Mistress T had already exposed me to her daughters and her 2 friends Yvonne and Nicole I was completing tasks every day i thought what else could she do to humiliate me and i found out over Christmas Teresa was off for 2 weeks over Christmas so had planned everything perfectly it was the day before Christmas eve and we went out to visit our families as Richard and Teresa so we could do something special Christmas eve and spend Christmas day with her daughters on Christmas eve she had me shave my entire body legs, groin, chest, pubes, arms, under arms and face she then dressed me in suspender tights padded bra and panties then she handed me a red Mrs clause outfit and told me to put it on the dress wasn't long but not short either she gave me a Christmas hat and heels to match she then did my make up I looked somewhat convincing as a woman but close up you could tell I was a man she then held my hand and took me down stairs and into the lounge and asked both her daughters if Mrs clause looked good both looked at me laughed and said yes mum she looks very Christmasy Teresa then turned and said see you later girls we off out Jessica said mum you taking Richard out dressed like that Teresa answered Richard oh no this is Ruby my Christmas sissy again they laughed as Teresa dragged me out the door to her car she open the boot and told me to get in as I wasn't going to see wheres she's taking me. I didn't want to be seen by neighbours so quickly got in the boot she then put a gag in my mouth cuffed my hands and blindfold me before she closed the boot she then got into the car and started driving after a few minutes the car stopped doors opened and closed then I heard voices as the car drove off I panicked who was in the car was I going to be found out i thought keep quiet the car stopped a second time same thing again then a third and a forth Teresa's car was full who were they what was going to happen Teresa continued drive for ages and it felt like hours then the car stopped i could hear muffled voices but not what was said,
The doors opened and closed and the the boot lifted open I heard OMG your serious I cant believe this with giggles and laughter I was then helped from the car uncuffed and ungagged then the blindfold taken off for a moment I couldnt see but as I opened my eyes I saw Teresa, Yvonne, Nicole, at first I didn't recognise the other 2 I noticed we were in a carpark in a strange town Teresa used the cuffs to secure me to her to stop me running off or hiding they then lead me through the carpark when people saw me then through a shopping mall where everyone was doing last minute shopping was looking at me some giggled that's when I saw myself in a shop window and realised how I looked when 1 of the women spoke it dawned on me they were, it was Janet and Kay from our local shop I though my god im never going to live this down I was then taken in what looked like a wine bar and we all sat down Teresa turned to me and said Ruby surprise your Christmas present is to be shown publicly to everyone I knew you wouldn't agree so I had to plan it like this so you could feel humiliated and nervous and I was both but strangely comfortable too the drinks started flowing and they got me a little drunk that's when the question came from all the women.
Do you like dressing up? Do you like being caged? Does humiliation turn you on? What's it like having a small cock? Can you even cum with that little cock?
How does it feel knowing your just a submissive pathetic sissy?
Have you ever been pegged? Have you sucked cock? Have you been fucked by a man? Would you like to do it? The questions were endless I tried to answer the best then I could when I saw a group of men sat at the bar one was staring at us then he walked over and asked if he could buy me a drink and have a dance the girls all said yes she will and pushed me into his arms I was shocked nervous and scared he took me to the dance floor held me tight and we danced he asked my name i said Ruby he then flirted with me I felt his hand caressing my arse as he pulled me closer he then stopped and said look up we had stopped under miseltoe I looked over Teresa smilling mouthed the words kiss him I shook my head no she walked over and said infront of this guy the least you can do is give him a Christmas kiss after all he's treating you like a lady he smiled and said your friends right you know she then whispered kiss or walk home your choice I looked at the guy then at Teresa and the others he then turned me to face him and kissed me passionately I hated this but for some reason I responded and kissed him back after what felt like forever we broke kisses and he pulled my hand placing it on his crotch and I could feel his cock and It felt big and hard the girls noticed and called us over to the table as we sat down he introduced himself as Chris the girls all chatting were saying how I was shy and they were trying to get me to be more adventurous Chris said well ladies Ruby here knows how to get a old soldier attention because this soldier stood firm for her and the touched his erection the girls giggling now said why don't you let's us all see what the soldier is like on display Teresa smiling said Ruby help him out the next thing right there at the table he unzipped and exposed his 8inch soldier Teresa took my hand and said time to relieve him of his duties and placed it on his cock im not sure why but I started wanking him Teresa took photos of this while saying let's see if you can get him to shoot too with encouragement from the girls I was wanking Chris and he kissed me again next thing I was enjoying myself and forgot where we were I felt a hand go up my dress and inside my panties it found my caged cock and squeezed and caressed my balls I was so wrapped up in the kiss I got turned on as Chris stopped kissing me he started to breathe heavy he then grabbed my head pushing it down to his cock but it was too late before I could take it in my mouth he shot his load all over my face and dress as he sat there his huge cock wilting Yvonne said now be a good girl clean up the rest of that mess with your mouth and don't forget to swallow it all mess must be properly disposed of and that's what I did, but then all of a sudden I could feel my cock straining hard against the cage i felt like i wanted toncum but there was nothing and I started just started leaking and dribbling I had no idea what had just happened in seconds Chris was gone and we sat there as if nothing happened drinking and chatting me with cum on my face and red dress.
