my time at the beach - feminized for the very first time
So hope everyone is staying and playing safe..We are for sure.So ive had an interesting summer one that i will never forget as you can tell if you read my other 2 blogs.So me and Joe and Nikki have become very good friends and play partners as you can tell ive become there sex toy pretty much and i love it so far.So about a week or so went by after our breakfast encounter Joe called me up and invited me over for drinks one night and made it clear it was going to be a play party night .So i agreed to play and showed up at there condo about 7pm as told as soon as i walked in Nikki said hi Bill and i said hello NIKKI She said so Joe said you want to play and be our little sissy slve tonight is that true ?So i said yes i would like that very much i think it might be fun. She said ok if at anytime you want to stop as always say red and we stop ok and i nodded yes she said ok then strip NOW with a very commanding voice .So i stripped while she sat and watched hurry up she said when i took my pants off i was wearing regular white briefs she said i like white briefs on men but from now on you wear panties every day understand i nodded yes she said give me your clothes i handed them to her she took them into the bedroom and came back with a very frilly pair of pink satin panties with lace trim and bows on them and a matching pink satin bra top and a pink collar that said sissy on it and said put these on now so i pulled the panties on then put the bra on struggling with it she said hurry up you dumb little sissy and smacked my ass making me jump i finally got it on the she attached the collar and locked it .She said ok now go in the kitchen and fix me a drink then bring it to me outside on the balcony i just looked at her she said yes outside hurry up slut .So i went into the kitchen and fixed her a rum and coke and walked out on to the balcony hesitantly because people can see from your waist up and neighbors on either side could see everything specially at this time of year its still light outside .She said bring me my drink now Slut so i walked out onto the balcony and handed her the drink she said now stand there while i relax and drink this i stood there in the very feminine pink bra and panties sweating and very nervous because any of our neighbors could easily see if they wanted i said Nikki the neighbors might see us she said yes they might and i hope they do now go in to my room there is some things on the bed bring them to me and another drink and make yourself one if you want so i went into the kitchen made two drinks then went into the bedroom and grabbed the things on the bed they were a tube of anal lube a butt plug and i wasn't sure what the other box was i took everything to her she sat the drinks on the table she said you want to be a sissy slut so bad well tonight i will turn you into one of the biggest sluts in oc and you will never forget it you will be my bimbo sissy slut now turn around when i did she pulled the panties down i said someone might call the cops she said good i hope they do i will have you answer the door just like this now bend over and grab your ankles and she slapped my ass 3 times and made me yell and said don't question me again or its 20 with you leaning over the railing counting out very loud got it slut ? I said yes Nikki .Then i felt something cold hit my ass crack then i felt her finger running up and down my ass crack then circling my asshole then i felt it slide into my ass and she started moving it in and out fingering my ass one finger then 2 fingers then she inserted another finger she was reaming and stretching my ass like it had never been stretched before right there on the balcony i was praying none of the neighbors saw us but it started to feel good after a couple minutes and i was more relaxed and getting into it and forgot all about the neighbors after a couple minutes she pulled her fingers out she said ok slut reach back and spread those sissy ass cheeks apart so i did as she said trying to keep my balance she slowly put the butt plug to my hole and then forced the tip in then started slowly moving it in and out forcing it farther and farther in then she shoved it all the way in pretty hard i yelled out because it hurt so much she said get used to it sissy slut most dicks will be bigger and longer than this and pulled it out then shoved it all the way in and slapped my ass pull up the panties and turn around when i did she noticed my now very hard cock she said so you like things in your ass you are a sissy slut aren't you.So i have decided your new sissy name will be Missy from now on when dressed you only answer to that name.Now come over here and sit on that butt plug and drink your drink we have allot to do i asked where Joe was i haven't seen him she said he was out with a friend from back home having drinks he will be back soon they went drinking at Seacrets .She said ok lets go inside she turned the tv on and put in a