrained behind my pantyhose. 

"I see there is another reason you wear pantyhose, that thing would show itself under any pants you wore." She said staring in amazement. 

Reaching down and fully removed my pants I neatly hung them over my coat to not damage them. She was still staring when she asked how big it really is.

I told her that the pantyhose do help conceal its size and that mostly I do wear a control top for these purposes. She walked back near me and started rubbing her hand all over my swelling cock. As she continued to rub my cock, I reached behind her to undo her skirt and let it fall to the floor. We mutually caressed each other's hose covered bodies. Even though I was wearing control top pantyhose my cock was still showing a decent size. I encouraged her braveness even more by pulling down the front of my pantyhose releasing my entire cock for her viewing. By now it was almost fully erect and she kept rubbing and caressing it until it was hard as stone. Then she had knelt down in front of me and had to start using two hands to stoke my cock. 

She continued to have this look of amazement on her face when she exclaimed "I have never seen a cock this big in my life. I mean I have seen some on video, but never this close." 

She demanded I tell her exactly how big it was and I explained I haven't measured it in some time but I believe it is around nine inches.

She leaned her head forward and tried to use her head as a comparison, when she realized it was futile at best. She leaned over to a cabinet and grabbed a ruler and began to measure my cock. She placed the ruler under my cock and pushed back until it stopped. 

Looking down at the ruler she shouted. "Oh my God, this monster is just over ten inches". 

I guess I forgot that if you measure from the underside it gains a little length, but I wasn't about to tell her that. She immediately wrapped her luscious lips around my swollen cock, giving it her best effort. With a mild moan I commended her on her skill with sucking cock. I grabbed her gorgeous auburn hair and began pulling her head closer to me pushing my cock as far down her throat as I could. Almost gagging she managed to get three quarters of my cock down her gullet. Now holding her head with both of my hands I began to face fuck her with my massive cock, which she seemed to love. She began squeezing my balls and massaging them vigorously while I face fucked her. This continued for around five minutes or so and I was getting close to climax, being that I haven't had sex for some time now. I pulled out to where just the head of my cock was still in her mouth and with a few more hard squeezes of my cock I exploded into her wet mouth. Stream after stream unloaded into her mouth and without any hesitation or signs of gagging she swallowed every drop of my cum without any interruption.

Starting to soften a bit she finished cleaning my cock of all signs of abuse, slurping at times getting every last drop of saliva and cum into her mouth. She stood up and finished licking her lips to clean her face when I leaned down to kiss her. Thanking her for her awesome service I pushed her back towards the desk. Lifting her up on the edge of the glass top desk, I then knelt down in front of her and started to lick her legs and inner thighs. Spreading her legs a bit I found my way to her very moist pussy and gently licked her clit through her sheer and silky pantyhose. The tenderness of her clit combined with the silky sensations of the pantyhose covering her clit. Jessica began to squirm and moan with enjoyment as I continued to tease and lick her clit and sucking on her lips. Her pantyhose where getting soaking wet from my efforts and she continued to moan and even occasionally scream with enjoyment. I ripped a hole in her nylons to release her dripping cunt and get better access to my work. I reengaged her clit with my tongue and mouth continuing a hard licking and sucking action. Soon after this sent her over the edge when she let out a loud scream of ecstasy and started to cum heavily into my mouth and on my lower jaw.

I continued sucking and licking her cunt while she climaxed, pushing her further over the edge. She kept on screaming and moaning with abandon. I leaned back on my knees and let her legs rest on my shoulders until she came back down to earth. Slightly massaging her legs for a short time she looked into my eyes and returned the thanks I gave her not that long before. 

Smiling at me she asked. "I wish we could do more? That was awesome, we should meet later so I could feel that monster inside my pussy." 

"Why wait?" I said smirking at her seductively. 

Confused she looked at me and asked curiously, "You just came so much and so hard a few minutes ago, can you get hard again this soon? Don't you need some rest? I know some men need to recuperate for some time after cumming so much." 

Standing up in front of her with a three quarter erect cock I asked. "Does this answer your question?" Walking closer to her as I spoke. 

With amazement she reached down and grabbed my mostly swollen cock with her hands and began to stoke it. After a short time it was rock solid once again.

"Be careful with that thing, you know what happens when you get a cock hard again immediately after it cums, right?" I asked her with a wicked grin on my flushed face.

"And what is that?" She asked very seductively and greedily.

"It usually takes a long time for me to cum again. Do you think you can handle that? I mean, you will probably be a bit sore and worn out for a bit after I Fuck the hell out of you." 

"Well I will just have to give it the ole American best effort." She stated very eagerly staring into my eyes.

I then pushed her back against her desk, and lifted her petite round ass up onto the desk top. She instinctively leaned back slightly and spread her legs for easy access. I grabbed her below each knee to help support her and keep her legs wide. By now I was once again fully erect and my cock was aiming directly at her very wet cunt. With one of her hands she grabbed my cock to make sure it keeps its aim into her pussy. I slowly pushed forward forcing the head of my cock into her hot wet pussy. As I pushed the entire length of my cock into her, Jessica screamed.

"That feels so wonderful, push that huge cock into my tight pussy. I want to feel you stretch my tight pussy with that monster shaft of yours."

I pushed into her wet pussy until I was balls deep and could not believe she could take my entire cock into her pussy.

"Oh My God, your tight pussy feels so incredible swallowing my big dick." 

I began picking up my pace of my thrusts into her pussy. Jessica continued to moan and scream in ecstasy enjoying the pleasure I was giving her. We stayed in that position for several minutes as I continued to pump her pussy with my massive tool. I soon after pulled out and turned her around so she was standing and bent down over her desk. I immediately shoved my big stick back into her dripping cunt. I grabbed her hips and started to pound the shit out of this smoking hot girl until she couldn't take it. She could not believe the intensity of this experience. 

"I have never been fucked by a cock this big before." She stated breathlessly.

This was the most cardio exercise I have had in around a month. Luckily I was still in decent enough shape to continue. After about fifteen minutes she noticed I was getting somewhat winded so she pushed me back onto my chair and straddled me. She started to do her own cardio workout on my cock. Lucky for her she was able to have a good range of motion because of wearing such a high heel shoe. I leaned back and rested my hands on her sides trying to keep her steady as she rode my meat pole steadily. We changed positions several times taking turns doing the work. At one point I started to finger her asshole and she seemed open to the idea of anal sex. 


The Insurance Salesman Ch. 02



Chapter 02: The Taming of Tiffany

It had been several weeks since my encounter with Jessica, actually closer to a month. She had emailed me a few times explaining how much she enjoyed our experience. We were emailing back and forth a bit trying to get to know each other, and things seemed to be going well. We talked about the things we seemed to have in common, such as we both want a family. Her getting a divorce because she had gotten pregnant and her ex didn't want kids, and me wanting kids while my ex didn't. Everything seemed to be falling into place for us, except that we couldn't get together because of our busy schedules. We had been trying to get together for a real date; after all we have already gotten the fun stuff out of the way.

