As someone who posts frequently in spurts, I definitely get a lot of messages on reddit / kik about people that want to do this, that, meet up, etc. But some people are worth a continued conversation with. This person messaged me probably 2 weeks ago. And we've talked fairly in depth about what we both like, our concerns, and that they dress as well. Conversation eventually got to things we'd like to do or try, and one thing led to another...

This past Saturday, I had put my cage on, and played with my toys that night. Chastity just has a special way of making me very mentally horny, submissive, and desiring to be feminine. We had mentioned potentially meeting up, and that Sunday would work for both of us. On Sunday, we decided to meet up. And if we hit it off, grab a hotel room near by to play. Due to both of us being nervous - it didn't happen. We fast forward to Monday - and we're still talking all day. I mention still being horny as ever, and they mention they think they are other their nerves. I ask "Would you be more comfortable if I got a hotel room, and was dressed up when you arrived?" To which they responded "yes". I said I was willing to commit to this as long as I wasn't spending money for no reason, to which I was told it wouldn't be a problem. From there, I got in the shower and made sure I was super clean. It had been previously communicated that the desired attire was red, black, or leopard print. So I grabbed all of the clothes I had that fit that description and was on my way.

I sent them a message when I checked into the hotel, with the address. I said "i'll be getting ready, when you are here let me know and i'll give you the room number". I proceeded to get ready. Black garter belt, black stockings with bows, red g-string, short skirt, red lace bra, black teddy, black wig, and my black heels. Standing in front of the mirror, I couldn't believe I was actually going through with it. I had thought of this many, many times..but now it was finally happening. I brought my laptop, and put opened up my favorite sissy anal trainer, as I had told them I wanted to be fucked from behind to the rhythm in the video. When they arrived, I was still gettnig ready, and patiently waited for me to be done to which I gave them the room number: "235" was the only thing I sent. Shortly there after I heard 2 quiet knocks on the door. I opened the door, and they walked in and looked at me. We admired eachother for a brief moment, and I muttered the words "You came" and they said "You look sexy". We awkwardly walked around the room a little bit, and I sat on the bed, to which they went in the bathroom to get changed. When they came out, they were wearing heels, fishnets, a skirt, and a black tank top looking hot as fuck. Immediately, we walked toward each other, and I knew I had to break the ice. "I couldn't help but notice" as I reached for the bulge under the skirt. I had previously seen pictures of the cock under this skirt, but photos are just not the same. They reached over, and under my skirt started touching my caged up bulge. We got closer to each other, and I turned around to put my ass right against their bulge, as they started feeling me up. Grabbing my hips, squeezing my bra, reaching around to play with my cage. I reached my hand back and could feel the bulge growing in their skirt. I was reaching around their panties to touch their cock, growing increasingly harder as the moments passed. As I turned around, and took the cock out of their leopard print thong, I couldn't help but notice the beautiful curve upward of this 6" rock hard cock - and how thick it was. I was able to mutter the words "Its thicker than I thought it was" as I wrapped my hand around it and slowly started jerking it. There is just something about the warmth of a real cock, that a dildo will never satisfy. We put their cock on my cage, and took a comparison picture (which I posted) because we talked about this previously, and its so fucking hot to see.

At this point, I was so incredibly horny and impatient, I grabbed a condom and handed it to them to put on. As soon as it was on, I was squatting down in my heels like a good slut, sucking my first cock. I spent my time really soaking in what I was doing and trying to have good rhythm, and get it to the back of my throat to gag on. In all honesty, I maybe sucked it for only a minute, because the impatience got ahold of me. I then told them to go lay on the bed. I poured a ton of lube in my hand, and put it all over there cock and my ass, and climbed on top. I was pretty nervous about not doing any warm up beforehand, but i've been able to take my dildo without warm up, so I knew if I was on top and had control of it going in me - i'd be fine. I grabbed their cock behind me and positioned it against my hole. With a little persistence, and some slow pressure, their cock was fully in my ass. And truth be told - it felt A M A Z I N G. The warm, the girth. I had my hands on their chest, riding their cock nice and slow to start. Rocking back and forth, up and down, really trying to make sure it felt as good for them as it did for me. Eventually they had me leaning forward more, thrusting from bottom, and that was incredible. Incredible to just be fucked, to be used, everything I have masterbated to SO many times.

To be continued in part 2.

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