My (24M) Mistress (22F) had me used by a lot of trans women

LONG READ ALERT

So I have been with my mistress for about a year and this event happened about 5 months into our dynamic. My mistress loves this subreddit and admitted she got the idea to do this off of another post on here. She could not find the post again as she read it a while ago so whoever posted it she would like to thank you.

To start the story, I’m 5 months in and I can take her strap on with the average size dick with ease, we started feminizing me including regular body shaving and waxing and showing me how to do makeup which I got a hang of pretty quickly, and I was full-time chastity. She started talking about maybe bringing other people into this dynamic like having other doms and dommes use me. I said I don’t know about men yet because at that point I still saw myself as fully straight but I would be open to other women fucking me and getting them off.

Now you might be thinking, since you read the title that she crossed some sort of line by having these women use me, but if you read this sentence carefully, I said women because trans women are women and just because I wasn’t thinking about that at the time doesn’t mean I still don’t believe it. So as my mistress she was well within her right to do this and if I ever did get uncomfortable, I still had my safe word I could use to get out of the situation so since I didn’t use it, that means I was OK with it. I was nervous but I was OK. now back to the story.

A couple weeks since that talk goes by, she tells me that I am to meet her at her condo and be there at 6 AM on a Sunday. Now my mistress has a rule that anytime she tells me to be somewhere. I am to arrive there 20 minutes early and stand outside the door. She said she likes making me look stupid standing there in front of her door. So it is a little inconvenient to be at her place at 5:40 in the morning, but I do that I get to her door and there’s a box on her door mat that says to follow the directions inside. I open the box and I see bright pink folded fishnet lingerie, and a note on top of it that says “take off all your clothes and put on everything in the box. Wait in the position that I drew on the lid and wait for me to open the door”

Very nervous because the kind of condo she was in was kind of like a motel set up where all doors were on the outside so if any of her neighbors decided to come out to get an early start on the day, like go to church, then they would definitely see me pretty much fully naked. First, this is in the middle of November so it’s very cold. As I take out the lingerie, I see there is a pink wig under it, a blindfold, my makeup kit, a small bottle of lube and a butt plug. I quickly put on the lingerie my wig and the make up, lube up the butt plug and insert it. Before I put on the blindfold, I take the position that she drew on the lid, which was having my hands on the door frame torso down, butt up to present my butt to everyone.

I wait like that for what seems like forever until I hear a car pull up in a parking lot and the door open and it close. I think this is my mistress because this isn’t the first time she’s had me show up early and then get home from a night of partying so I get excited that I can finally go inside. I hear who I think is my mistress approach me instead of saying anything. She reaches and starts fondling my clit in my cage. Then she moves to start pulling out, pushing in my butt plug teasing me. The door then opens and I hear my Mistress say from inside “ you’re late”. Now you can see I am very surprised that somehow I think my mistress is both behind me and in front of me so I instinctively reach for my blinds to take it off, but the mistress in front smacked my hand with her hand and stays on until further notice. The woman behind me says “you saw the guy. I went home with at the club last night, I had to get a quickie before I left this morning” my mistress says fair and tells the woman behind me to take my hand and to follow her.

I am guided to what I know as the playroom where I am sat down on the bed and mistress says “ you have one hour with her if she uses her safe word that means you have to stop lube and other toys are in the cabinet to the left. If you have any questions, just holler.” and the other woman says “I’ve been waiting for this all week after taking it all night it’s gonna feel so good to give it. “ I hear the door close and the woman sits on the bed next to me and takes off my blindfold instead next to me is a gorgeous blonde hair blue eyes 20 to 22 year-old woman in smeared makeup in a dress she clearly wore to the club last night. I was actually stunned and surprised that my mistress listened to me and was letting another woman use me. She was drop dead gorgeous. She said she was super horny and she wanted to jump right into it and that I needed to go get her the lube. Instinctually, I grabbed both that and the strap on for her to use, and when I came back, she just grabbed the lube, squirted some on her hand, lifting up her dress and started rubbing it on her quickly erecting dick.

I was so dumb struck by this sudden twist that when she told me to lay on my back and lift up my legs, I heard it like the first time you hear in a movie after an explosion goes off and there’s that ringing and everything‘s muffled, but my body follows the order on instinct. As soon as I lift my legs she slides under them and put them on her shoulders. She takes out my butt plug and inserts her cock. She starts off slow, making sure I’m open in the lube is covering every part of my ass that she can reach and then she starts to pick up speed and it turns into a full on fucking. As she’s doing this, my mind is racing that this is my first bio cock in my ass and what the hell is even happening and I’m actually feeling pleasure. My clits starts pressing against its cage, I feel a bit of pre-cum trickle down my balls, and I start moaning. After I don’t know how long she starts speeding up more which I don’t know that’s possible and moans she’s gonna come. That’s when I realize she’s not wearing a condom. As I try to push her off me it’s too late, do something hot shoot up into my ass, her stroke, start coming slower and longer, and she collapses on me.

She’s laying on top of me. She starts to kiss me, which I kiss back as I feel her cock start to shrink in my ass. I asked her why she didn’t wear a condom she said my mistress collected STD test from her insurance that she was cleaning so she didn’t have to wear one. She set up and put my butt plug back in my ass, and told me to wait on the bed while she cleaned herself up a bit and left for the bathroom.

I know this is a long read, and there is more to the story so if you’d like to hear the rest about her in the five other trans girls that fucked me please let me know and I’ll write more. And sorry for any spelling or grammatical errors.