We had planned to go to dinner on Thursday evening to this nice French bistro downtown. Everyone I have talked to who have gone there have raved of the place. Sometime mid-morning my ex-wife called with some depressing news. Tiffany and I had been married for almost ten years before we divorced. During that time you cannot help but get close to yours and care for them. Tiffany explained to me that her father had passed away and she had just gotten back in town for the funeral. Her mom had requested that I come and see the rest of the family, as they would enjoy seeing me regardless of the divorce. I agreed to go, but was a bit apprehensive. I did enjoy her families company and wanted to see them again, just not under these circumstances.

I called Jessica and explained the situation, and she understood completely. Even though her ex was an asshole, she adored his mom and dad. She regularly brings her young son Justin to visit with his grandparents. Jessica expressed her sympathy and said she would be there for me if I needed someone to talk to. Tiffany offered to pick me up and bring me to her mom's house. I graciously accepted and figured she wanted to use me as an excuse to leave if she couldn't handle the emotions.

Seeing Tiffany's family was actually somewhat refreshing. We had only gotten a divorce because she doesn't want children, and we still cared how the other was doing. We spent some time seeing everyone and finally it was time to leave. We headed out towards the area I lived in, and we lived together before the divorce. She took a slight detour and that is when I realized where we were going. Tiffany wanted to go for a few drinks and we ended up at a place we liked to hang out when we were together. We were both over dressed for our old favorite hangout; reality was this place is a dive. We just enjoyed its atmosphere and also they always had super cold beer. 

We enjoyed a beer and both decided to leave feeling out of place a bit the way we were dressed. You know how it, you dress your best on the worst possible of days. I had on a very nice suit and she had on a skirt suit that flaunted her sexy curves. I complimented her several times on her attire, but she seemed to not be paying attention to my words. I left it alone and thought nothing of it as we drove off and she took me home. Not thinking she would agree I offered for her to come up for another drink. We headed up the stairs and into the house where she mentioned that it hadn't changed much since she left two years ago. We sat on the couch after I got a bottle of wine from the fridge. Poured two glasses and started some reminiscing of the times we spent together. She shifted a bit to face me on the couch and started showing a bit of thigh in the process.

Realizing what she was doing I acted like I was ignoring her pose. I then proceeded to shift to a similar position with one leg bent on the couch while I turned facing her. We both kicked our shoes off and that is when she commented that I obviously still loved wearing pantyhose. I told that some things never change and people should be comfortable with who they were. She agreed and flirtingly rubbed my foot with hers. "What are you doing?" I asked as she teased my leg. "I am kind of seeing someone, and besides we are divorced."

"Relax Jackie" she smiled greedily, "it's not like I want to get back together with you. I know things haven't changed as far as the having family thing goes. Can't a girl just want some sex?" 

"You don't just want sex; you just want to be fucked by this monster in my pants. Just be honest about it." I sarcastically scolded her. 

"Jackie, you know there are not many guys out there with such a wondrous monster cock hiding in their pants, or should I say pantyhose" tickling my foot with her silky foot the whole time. 

"If you're nice and perhaps begged a bit, I may let you suck it once for old time sakes."

Getting more and more excited, she pulled her leg in further on the couch spreading her legs even farther. I immediately could see her pussy showing through what appeared to be seamless Wolford pantyhose. Knowing Tiffany as I did, I knew she was not wearing panties underneath them either. I mean really, how does anyone wear panties with a seamless pair of pantyhose. I was not discrete about staring up her skirt and her inviting pussy lips covered by such a silky material.

"Are you staring at my pussy?" Tiffany said to me smiling and moving her hand to my leg. 

She began to rub my leg and moving her hand closer to my crotch. Giving my somewhat erect penis a good squeeze with a big grin on her face.

"I missed this big meat for some time now Jackie. I really want to see it again and YES I do want to suck that monster one more time." She begged teasingly looking into my eyes. 

"Well honey, if you want it you are going to have to do it yourself. I am not going to help you get what you want; I played that game for a long time." 

She happily leaned closer to me which pulled her skirt even higher on her legs now fully exposing her hose covered cunt. Tiffany immediately started to remove my pants exposing my sheer to waist Legg's sheer energy pantyhose. She started to rub my growing bulge for awhile before she released it from its nylon sheath. Leaning in a few times kissing it through my pantyhose and rubbing my balls with her hand at the same time.

Continuing to stroke and kiss my monster through the pantyhose in order to get it fully hard. I reached over and began to stroke her moistening pussy causing her to wiggle and moan with delight. Finally pulling my cock from behind the pantyhose, she greedily put her mouth down on it and started to suck it the way she used to. 

"This feels really familiar" I stated with a sarcastic tone while petting her hair. "I see you haven't lost your touch. You have obviously been keeping up practice down in Texas." 

I figured she would stop and say something smart in return, but she just kept continuing to thrash on my swollen cock. As she worked her magic on my tool, I kept up with tickling her pussy and rubbing her clit hoping she would move a bit closer which she did openly. I actually started to really enjoy what she was doing and stopped teasing her cunt to lean back and just enjoy her effort. I soon realized she had picked up a few new tricks over the last couple of years. She pulled down my pantyhose a bit more and reached her hand under my balls. I figured she was going to just massage my balls like she use to, and definitely wasn't expecting what she did next. She reached up between my ass cheeks and shoved her finger into my asshole. Gasping loudly when she did this, I immediately raised my hips towards the ceiling which pushed her head back a bit.

"Oh My God, what is this new trick you are doing? It feels great."

I began to relax a bit and as I did her finger went further into my asshole. She began rubbing her finger around on what I later found out was my prostate. 

"Oh my god this feels wonderful, I never knew that something up my ass would feel this good" I moaned in ecstasy enjoying her work. 

She continued to suck my cock and finger my asshole for a few minutes. She would alternate between sucking my cock and sucking my balls one at a time. When she was sucking my balls, she would pull a bit putting some pressure on them while she did it. Rubbing my prostate harder as she sucked my cock. I told her I was getting close to Cumming very soon. With her other hand free she grabbed the shaft of my rigid cock and stroked in rhythm with her mouth. As she continued she began stroking her finger in my ass in the same rhythmic motion. 

"OH MY GOD, I AM GONNA CUM!!!!!"

Not long after that I began to explode in her mouth with an intensity I have never felt before. I could not believe I kept shooting with fury as she continued her stroking with both hand and finger. By now she only had her mouth around the tip of my pulsating cock so she could catch everything I was spewing into her. I could not contain my emotions as I screamed in total agonizing ecstasy. I was frozen in this ecstasy as she kept stroking and fingering me, as she did I kept flowing sperm from my cock into her mouth.

I lay back on the couch completely exhausted as she finished swallowing all my shooting cum in her mouth. She pulled back from her position with but just a little dribble of cum on her chin and lips. Tiffany could tell how awe struck I was at her performance as well as her marked improvement. Smiling at me as I tried to relax after Cumming so much. 

"You're Welcome." 

She gingerly reached over to see how sensitive I was and touched the head of my now flaccid cock. I damn near jumped off the couch. 

"Don't touch the damn thing, I cannot take it anymore. You have to give me some time to recuperate dammit." 

Laughing teasingly she agreed and left me alone, however demanded I return the favor. Somewhat intimidated or perhaps upset that she just bitched me into submission. I was determined to regain dominance rather quickly and to "return the favor" as she put it.

