I stood staring at the card as passersby occasionally bumped into me. Beginning to come out of my fog, I stepped to the side, dialed the number, and waited.
“Hello,” said Katrina. I recognized her voice and panicked.
“Um, err, this is— “
“Spit it out, you little sissy, or is your slutty mouth still filled with Jim’s cum?”
This didn’t exactly put me more at ease; I started to turn red and felt panicked. “Yes, this is Chris. Well, Crissy, um, er, we sort of met, and then your husband took my pants, and well, how am I going to get this chastity cage off before— “
“First of all, what makes you think it’s coming off?” she said. “And second of all, he took more than your pants from what I smelled on his breath.”
I heard a loud smack, and her gleeful laughter was followed by Jaimie’s whimpering in the background, “Thank you, mistress!”
“Come to the parking lot, top level opposite side of the elevator; we’re in the only car. Be quick about it; I have a nail appointment.” She hung up.
I didn’t exactly feel relieved; my mind started racing again: “What if I was about to be kidnapped? What if she doesn’t take this cage off?” As the elevator reached the top level, my internal questioning had turned to, “Will she let me play with Jaimie? Will she make me be her sissy too? Will she make me service her and other men? like Jim the security guard?”
They were in a minivan, and Katrina rolled down her window as I approached. “Stop right there, sissy Crissy; take off your pants and shirt.”
“But what if— “
“There’s nobody here, do as I say, take them off, put them on the front seat,” she said, smiling and rolling down the window on the passenger side. I did as I was told, not sure if my rapid heartbeat was from fear or excitement. I could feel myself starting to strain against the cage as I stood in the parking lot, caged, in a thong and pantyhose and my nipples hardening in the cool air. I walked around to the passenger side and placed my clothes through the window and onto the seat. She came out to meet me and opened the sliding door, and since she was watching so intently, I tried to do my sexiest walk, wishing I had heels to show her how well I walked in them.
“My oh my, you are a slutty little sissy, get in there!” She slapped my ass as I stepped up to get in. The middle row seats were removed and there was a small mat with a satin sheet on it. Jamie was on all fours, his thong pulled down and her ass red from a spanking. She was also wearing a collar and a leash.
“I believe you two have met,” she said as she climbed in, her breast brushing against my face as she maneuvered to sit in the rear seat facing us. I shivered from the touch; I could only imagine being allowed to touch or kiss them. “Don’t get any ideas, sissy; you’ve got a long way before you earn even being able to look at them. Close that door and keep your head down, you slut—don’t look up until you’re told!”
As I closed the door, she picked up Jaimie’s leash and gave it a little tug which I guess was a signal for him to come to her feet which he did.
“Jaime was so bad today playing with you while I was getting a good fuck from Jim. I knew you were a little sissy when I saw you in the store with your little wiggle, and I could see you were wearing a thong. I guess that was my fault leaving him in the dressing room, but I am delighted he tried to make up for your unauthorized play date by stealing your pants!” She burst out laughing again. “I wish I could have seen your face when Jim took you to the back room.”
I was so confused, humiliated, and excited at the same time, but fear started to take over. “Please, are you going to take the cage off now? I’m married and, in the closet, so I can’t go home like this.”
“Why not? If you’re in the closet, I’m sure you’re very creative in hiding your activities. Besides,” she continued with a wink, “I think you like being caged, don’t you?”
“Well yes,” I admitted, “I like that you are in total control of me, just like I loved that Jim made me suck him, and I especially liked tasting you on him.”
She could see my clitty twitching in its cage. “Careful now, you see how the cage discourages you from getting hard. But since she’s been a very remorseful little sissy slut, I’m going to give Jaime a reward—you’re going to suck him dry for me.”
“Yes, Mistress, I would love to do that,” I blurted out, unable to hide my eagerness.
Katrina was rummaging through her bag and pulled out a bottle of lube and then a 9” dildo and said with a mischievous laugh, “And I’m going to fuck your boi pussy to see if you can take being my sissy, would you like that?”
