i was meeting a client at a hotel we always would do sessions at, he was an older Caucasian man, with long pepper hair.
i was dressed up in my normal threads, Fishnet bodysuit, cheap leather boot, a cock ring, lace panties and beat face, with a curly black on top
anyway, I arrived at the hotel first and wait for him to arrive, i laid on the bed and smoked half a joint and two cigarettes. finally, the knock came to the door
i opened it and he walked in , at first he was in his normal attire polo shirt and slack with this dirty brown leather jacket on and dirty Phillies cap on .of course
under that was his outfit for the night which he immediately starts dressing to show as soon as he sat everything down. he get undress and starts to show his outfit, imagine a
older white male with a pink crop top on and pink school girl skirt that was cut just above his cock which had a chrome cage around it , this should be obvious but he didn’t have any underwear on
once he was out of his streetwear, he turns to his bag to pull out hair ties cause he has to have his hair in a pigtail to complete the fantasy
as he turns around to get the hair ties i notice below the crack of his ass, some sort of clear ribbon or something, i was curious to know what it was and soon I was going to find out.
he turns around with ties in his hair now two ponytails hanging on each side of his face. he looks at me and start sucking on his pointer thumb.
” you look good tonight mistress,” he said still licking his finger and now rubbing his cage cock. ” i have a surprise for you.”
“A surprise, “i thought.
“well, what is it my ” i asked wondering as i did what i got my self into.
he starts to rub himself as he sexual begin to turn around, as he does he start to shake his hip towards me which now the clear ribbon is in sight
“i wanted to give some extra mistress to make me you Slut bitch for you ”
” then show me faggot’ which i hated till this day saying to any of them but it what they wanted what could you do.
he has his back to me now and he pokes his ass more toward, he moans as what I believe he his about to do is push something out him, soon the ribbon starts moving, then slow it start to come out. now, this ribbon is longer with something brown covering. it slowly moved out tell finally spilling out off him onto the floor
to my surprise as i saw his already pulsating asshole,
“what is this,” i say in an amusement
i look onto the floor and see it laying there, i walked over to look, i get a closer look at and what i see is at least four rolls of quarters two stacks on the other and it tight in there. the mistress in me wanted to keep it together but the 19yo old at me at the time had to hold my mouth from how ridiculous this was, but it was going to get even more ridiculous.
he feel to his knees and started shaking his hip again at me, and he goes, ” mmm mistress put it back in, i wanna be your piggy bank for the night”. and once again i had to try and control my self and be professional so I did, i picked it up and looked at it , somehow i think he may have use a magnum condom to do it. but regardless i clean it off since it hit the floor, then lube it up. i walked over to him still of course on all for and i get right behind him.
i get on one knee and steady him to insert it in. because he was pretty much canyon down there it was hard to get it in the, the door was tight but the hallway wide open. that night was normal to play, Chinese ball, dildo play, big buttplug while sucked me off,
and the finale of the night in how it started i had to fuck his ass with this condom filled with quarters.
that was it the session ended, and i got the original $300 dollars for three hours, plus the extra $50 that was up his ass. it was an experience that i will probably never forget that image out of my head and kinda do and don’t want to . i remember cutting open the tightly wrap quarter, luck i had a sandwich bag with me that i had some my toy in , I took them out and dump all; the rolls into it after that i packed up wipe the makeup of and took a shower and left.
Source: reddit.com/r/eroticliterature/comments/bzfcoy/a_little_extra