I caught my breath rather quickly and reached over to her grabbing her legs behind her knees. I pulled her closer to me lifting up and spreading her legs to allow access to her moist cunt. Pushing her skirt completely up to her waist I got down on my knees beside the couch and leaned in to her crotch. She attempted to pull her pantyhose down, but I quickly stopped her. She had a puzzled look on her face then said. 

"You better not ruin my Wolford seamless pantyhose, they cost me a lot of money." 

"After what you just did to me, you better just deal with whatever I decide to do." I thought to myself with a wicked grin on my face. 

Leaning in to her pussy I opened my mouth and placed my top lip just above her semi swollen clit. My tongue and lower lip were just below into her open cunt. I began to suck furiously on her clit as my tongue worked rapidly on her open pussy.

"Wow! That feels wonderful; it looks like someone else has learned a few tricks too."

I remained in this position sucking her twat with fury for several minutes. Tiffany began writhing and bucking in ecstasy, moaning with passion, and grabbing my hair so tightly I thought she would pull it out of my head. She tried to squeeze my head with her thighs, but I just pulled her closer and pushed her legs apart with my hands. Holding her in place and ferociously ravaged her now completely swollen clit and spreading labia. Screaming and writhing she pushed my head closer into her crotch, as she did she began to cum. I refused to quit attacking her cunt with my mouth just as she refused to stop sucking cum from my cock. I was determined to give her the treatment she had just forced me through. I feverously continued my assault on her clit as she started to flow thick creamy cum from her fat pussy lips into my open mouth. 

"OH MY GOD! DON'T STOP! DON'T STOP! YES...YES..THAT'S IT....YESSSSS!!"

She continued pulling my hair very hard as she came it actually started to hurt, and I think she actually removed some too. I kept at it for what seemed like several minutes until she couldn't take it any longer. She pulled her knees up and put her feet on my shoulders and pushed me off with everything she had. I fell back into the coffee table pushing it out of the way as I fell backwards to the floor.

I picked myself up off the floor and removed the rest of the clothes I was wearing. Reached over to Tiffany I grabbed her hand and pulled her to her feet. Helping out a bit, she as well finished removing her clothes placing them on the floor. Staring at me with that look of "what the fuck just happened" I again grabbed her hand and pulled her with me as I walked towards my bedroom. By now the only items of clothing we were both wearing were our pantyhose. As we reached my bedroom she asked me what I had in mind. I didn't say a word as I turned and grabbed her in my arms and kissed her as if we were still newlyweds. I then pushed her backwards onto the bed and climbed above her staring into her eyes. I pushed her back a bit and knelt up beside her head pulling my cock out from behind my pantyhose at the same time. She then realized of the dominance I now had over her as she easily submitted to what I wanted. Leaning on one elbow she reached over with her free hand and grabbed my cock to put it in her mouth.

Within moments she seemed very surprised as I regained hardness in my cock. I then pushed her back off my cock and grabbed her to pull her up into doggie position. I began rubbing my cock under her soaking wet cunt teasing her for a minute or so. Allowing all of her still flowing juices onto my cock I pushed it up the other way rubbing it against her asshole. At that point I reached down and ripped her very expensive pantyhose exposing her cunt and asshole. Without hesitation I rammed my massive hard cock deep into her pussy. Yelping initially not expecting me to slam it into her that quick, she soon started to moan in gratitude. I began thrashing her cunt with reckless abandon. Holding her tightly at her sides, I stroked my cock in and out of her for several minutes. Her screams were so loud that I just knew my neighbors would hear me impaling this woman in my bedroom. 

"I have never heard you scream this loud before, I really like it."

"You never fucked me this hard ever when we were together." stuttering and gasping while speaking.

Shortly after her words, I pulled my cock from her dripping cunt and rubbed it against her asshole. We have only ever had anal sex a few times because she could never handle my size in there. I figured to get some remarks asking me to not fuck her in the ass, but they never came. I realized at that moment I completely owned her and could do as I pleased. I put the head of my cock against her rosebud and pushed steadily into her asshole. Not even taking it slowly I pushed all the way into her ass to where I was balls deep in her. 

"ARGH!!! OOOOOHH THAAAAT FFEEEEELLSS GREAAAT"

She had bitten down on the bed and screamed into the mattress very loudly, pounding her hand in agony. I pulled back and pushed back in steadily, but not too fast as I didn't want to cause any real damage. As I steadily stroked in and out of her asshole I reached my hand down to her dripping cunt and scooped some juice to rub onto my cock. This seemed to do the trick as she relaxed a bit allowing my strokes to be a bit easier.

She finally pulled her head up from the bed and was now just moaning rather than screaming from my assault of her ass. I kept pounding her ass with a vigor that only increased in intensity. I slammed in and out of her ass for around ten minutes, and every time my balls would slam against her wet pussy. We both had a very good rhythm going as I started to get even more aggressive in my throttling her asshole. I reached forward grabbing one of her shoulders pulling her up a bit to help hold her on my shaft. With my other hand I reached around and grabbed one of her tits, squeezing her nipple firmly. For the first time in a few minutes she greedily spoke words to me. 

"I want you to cum in my ass; please please cum in my ass." She begged loudly. 

"No problem honey, anything you want." I said back to her. 

Unbeknown to her I had no intentions of giving her what she wanted. This is the woman who wanted my cock, but not my children, why should I give her anything.

Shortly after those words I felt ready to cum and thought it may be a pretty good one too. I know from past experiences what she likes and doesn't like, and I was determined to do something she didn't like. After all this was sort of a payback for what she put me through a few years back. I pulled out of her ass just before I was ready to cum and spun her around to face me. I know she thought I wanted her to swallow my seed, but I had other plans. Tiffany always loved to swallow cum, but hated to have it all over her face and in her hair. Trying to put my cock into her mouth, I stopped her right before she did. Holding her back a bit by her hair, I erupted with fury all over her face and into her hair. I was Cumming so much I nearly covered her face completely. I finally stopped Cumming on her and allowed her to clean my cock off with her mouth. Tiffany just looked up at my very submissively and didn't say a word to what I just did to her face and hair. That is when we both knew who was really in charge of what just happened between us. I got up and walked away from her out of the room heading to the living room. I returned a few moments later with her clothes and other belongings in hand. 

"Here you go honey, you need to get dressed and get back home." I explained to her without any hint of emotions towards her. 

She gave me a look of "how can you just throw me out after that" on her face. 

"Can I at least clean myself up before I go back home?" she asked nervously. 

"Sure honey, I have some wipes in the bathroom you can use before you go." I responded to her request. 

"I am getting into the shower now, you can let yourself out when you're done cleaning yourself up."

As I walked towards my dresser getting some clean clothes for the shower, I watched her get cleaned up and then jumped into the shower. I heard my front door shut behind her as she left. 

"She deserves everything she just got." I thought to myself as I cleaned myself up and finally climbed into bed for some much needed rest.



The Insurance Salesman Ch. 04



Celebrity Connection

Jess and I have been together now for over a year, actually closer to our 2 year anniversary. She learned of my and Brittany's escapades and actually got excited. So excited in fact, that Jessica asked Brittany move in with us, so the three of us can share all of our sexual adventures. I get to do whatever I wanted with two young goddess's who love pantyhose as much as I do. I will go further into details of our adventures in other chapters. This is going to be about a chance very lucky encounter with a famous young woman.

