Have often been asked the question of? What is the most shameful thing sexually you have ever done with another person and to be honest thats quite hard to answer as there have been so many as I actively seek out shameful and humilating expriences, being a submissive sissy cuckold it comes with the life choice.
So I am going to post one of the more strange experiences I have had and hope to see some postings of what others have gone through even if its not strictly cuckold related! but I believe being a sissy cuckold makes me seek other people to gel with hoping to develop another sissy cuckold fem-dom relationship.
There are no real names or places in this one to protect others if you get my meaning.
A few years ago after splitting up with my ex wife cuckoldress I was working as a care nurse in a rest home where I looked after a lot of folk, there was this one client called shall we say Mary.
Mary was a very large lady of 58 she had a pretty face and she seemed to enjoy me careing for her, due to her size she was for the most part wheel chair bound and everyday I would have to wash her and dress her see to her toilet needs ect everything a carer has to do.
Mary always insisted on wearing tights and believe me the size she needed were xxxxxl the biggest on the market, I can state now that her size was pretty repulsive but Mary had a nice but slightly naughty personality and I enjoyed working with her chatting away about all and everything and it seemed as if she was happy when I was on duty, now normaly I am not attracted to large women and Mary was large her body was like a wobbling bulging maggot quite sickening to look at really but and this is a big but the smells that come off of her body seemed to turn me on like crazy.
Anyway one day I was getting her dressed and after putting all her clothes on and her tights I am kneeling putting her slippers on when she says "I like having a male at my feet" there was an awkward silence between us as I put her slippers on my hands touching her nyloned clad feet and I had a painful little erection in my trousers in the silky panties I had on that day.
Her little quip was laughed off between us and I got on with the day thinking nothing more of it me being proffessional and all that.
Anyway I left to work elsewhere and then suddenly a few weeks later I am in town shopping and I bump into Mary who is with another carer doing some shopping as well, we start chatting and the carer with Mary asks if its ok to pop and buy some ciggarettes so when she is gone Mary asks me straight out if I would like to visit her at home for a coffee and a catch up and without thinking I agree! her next statement floors me as she asks in a playful way if I am still wearing tights under my trousers? apparently she saw my leg encased in nylon when my trouser leg rode up one day when I was looking after her.
Anyway her carer came back so our chat was curtailed and we parted me with Mary's phone number and she with my promise to go and see her.
Overnight I thought what the hell it might be fun and humiliating as she knew I wore tights and I did like her company so a visit would be a laugh if nothing else.
So the next day I rang her and she arranged for me to go and see her in the evening of the next day after her afternoon carer left till her night carer arrived a window of 5 hours.
Arriving at the said time I find Mary sitting in her wheel chair in the lounge of her flat, first thing I make a coffee for both of us and we talk about this and that until she asks me to put her slippers on for her? we both know what she is implying so I get up and kneel in front of her, my penis is hard in my panties again and the barely black tights I have on under my trousers, taking her heel of her left foot I lift it up slightly and slip off her shoe and hold her hot sweaty american tan tight clad foot in my hands and breathe in the scents emminating from her foot and her.
I then do the same with her right foot.
She can scence that I am arroused and says "You like that don't you?" I mummbled yes to her question while my hands play across her hot feet.
Mary then asks me to tell her why I wear female underware and while I caress and massage her feet I let it all come out my life as a transvestite and then a sissy cuckold? I can tell by my caressing hands and my words that Mary is highly aroused her breathing deep in a lusty way and next without thinking I lower my mouth to her toes and start to suck on them?
All I can hear is Mary saying yes yes yes as I kiss and suck her nyloned clad feet.
After a while of foot worship I ease back and Mary asks to see my tights so I remove my trousers and socks and she sees my shaven legs under my tights and my red painted toe nails and black silky panties under the pantyhose, reaching out with her sausage like fingers she fondles my penis through the sheer material feeling my aching penis and comments that its very small? she orders me to lower my garments to expose myself and as soon as i do my little clit pops free and erect she grabs it and wanks me slowly teasing me and I tell her I think she is going to make me cum really quickly which causes her to stop.
We have a little break then and she tells me that she wished she'd had a husband like me as she had never married and then she asks me if I would lick her pussy for her? well I am in full submissive mode so I replys I will do anything she orders which seems to please her greatly.
Now licking the pussy of a very large lady who is in a wheel chair is not easy and first she says she wants to use the bathroom? so I wheel her throught to the wet room and she stands with my help and leans on her frame and I lift her skirt up and pull down her tights and knichers and remove the pad she has on and I am assailed with the hot aroma of her arousal, urine and dirty marks on the pad, I then manouver her comode into position and she sits down and orders me to kneel at her feet again while she does her toilet?
I am literally shaking with desire and fear now at what I am being asked by her to do and this amuses her, its then she hits me with somthing totally else when she says. " You said in the lounge you would do anything for me? I confirm this wondering what she wants and she replies that when she is back in her wheel chair she wants to watch me ***** her urine out of the comode!
I am in such a state that after she finished pissing I get her back in her chair without wiping her and kneel again and take the comode bucket out from under the seat and lift it to my lips and ***** the huge out pouring that had come from her bladder.
Then its to her bedroom where I help her onto the bed and remove her tights and knickers, the smell from her crotch is of the unwashed and unpleasant side but by now I am past worrying about that and I kiss up her fat tree trunk like legs and bury my face in her wet hot smelly pussy and lick away, Mary has three huge orgasms under my tongue all the while she's calling me all the nasty names and taunts she can think up! after I ease back and look at her pussy as she lays in her after climax aura wondering if Mary wants sex with me but I am to affraid to ask.
I can see below her pussy that she is very dirty and I know what I want to do? so going down on her again I lift her very heavy legs up and start licking her anus clean and hear Mary purr with pleasure?
I did not get to have sex with Mary that time she prefered to to suck me which as a treat in itself and she did so till I came in her mouth and she swallowed.
And so started a very kinky relationship that lasted almost a year till sister moved in with her to take care of her, we still send each other christmas and birthday greetings and I am sure we both regret we cannot have some naughty times together to this day even though she is over 70 now
