Pizza Delivery 2 BBW s Pizza Boy BBBBTS
- 3 years ago
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Pizza Bitch free porn video
Delivering pizza was an easy gig for a k** fresh out of high school. It left plenty of time for community college during the day and I could actually pull in some decent cash on busy nights. The small mom and pop store I worked for was super relaxed. I basically rode around smoking pot and listening to the radio all night while still taking in eighty to one hundred dollars in a shift. Not bad for a full time student.
I would wait in the parking lot between runs. I would cruise the primitive internet my flip phone had checking out various porn galleries and erotic literature. I quickly started getting into crossdresser and sissy porn. Something about the idea of assuming the role of a woman turned me on to no end.
By the end of the night I couldn't wait to get home and shoot my load.
One day I finally got the nerve and drove two town's away to a Wal-mart where I wouldn't be recognized and picked up some clothes. Panties, fishnets, a spaghetti strap shirt and a plain black skirt. I was truly a white trash sissy. I would spend my free time dressing up and masturbating while fantasizing about sucking cock and being used.
I couldn't do this at work but often I would wear a thong or pair of lacy panties under my khaki shorts. Feeling the strap of the thong between my cheeks or the lacy material holding my small cock snugly would drive me crazy throughout the shift until I would get home and masturbate to a huge orgasm.
I was wearing a red thong on the night I finally fulfilled my fantasy of becoming a sissy. The night was almost over, just past midnight and closing time was two in the morning. I picked up an order for a business park near the edge of the delivery area. About a mile long horseshoe full of warehouses and other various other businesses.
This was an odd time for an order in this area but I assumed it was just someone burning the midnight oil and working through the night. I arrived at a small fabrication shop and saw one bay door open with a light on. I poked my head in and shouted. "Hello?" A voice boomed from somewhere in the shop. "Back here!" I found him wiping his hands as he stepped away from the project at hand. A guy that appeared to be in his mid to late forties. Short salt and pepper hair. Goatee. Stocky frame. Hands stained with grease. I handed him the pizza and the credit card receipt to sign. I grabbed the pen out of my pocket and fumbled it underneath a work bench. I instinctively bent over to pick it up and cringed a little when I felt my shirt rise up and reveal the straps of my red thong.
I turned around and nervously handed him the pen. Half expecting to see a disgusted or confused look I instead got a smirk and "nice panties" as he handed the signed receipt back. I sheepishly said thanks and turned to leave as quickly as possible. "I'd like to see more of them". "Here?" I asked.
"Sure" he said with a smile. I hesitated. This was a small town. Word could get around. He could tell my boss. Then again he would have to admit that he had wanted to see my pantied ass. Screw it. I pulled my shorts down to reveal both my ass cheeks in their entirety with the bright red thong framing them.
"Mmmm such a nice little sissy ass". I immediately felt my little cock starting to grow as I akwardly shook my bottom for him. "Come back here and let me get a good look at it" he said as he moved toward a small office in the shop. I was nervous. I had wanted this and fantasized about it but now that it may actually happen I started having second thoughts. "My boss will be wondering where I am, I should probably get back" I told him. "I'll take care of your boss". He picked up his phone and dialed the store. "Hey your pizza guy is out here and it looks like he picked up a nail somewhere and has a flat". "Yeah. I'm going to help him plug it real quick and get him back on the road. May be around half an hour or so".
He hung up and looked back at me. "Now you can let me get a closer look at that ass".
I stepped the rest of the way into the office and stepped out of my shorts. Now in just my thong and t-shirt he moved behind me and started fondling my ass. Massaging my cheeks, grazing my hole with his fingertips and occasionally snapping the waist band of my sissy attire. I felt his hands move away and heard him unzip his pants. His hands returned to my hips and now I could feel his stiffening cock starting to slowly grind between my smooth ass cheeks. I couldn't help but to start to move back myself, meeting his rhythm and starting to work his dick closer and closer to my hole.
I was really getting into it when he turned me around and started groping my limp little cock through the lacy material of the thong front. "Such a good little pizza bitch". He placed his hands on my shoulders and lowered me down to my knees. I didn't hesitate. I opened my mouth and took his cock in my mouth. Not the longest cock I have ever seen but definitely not the shortest. A decent girth that got extra thick towards the base. A set of balls that hung low from the August heat. I was really enjoying myself as some of my long held fantasies were finally being realized. Here I was on my knees in a thong with a cock in my mouth.