Both Jess and Britt know how much I love the WWE, and I watch it religiously every week and get the PPV's every month. In fact she teases me of my crush on "Kelli Kelli", by saying it is just because she and all the other Diva's now wear tights or pantyhose just about every match. I think it has something to do with the image that the company wants to portray. Well I was due to attend a national conference for my industry and was going to be away for almost ten days. The only good news is that I get to take at least one of my sexy women with me, as Brittany has been in the business now for almost a year. She is going to be attending her first national insurance convention, so naturally she was a bit excited.

My girls surprised me with a very special gift just a week before the conference. Tickets to the WWE ppv that was actually in the same city as our conference. I was ecstatic with joy since it has been many years since attending a live show, and my first actually ppv event. 

Jess teased me, "Now you can stare at your little pantyhose covered crush in person" she said with a devilish grin on her face.

"You know Jackie that these tickets are supposed to be very close to the action." Brittany chimed in almost as excited as I was.

"Does this mean that I can take one or more of the Diva's back to the room to fuck there pantyhosed brains out?" I said sort of sarcastically grinning back at my two beautiful concubines.

"Honey, if you were to get so lucky as to be close enough and talk a good enough game that any one of them wants to go to your room and fuck you, then by all means you go right ahead. I just want to hear all about it after." Jessica said back to me almost as sarcastic as the question I had asked.

Brittany jumped in saying "Hey if he gets to fuck a Diva then I want to fuck a wrestler" giggling a bit as she said it.

"Absolutely baby, but I don't think John Cena will cheat on his wife. Not to mention I bet he has a tiny dick." I said cracking up laughing

"Well my dear, not every man has a ten inch driveshaft hanging between their legs, now do they" laughing back at me with a smirk on her face.

"Hey what about me?" Jessie chirped in. "If the both of you get to do what you want then you need to bring me home some wrestling meat." She smiled brightly. 

"Bring me home "Batista" I here he loves to fuck like a machine." Her eyes opening widely.

Well there Brittany and I were 3 days into the conference and bored to death with the events set up for the conference. Good thing that the PPV was only two days away that Sunday. The girls actually got two tickets, and even though Brittany wasn't into it as much as I was she wanted to go to see it live. I guess she was hoping to see one of her crushes up close as much as I was. It was a bit after noon time and I was getting ready to go down to the hotel gym to work out. Having to make love almost every day to two sexy young women makes a man want to keep in shape. After all they both actually helped get me back into great shape with all the "cardio" I had to do with each of them.

Brittany came rushing into the room telling me that she thinks that the wrestlers are staying in this very hotel. I explained how unlikely that was and that she may have just thought she seen one of the wrestlers. She was very sure of what she saw that she actually got all worked up and a bit horny. Although that didn't seem to take much with her.

"Jackie, stay here and work me out with that big fat cock of yours instead of going down to the gym" she grinned at me seductively.

"Sure, get over here and start sucking my cock. But after I fuck the shit out of you I am still going to work out. After all there are other muscles that need exercise along with my cock, and heart." I said starting to take my clothes back off.

She ripped off all her clothes but her seamless pantyhose and ran over to me tackling me on the bed. Immediately started kissing and sucking my cock while spinning around to put her wet pussy in my face. I could tell she was all worked up by the way she was attacking my cock with her mouth. She has rarely sucked my cock with as much enthusiasm as she is currently doing.

"MY GOD, that is awesome, don't stop sucking my cock like that, I love it." I screamed with pleasure. 

Without saying a word she just moaned with my cock in her mouth "UUMMM HHMMMM"

She must have been doing some research because as she was sucking and stroking my cock, she reached down below my balls. She shoved two of her fingers up my asshole, pulled her mouth to just cover the head of my cock.

Stroking with one hand and fingering my asshole with the other, she found the magic spot. "OOHHHH MY FUUUCKKKKKING GGOOOODDD!!!! IM CUMMING" I yelled with ecstasy.

I immediately pulled her fat clit into my mouth with as much suction as I could force. I kept shooting load after load into her waiting mouth. I thought it wasn't going to stop I was Cumming so much; she found a magic spot alright.

Shortly after I was Cumming and forcing her clit into my mouth she started to cum as well. I have never seen her cum like this before it was thick and gooey and covered my nose and ran into my eyes. 

"DAMN, I never would have thought that I would ever be the one to receive a 'facial', usually I am always the one giving them" I said as she finished swallowing my cum and started her dismount.

"OH BABY, YOU LOOK DELICIOUS" she said grinning. "Let me clean you up so you can go do your exercises" giggling as she leaned down and sucked all of her cum from my face allowing me to finally open my eyes.

Well I finally made it down to the gym and started my workout. The hotel's gym was actually a very descent size considering that it was just for guests. I was almost finished with my weight lifting and was gonna head over to do some cardio. I noticed a young pretty blonde girl get on a treadmill and started walking. She was very beautiful and her outfit was very sexy on her and she knew it too. She was wearing the normal yoga style attire, Under Armor tank top and black leggings or jogging pants. I walked by the treadmills on my way to a recumbent bike to finish my cardio. As I walked by I could not help but to make some eye contact and smile at her on the way. She actually smiled back a little and our eyes "walked" together for a few steps as I walked by.

I immediately thought to myself how familiar she looked, but couldn't put my finger on it. After spinning on the bike for a few minutes I was surprised that she actually came over next to me and sat down on one of the other bikes. It wasn't until we finally spoke that I realized who this gorgeous young blonde goddess was. It was "Kelli Kelli" of the WWE Diva's. I was supremely surprised and very pleased to discover this. She is actually the Diva that Jessie always teased me about why I watch WWE. Trying to keep my composure we started having a pleasant yet teasing type of conversation.

"You seem to be in pretty good shape for an old man" Kelli Kelli said smiling and slightly giggling.

"You are in wonderful shape as well; you know it's hard for us 'OLD' men to be attractive to younger women. I got lucky with mine, but I have to work hard to keep her." I fired back teasingly.

"Well I am not sure who is the lucky one, her or you. But I was just teasing you about the 'old man' thing. What are you about 35?" Kelli asked smiling curiously.

"OH Honey, I am definitely the lucky one. Lucky twice, actually... and I am 38, but pretty good guess and thanks for the younger guess. It makes us OLD men feel good." I said a little sarcastically on the later part.

"I think it is the maturity that us younger women love about a slightly older man, for the most part you guys are past your playing days and just want to spend quality time with us. Although it is hard to find time to find someone in my profession, so I think you are right. You are the lucky one." Kelli said smiling brightly.

"I can imagine that going from town to town must make it difficult to find time to date, especially outside of the work place. I know it was hard for me for quite awhile being in different cities trying to sell someone insurance. Trying to make a few friends for the short time you are there."

"OH, I am not here for the insurance conference, but I do know what it's like to go from town to town and only know people for a short time." Kelli said sort of matter of factly.

"Oh I know you are not here for that, you are here for the big event downtown tomorrow night. And don't worry Kelli; I will try not to make a big deal to attract attention you may not want." I said to her coyly.

"So you recognize me? I guess you are a fan then, that's great. And it's okay if I get attention especially if it is the younger fans, I love doing what I do for the kids." Kelli said graciously.

