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Anything Goes
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Straight Male / 20
Delivering To A MILF
I was delivering to a late 30s woman who was very attractive. I was one of the only drivers to work the night shifts and she was a regular customer so I saw her often.
One night she answered the door in just a towel and I was super turned on. Obviously I didn’t say anything and tried not to tell but I think she noticed. Next time I went there like two days later she was wearing a tank top and booty shorts. Which is a lot skimpier than anything I have seen her wear yet. She asked if I liked her shorts and I nervously replied “yeah they look amazing!”
The next time I went their she was wearing just a bra and booty shorts. Still I tried not to stare but it was super hard.
Next time she was wearing nothing but a bra and panties. I was flipping out. I assumed it was for me but I only wished I never actually thought it could be. I definitely was starring the whole time but I didn’t care. I honestly thought she would never go any further
The next time I delivered I had no idea what I was in store for. She answers the fore in a sexy robe, it was tied Loosely around her waist so there was a huge gap on her torso. It was basically only covering her nipples. I could see so much of her boobs I was in awe. She took a little step closer, and was leaning on the door frame just a foot or two away from me. She started pulling on her robe teasing me and she said something about the delivery I think but I was wayyyy to distracted to hear what she said. After I didn’t respond she laughed and said “what time do you get off?” I replied “10:00” then she said “as soon as you get off your gonna come here, understand?” And I said “yes ma’am..” and she closed the door.
When I got back to work I didn’t tell anyone. Still not even believing what happened myself. When I started driver over after work I was really doubtful anything would actually happen, there was no way. But I almost turned around like a million times.
I finally got there and it took me a while to knock cause I was nervous. She answered the door in the same robe and said “good boy, I knew you would come back, come in” and I went in and sat on her couch. Then she started unbuttoning my pants and toke them off. Then she yanked my boxers off and pushed me on the couch. I climbed on top and literally ripped my work shirt off tearing the buttons (it was a button up.) she kissed my next and went to a drawer and grabbed a condom and I quickly put it on. She climbed on top again still wearing the robe and sat with my dick between her thighs. Then she got up and sat down now it was inside her
She was going so fast. And not any kissing or anything just straight to business. She went up and down and I tried to get on top but she wouldn’t let me. After a few minutes she got up sat in front of my face. She asked “you want me to take the robe off” and I of course replied yes. She said “then you better start licking, and do a good job” and she sat closer putting her pussy on my face. I started licking as good as I could hoping to please her enough to see her nude, although she was kinda old she was really strong for a woman. After a few minuetes she got off and kinda threw me onto the floor, u was on all fours and she sat up on the couch, she pushed my head into her pussy again and was grabbing me by the hair. She wasn’t pulling but it was a little weird and new to me. She sat their on the couch and pushed my head into her Pusey and said “lick faster!” And like 5 minutes my toungue was totally exhausted. She said “Want me to take it off” I said yes again she told me to beg for it. I thought it was a little weird but I did it. Then she said “good boy” and took it off. It was weird cause she was defiantly some kind of dominatrix, but she was so hot naked that I didn’t care. She pushed me over again and started going really rough, after I while I finally came. I was totally exhausted. She went really hard and I was pretty fit but not that crazy. I layed on the ground exhausted sweetly and naked. Then she took of the condom and got a towel and cleaned every bit of cum up, which I thought was weird at first but I soon found out why. She went and got another told me to put it on.
I told her I was exhausted and she said “I don’t care, put it on” but I’m not hard anymore I replied. And she had me touch myself to her until it got hard, then I put it on and she went for round two. It took forever for me to cum again she was even exhausted. I was tired I could hardly move, I was dripping sweat and after a long day of work I Almost passed out, she took the condom off and tried some. She said “it tastes good, you try” and Handed it to me I looked at it and she said “be a good boy and lick it! Sounding almost angry I tried it and she made me lick it clean, then she grabbed the other and made me do it too, now that I was exhausted she showed her true colors. She said “you so pathetic look at how tired you are” she said laughing. Then she grabbed a sharpie and wrote “Meghan’s bitch” on my chest. I just let it happen cause I was kinda in love with her and exhausted. Then she led me to the bathtub I didn’t know why but she pushed her pussy into my face and started peeing. She got mad when I wouldn’t drink any and made me. Then she left me. I was so exhausted I passed out naked covered in pee in her bathtub. The next day i showered and went home and whenever she ordered again she would say “hey bitch”
One night she answered the door in just a towel and I was super turned on. Obviously I didn’t say anything and tried not to tell but I think she noticed. Next time I went there like two days later she was wearing a tank top and booty shorts. Which is a lot skimpier than anything I have seen her wear yet. She asked if I liked her shorts and I nervously replied “yeah they look amazing!”
