by Littleblackdress54
Hot,loved the story...Only wish I was the one with the "Girl" bending over for me...Love crossdresser stories...
This was so hot! You have a great mastery of the language, and the descriptions made my pussy so wet ;)
I know my place, I am a casual secretary, work Tuesday and Thursday. Its what I want, I have a boss who is 48, i dress in pantyhose, short skirt, blouse. I am ready at 8am,when I say ready, I am bent over his desk, my skirt raised, my pantyhosed bottom on full display. I hear the door,he has arrived. I wait, then the hands on my hosed bottom, I feel him lick me through the hose then pull them down. The head of his quite large cock at my hole, he grips my hips, and as he pulls me back, he pushes forward, entering me all the way in one smooth thrust. I open for him,i let him take me, I want him to take me, I want his cumm in me, I can feel him, I know him, he is about to cumm, his cock throbs in me,warm heat coats my insides, I milk him, making sure he is totally drained. He lays over me,then pulls out, he pulls my pantyhose up. I turn around, releasing my cock, he takes it in his mouth, his hands squeezing my pantyhosed bottom until I tell him now and he pulls me into him as my cumm shoots into his mouth. My work is done until the next time. I walk out past his full time assistant who obviously wont give out. I lift my skirt as I go past, showing her my just fucked pantyhosed arse.See you Thursday I say.
First, I want to congratulate you for submitting a good quick read. I liked how you wrote the story as the reader being the boss. The thing i didn't like about it was, the boss wasn't surprised by the extra package you had in your panties. I missed the surprise of that and the tension it can add to a cross dresser story. It's your story so I can't hold that against you although I would really enjoy holding yours if you know what i mean. Please keep the story's cumming.
Love, love, love your stories! This one made me soooo hard and had me fantasizing of being her and riding that hard cock!
I'm a closeted sissy CD and I'd love to dress up regularly and be a sexy secretary for a well-hung boss. I would love to service my male boss every day and have him feed me his big cock and fuck my man-pussy deep and hard every day.
Please tell more stories like this one. It's so hot I came into my hand and ate it all up.
I'm really glad this is very nonspecific about the boss. As a trans lesbian that would much rather be in the boss's position than the secretary, I enjoy being able to immerse myself completely in the fantasy.