"Yes maam, I am a fan and have been for my entire life. Actually my girlfriend Jessie teases me every week when I watch, but mostly because I love when you Diva's are on. She really teases me when the one comes on she knows I have a crush on." I said smiling like a Cheshire cat.

"So who is your crush on mister? This sounds interesting. I bet it is Melina, or Michelle." She said quite intrigued.

"You know it was Michelle for a little while, but then the one I really had a crush on started wearing those pantyhose tights that the rest of them are now wearing. And to be honest I love a girl with sexy legs covered in nylon." Getting redder and redder the more I spoke.

"You like girls in tights do you? Does your girlfriend wear them often? So come on man, tell me who it is, I have to know." She quipped as she leaned over and smacked me on the arm.

"Well my dear if you must know, it is actually YOU. I cannot honestly put my finger on it about why I adore you. I just think you are so beautiful, and you come off as very honest and caring, yet a bit spicy too.

You know my girlfriend said she thought the wrestlers were staying in this hotel. She has a crush on a few of the guys too. She must have seen the one she loves the most earlier because she came back to the room and practically attacked me."

"OMG that is so funny, both of you have crushes on us wrestlers. That is just too cute, and you just made my day. This is what I love about this business, you meet someone and they appreciate you for not just your job or as a sex symbol. You meet someone who can genuinely have an honest and meaningful conversation. I am glad I met you; btw I never got your name? I am Kelli."

"My name is Jackson, but my friends call me Jackie. You would make me proud if you called me Jackie. Oh and I hope to see you at the show tomorrow, I have tickets that are supposed to be close to the action." I said boyishly.

"Hello Jackie and I am glad you are going to the show. We are gonna put on a great show for everyone. Have you been to a show before?" Kelli asked intriguingly.

"Yes, but this is the first PPV I have been to, so I am excited." I said smiling. "I plan on having a great time cheering and going crazy with the fans."

Well my workout had been pretty much over for awhile, I was just milking the time I was spending with the tremendously beautiful "Kelli Kelli". Now although I do wear pantyhose all the time, the only time I do not wear them is while exercising. But today I was wearing something real similar in black leggings. They were all black, tight and a bit shiny as well. I guess I like for people to see my physique in the gym, after all I have worked hard to get into shape. Subconsciously I also liked for people to see that I was blessed by the gods with a large cock. To which I was hoping that if she hadn't noticed already, "Kelli Kelli" would see it as I got up to leave. Now let me remind everyone a bit, my cock is very large. In a flaccid state it is over six inches long and very thick. However when fully erect it is just at ten inches and very fat and meaty. I was so hoping it would get noticed by this luscious young vixen that I had such a crush on.

"Well beautiful, I really have to get back to my room and get ready. We are going out for the afternoon and then down to the hotel restaurant for a late dinner." I said as I spun slowly off the recumbent bike in her direction to stand up and leave. I did this in the way you see women do when exiting a car to get attention from all of us men.

"It was really nice to meet you Jackie, and I hope you enjoy the show tomorrow. I will try to put on some extra effort just for you." Kelli Kelli giggled as I seen her eyes wander and look directly at my crotch.

"Don't worry about that, just wear something really hot and cute with some pantyhose. To be honest when I watch at home, I hope that you Divas have a wardrobe malfunction." I said a little embarrassed. 

"That is SO hilarious... You are such a dirty old man aren't you? Luckily we use plenty of tape and glue to keep our outfits from having that problem. You know we are PG now right? We get into trouble with the TV people if something like that happens." Kelli said smiling and laughing a bit.

"Who are you calling OLD, young lady?" I snapped back sarcastically. "Don't make me take you over my knee for back talking your elders. I would enjoy putting such a feisty young lady in her place." I said smiling and teasingly smacking her on her shoulder.

"I bet you would make sure I was wearing some pantyhose too, wouldn't you...Daddy." She teased back.

"OOOHHHHHHH you little smartass, I love you know more for that than from just watching you on TV." I brightly smiled.

"I really have to go, but like I said we will be down in the restaurant later this evening for some dinner. I hear the food is really good, and Brittany really wants to check it out. So if you end up with nothing to do then come down and join us."

"Well I do have some plans with some of the other 'Divas', but if it falls through or doesn't last as long maybe I will come look for you two. But I thought you said your girlfriends name was Jessie? Is Brittany a co worker or something?" she asked inquisitively.

"Yes and no. Brittany is a co worker, but she is also my girlfriend. And yes my OTHER girlfriends name is Jessica. However this is an Employees only conference. So Jessie didn't make the trip." 

"Wait a minute....TWO girlfriends? What are you a Mormon or something? I should have figured it out earlier when you said lucky twice, but WOW that is interesting." Kelli said with an enthusiastic expression.

"No dear, not a Mormon." Chuckling a bit. "It is a long story and I don't have time right now, and yes I am very very lucky for what I have right now. I hope to see you again, but if I don't have a great show. I will be rooting for you."

I started to turn and leave when Kelli said. "You just might see me again, you never know in this world."

I headed back to my room where Brittany was taking a shower when I walked in. I was so hot and horny from the past hour spent with my celebrity crush. My mind was racing with our teasing back and forth and my cock started to grow in my tight leggings. I ripped off all of my clothes and ran into the shower where Brittany was unsuspecting any company.

"Hi baby, how was your workout? Did you relieve any stress or frustration? I hope so because I want to enjoy our trip this afternoon." Brittany asked through the muffled sound of the shower.

Saying nothing to her, I just joined her in the shower and grabbed her turning her facing me and started to give her deep penetrating kisses. I grabbed her around her body with both arms and pulled her tight while lifting her up to face level still locked in kissing. She wrapped her legs around my waist for extra support and returned the deep passionate kisses back to me.

Coming up for air she asks "WOW BABY, what brought this on? I love this forceful passionate side of you. You must be really really excited because I can feel your massive cock rubbing across the bottom of my pussy and ass."

Without saying a word I reached over to open the shower door and carried Brittany out of the shower and placed her soaking wet ass on top to the bathroom counter. One of the benefits of all the exercising is I have gotten my strength back that I had in my youth. It was very easy to lift Brittany's 125 pound sexy frame up with just my arms and place her on that counter. I stepped back a bit and pulled her to just the edge of the counter and grabbed her with both hands just under the back of her knees. Leaning in and kissing her I just gave her that "look" letting her know to just hold on and get ready.

She understood my gaze and reached down with on hand directing my extremely rigid cock to her dripping wet pussy lips. With one fell swoop I shoved my huge tool straight into her pussy and without hesitation she leaned back and screamed in ecstasy. Looking deep into each other's eyes I just kept ramming in and out with my huge erection. Picking up the pace with a furious abandon, I kept pumping in and out of her pussy while our eyes stayed locked.

"OH MY FUCKING GOD!!!!!!!!!!!!!!! I cannot believe what you are doing to my poor defenseless pussy right now. You have never been so forceful before this. I love it." Brittany screamed out in between our deep kisses.

"Where is this lust and passion coming from? What happened during your workout?" She tried to mumble between deep breaths and deeper thrusts.

Without saying a word I continued this forceful annihilation of my woman's wonderful pussy. I kept pumping in and out, in and out without slowing down. Brittany locked her legs behind my back to try and hold on while I punished her juicy pussy. I began to moan a bit loader as did she. I kept pumping in and out faster and faster, when I was finally ready to explode.