Teresa said it was time to leave I don't know if it was the drink or the fact I had been treated like a woman but I felt confident as we left Teresa spoke to the barmaid said thank you. Soon we were heading back to the car when Janet said to Teresa can we go and get something first Tersa said of course Janet then took us all into a private sex shop that she was a regular at she said to Teresa she wanted to buy me a Christmas present Teresa smiled and said ok what you got in mind Janet walked straight to the guy behind the counter and said what's the smallest chastity cage you got in stock he then asked us to follow him and he showed us the display Janet asked all the women their opinion and they agreed on a flat pink pussy shaped cage with catheter Teresa giggled and nodded in agreement Janet took it to the counter and paid for it the rest of the girls said they'd chip in too so it could be from all of them then the guy asked if she wanted it wrapped or was she going to wear it that hit us all like a hammer she took Teresa to the side and they both giggled and I heard Teresa say yes oh yes that would be great they then both spoke to the guy behind the counter and he nodded and said yes he then took us to a display area with seats he turn and said this is the best place full view of the shop it has security cameras but out of the way of people walking passed Teresa walked over to me and said right Ruby the ladies have got you a new smaller chastity cage and your going to put it on right here in the shop where everyone can see you I hung my head my confidence gone my nerves had me shaking I lifted my dress but Teresa said no take it off and give everyone a good view of your tiny little caged dick i took off the dress lowered my panties and sat on the seat fully exposed. Teresa bent down to take my cage off and could see i was leaking and my panties were stained and wet she turned to the others and said infront of everyone in the shop my little sissy slave has creamed her panties she cant even control herself with one man kissing her, then laughter echoed through the shop I look up and saw the rest of the customers had gathered to see the show i was putting on Teresa then put the smaller ring around my balls inserted the catheter and squeezed the cage shut then locking it tight she smiled saying perfect a pussy cage for a sissy man she then handed the keys back to the shop assistant and said can you keep them safe until one of us collect them in the new year but not Ruby just us real women the guy looked and laughed then said yes of course but we closed for renovations until the 10 of February Teresa just looked at him and said so it will have to be February around valentines day the guy laughed and said if that's what you want it's fine but what about if he needs relief between now and then Teresa said he will just have to suffer and put up with the pain and frustration I don't really care to be honest this will be his gift to me, again the shop erupted with laughter as I put on my dress and we headed back to the car, then back at the carpark the boot was opened I was gagged cuffed and blindfolded again then Teresa drove home dropping the others on the way we got back to her place she kissed me and said I hope you like my gift I put a lot of thought of you going out as Ruby the guy, the kiss and the wank was a little extra for you to feel like a real woman especially when he cum unexpected you should know what a woman puts up with and now you have a small idea of what its like to be a woman over Christmas not a slave I smiled and said thank you Mistress I will never forget it she laughed saying I know you want especially when you get hard in that flat cage and to think I expected you to beg me not to let him keep the keys and if you had begged me if front of the whole shop I would have just gave them to the girls to hold for a few days but the obident sissy you are you didnt complain or beg now your going to have to last nearly 2 months without any sexual contact with your dick, not even a pathetic ruined orgasm just pure frustration we then went to bed and I licked her to multiply orgasms as my cock strained in agony against its new prison i was awake most of the night and mistress slept soundly.