dvd it was a domination movie were the dom was training and feminizing the guy and turning him into a sissy to pimp him out to guys at a hotel .She said that's what i want to do to you and were gonna do it so lets get started come here and stand in front of me ok now pull your panties down then she cuffed my hands behind my back she said this wont work my cock was very hard she slapped it then went to the kitchen grabbed some ice and a zip lock bag she put the bag full of ice over my cock and balls it was so cold it hurt when my cock was soft enough she opened the box and took out a plastic thing and put some lube in it grabbed my now soft cock and put it over it then a plastic ring behind my balls and locked it all with a small lock i protested a lock i said she said yes and i will keep the key we cant have your clit getting in the way she said sit in the chair she said now to fix you she pulled out some very bright pink fake nails i was like i cant wear those she said but you will or else and started putting them on my fingers she said ok there dry now come with me into the bathroom she pulled a leash out and attached it to my pink collar pulling me with my hands behind my back she started playing with my cock and balls making my dick strain and hurt inside the cage she had put me in she said stand in the shower and she turned on the cold water and made me jump and squirm she just laughed and said well your little clit is not straining to get out now and she pulled out a razor i said what is that for she said to shave you i said i don't like that she said hmm well ok no problem then pulled out a can sprayed it all over me then started rubbing it all in all over me my legs crotch chest arms under arms back and ass then said ok just stand there it smelled really bad after a few minutes she turned the water back on and washed it off i was shocked when she washed it all off i was completely hairless except my head she dried me off and put powder all over me that smelled very girly my cock was now straining against the chastity device she said sit at the table in my room and she said ok now lets make you a real sissy slut and started to do my makeup i have never done anything like makeup before this but i have thought about it allot when i have seen guys do it in porn movies she did blue eye shadow fake eye lashes dark tone makeup she said to match my tan( i was kinda tan already) then bright red lip stick this was all very crazy to me then she pulled out a wig it was long blond then put some kind of net thing over my real hair then fastened the wig then she told me to put on the things she had laid out which was a red thong panties a red garter belt and red stocking then a short black leather skirt a red lace bra with fake breasts made into it and a black leather top then a pair of pink high heels after i was dressed she had me stand in front of the full length mirror and said wow you look hot i would fuck you in a second ok now walk out to the kitchen and get me a drink .So i stood and walked well wobbled to the kitchen when i opened the door and walked into the kitchen i was shocked and almost ran back into the bedroom .Joe and his friend were sitting there drinking i turned to go back and Nikki was there saying where is my drink Joe's very drunk friend said wow come join us whats your name ? Nikki spoke up this is Missy Joe said wow Nik you did a great job his friend said im Bill shaking and in shock i couldn't really talk i was so embarrassed and humiliated really i just wanted to leave i was so scared Nikki must have sensed it she said how about doing some shots every one said yes Nikki said Missy pour everyone a shot so we did round after round of shots me fixing them and waiting on everyone until we were all getting very drunk i could hardly walk in the heels .Bill was getting very touchy putting his hand on my leg and ass playing with my now long blonde hair i was very nervous i said to Nikki and Joe very quietly this isn't right he thinks im a girl they both laughed and said at the same time he knows the hole story and you will take care of him no questions asked like a good sissy should wont you Missy we don't want to have to punish you?I said yes i will do anything you guys say i want to please you no matter what it is i promised you i would im just very nervous ive never done anything like this before.When Bill came back from the bathroom Joe said to him what do you think of Missy he said she is very hot i would love to fuck her.Joe turned to me and said well watch this Bill we have been training her and he snapped his fingers that was my trigger to drop to my knees in front of Joe i hesitated Joe yelled at me DOWN NOW so i dropped to my knees and he pulled his pants down and grabbed my head by the leash and pulled my head into his crotch suck it bitch i looked around and he said that's it turn around and bend over he pulled my black leather skirt up and thong panties down and grabbed the leash and yanked it so i fell