I stepped back and pulled my monster cock from her dripping pussy just in time to shoot massive blast after blast of cum all over Brittany's body. Much of it landed all the way up on her face and covering her tits. I kept stroking my cock for as long as I could stand it while pumping shot after shot of thick gooey cum all over my beautiful Brittany. I dumped so much cum on this sexy vixen that I could have been on a "best of cumshots" tape for the porn industry. After finally Cumming the last drop from my softening cock, I just stepped back and stared into Brittany's glazed eyes.

Totally spent and covered in massive amounts of cum, Brittany asked "Can you now tell me why you just destroyed my poor little pussy without saying a word? Don't get me wrong I supremely loved what you just did, with hopes of you repeating it again in the future. I would just like to know where it came from is all?"

Catching a breath myself, I agreed and proceeded to reply. "Well gorgeous, I wasn't sure until recently that you actually seen some wrestlers here in the hotel. I actually now believe you may have seen the one that gets you the horniest the way you attacked me earlier today. Well I have to tell you that I just spent the better part of an hour in a teasingly open conversation in the gym with none other than my special crush Kelli Kelli."

"Are you serious? That must have been some kind of open and teasing conversation for you to come back here and destroy my poor pussy the way you just did. You have to tell me everything." Brittany spoke softly and curiously.




The Insurance Salesman Ch. 04



I began to tell her everything that happened in the gym as I picked my exhausted young lady up off of the counter carrying her back into the shower so we could both clean off. She listened intently to my description of events and also exclaimed that she indeed seen her crush earlier. We both took time washing each other and cleaning each other for the next twenty or thirty minutes. We then toweled off and left the bathroom for the rest of the hotel suite. We really did have a full afternoon planned that we were now realized we were behind our planned schedule. We were in the Midwest for this conference and the weather was fair, some days were pretty warm, and others cool. We were planning of seeing some sights and do a little shopping to make sure we picked up something special for Jessie who could not come with us on this trip.

Brittany headed over to the dresser to pick out her bra and pantyhose, so I decided to go to the closet and pick out a pretty dress for her to wear this afternoon. I grabbed some nice khaki pants and polo shirt for me after I finally picked a sexy light pink summer dress that really showed off her sexy curvy body. Meanwhile she was picking out a sexy pink lacy underwire bra, to which I realized how much we really do think alike. She then picked out a pair of very sheer and soft black Wolfords Fatal 40 that we had picked up shortly before our trip. They might have looked good with that dress, but I mentioned for her to wear the nude color for today. I told her she can wear those sexy black ones tonight when we go down for dinner. She agreed and then tossed a package of seamless Wolfords to me to wear under my pants today. 

"I think I will wait until tonight as well to wear these sexy pantyhose as well. I think we should somewhat match while dinning out at that fancy restaurant this evening, don't you?" I asked smiling.

"Yeah you are right, that way if I get you excited during dinner it will show your huge cock for all the girls to be jealous about." She giggled.

Later that evening..........

We returned from an enjoyable afternoon of shopping and seeing the sights, we even got a few wonderful things to bring back for Jessie. The both of us were a bit tired from our endeavors that we just collapsed on the bed and napped for a bit before dinner. We slept a bit longer than we wanted and both rushed to shower to get ready for dinner. Luckily we had picked out our dinner clothes earlier that day so at least we could get dressed rather quickly and head down to dinner. Brittany had this really sexy cocktail dress picked out that I kept teasing her about having "cock" in the name of the dress. After all I told her that wearing that dress would cause many cocks including mine to get aroused. 

"AAHHHH, you perv... but that is the point right? To attract attention, I mean. Why have a sexy 'little black dress' if you don't get noticed in it." She quipped at me sarcastically.

"Yeah yeah, money well spent. I just wish those $40 pair of Wolford's pantyhose came with a small hole so when I attack that shiny ass of yours later I won't ruin those expensive things." Grinning while sneering back at her.

We finished dressing and headed down to the restaurant when we found a line of people waiting to get a seat. We didn't realize how busy this place would be, but were anxious to get seated. Many of the folks in line apparently didn't have a reservation, and the restaurant also catered to the hotel patrons first and the rest after. Luckily we were both patrons of the hotel, and holding a reservation so we ended up only waiting for a little bit before our table was ready. We told the hostess that we would wait over in the hotel lobby just adjacent to the restaurant and to come there to get us when our table was ready. Later we found that to be there preferred method of having guests wait for their table, so it was easy for her to agree.

Sitting on a small loveseat in the lobby we sort of just sat there staring at each other while holding hands. That is when I noticed the sound of heels click clacking up to us. I thought it was the hostess telling us our table was ready, when I suddenly realized I was pleasantly wrong.

"WOW, you really are a lucky man, and her a lucky woman. You two look like teenagers the way you are staring at each other and holding hands." I turned in amazement when I heard the sexy voice of my celebrity crush Kelli Kelli.

"Hey there! How are you? It's nice to see you again. This is my girlfriend Brittany. Brittany... this is my well known celebrity crush, Kelli Kelli." I said somewhat shy and embarrassed.

"AAAAWWWWW... isn't he so cute when he is being shy. That is what I love so much about him." Brittany said while graciously exchanging greeting with Kelli.

Kelli just smiled that big beautiful bright white smile that we all love about her. I then noticed she was dressed in a type of cocktail dress very similar to what Brittany was wearing. But what I immediately noticed was that she was wearing the sheerest and sexiest pantyhose on her luscious legs.

Still smiling Kelli asked, "Did you guys get to have dinner? This place seems really busy, I tried to get seated with some friends but they said if we didn't have a res it would be over an hour wait." Hearing some disappointment in her voice.

"Yes we actually do have reservations, and they said our table would be ready shortly. So did you get to have dinner yet? Would you like you join us?" Brittany answered cheerfully.

Shocked by her invitation, I added. "You should join us; I think Brittany would love to hear if what I told her about our conversation earlier is true." 

"That would be great, but I wouldn't want to impose. Besides you look like you two are planning a romantic private dinner, and I wouldn't want to ruin that." Kelli replied politely.

"No imposition at all. We actually dress up every time we go to dinner at a fine restaurant. We would enjoy your company. Besides I think Jackie would love to have dinner with his special little crush." Brittany snapped back emphatically.

Right after saying that, the hostess came to inform us our table was ready. But also to let us know that they only had a booth in the back. We said that was perfect because now we have a third person to our group and wouldn't mind some privacy out of everyone's way.

"I guess I am joining you then, since Jackie told the hostess already that it would be three instead of two." Kelli smiled as she agreed to join use.

We were seated in a somewhat secluded corner of the dining room, which was somewhat dimly lit. I climbed in first so the girls could have the ends of the round booth in case they wanted to go to the restroom. We ordered some wine and appetizers at which point I mentioned to the waiter that we may be here for a while and I would leave a good tip if this were not an issue.

So after some small talk and backgrounds on one another Kelli asked "So Brittany, please don't get upset, but are you girlfriend #1 or girlfriend #2? I am just really curious on how this kind of relationship happened."

"Well to be honest, I have known Jackie all of my life. His sister and my mother were and still are best of friends. But it wasn't until I began to work with him that we got together." Brittany explained.