I was trying my best to make him shoot his load in my mouth. Going as deep as I possibly could, swirling my tongue around the head. Massaging his sack. He moaned and I was sure I was about to be rewarded with a huge load. Instead he pulled his cock out of his mouth and told me to bend over the small leather sofa in the office. I had been using a small pocket vibe on my hole for some time but nothing that even came close to the size of his manhood. I was so horny that my urges overcame my anxiety and I did as I was told. He took a few squirts of lotion from a bottle on his desk and applied to his raw cock. He took another dallop and applied it to my quivering boy hole.
This was it. I was about to become a true sissy. I was going to be fucked in my girly red thong. I was still wearing the shirt bearing the name of the pizzeria. I really was a pizza bitch. I felt the tip of his tool against my hole and closed my eyes. I took a breath and he slowly started to move forward. It was uncomfortable but not painful and the thought that I was truly becoming a bitch and being used by this man was enough to keep me in place with a stiff little prick. Gradually he started to build into a rhythm and my ass slowly adjusted to being stuffed full of dick. It went from being uncomfortable to actually being enjoyable. I was being fucked like a sissy and I was loving it.
At this point I was as far into the sofa as I could get with my arms on the back and my stiff little cock grinding into the leather. As he continued using my sissy hole I could feel my orgasm starting to build. "I feel like I'm going to cum" I moaned. "Yeah pizza bitch, cum. Do it." That was all the motivation I needed. I shot my load all over the leather upholstery, my now softening cock continuing to rub into the mess I made as this customer continued fucking me. I felt dirty. My little cock, balls and crotch were smeared with my own mess. My ass was greasy from the lotion. I was sweaty from the heat of the night. Still I didn't move. I had came this far and I wanted to finish it.
"I'm getting close, where do you want me to cum" he asked. "My mouth" I begged. "You really are a little pizza bitch he said as he pulled out. I dropped down onto my ass and opened up. His first shot missed and hit me right on the collar of my uniform shirt. He put the tip of his cock on my lip and finished emptying his balls onto my tongue. I sat back. My lotioned ass sliding on the leather, my back resting in my load. My shirt stained with cum. Thankfully he had the decency to point me to a restroom and provide me with some paper towels before sending me on my way with a sore ass and a cum stain.
I felt oddly satisfied driving through the darkness on the way back to the store. I had always wanted something like this and now it had happened.
I would wait in the parking lot between runs. I would cruise the primitive internet my flip phone had checking out various porn galleries and erotic literature. I quickly started getting into crossdresser and sissy porn. Something about the idea of assuming the role of a woman turned me on to no end.
By the end of the night I couldn't wait to get home and shoot my load.
One day I finally got the nerve and drove two town's away to a Wal-mart where I wouldn't be recognized and picked up some clothes. Panties, fishnets, a spaghetti strap shirt and a plain black skirt. I was truly a white trash sissy. I would spend my free time dressing up and masturbating while fantasizing about sucking cock and being used.
I couldn't do this at work but often I would wear a thong or pair of lacy panties under my khaki shorts. Feeling the strap of the thong between my cheeks or the lacy material holding my small cock snugly would drive me crazy throughout the shift until I would get home and masturbate to a huge orgasm.
I was wearing a red thong on the night I finally fulfilled my fantasy of becoming a sissy. The night was almost over, just past midnight and closing time was two in the morning. I picked up an order for a business park near the edge of the delivery area. About a mile long horseshoe full of warehouses and other various other businesses.
This was an odd time for an order in this area but I assumed it was just someone burning the midnight oil and working through the night. I arrived at a small fabrication shop and saw one bay door open with a light on. I poked my head in and shouted. "Hello?" A voice boomed from somewhere in the shop. "Back here!" I found him wiping his hands as he stepped away from the project at hand. A guy that appeared to be in his mid to late forties. Short salt and pepper hair. Goatee. Stocky frame. Hands stained with grease. I handed him the pizza and the credit card receipt to sign. I grabbed the pen out of my pocket and fumbled it underneath a work bench. I instinctively bent over to pick it up and cringed a little when I felt my shirt rise up and reveal the straps of my red thong.
I turned around and nervously handed him the pen. Half expecting to see a disgusted or confused look I instead got a smirk and "nice panties" as he handed the signed receipt back. I sheepishly said thanks and turned to leave as quickly as possible. "I'd like to see more of them". "Here?" I asked.
