I’ve mentioned this trip to several people in PMs, but I’ve never published it in my blog…until now. This trip was in fall of 2016 and was an amazing experience…it was also in the days of Craigslist…man I miss that. This will be in four parts – Part I The Booth, Part II The Park, Part III The Room, and Part IV The Breakdown.

Part I – The Booth

A few days before I’m due to travel to San Diego. I post an Ad in CL. I was still fairly new to exploring Roxy’s submissive and slutty ways and I wrote an ad looking for Alpha/Dom Men willing to help push my along this road I was starting to enjoy so much. After sorting through the usual CL piles of garbage replies (“Still Lookin’?” or “Hey!”…do those EVER work?) I start corresponding with a few guys that seem promising. The three I ultimately latched onto that didn’t flake on me were a guy who said he would only take me after I’d been thoroughly used, another with a cool fantasy about my car “breaking down” near his house and a third who said he’d take care my whole evening for me and mentioned much I wanted to experience. Parts I and II are about the last guy (the other two will make it into other blog entries). He tells me his name is Mike (I never want to know real names…I value discretion!). We discuss rules, limits, boundaries and fantasies…but no spoilers, I’ll leave those for you to learn as the night plays out…

I arrive in San Diego and check-in to the hotel where my co-workers are staying. We meet for an early dinner. I grab my Roxy “go” bag and head to something more non-descript and with exterior access in Mission Valley. I text Mike and let him know I’m there. I shower, shave, trim, clean up, and start working on make-up. There’s a knock. “Mike?” I ask? “Yup.” I look through the peephole – youngish (30’s) dark hard about my height (5/10) and HWP. Cool. I let him in. I’ve laid out all my clothes on one of the beds for him to choose from.  He picks my black lace-up corset, tiger-pattern bra, brown pleather micro mini-skirt, fishnet stockings, garters, black long curly wig, see-through blouse, and my 6” patent leather ankle-strap fuck-me pumps. Pretty much exactly the outfit I would have picked. He tells me to use a plug in my pussy and leave it until he tells me I can take it out. He tells me to put on my studded leather slave collar and he takes the leash. He asks if I have a cock cage. I say “no.” He smiles and says, “no problem, we’ll fix that first.”

We leave the hotel and walk to his car. We drive about 10 minutes to an adult store off Pacific Highway. He pulls up front and tells me to get out and go inside and ask about cock cages. He will be waiting in the car in the back parking lot. I do as I’m told and this pretty hot punk-looking girl is happy to help me. We decide on a clear acrylic cage. There are a couple of guys in the store and one has looked at me several times. I take the cage and leave the store. I walk around to the parking lot and as I approach Mike’s car I see him talking to another guy. They look at me and the guy says, “ok.” He heads into the store.

Mike tells me to get in the back seat and put on the cage. It takes a while, but I get it on. Mike locks it and puts the key on his car key ring. He tells me it comes off only after I’ve done everything he wants me to do. And if I fail, he will throw away the key. I’m not sure whether he’s joking or not. But I’m excited. He tells me we’re going back in and I’m going to go into one of the video booths with the guy he was just talking to. I’m not to speak unless spoken to but just give him a blow job and make sure I swallow every drop. I love the assignment, but I’m nervous about the risk. He says he will keep a watch in the store. We walk in, he looks at the clerk, she flashes some fingers and we walk toward the back. At the entrance to the booths, he tells me 2nd curtain on the left and don’t come out until he come to get me.

I walk into the dark video booth and the parking lot guy is there watching str8 porn. It’s a 3-some scene. His cock is already straining in his pants. I get down to my knees and pull down his shorts. I take his cock in my mouth and he immediately starts thrusting. It’s maybe 5” so I have no trouble taking it…and of course, I’m loving it. The smell, the taste, the feel of a really horny guy who wants to fuck my mouth. I work his balls and ass and he grabs my head and forces it down on his cock. Mmmm…I feel it stiffen and he shoots into the back of my throat. I lick him clean and he leaves.

I sit back for a few minutes enjoying the warm satly gooey taste in my mouth and another guy walks in. He’s about 6’ and maybe 30ish. He puts his hands on me to get me to my knees and tells me to make love to his cock. He’s already pulled it out. I work it slowly, take his balls into my mouth, and get his cock wet with my drool. I couldn’t wait to taste him. I keep working him and then sucking on his balls. When I take him back in, he starts to face-fuck me.  Mmmmm... My clitty cock was starting to strain and hurt in the cage. The guy pulled my head as far as he coul…I feel his cock in the back of my throat and fight the gag reflex as I know the pleasure is soon to cum…and it does…a LOT!  “Now, suck him off” he  says and turns to another guy I hadn’t seen come in the booth. He spanked my ass. It startled me. And my cock was in pain. He did it again. I started working the other guy’s cock. This one is all of 7” and thick. He responded better to the softer work of my mouth. After a bit, I could feel he was close, but he looked and me and said, “uh-uh, I’m going to cum on your face slut.” I smiled and kept working his cock.  He reached down, took hold of his cock and came on my face, wig, and chest. A lot. Once he was done, I cleaned his cock. He told me, “Your Master says to leave it and come out now. Oh, and see you later.”

I’m a gooey slimey mess and smell like cock, balls, and cum…basically a pretty happy cum-slut. I walk out of the booth area and Mike is nowhere to be seen. The clerk looks at me and smirks. “He’s in the parking lot, said to tell you to meet him there. Just like you are. Fun night?” I smile, “oh yeah!” “Cool,” she says.

I walk out and around to the parking lot. Mike’s in his car. He points to the back seat. I get in, “don’t get cum on my seatbelt you whore.” I don’t buckle up. He starts the car.

Part II - The Park