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UPS/FedEX driver/truck fantasy or bucket list item

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Terrylipstick

Literotica Guru
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Dec 7, 2017
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So the yesterday I was just lost in thought and started thinking about hooking up with a UPS driver in the back of his truck, just parked in a parking lot at a strip mall or apartment complex. I’d park and walk over and climb up the step on the passenger side and step into the back. He’d be waiting for me and I’d unbuckle his belt and pull down his pants, dropping to my knees… I’d take his limp cock in my mouth and start to slowly lick and suck on him, looking up at him and hearing him moan softly. He places his hands on either side of my head and starts to move his hips back and forth, slowly fucking my mouth… getting into it and loving it, my hand working his shaft, the other, covered in spit working underneath and circling his ass. After a few minutes I pull back and he helps me stand up. I take off my shoes and pants and turn away from him, bending over some boxes and baring myself to him. He rubs a spit covered finger around my hole and pushed it in and out a few times. Then he lines up his spit covered cock and pushes it into me and I gasp… he slowly pushes all the way in, the weight of his body pressing against me… as he pulls out he spits on the shaft of his cock and pushed back. He does this a few times and starts to speed up. I’m panting as he fucks me harder, banging against the boxes, dick sliding out and slamming into me, faster…. My limp cock is flopping around and he’s moaning yes, yes, yes.. and I’m just holding onto a box for dear life and he slams his hips into me one last time and his body quivers and he pumps his cum into me…. Resting there on top of me for a moment. And then he pulls out of me and wipes his cock in the crack of my ass… he pulls up his pants and I put mine back on. He gets into his driver’s seat and I slip on my shoes and step out of his truck… he pulls away leaving me walking my ‘walk of victory’ back to my car, trying not to make eye contact with the people in the parking lot who are following me with their eyes, knowing what I just did
 
Yes honey I've had this same fantasy! I once lived in a apartment and my neighbor was going out with a ups driver who was a 10! This man was about 6'4", 225lbs, muscular and I used to stare at him whenever he came over to date my neighbor. I didn't care if he saw me or not he was that hot! Several times he stayed the night with my neighbor and I could hear her screaming and moaning as he fucked her. The next day I told her that if he was too big for her that I could take over and she laughed and said hell no he's so big but I will manage some how! We had several laughs about it! She knew I was gay and probably told him about me. At least that's how it went in my mind!
 
griff5499 said:
Yes honey I've had this same fantasy! I once lived in an apartment and my neighbor was going out with an ups driver who was a 10! This man was about 6'4", 225lbs, muscular and I used to stare at him whenever he came over to date my neighbor. I didn't care if he saw me or not he was that hot! Several times he stayed the night with my neighbor and I could hear her screaming and moaning as he fucked her. The next day I told her that if he was too big for her that I could take over and she laughed and said hell no he's so big but I will manage some how! We had several laughs about it! She knew I was gay and probably told him about me. At least that's how it went in my mind!
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So fucking hot :)

My fantasy stems from an afternoon…. Too many years ago to count. I was helping a friend work on his car in a cul de sac, in a townhouse parking lot. We left to go get some parts and when we came back, there was a UPS truck parked there along with another car. We went back to work on the car and after about ten minutes, this woman steps out of the truck, smoothing her dress and she saw us and knew that we knew what she was doing. She hopped in her car and sped away and the truck pulled out after her. Lucky lady.
 
Terrylipstick said:
So the yesterday I was just lost in thought and started thinking about hooking up with a UPS driver in the back of his truck, just parked in a parking lot at a strip mall or apartment complex. I’d park and walk over and climb up the step on the passenger side and step into the back. He’d be waiting for me and I’d unbuckle his belt and pull down his pants, dropping to my knees… I’d take his limp cock in my mouth and start to slowly lick and suck on him, looking up at him and hearing him moan softly. He places his hands on either side of my head and starts to move his hips back and forth, slowly fucking my mouth… getting into it and loving it, my hand working his shaft, the other, covered in spit working underneath and circling his ass. After a few minutes I pull back and he helps me stand up. I take off my shoes and pants and turn away from him, bending over some boxes and baring myself to him. He rubs a spit covered finger around my hole and pushed it in and out a few times. Then he lines up his spit covered cock and pushes it into me and I gasp… he slowly pushes all the way in, the weight of his body pressing against me… as he pulls out he spits on the shaft of his cock and pushed back. He does this a few times and starts to speed up. I’m panting as he fucks me harder, banging against the boxes, dick sliding out and slamming into me, faster…. My limp cock is flopping around and he’s moaning yes, yes, yes.. and I’m just holding onto a box for dear life and he slams his hips into me one last time and his body quivers and he pumps his cum into me…. Resting there on top of me for a moment. And then he pulls out of me and wipes his cock in the crack of my ass… he pulls up his pants and I put mine back on. He gets into his driver’s seat and I slip on my shoes and step out of his truck… he pulls away leaving me walking my ‘walk of victory’ back to my car, trying not to make eye contact with the people in the parking lot who are following me with their eyes, knowing what I just did
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I do believe that those hard-working guys deliver other things than packages. They are paid very poorly, so it's only fair to give them a blowjob, or to offer them your ass in lieu of a tip. If you get more than one delivery during the day you should not show favour by blowing one and neglecting the honest needs of the others.
Also, with reference to your vivid fantasy, surely you should have sucked his cock clean after he'd cum in your ass...? It's not much to ask of you, surely...
 
