Dressed for success

by Steve Webb

23 Jul 2019 6488 readers Score 8.1 (58 votes) PDF Mobi ePub Txt


Ever since I was a teen, I had a huge fascination with lingerie.   Luckily, I had two older sisters and would always get a chance to take a pair of panties and pantyhose here and there whenever I  could without being too conspicuous.   Whenever I had the house to myself after school,  I’d be in a pair of panties and pantyhose and would have a lot of fun by myself.   Another thing I would enjoy doing is wearing under my regular clothes.   I felt so hot and “naughty” walking around with others having no idea what I have on underneath. 

Now, at 39yo, this routine has not changed at all.  I often wear outfits under my clothes almost always when I leave the house.  One particular evening, I went down to a casino nearby in my home town in Nevada, dressed in an opaque crotchless body stocking, which I wore under my dark blue long sleeve henley and dark jeans.  The body stocking fit my 5’5 155 smooth frame perfectly with 7cut sticking out of the stockings.

I hit the poker room as I usually do, but wasn’t doing well and called it a night early and went to the casino bar to catch the end of a basketball game that was on.  Almost immediately after sitting down, the man next to me, an attractive man in his 40s name John, 5’11 190 blonde goatee, blue eyes, struck up a conversation with me.  We chatted for a while about gambling, sports and various things and had 3-4 drinks in this span.  As the night grew, he started to get a little flirty with me.  He would rub his leg against me quickly a few times.  He asked me if I was married and told him I was single and he told me how surprised he was.   John told me he was single.   Deep down, I was really excited.  I would have usually been more nervous, but the many drinks I’ve had throughout the night kept my nerves at bay.  We chat some more and then tells me that he’s staying at the hotel and I smile but we continue chatting.  I stand up to order another round. 

This time though, I stand up and purposely reach out and raise my right arm forward to get the bartender’s attention.   When doing this, my waist length henley would raise up and partially expose my body stocking under my shirt.  I do it quickly and discreetly so only he could see, as the bar was kind of dead at this time.   After I get our drinks, I turn to John and see him smiling.  The first words out of his mouth were “do you want to bring these drinks up to my room?”. I of course said yes.  We grabbed our drinks and went up toward his room.  It’s only us in the ride up the elevator.  After a moment of some silence, he asks me if he “saw what he thought he saw”.  I smile and tell him he’d have to find out.  We get out of the elevator and go into his room.   A regular room with queen sized bed, bathroom and and tv and that’s about it.  

We head over to his bed and asked me to strip for him.  He sat down on the bed and started to unbutton his shirt and take off his belt and pants, while I stood before him and took off my shoes and took off my jeans and pulled off my henley  and was in just my opaque body stocking, which went up to my chest with straps over each shoulder.  John lets out “you hot little slut you, I knew I had a feeling about you when we talked”.  He now is just in boxers and I get on my knees.  I slowly slide down his boxers to find his 7 inch, thick, cut, erect cock.  I look up and smile at John as I wrap my lips around his rock hard shaft and start to slowly move up and down.  My cock standing erect out of my crotchless body stocking, pointing at the floor while I continue to look up toward and John and slowly service his hard throbbing shaft.   He looks down at me and slowly rubs my head while I keep my eyes fixed on John and suck his amazing cock.   John asks me if I like his cock and I make a muffled “mm mm” sound as I suck faster and faster.  John said “ he was hoping to find a slut at the bar tonight, but had no idea it would be you”.  

I started to stoke John’s cock while I lick is balls and then I would tell John how hot I thought he was and would love to be his slut and then continued sucking his cock while he held my head firmly.  He then asked me to get up and bend over.  I climbed on the bed and bent over as be knelt behind me on his bed and slowly applied his saliva onto his hard cock and guided his 7 inch cut cock toward my eager hole.  He slides in and starts to thrust slowly into me while I gyrate before him and wiggle my nyloned ass for him at each thrust.  Johns hands are rubbing my legs and tells me how hot I look and how much he loves stockings.  He begins to fuck me faster and then slows down and tells me to get on my back.

I quickly get on my back and John gets on top of me and I wrap my legs around his back and he enters me while laying on top of me.  John then, for the first time, starts to kiss me and we make out very passionately, tongues caressing one another’s, while he starts to thrust hard and fast into me.  We both make muffled moans as we continue kissing while I keep my stockinged legs wrapped tightly around John.  We go on like this for 10 heavenly minutes before we finally break our kiss and John asks me where he can come.   I tell him where ever he wants.   John then moans oh yeah and starts fucking faster as I start to moan fuck me over and over and over again.   I tell him I love this and how much I love his cock and then fuck me, fuck me again until John yells “here it comes you slut” and buries his huge load into my ass.  John let out moans at each stream and then pulls out and shoots a stream onto my left leg as he rubs his cock again my nylons.  

John then tells me he wants me to cum for him, so he pulls out his cock and sticks 3 fingers in and rapidly finger fucks me while I jerk off my cock and moan very loudly I then let out a huge moan and shoot streams and streams of cum into the air and landed everywhere on the chest portion down on my body stocking.  While I’m cumming, John takes out his fingers and has me lick his cum off of them.   

We’re now both spent. John says “that was amazing, I don’t do this often but this was the hottest by far”.  I tell him how hot our night was and so happy we met.   After a little while longer of idle chit chat, I then get up and put on clothes over my very stained body stocking. John comes over and gives a quick kiss on the lips and thanks me for a really fun night and I do the same.   I went back down to the lobby, walking past many people still out and partying for the night.  Feeling so good knowing what just happens to me. I eventually got in a cab to head back to my house.

Once I got home, I was already hard from thinking of what had just happened.   The minute I shut my front door, I stripped down and grabbed my flesh colored dildo and got in my bed on my back and furiously fucked my self with it again while I stroked my hard cock again.  I could hear the squishing sound of Johns cum as I thrust my dildo in and out of me.   Before long, I let out a 2nd huge load in a span of 30 minutes.  My opaque body stocking is now almost white from our cum.  I lay in a daze, and still buzzed, so turned on by John.  I eventually fall asleep and wake up the next morning around 10, still in my cum stained body stocking.  I woke up to this realization and grinned.   I loved every minute of it.