The next time I went their she was wearing just a bra and booty shorts. Still I tried not to stare but it was super hard.
Next time she was wearing nothing but a bra and panties. I was flipping out. I assumed it was for me but I only wished I never actually thought it could be. I definitely was starring the whole time but I didn’t care. I honestly thought she would never go any further
The next time I delivered I had no idea what I was in store for. She answers the fore in a sexy robe, it was tied Loosely around her waist so there was a huge gap on her torso. It was basically only covering her nipples. I could see so much of her boobs I was in awe. She took a little step closer, and was leaning on the door frame just a foot or two away from me. She started pulling on her robe teasing me and she said something about the delivery I think but I was wayyyy to distracted to hear what she said. After I didn’t respond she laughed and said “what time do you get off?” I replied “10:00” then she said “as soon as you get off your gonna come here, understand?” And I said “yes ma’am..” and she closed the door.
When I got back to work I didn’t tell anyone. Still not even believing what happened myself. When I started driver over after work I was really doubtful anything would actually happen, there was no way. But I almost turned around like a million times.
I finally got there and it took me a while to knock cause I was nervous. She answered the door in the same robe and said “good boy, I knew you would come back, come in” and I went in and sat on her couch. Then she started unbuttoning my pants and toke them off. Then she yanked my boxers off and pushed me on the couch. I climbed on top and literally ripped my work shirt off tearing the buttons (it was a button up.) she kissed my next and went to a drawer and grabbed a condom and I quickly put it on. She climbed on top again still wearing the robe and sat with my dick between her thighs. Then she got up and sat down now it was inside her
She was going so fast. And not any kissing or anything just straight to business. She went up and down and I tried to get on top but she wouldn’t let me. After a few minutes she got up sat in front of my face. She asked “you want me to take the robe off” and I of course replied yes. She said “then you better start licking, and do a good job” and she sat closer putting her pussy on my face. I started licking as good as I could hoping to please her enough to see her nude, although she was kinda old she was really strong for a woman. After a few minuetes she got off and kinda threw me onto the floor, u was on all fours and she sat up on the couch, she pushed my head into her pussy again and was grabbing me by the hair. She wasn’t pulling but it was a little weird and new to me. She sat their on the couch and pushed my head into her Pusey and said “lick faster!” And like 5 minutes my toungue was totally exhausted. She said “Want me to take it off” I said yes again she told me to beg for it. I thought it was a little weird but I did it. Then she said “good boy” and took it off. It was weird cause she was defiantly some kind of dominatrix, but she was so hot naked that I didn’t care. She pushed me over again and started going really rough, after I while I finally came. I was totally exhausted. She went really hard and I was pretty fit but not that crazy. I layed on the ground exhausted sweetly and naked. Then she took of the condom and got a towel and cleaned every bit of cum up, which I thought was weird at first but I soon found out why. She went and got another told me to put it on.
I told her I was exhausted and she said “I don’t care, put it on” but I’m not hard anymore I replied. And she had me touch myself to her until it got hard, then I put it on and she went for round two. It took forever for me to cum again she was even exhausted. I was tired I could hardly move, I was dripping sweat and after a long day of work I Almost passed out, she took the condom off and tried some. She said “it tastes good, you try” and Handed it to me I looked at it and she said “be a good boy and lick it! Sounding almost angry I tried it and she made me lick it clean, then she grabbed the other and made me do it too, now that I was exhausted she showed her true colors. She said “you so pathetic look at how tired you are” she said laughing. Then she grabbed a sharpie and wrote “Meghan’s bitch” on my chest. I just let it happen cause I was kinda in love with her and exhausted. Then she led me to the bathtub I didn’t know why but she pushed her pussy into my face and started peeing. She got mad when I wouldn’t drink any and made me. Then she left me. I was so exhausted I passed out naked covered in pee in her bathtub. The next day i showered and went home and whenever she ordered again she would say “hey bitch”
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