Terrylipstick said:
So the yesterday I was just lost in thought and started thinking about hooking up with a UPS driver in the back of his truck, just parked in a parking lot at a strip mall or apartment complex. I’d park and walk over and climb up the step on the passenger side and step into the back. He’d be waiting for me and I’d unbuckle his belt and pull down his pants, dropping to my knees… I’d take his limp cock in my mouth and start to slowly lick and suck on him, looking up at him and hearing him moan softly. He places his hands on either side of my head and starts to move his hips back and forth, slowly fucking my mouth… getting into it and loving it, my hand working his shaft, the other, covered in spit working underneath and circling his ass. After a few minutes I pull back and he helps me stand up. I take off my shoes and pants and turn away from him, bending over some boxes and baring myself to him. He rubs a spit covered finger around my hole and pushed it in and out a few times. Then he lines up his spit covered cock and pushes it into me and I gasp… he slowly pushes all the way in, the weight of his body pressing against me… as he pulls out he spits on the shaft of his cock and pushed back. He does this a few times and starts to speed up. I’m panting as he fucks me harder, banging against the boxes, dick sliding out and slamming into me, faster…. My limp cock is flopping around and he’s moaning yes, yes, yes.. and I’m just holding onto a box for dear life and he slams his hips into me one last time and his body quivers and he pumps his cum into me…. Resting there on top of me for a moment. And then he pulls out of me and wipes his cock in the crack of my ass… he pulls up his pants and I put mine back on. He gets into his driver’s seat and I slip on my shoes and step out of his truck… he pulls away leaving me walking my ‘walk of victory’ back to my car, trying not to make eye contact with the people in the parking lot who are following me with their eyes, knowing what I just did
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Very good idea! Love this, got me hard already, you should draw this out a bit and write a full story. Maybe multiple encounters, etc
 
As for so many others, this has been a major fantasy of mine. Unfortunately, my usual Postman is sweaty, surly and short tempered. So, he was of no interest but, early last month, there was a temporary Postal worker assigned to my neighborhood. I surprised myself when he became the object of some of my night fantasies. His name was "Jason" and we had a few fun chats while I was in male mode. He was a good looking, a nice guy, and he gave off the kind of vibe that he just might be into something like being seduced. And, as Jason was temporary, if the encounter were a disaster, he'd be gone soon enough, so what the heck? I figured. ...So, after many nights of picturing the scenarios in my mind, one morning, I decided, WTF, this is the day, I'm going for it!

Jason's usual arrival time was around 11:30 am. So, I got up early that morning, shaved my body and moisturized to ensure I was silky soft. Then, I sat at my makeup table and engaged in an extra long session. As I had been driving myself crazy thinking about kissing this hunk, I paid special attention to painting my glossy lips. Then, after I was made up, I glued on a fresh set of sexy fingernails, slinked into some sexy lingerie, applied a spritz of perfume, and I was ready for my man. Needless to say, I was nervous, my heart beating fast. I sat outside on my small fenced in terrace, nervously, I lit up a Virginia Slim 120, and busied myself scrolling through my phone, one eye on the walkway, my ears peeled listening for his truck...Then, that distinctive sound! He usually went to a half dozen homes before mine, so I knew this fantasy was now about to become very real. I was flustered. Would I go through with it?

As I stubbed out my cigarette and I decided, life's short, I'm going for this...But, how? Well, little seductress that I am [!] in anticipation, I had already opened a bottle of wine for us and played out two glasses, my plan was simply to greet him at the door dressed en femme. As he had interacted with me in male mode, I felt I was sure to get a reaction. If it was negative, there'd be some temporary discomfort but, I decided I could deal with that, and as I said, he was leaving the route soon. If he reacted in a positive way, my intention was to invite him in, offer him some wine and then basically throw myself at him. [Hey, it was a long time hot fantasy, I'm not proud!] My game plan was to kiss him as I handed him his glass, and to firmly place my delicate hand on what I hoped would be his throbbing cock. I was fired up. Ready to go.

Well, Dear Reader...I heard my heels click as I walked towards the front door, this was the moment, feeling light-headed, excited and oh, so happy, I firmly placed my hand on the door knob. I was going for it. Then, I heard a neighbor's voice call out loudly from their car "Hey, Mike, welcome back!". Oh no! Evidently, Jason was gone and "Mean Mike" the nasty Postman was back! Now, my heart was really beating fast. What if I had opened the door? What if Mike could see me? There I was dressed sexy and all that was separating me from Mike was a thin wood door! A second later--The sound of mail dropping through the slot, falling to the floor...And for a brief second I thought, "Hmm, maybe I should open the door and give Mike the time of his life?". It was a whirl of emotions. I was proud that I would have gone through with it. I was disappointed that it hadn't happened.

In the end, I did the only thing I could. With visions of Jason dancing in my head. I decided to take matters into my own two hands.
 
My delivery person for (I won’t name the company) is a 38 yo married woman. We have gotten to know each other quite well over the past 4 years. She would never stop for “fun” on her route, because the company keeps to much tabs on her. However is summer, she knows that if she brings packages around the house I’ll likely be sunbathing nude. Anyway, it’s led to a fun relationship. She is married with 2 kids too. She is a tall redhead and super fun. I have answered the door naked or near naked when I see it’s her in winter. Alway love to show off for her now.
 
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