"I mean I knew he had a girlfriend when we actually first got together, but I really wasn't looking for a relationship. I honestly was just kind of horny and he did spend a ton of money on my new clothes, so I thought it was the least I could do if I could get him to go through with it." Brittany continued.

"So how did you get him to go through with it? I mean just with the short time we spoke I feel he is the sort who stays committed, but then again he is a man." She said snickering sarcastically.

Brittany told her of our shopping trip on her first day of work and also about how she was intrigued about a man wearing pantyhose. How she teased me until I couldn't stand it any longer.

"WAIT JUST A MINUTE, I know you said you love women in pantyhose, but you wear them too?" Kelli said nearly spitting out some wine when she heard this.

"Are you wearing now? I guess that helps hide that big cock of yours too, doesn't It.?" Kelli said as I nearly spit out my wine as well.

"He was hoping you noticed that thing in the gym earlier, which explains why he came back to the room and tore me a new one in the shower. Man I could hardly walk after that encounter." Brittany quipped in with a quick reply.

I was just blown away at this conversation starting between these two young sexy women. The girls continued talking about various things, including me and my pantyhose. After we finished eating and drinking some wine we decided to go back to our suite. I couldn't help but walk behind these two goddesses and admire the views. Brittany was wearing that black cocktail dress I described earlier, but Kelli's was very sexy as well. She was wearing a very form fitting sequin style cocktail dress. It was strapless, which begs the question of her wearing a bra or not. The hem of the skirt was a few inches above the knee, but clung to her body like it was painted on. The slit up the back almost rose to her very curvaceous and firm ass. Finally her stilettos were very sexy with straps that wrapped up her ankle and calf. They were black patent leather with little chrome heel tips. 

"You alright back there Jackie? You are awfully quiet back there." Brittany said turning her head smiling at me.

"I am just wonderful ladies; I am enjoying the views of two wonderful bottoms walking in front of me. I think I died and gone to heaven." I said sort of snapping out of a trance.

"Well don't worry sweetie, the view gets much better later." Kelli snapped as she quickly lifted the back of her skirt to show me a peak of her ass.

"OOOHH, seamless!!! Wolford's or Fogul's?" I quipped back at her. "That is awesome; I now have two women in front of me wearing seamless pantyhose. You got to love when women like the same things."

As we enter the room Brittany removes her heels and carries them with her over to the love seat. Plopping down on the love seat and leaning back Brittany puts her legs and feet up on the edge of the coffee table. Kelli joins her on the love seat and does the same. The difference is Kelli still has her stilettos on and her knees are bent upwards rather than stretched out on the table. I grab the chair from next to the love seat and move it to the other side of the table. Yes because I wanted a better view.

Brittany didn't let me down. She immediately reached her arm around Kelli and pulled her head close to hers. The two girls began kissing passionately with one another. Kelli reached over starting to caress Brittany's breasts, and as she did that Brittany reached over pulling up Kelli's dress exposing her seamless covered pussy. I had already removed my dinner jacket, and now started to remove my shoes. Kelli spread her legs giving Brittany better access to her moist pussy. Brittany began to tease Kelli's clit trapped under her sexy seamless Wolford's. Kelli started to breath heavier and make small lustful moans. Kelli leaned over and pulled Brittany's tits from her dress and started to suck on her very erect nipples.

"The two of you should take off your dresses to make things more comfortable and easier access." I said trying to entice what I wanted from them.

They both paused and gave me that sexy little look as they stood and started to remove each other's dresses. Brittany's was rather easy since all she had to do is unzip and drop it to the floor around her feet. Kelli's on the other hand was a pull over style with no zipper, that I seen. I soon realized that there was a hidden zipper of sort in the slit at the back of the dress. This now made perfect sense as to why such a short sexy dress would have such a high slit almost showing off her ass. 

The two ladies now wearing nothing but sexy seamless pantyhose went back to making out and feeling each other's bodies. Kelli actually still had on those sexy strapped shoes that wrapped up her incredibly sexy legs. I stood up and walked over to where they were, leaned down and grabbed each around the waist. Both instinctively knew what I was doing and each wrapped one arm around my neck. I picked up both girls as they grabbed on with both hands, and both started to kiss and suck on my neck. Wrapping their legs around me to steady them, I walked over to the bed and laid them down gently.

"Get out of those clothes, big boy" Kelli quipped licking her lips staring at me.

"In due time gorgeous, in due time. I don't want to scare you away once you see it up close." I snickered back at this goddess in front of me.

With that Kelli surprised both me and Brittany when she pushed Brittany to the center of the king sized bed and onto her back. Kelli then straddled Brittany's face with her beautiful nylon covered pussy. As she lowered her pussy onto Brittany's face she herself leaned down and began to lick and tease Brittany's Wolford covered pussy. There I was standing there watching my sexy girlfriend 69ing with my celebrity crush right in front of me. I leaned onto the bed and began untying Kelli's sexy shoes and removed them one at a time, while caressing her legs and feet as I did so.

Kelli was rocking her hips back and forth over Brittany's face as Brittany was locked mouth lips to nylon covered pussy lips of Kelli Kelli. Brittany reached her hands around Kelli's waist holding her from moving too far away while sucking on her swollen pussy. Kelli moaned loudly as she began to orgasm on top of Brittany's face and all of her juices flowing into my girlfriend's mouth. Kelli is actually a little shorter than Brittany and did not quite reach Brittany's pussy to return the favor simultaneously to her 69 partner. Once Kelli had finished her orgasm and was starting to calm down some she did something else that was not expected. 

Kelli pulled her pussy and ass away from Brittany by leaning down to reach her pussy to return the orgasmic favor. She did this by grabbing both of Brittany's legs and pulling them towards her in what resembled a wrestling move to pin an opponent. This moved Brittany's hips closer to Kelli's head bringing her pussy into an easy access, while not allowing Brittany to move away easily. Kelli began to slowly and lightly lick Brittany's pussy thru her silky seamless pantyhose. She would cover her entire pussy at times with her mouth and suck on it like a big nipple on a tittie. I was enjoying the view and at the same time finished getting out of my clothes down to just my own pair of seamless Wolford's I had worn under my pants.

Brittany laid there moaning and writhing in ecstasy while Kelli continued to devour her now soaked hose covered pussy. I had now climbed onto the bed behind Kelli and almost over top of my girlfriend Brittany. I reach to caress Kelli's nylon covered ass to let her know I was back there and ready to join in. Kelli came up for air and turned to look at me with a huge smile on her face which changed to a look of amazement when her eyes locked onto my huge hose covered cock.

"That FUCKING thing is HUGE!!! It is much bigger than I thought it was when I seen it trapped behind those workout tights." Kelli exclaimed. "Please don't hurt me too bad with that monster Jackie." Kelli begged.

"Don't worry sweetheart, I will be as gentle as I can and take it slow until I think you can take it." I cracked back sarcastically teasing Kelli as I did.

"Destroy this wonderful pussy, just like you did you mine earlier today after you finally got to meet and talk to your sexy crush." Brittany chimed in somewhat trapped under Kelly and I.

