The Insurance Salesman Ch. 02

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A pantyhose lover seducing women.
3.4k words
4.46
19.9k
6

Part 2 of the 4 part series

Updated 09/22/2022
Created 11/25/2009
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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 your in-laws 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.

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pantyhoselover2017pantyhoselover2017over 6 years ago

Awesome story! I too wear pantyhose on a daily basis and love the feel and look.

MicheleNylonsMicheleNylonsabout 14 years ago
Love Panyhose Stories

A great pantyhose fetish story; I would love the salesman to fuck one of the women whilst they were both wearing pantyhose and he had a stocking covering his cock

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