A few months back, while travelling to San Francisco for my birthday weekend, I decided to be a paid fuckslut again. It's always a guaranteed way of getting fucked, even if you do potentially come across a few crazies. But, as my encouraging fuck buddy Leon says, cock is cock.
I posted an ad online and quickly had a few text messages, including one from a guy who we'll name Matt because I have no idea what the fuck his name was, and even if he had told me there's no way I would have remembered anyway!
Matt told me he had a few odd kinks that he'd love to talk over with me and asked if he could give me a call. I was out shopping but stepped out onto the street and called him. He sounded young, maybe early twenties. Despite his age he didn't sound shy about what he was wanting... no, let me rephrase that...
needing
.
"I'm a bit of an oddball, Kate", he said. "If you're not into this please just say, but I like sticking things in girls pussies and asses. Things like cupcakes, Jelly Babies, grapes.... sticks of butter..."
"Wow! Okay..." I replied, grinning away to myself on the busy street. "This is all definitely new for me but I'm sure I could accommodate you! Tell me more, Matt."
"Well, I've only ever played with food a couple of times before, including sliding a stick of butter into my ex-girlfriend's ass and making her walk around with it in while it melted. But I'd love to come over and fuck a cupcake deep inside your ass."
There were a lot of people out on the street so I couldn't really talk filthy back to him, but I told him I was very interested and that I loved trying new things, and we arranged that he would come over to my hotel at about 6:00pm for a one hour booking. He said he would come via the grocery store where he would buy the cupcakes and maybe a few other items.
I finished my shopping and went back to my hotel, curious about what the night would bring. I had a shower, taking special care to clean my ass for the impending cupcake fucking.
6:00pm quickly rolled around and Matt messaged me to say he was a few minutes away so I went down to the lobby to meet him. He was definitely in his early twenties, and despite not sounding so shy on the phone earlier, I could tell he was definitely a little nervous. He walked towards me carrying a shopping bag and I introduced myself, smiling away, trying to help him feel comfortable. We entered the elevator and I swiped my keycard, exchanging the usual pleasantries.