With that I gently reached in rubbing Kelli's pussy and then ripping a hole in her seamless pantyhose to gain access to her sweet lovely pussy. In the mean time Kelly went back to eating Brittany's pussy with a reckless abandon that was causing Brittany to scream and moan more and more. Finally Brittany grabbed onto Kelli's legs tightly while she started to orgasm feverously as Kelli would not stop attacking her pussy thru the pantyhose. Brittany was so wet with her orgasm that Kelli's face was so wet and sticky from the oral assault that she finally had to stop and let Brittany relax.

"OH MY FUCKING GGODDD!!! That was one of the best orgasms I have ever had." Brittany exclaimed breathing exhaustively.

"Okay ladies, my turn... now don't either of you move so I can take it from here." I announced emphatically as I positioned myself behind Kelli doggie style and straddling Brittany's head at the same time.

Kelli was still very wet and juicy from her orgasm at the hands of Brittany just moments before, that it was almost easy to start penetrating Kelli's swollen pussy.

"AAHHHHHH UUGGGHHHH MMMMMM, OH SHIT, OH SHIT, HMMMM, slowly slowly easy, OOOOHH." Was all that Kelli could say as I started to push my massive cock deep into her soaking wet tight pussy.

As I got it as far in as I could I just left it there for a moment to try and allow her to get used to this thing shoved into her pussy. "Ready Slut? Here we go." I said with a small chuckle.

"Yes DADDY! I think I am ready." Kelli screamed submissively.

With hearing that, I slowly started to stroke in and out, with my hands firmly grasping Kelli's hips and ass. For me this position has become almost normal being that I lived with two sexy women who regularly have sex all at the same time. 

Now picture this, Brittany and Kelli in a 69 position with Kelli on top. Kelli's legs were next to Brittany's chest with her calves going under Brittany's arms. This was allowing Brittany full range and use of her hands and arms while they 69'd each other. I was straddling both of them with my knees resting just outside of Kelli's lower legs and my balls were hanging directly over Brittany's face while my cock was shoved deep into Kelli's pussy. 

Thrusting in and out and picking up the pace I could hear Kelli moaning louder and louder and starting to pant. Brittany in the mean time was using one free hand to rub Kelli's clit while I started to pound in and out of this wonderfully tight pussy. With the other hand Brittany started to play with my balls and pull them into her mouth one at a time. That is when I started to stay in the same place and push and pull Kelli back and forth impaling her on my huge rock hard cock.

"UNHH HHUH MMM OOOOH OOHHH!" Kelli would moan about every 4 seconds. "OH MY GOD THIS FEELS INCREDIBLE, I LOVE THIS HUGE COCK OF YOURS BURIED IN MY PUSSY." She managed to say in between thrusts and moans.

"YES BRITTANY... KEEP SUCKING ON MY BALLS WHILE I DESTROY THIS PUSSY." I exclaimed while picking up the pace a little more. Kelli's moans turned to screams and got louder and louder as I pumped my huge cock in and out of her tight wet cunt.

"Brittany you are a very lucky girl to have a cock like this to use anytime you want. OOHH...KEEP RUBBING MY CLLIIITT...OOOOH OOOH YEAH THAT'S IT." Kelli screamed with enjoyment.

At this point I was almost in disbelief that this was all happening. I was fucking my celebrity crush, while she is 69ing with my girlfriend. Realizing she also has a sort of fetish for pantyhose, and is also very bisexual and open minded in the bedroom. What happened next damn near blew my mind.

Earlier in the day while Brittany was giving me a blowjob, she stuck a finger into my ass which caused me to have a massively explosive orgasm. Brittany realized then that I enjoyed her finger in my ass. This was also the first time she did this, and later I found that she was sort of researching it wanting to incorporate into our sex lives.

Brittany removed her hand from by balls, but kept sucking on them while I fucked the shit out of Kelli's pussy. She took her free hand and moved it up between my ass cheeks which were not too far from her face at this point. She started to rub my butthole with her fingers tickling me with the tips of her finger.




The Insurance Salesman Ch. 04



"HELLLOO... there you go wanting to put your finger up my ass. Is this your new thing?" I said panting a bit now after steady pounding in and out of Kelli's pussy.

"OH, you like things up your ass?" Kelli chimed in between moans and screams "I love things up my ass too. Next time I will bring toys and we can see how much you really do like things up your ass." Kelli added.

Right then I did something that surprised Kelli, and Brittany did something that REALLY surprised me. I pulled out of Kelli's dripping wet pussy, dripped some spit onto her puckered asshole, and shove my huge cock balls deep into Kelli's tight ass.

"YYEEESSSSSS, OH MY GOD, THAT FEELS SO FUCKING AWESOME. Fuck my asshole deep you horse cocked stud." Kelli screamed with enjoyment.

At almost the same time Brittany gave me her surprise. She let my balls release from her mouth, grabbed both ass cheeks pulling them apart. The next thing I felt was something wet and warm as Brittany shoved her tongue into my asshole and wrapped her lips around the hole basically French kissing my asshole.

"HOLY SHIT... I AM GONNA CUM THAT FEELS INCREDIBLE." I shouted in ecstasy

With Brittany sucking and tongue fucking my asshole, and my huge cock stroking in and out of Kelli Kelli's asshole. I began to erupt in orgasm which pumped eruption after eruption into Kelli's tight asshole. I kept stroking in and out while my cock kept erupting cumshot after cumshot into Kelli's ass. I started to slow down my stroking when Kelli realized I couldn't take it any longer. She took over the stroking and kept pushing herself on and off of my still rock hard cock. I had stopped Cumming, but Kelli wouldn't stop thrusting herself on and off of my cock. Brittany also would not release my asshole from her lip and tongue assault.

"Put that huge cock into my pussy and cum in my pussy too." Kelli demanded going from a previous submissive stated to a more assertive one.

"Yes maam, as you wish." I exclaimed as I pulled my cock from her cum soaked asshole and shoved it right back into her still dripping wet pussy.

Kelli started to rock herself back and forth onto my cock, at the same time Brittany stopped sucking on my asshole and started again to suck on my balls. However Brittany was not done with her assault on my asshole. She used her free hand and shoved two fingers straight into my asshole which almost sent me into a convulsion. 

Screaming again with delight "I'm Cumming again...ARRGGHHHH..." I shouted

I erupted with almost the same intensity as I did into Kelli's asshole just minutes before. This was a first for me to cum like that, stay rock hard and then cum again so soon after the first. Spent with emotions and exhaustion, I pulled out of Kelli's pussy and falling back onto the pillow end of the bed. My huge cock finally starting to become flaccid, but completely drenched with both my, and Kelli's cum.

Kelli started to get up from on top of Brittany when she was not allowed to move just yet as Brittany put her arms around Kelli's waist again as she did earlier. I was amazed at what Brittany did as I noticed all my cum started to pour from both holes in Kelli's body. Brittany started to suck up all my cum from Kelli's asshole and pussy as it poured out of her holes. Kelli then while still on her knees raised her body vertically while maintaining her position over top of Brittany's face. She stayed there for a few moments letting all of our combined juices flow from her body into Brittany's waiting mouth.

Both ladies finally got up and crawled up next to me on the pillows and snuggled on either side of me into my chest. I wrapped my arms around both of them kissing them on each of their foreheads to commend them on their performances. With all of us completely exhausted we all fell asleep in each other's arms right there on the big king sized bed. Three naked bodies except for sexy sheer Wolford's seamless pantyhose.