Months ago, I sent Sir this gif, saying that it made me really wet. “What do you think she had to do?” he asked, which only made me blush. 

That night, I had plans to get together with Pup, and about an hour beforehand Sir texted me saying that I should wear something I didn’t mind losing. “Something cute,” he added. I found a bra that was starting to wear a bit at the straps, an old pair of tights that were ripped at the toe, a blouse that was a bit too big on me that I’d used for a costume. I couldn’t find anything beyond the tights to wear on bottom, so I just found a skirt that matched and sent a picture to Sir. “All right,” he replied, “I’ll tell him not to mess up the skirt. Put your hair in pigtails.”

“What’s going on?” I texted him, getting a little nervous. I still braided my hair, and made sure to wear a long coat over my outfit. Without it, I kind of looked like a schoolgirl or some porny parody of a teacher and I felt a little silly wearing it. 

Sir didn’t respond, and a few minutes later, Pup had arrived. “Nice hair,” he mussed the top of my head. I shot him a glare. “I figured we would go get some coffee.”

I shifted nervously. “Are you sure you don’t just want to stay here?” I didn’t want to take off my coat in public.

“No, come on,” he led me down the stairs and over to a cafe near my place. When the waitress asked if we wanted the drinks for here, I quickly replied that they were to go. When someone I knew came over to say hi and comment on my hair, I nearly died on the spot.

We got our drinks and ended up walking around outdoors. Eventually, we found our way to a few empty streets and I started getting a little bratty. It’s my usual reaction to a situation where I feel vulnerable, and I was feeling pretty vulnerable at that moment. 

“If you don’t stop, I’m going to stick you behind that car and fuck your face,” Pup said and grabbed my arm. 

I huffed and tried to tug it away. “Aren’t you still chaste or whatever?”

“No,” he replied and pulled me along. “I don’t think so.”

When we got back to my place, I’d barely locked the door when Pup pushed me down onto the carpet. He pulled my coat open and pushed it off my shoulders, tossing it aside. I struggled underneath him, trying my hardest to hide a smirk, but stopped short when I saw him take a knife out of his pocket and flick it open.

“He told me not to mess up the skirt, but it’s not my fault if you keep moving,” Pup said and flipped my skirt up around my waist with his free hand. He grabbed a fistful of the material of my tights and sliced it away with the knife. Slipping the knife under the hole he’d made, he cut a slit down my leg. “I like this,” he murmured to himself and I saw his eyes light up.

I hadn’t done anything with genuine fear involved in quite a while, and maybe because this was new territory with him, my eyes welled up with tears. It was weirdly satisfying cry – honestly even erotic – but Pup still stopped and checked in. “I’m good, really,” I answered, “I’m enjoying myself.”

Pup reached up and pulled open my blouse, chuckling when he encountered my bra. He took the bow at the front between his two fingers and gave it a little tug. “Cute,” he teased and sliced it away before slipping the knife under one strap, then the other.

“Aww, is someone scared?” Pup taunted as he returned to shredding the tights from my body with his knife and free hand. Curls of stray, torn nylon were spread around me on the carpet. “Scared I’m going to slip and hurt you?” He set the dull end of the knife against my cheek and I sucked in an anxious breath. His hand slipped down between my legs and he laughed, “you don’t seem like you mind it too much.” He closed his knife and returned it to his pocket. “Get in your bedroom,” he tapped my side with his foot. “Now.”

I don’t remember all the particulars of what we did, beyond the fact that mostly it was a lot of beating and me sucking his cock. I ended up on my knees by the side of my bed by the end, exhausted. Pup got up to his feet and walked over to his discarded pants. He took out his wallet, thumbed through it, and took out a twenty. Moving back in front of me, he crouched down and pushed the bill into my mouth. I watched in shock as he pulled his clothes on.

“I can’t take this,” I said as I tried to give it back. “This isn’t…”

“It’s not my money,” he replied. “So tell your boyfriend I said thanks for the blowjob.”

I still held out the twenty. “He gave you money?”

Pup patted my head, “he said he’d reimburse whatever I decided to give you. I meant to break this at the coffee shop.” Out of wanting to get out of there fast, I’d paid for both of our drinks. “Probably more than you deserve.”

“I can’t…” I objected and watched him walk towards the door.

He grinned, “bye, whore. Thank Craftsmate for me, would you?”

He had intended to just step out for a minute and then come back and give me aftercare, but I was so subspaced and confused and frustrated that I kind of freaked out when he went to pretend to leave. While he took care of me, I texted Sir and thanked him for letting me realize this fantasy I’d had with Pup. It required a lot of trust and generosity on his part. I count it as one of his and my biggest poly successes. 

“Please take the money back,” I said when Pup went to tuck me in and head out. When he shook his head, I huffed and added, “I’ll just use it when we go apple picking, then.”

“It’s your whore money,” he replied and kissed my forehead.