BBC Hookup over Labor Day weekend!

[Toyboi]

PREPARING SATURDAY

All I could thin about all day was that evening. I knew that if I got over there as early as he wanted, we would have even more time together, so I wanted to pack a few outfits. We had briefly discussed some fantasies the night before, and he mentioned he loved a white bottom in white lingerie, almost like a bride on her wedding night. I had a more playful lingerie set that I thought he would like, as well as nice flow-y white robe to lounge in. The gloves were also a major turn on, so luckily I had a white pair of them.

On the chance that we had time for an outfit change, I also brought some red lingerie. Red is just such a nasty color to me. It makes me feel and do things that are just filthy. Red stockings, red thong, red gloves and a red mesh crop top. Short little playful black skirt as well. For some added flair, im lucky enough to have a necklace with just the word BITCH in big rhinestones. I thought it would capture the moment well.

For good measure, I threw in a black robe and a pair of panties in the event we decided to lounge a bit. I never wanted him to see me in anything remotely masculine the entire evening.

I didn’t take pictures of the outfits I was bringing before I packed them, but ill throw a few onto the post that I had from other photo shoots to give you a visual

The tattoo was still on, so I gave myself another N-M-a and got ready. It had been a long time since I had been in chastity controlled by another for this long. But it was unbearably hot. It reminded about my cuck days with my ex. Being in chastity extends the sex so that you never really come down from the high. I wanted to cum so bad, and even as I played with dildos and induced a sissygasm in the shower, it didn’t fulfill what I was looking for. Im not sure his experience level with chastity, but if he knew what he was doing he should win an award…..

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Looking sensational

 

[Toyboi]

FRIDAY EVENING

I got off work and sent him a message to see if he was still interested. Honestly part of me wanted him to back out and ghost me because that would take the responsibility away from me, but he was still game, so I started getting ready. The ritual of getting ready for a date and getting into the sissy mindset is such a turn on for me, so it helped to get me over the hump to get ready. I gave myself an enema and shaved my body. I picked out a cute tramp stamp temporary tat and also a QOS logo for my ass.

Picking out outfits is almost overwhelming at this point. If you’ve seen any of my other posts, you know I have a REAL collection, so I sometimes have a very hard time deciding. Knowing that he wanted to keep my in clothes for a bit made it a little different than normal as I knew that my outfit wouldn’t just be a 30 second thing. ultimately went with a black stockings, black thong, white two piece mini dress and some pretty tall stripper heels. the heels sometimes make it hard because im already tall, but he was still taller. also had elbow length gloves and a necklace. I have a clip on belly button ring that likes to fall off, but I thought I would go all out and at least try it.

I don't do the makeup and wig kind of thing. I have a wig that I have used for some pics, but it just seems forced and almost like im not even taking this seriously. I wear lingerie and women clothes because It makes me feel sexy, and I think I can pull it off. I think I would look like a clown in a wig and makeup. he knew that I wasn't "passable" and he was cool with that.

also decided it would be a good idea to break out a few dildos for a quick stretching session. it was almost funny thinking back now. I always get so nervous before hooking up and it messes with my stomach. I just try to think of excuses not to go, then that dildo slips into my ass and I feel that first stretch and I know "yup im going..." lol. I wore a buttplug over to him to keep me a little warm.

I took most of it back off and packed it to ride over to him. I didn't want to ride and walk into a hotel like that. I wanted to be as discreet as possible showing up. I did already have my chastity cage on, because I knew I would be too hard to put it on later once I got there.

Drove over to his hotel, walked in the front door and walked up to his hotel. just jeans, t shirt and my bag at this point.
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Fuckalicious body

 

[Inandout]

mmmmmmmmmmmm sexy pics...love the red lingerie

Yes!!

 

[Inandout]

Sexy panties