Story Time
I a Crossdresser have been looking for a job and applied to several companies, no luck for a few months had me sad. One day i received an email for an interview for me which made me very happy and excited as the day got closer i was getting nervous and more excited. When interview day arrives, i get ready to go but all my male underwear is dirty so leaving no choice i wear my panties and leave but unknown to me that my pany lines were visible due to the tight pants i was on my way, nervous creeps up me as the time goes by i am the last to go in. As i cross the room and see a few people sitting across there is one particular woman that catches my attention a female executive, she sits with this aura of power and control that just fills the room i uncontrollably check her out. From bottom her black High heels with stockings to her pencil skirt to the white blouse that has her hair sitting on it. As she removes the strand of hair in front of her face i see a wedding ring. Ufff she is hot and dangerous with control.
As i went to my seat i saw her check me out as her eyes reached my panties i see a curious or mysterious smile but it very quickly turn into a professional smile. After a few minutes the interview is over and i am on my way home feeling happy and excited.
A few days later i am selected for an provisional role for 6 months
as a secretary to that same female executive lets name her Donna.
I started my job as her secretary, it was a harsh week adjusting to the job. After that the next month at night she just before shift ends she told me to follow her and that we are going to do market research. I follow her to her car she tell me to drive and she sits in the back she tell me to follow her gps we reach and i look up to see a hotel not cheap a 5 star hotel i park the car and follow her up we reach the room she goes in but i stop don't know what to do.
She stops looks back and says inside now. I go in and just hear the door closed i see her hand as it suddenly goes behind me as she pulls me closer and kisses She tastes like strawberry and coffee which was her lipstick and her being caffeinated throughout the day.
I got lost between her soft plushie like lips for a few good minutes.
As i came back to myself i push back and told her she is married to which she replied what if i was not. I say it doesn't matter, you're my boss to which she says coming very up close 'and i am to decide if you have a permanent job or not".To which i have no reply as i am powerless She tells me to undress while she removes her skirt and underwear to reveal her beautiful glistening moist pussy i lick her kiss her body all over while touching her boobs she cum a few time while i was licking her, i am hard and leaking she put a condom on her mouth and put it over my dick and stars give blowjob to me she does the same thing i have but doesn't let me come, she the get on top of me and rides me but still as i am close to cum she stops she makes me try all possible position finally in the last position as i am close to cum she speed up an i cum hard. We sleep there the next morning while breakfast she says "not a word to anyone." I state the obvious "what about your husband?". She replied he is always busy.
We continue to do this every week one's the twice then it just became i regularly thing, one day in the morning i was looking for my underware and don't find it anywhere. I asked her she said she threw it i asked way buz you were wearing panties in the interview i saw the pantie lines i blush to tomato red she says cute wear mine i have extra i had her panties in my have and she was telling me to wear it, she said from now on wear only panties. Which opened a new flood of emotions as i wore them and we went to work.
As we worked i had trouble controlling my eraction, knowing that she knew i was wearing panties had me hard. I nearly made it through the day and i went home.
The next day i look at me Crossdresser clothes collection which was full of lingerie, stockings, high heels and what not. I decided to wear my panties and bra with a chastity cage to control my eraction since that that we had NO PLAN TO MEET UP. As the day went by i was about to head out she told me to follow her which mean she would see the cage. I follow her with no way out or was there a way out but i just didn't want to. We reached the point of undressing and she saw my hesitation and asked what wrong i said build up courage please keep an open mind she said interesting with a smile as i dropped my pant & panties I see again that curious or mysterious which she doesn't hid this time. She play with it and ask what else am i hiding. Which baffles me why is she not asking about the cage? While i am still thinking she says well? Come on don't be shy now to which i blur everything out .
She says will this speeds things along fast from next time one we go to your house and your show me everything. I don't ask i am just happy we have fun but she doesn't let me cum saying next time i have a surprise. Few days later me meet at my house we bath and i prepared myself to which she says good but needs improvement i say please teach me she happily obliges she teach me a lot she asked me do i like getting fucked by a dick to which i say yes .
She says good let the fun begin she brought a strap-on dildo big and black she says suck it i do but it big and i need practice so she says bend over i do she pull my skirt and moves my thong side ways slapping it in the process saying thong naught girl.
She also see a blue butt plug and says good came prepared. Removing it she slaps the dildo on my ass slowly pushing it inside it starts to feel so good getting fill up.
Then she started fucking me slowly while i was hard in a cage it felt so good. We fuck in multiple positions but i still don't cum she told me to wear the strap-on dildo i did while changing the condom on it the she told me to fuck her.
It was hot to have my dick caged while fucking her with a strap-on dildo so i did she came multiple time. We switch again this time she fucked me with a vibrator on my cage and i cum 3 time. It was amazing so we decided to continue this from now on.
A few months later i passed the provisional period and got a permanent position as Donna's secretary i was happy so was she and we decided to celebrate on this weekend.
We went home and i went to shower when i came to my room and started preparing i hear the door closed i asked her who is it she said it food delivery i got dressed and went out. Shocked to see a man sitting there hand over the shoulder of Donna she smiles and tell me to not be afraid and keep an open mind. (Irony, am I right!)
She introduced me to James her HUSBAND who was busy always.
As we talked i come to know that James was never busy they shared everything about me. It feels bad but not that bad was i hoping for this.
So James tells me to sit beside him on right his wife on left me.
James kisses me i back off thinking why? They are husband and wife with me in between what's stopping me.
So i kiss back and hear Donna say good girl.
Sound of kiss fill the room i get on top of James as he picks me up and we head to the bed we undress to the lingerie and his underwear which had i huge bulge as i touched that warm big cock and remove it. It was as big as the strap-on dildo which i got trained on. Which was not a coincidence so I asked was i trained for your husband to which Donna replyed yes and for our relationship. If you want to leave you can. To which i did not reply instead took James cock inside my mouth and look at them. They got there answer and the fun begin.
She licked while i sucked vise versa. She made me lick her pussy until she came 2 times while she sucked Her husband. Then he teased her by slapping her pussy with his dick caressing her pussy lips without going in. He then slowly pushing inside her as she feel him her body shakes another orgasam she so horny that she cum on the first push. Then he started fucking her while she rode his dick like crazy change position something his cock would pop out and i would push it back it with my hand then lick there juices too .
After a few hours and orgasam it my turn but i instead give him a Blowjob to taste there juices. Putting on a condom they ask why not raw? Why the condom?
I never really thought about it but to be honest it the not being able to feel the dick the frustration that drives to orgasam same with a chastity cage the resistance on the dick it hot.
It turn them on Donna get her strap-on dildo, i called Jame Daddy and his dick twitched he teased me same as his wife but it felt different then the strap-on dildo it was warm and the veines moving but the feeling was very light so i pushed back on to Daddys dick to feel more he loved it.
Then Daddy started fucking me while Donna slapped her dildo on my mouth which also had a condom on it.
Donna started teasing me playing while i was getting fucked in boi pussy as it was going on i called Donna Mommy then she pushed her strap-on dildoin my mouth.
I was getting Spit roast by my Mommy and Daddy so i decided to enjoy it to the fullest. I cum twice that didn't stop them so i let them keep fucking me. I could feel Daddy's cock twitching and Mommy about to orgasam too.
Which is making me cum too. So we all came together. We were so happy after words. It was hot and wet on the bed that were we slept. There are after this became the regular this i moved in with them. We sleep eat and fuck together and i remain in a chastity cage i enjoy it.
(Hope you all enjoyed the story it was a dream i had.
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