"Sure" he said with a smile. I hesitated. This was a small town. Word could get around. He could tell my boss. Then again he would have to admit that he had wanted to see my pantied ass. Screw it. I pulled my shorts down to reveal both my ass cheeks in their entirety with the bright red thong framing them.
"Mmmm such a nice little sissy ass". I immediately felt my little cock starting to grow as I akwardly shook my bottom for him. "Come back here and let me get a good look at it" he said as he moved toward a small office in the shop. I was nervous. I had wanted this and fantasized about it but now that it may actually happen I started having second thoughts. "My boss will be wondering where I am, I should probably get back" I told him. "I'll take care of your boss". He picked up his phone and dialed the store. "Hey your pizza guy is out here and it looks like he picked up a nail somewhere and has a flat". "Yeah. I'm going to help him plug it real quick and get him back on the road. May be around half an hour or so".
He hung up and looked back at me. "Now you can let me get a closer look at that ass".
I stepped the rest of the way into the office and stepped out of my shorts. Now in just my thong and t-shirt he moved behind me and started fondling my ass. Massaging my cheeks, grazing my hole with his fingertips and occasionally snapping the waist band of my sissy attire. I felt his hands move away and heard him unzip his pants. His hands returned to my hips and now I could feel his stiffening cock starting to slowly grind between my smooth ass cheeks. I couldn't help but to start to move back myself, meeting his rhythm and starting to work his dick closer and closer to my hole.
I was really getting into it when he turned me around and started groping my limp little cock through the lacy material of the thong front. "Such a good little pizza bitch". He placed his hands on my shoulders and lowered me down to my knees. I didn't hesitate. I opened my mouth and took his cock in my mouth. Not the longest cock I have ever seen but definitely not the shortest. A decent girth that got extra thick towards the base. A set of balls that hung low from the August heat. I was really enjoying myself as some of my long held fantasies were finally being realized. Here I was on my knees in a thong with a cock in my mouth.
I was trying my best to make him shoot his load in my mouth. Going as deep as I possibly could, swirling my tongue around the head. Massaging his sack. He moaned and I was sure I was about to be rewarded with a huge load. Instead he pulled his cock out of his mouth and told me to bend over the small leather sofa in the office. I had been using a small pocket vibe on my hole for some time but nothing that even came close to the size of his manhood. I was so horny that my urges overcame my anxiety and I did as I was told. He took a few squirts of lotion from a bottle on his desk and applied to his raw cock. He took another dallop and applied it to my quivering boy hole.
This was it. I was about to become a true sissy. I was going to be fucked in my girly red thong. I was still wearing the shirt bearing the name of the pizzeria. I really was a pizza bitch. I felt the tip of his tool against my hole and closed my eyes. I took a breath and he slowly started to move forward. It was uncomfortable but not painful and the thought that I was truly becoming a bitch and being used by this man was enough to keep me in place with a stiff little prick. Gradually he started to build into a rhythm and my ass slowly adjusted to being stuffed full of dick. It went from being uncomfortable to actually being enjoyable. I was being fucked like a sissy and I was loving it.
At this point I was as far into the sofa as I could get with my arms on the back and my stiff little cock grinding into the leather. As he continued using my sissy hole I could feel my orgasm starting to build. "I feel like I'm going to cum" I moaned. "Yeah pizza bitch, cum. Do it." That was all the motivation I needed. I shot my load all over the leather upholstery, my now softening cock continuing to rub into the mess I made as this customer continued fucking me. I felt dirty. My little cock, balls and crotch were smeared with my own mess. My ass was greasy from the lotion. I was sweaty from the heat of the night. Still I didn't move. I had came this far and I wanted to finish it.
"I'm getting close, where do you want me to cum" he asked. "My mouth" I begged. "You really are a little pizza bitch he said as he pulled out. I dropped down onto my ass and opened up. His first shot missed and hit me right on the collar of my uniform shirt. He put the tip of his cock on my lip and finished emptying his balls onto my tongue. I sat back. My lotioned ass sliding on the leather, my back resting in my load. My shirt stained with cum. Thankfully he had the decency to point me to a restroom and provide me with some paper towels before sending me on my way with a sore ass and a cum stain.
I felt oddly satisfied driving through the darkness on the way back to the store. I had always wanted something like this and now it had happened.
Jeannie
- 17.04.2021
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