over his lap we told you what would happen didn't we if you didn't do it without hesitating right?I said yes and he smacked my ass count i said 1 opening my eyes to see Bill and Nikki sitting on the couch laughing and Bill stroking his cock and staring at me smack 2 smack 3 smack 4 smack 5 smack 6 by now i was hurting he was drunk and spanking me so hard i was crying smack 7 smack 8 smack 9 smack 10 11 12 13 14 15 16 17 18 19 20 that was the most and the hardest i had ever been spanked my ass was burning and i had tears running down my face .Now on your knees and suck my dick bitch and yanked the leash so i opened my mouth and he put his cock into my mouth and i started sucking his cock until it was rock hard moving it up and down in my throat sucking it in licking the shaft up and down running my tongue around the head polishing it over and over then sliding it down my throat it was very sweaty and salty tasting i could feel it throbbing in my throat as i bobbed up and down on it i could feel he was getting close to cumming he said lick my balls so i did as he said i could taste the sweat and feel the heat and smell the man scent coming from his crotch i could here Bill saying suck that dick lick those balls bitch then Joe took my top off then the leather skirt as i continued to suck his cock i licked and sucked his balls as directed by all of them he pinched my nipples hard then all of the sudden i could feel hands on my ass and back as i kept sucking Joes dick and licking his balls to my surprise it was Bill and Nikki both now pushing my head into Joes crotch till i gagged on his hard cock they seemed to enjoy me choking and gagging they kept it up pushing my head down on his cock till i was gasping for air and almost throwing up several times .Joe says ok stand up strip for us give us all a lap dance and Nikki put on some music so i did as i was told and started with Joe then Nikki then i got to Bill i was pretty nervous but started getting into it rubbing my thong covered ass all over him i could feel his cock getting hard in his jeans he undid my bra and pinched my nipples and squeezed my breasts then took my stockings and garters off until i was in just the red thong and heels then Nikki says let me show you how and started stripping and dancing giving both guys lap dances till she was down to her panties they were red satin and i could tell were soaking wet in the front she was so turned on by all this i guess she grabbed Joes cock and started sucking it pulled her panties off and sat straight down on it that was the first time i saw two people have sex in person Nikki said Missy now its your turn do just like i just did take care of Bill do anything he says he's our guest and we want him to be pleased Bill said YOU HEARD HER get over here bitch and took his shirt off and said come here take off my shoes he was about 5 ft6 dark black hair all over not in great shape but not a bad dad body probably 250 lbs early 50s i took his shoes off then socks he said now suck on my toes bitch lick them i have never done that before but new if i hesitated it would be my ass literally so i slowly took each toe into my mouth licking between them and sucking each one into my mouth then the same to the other foot he was moaning he must really be into that me not so much but it was ok then when i had sucked all of his sweaty toes and licked them clean he said now take my pants off and stood up i unbuttoned his pants and unzipped them then pulled them down and off and folded them then i was kneeling in front of him wearing only his tight white fruit of the loom briefs he said don't stop there so i put a hand on each side and pulled his underwear down and off his cock and balls now brushing my face and lips as i did it he grabbed the briefs and put them in my mouth and said here hold them for a second while i get a drink and walked into the kitchen leaving me kneeling with his dirty underwear in my mouth his cock was hard about 7 inches long i think and wide like a whiskey bottle kinda with small head he was very hairy he came back with a drink in his hand pulled my head to his cock i opened my mouth and he shoved his cock into my mouth without taking the dirty underwear out shoving then in farther and making me choke so then he took them out and put them over my head around my neck and put his cock into my mouth he started by grabbing my head and fucking my mouth making me choke but then he grabbed my head tight and forced his cock all the way down my throat without me choking or gagging until his balls rested on my lips and chin he kept wrapping his arms around my head finally pulling back so i could breath i almost passed out but he kept doing it over and over for what seamed like forever then he wrapped his legs around my head and humped my mouth then he let up i was out of breath he pushed me to the floor and sat on my face facing my feet and said put your tongue out now eat and lick my hole and sat with all his weight on my face giving me