Jaime and I were already getting into a 69 position with me on top and my ass up, facing Katrina. “Oh yes please mistress,” I said in my best girly voice and spread my ass cheeks with my hands for Katrina as I bent down to take Jaime’s clitty into my mouth. Since my clitty was caged, he started playing with my nipples as I felt him start to swell—I knew I’d be able to take all of him once he was hard, and as he grew, I began to tease his rosebud with my finger.
“You really are a slutty one,” Katrina said as she used her finger to tease my boi pussy, rubbing lube around the rim and slowly teasing with little pushes until she had one finger halfway in. It felt so good; I’d tried giving myself a prostate orgasm with my finger and toys but never quite got to where I would come without also rubbing my clitty. Jaime was fully hard now, and I held my hand back for Katrina to put some lube on my fingers, and seeing that my mouth was full, she chuckled and said, “I got you, slut,” as she squirted lube in my hand.
I started to slide a finger in Jaime in time to mistress fingering me and tried to move my mouth up his shaft in time, pausing at the top to swirl my tongue around the head and then sliding all the way down to the base and driving my finger into him at the same time. When mistress added a finger, I did the same. I was pushing back against her hand and moaning in ecstasy, and Jaime was quivering as he started to edge. My clitty was swollen and pressing at the cage, and then I felt her fingers exit and the tip of the dildo teasing my hole. We slowed down our rhythm as I pushed back against the dildo, and mistress pushed it in gently and slowly as I relaxed my sphincter to let it in.
I had to come up for air and let out a moan as she pushed it in, a little more than halfway but hitting my p-spot in a way I’d never been able to. I took Jaime back in my mouth, and Katrina started moving the dildo in and out ever so slightly, moving it in circles as well and stimulating my P-spot as I’d never experienced; my swollen clitty was throbbing in its cage. I tried to mimic what she was doing with my mouth on Jaime, and soon he was also moaning, and Katrina was also fingering herself and squealed with delight, “Ooh, Crissy, your sissy clitty is leaking.”
Precum was dripping out—the pleasure I was feeling was so intense, and my whole body started to quiver. I tried to suck harder on Jaime to control myself, moaning with him in my mouth and feeling his fingers tightening their grip on my nipples as he braced to explode. My orgasm came over me like a wave through my whole body; I was convulsing out of control, and Jaime was cumming spurt after spurt. I had to gasp for air and didn’t want to hurt him because my body was spasming out of control, even though I wasn’t totally hard; a lot of cum was leaking out of my caged clitty. I remember thinking how much more feminine Jaimie’s moaning was than mine; oh well, it was my first sissygasm. Katrina pushed the dildo all the way in, and I squeezed it with my ass as my convulsions subsided, and I collapsed beside Jaime. Katrina continued to finger herself and tugged Jaime’s leash. “Clean him up; you got cum all over the place.”
He licked all his cum off my face and neck where it had sprayed when I had gasped for air. He also wiped up the cum that I had leaked onto his face and sucked it off his finger. Then he went down and licked my cage clean, and then he kissed me again, like he had in the dressing room, and I tasted his cum mixed with mine. Katrina was fingering herself watching us and tugged on the leash again. “Now finish me and you, Sissy Crissy, I’m going to sit on you so you can tongue my ass. It took some maneuvering, but soon I was pressing my tongue (for the first time), trying to push into her ass while Jaime was licking her engorged clit while she played with her gorgeous breasts and nipples. As I felt my tongue begin to penetrate her, she pushed back till I couldn’t breathe, and she started bucking uncontrollably as she came, shouting, “Oh yes, my little sissies!”
As we caught our breath and got dressed, Jaimie and I exchanged lustful glances, making Mistress Katrina smile. As she dropped me off at my car, she looked at us in the rearview mirror and said, “Now let me see a nice goodbye kiss.” We made a wet, lingering, sloppy kiss, and I got out of the van. Katrina handed me a card. “This is our address; it’s just the two of us, so I want you to come for a playdate when you can get away for enough time that you can get fully dressed up. Bring all your clothes; you can stash them with us if you like. Call me soon, so I can unlock the cage.”
As I got in my car, I thought about all that had happened and how I was going to explain why I’d been shopping so long and not bought anything and how I was going to hide the chastity cage, but those thoughts could not bring down how high I was from fulfilling so many fantasies as I looked in the mirror and longed to get into a wig and makeup.