no choice but to eat and lick his dirty sweaty ass as he pinched my nipples hard for i don't know how long but seamed like hours then he got up and said get on all fours bitch and he pulled the thong panties down and off and grabbed the leash and moved it so it was attached in the back now he said whats this i see and started pulling the butt plug in and out over and over then pulled it out and said open your mouth when i did he put it into my mouth and said hows that pussy taste now hold that there or i will punish you very hard then put the thong panties over my head next to his dirty white briefs that were already around my neck and without much warning i felt his hard cock rubbing up and down my ass crack and then he forced the head into my ass making me scream out but only a mumbled sound came out past his dirty underwear that were still in my mouth when he forced his cock in he said wow your pussy is so tight for a sissy slut in training that is .Then he slowly started to fuck me saying your pussy is so tight i want you to squeeze my cock with your boi pussy bitch and slapped my ass what a great fucking ass and started pounding my ass hard and fast it was really hurting he was fucking me so hard . Then he said to Nikki you have done it again you have made another great sissy slut for your stable she will be popular then he said to me Missy i want you to beg me to fuck you i want to hear it and slapped my ass once twice three times so i said fuck me BILL put your big cock in my pussy fuck me harder so he really started fucking me hard slapping my ass pulling all the way out then going all the way balls deep it hurt and felt good all at the same time he fucked me like that all across the floor reaching around grabbing my tits and pinching my nipples hard over and over until my face was pushed into the couch were Joe and Nikki were now sitting and watching us and Nikki recording it all on her phone Joe now encouraging Bill fuck that ass ream that cunt fuck that cum slut make her moan like the cheap slut that she is then Bill said oh yeah gonna fuck this sissy bitch and make her walk funny for a week then he started pounding me so hard i could feel the heat of his cock it going all the way in his balls smacking my ass making it echo in the condo it must have lasted 45 min or more me leaking from my chastity device he shoved his cock in deep held his cock all the way in one last thrust and fell on top of me i could feel his very large cum load empty into my ass he said ohh yeah im gonna knock this bitch up your gonna have my babies bitch then fell on top of me cock still in my ass he stayed like that for awhile then got up smacked my ass and said wow that was great Nikki walked over to me said don't move took the butt plug from my mouth and put it back into my now very raw cum filled ass she said your not done yet rolled me onto my back and sat on my face and said lick it good as i started to lick her pussy i felt something leaking onto my face it was Joes cum he had cum in her pussy when all this was going on it made my cock strain so much in the chastity device it hurt but i licked her very red swollen pussy clean until she came on my face that was also a first for me as with many things that night she said wow that was great grabbed my cock in the chastity cage and said i bet that hurts dosn't it i said yes she said well you will get used to it and threw the pink bra and panties to me and said ok get dressed you can go home now just like that or you can stay but if you stay you have to go home like that in the morning wearing the thong heels and bra when we say you can go oh and you are not to remove the butt plug .I said its real late im going to go now not wanting to go out like that in the morning so i got dressed in the pink satin panties and top and heels with the butt plug in when i stood up my knees and legs were weak and wobbly my ass really hurt from being fucked hard and spanked hard i looked all around went down the steps and tried to run across the street didn't go well on heels went to take them off and heard a voice say leave them on it was Nikki so i put them back on got to my stairway to go up to my condo and my neighbor from next door was coming down to walk his dog he just said um well hello nice outfit and kept going i was so embarrassed and humiliated i hurried up to my door only to hear laughing and whistling from across the street i went inside locked the door head spinning from what had just happened and what has happened over the last few months with Nikki and Joe i walk to the bathroom with another reminder as i look down at my cock locked up in the chastity device hardly being able to walk with a hurting ass that is filled with a butt plug holding in a load of cum from some married guy i didn't know before tonight and not even being able to jerk off i look in the mirror i had forgotten i was still wearing makeup and lipstick that was now smeared all over my face wow what a mess i thought to myself ..
