March 1st

It is March 1st, the day I received my second package from Robyn. It was identical to the first with no signs of where it had come from or what was inside.

It had been almost a month now under the thumb of my blackmailer and things were starting to become routine. While I was far from happy about this new life I was getting used to it. I had even wrapped cleaning my mask into my laundry routine on Sundays. The rigid structure of the schedule was strangely comforting. It was a reliable anchor around which I could plan the rest of my life. Robyn was always there when I called. The sessions always lasted exactly as long as what the schedule detailed and contained precisely what was listed in code. Sometimes she would vary the positions on the fly, lately she had me riding the toy more, but the general requirement stayed true to the schedule.

Today however I am a bundle of nerves as I wait to see what the new schedule would bring.

I am filled with both curiosity and dread as I kneel on the bed, masked and nude of course, with the unopened box beside me and wait for the time Robyn told me to call her. She told me through text that she wanted to watch me open the package this time. I had D1 and the nearly empty bottle of lube sitting ready on my nightstand just in case they were still needed.

9pm hits and I make the call. It doesn’t even ring one full time before her face pops up on the screen, she was obviously excited for tonight.

“Hey Missy.” She greets me in my new nickname, short for Little Miss Perfect.

“Hi.” I say back. I pick up the parcel. “I got the package.”

“Good! Open it, open it.” She was like a kid on Christmas morning. I couldn’t deny a bit of anticipation myself, more curious than anything.

I had already unwrapped it and started to peel the tape so that it would be easy once the moment arrived. I pull the packing tape off the box, wad it up, and toss it toward the waste basket. It pops right in.

“Ha! Three points.” I brag.

“Nice shot.” Robyn replies.

I open the flaps of the box. Again there was a folded piece of white paper on top with crumpled brown packing paper beneath. I open the paper to take a quick glance at the monthly schedule. Again, not a single day off. I had been hoping for at least a day or two of respite but it had been a fools hope. Not only was the schedule still nightly the double session days, which we did for the first time yesterday, were now a regular thing. Every Wednesday and Friday had entries for 9pm and 11pm.

“Aww, Fridays?” I whine. “Can’t we do Tuesday-Thursday instead?”

She ignores my complaint. “Look what’s inside.”

I look up at the screen and pout. “Can’t we just do it once on Friday. Please?” My voice is demure and subservient, I knew getting angry was useless.

She sighs. “If you’re a good girl we’ll have one session Friday’s next month.”

I smile. “Thank you.”

“Don’t thank me yet. I said we’ll see.” She points impatiently. “Open it up.”

I nod. Pulling the crinkly brown paper away my new supplies are revealed. In the box was a fresh bottle of lube, another tube of special thicker anal lube, a new webcam, a small black rubber butt plug with “P1” painted on its base, and a 7 inch glass dildo. The phallus fascinated me. It gleamed in the light. Most of it was perfectly transparent though there were a pattern of slightly raised bumps of translucent pink. If it wasn’t shaped like a dick you could even say it was quite beautiful. On the bottom of its flared base was painted “D2”.

My friend Debbie swore by glass toys though I had never tried them myself. I wondered what it would feel like. Reaching into the box I lift it out, it was heavy.

“Nice huh?” Robyn asks.

“Uh…yeah. It’s pretty.” I say as I twist it around to get a full look at it. “It’s, um, big.”

“You think so?” She asks with genuine curiosity.

“You don’t?”

“Bigger than Dylan then, huh?” She smirks. “I never knew Dylan had a little pecker.”

I prickle at that, my wifely pride wanting to protect my man’s honor. “I never said that!”

“Dylan’s cock is that big then?”

My cheeks burn. “I never said that.”

Her tone lowers as she asks me flat out. “Is the dildo bigger than Dylan? Answer me.”

“Fuck.” I sigh. “Yes, okay? Yes. Longer anyway.” This was a partial lie as I knew it was at least as thick as my husband, and probably even a bit more.

“How much longer?”

“Robyn…” I start, but I knew there was no point arguing with her. “I don’t know. Like an inch maybe.”

“Ha ha ha!” She laughs at my husband as I stew in my anger. She seems to sense my ire and laughs some more. “Have you ever had a glass toy before?”

“No.”

She smiles warmly. “Don’t worry. They are so smooth, they glide so easy. It won’t be a problem, even if you are used to smaller.”

I look to the box **** to change the subject. “New webcam.”

“I want to see you better.” She says. I know I shouldn’t be but I was mildly flattered by that. “It’s got a better mic on it too. You can set it up for tomorrow’s session.

“Sure.”

I pick up the schedule and look at it again. As with last month the entries gradually increased in length and difficulty. Starting from 15 minutes tonight, mercifully half the duration of the final days of last month, but steadily increasing day by day. I knew most of the simple code now. The D’s were the dildos, F was for fingers, P1 was the plug, P by itself meant pussy, and A meant ass. Tonight was a simple “D2-P, 15 minutes” but it escalated to “D2-P, D1-A, 45 minutes” at the end of the month. Jesus Christ, that would be grueling session! Though as a yoga instructor I respected that I would be given time to build up to it.

“Let’s get started.” She says.

“Wait, can’t I give it a quick wash first?”

“Nope. I want to see it inside of you right now.”

“Robyn.”

“10…9…8…”

I glower at her. She knew how much I hated the countdown. I quickly lube up the super smooth pyrex glass and smear a bit onto my sex then assume the leg spread position facing the laptop.

“…7…6…5…”

“I’m going, I’m going.” The size didn’t worry me. I’d had bigger in my time, my ex-boyfriend Luis was well hung. But it had been 4 and half years, since that fateful night of the video, since I’d had anything larger than Dylan’s 6 incher, and I wanted time to warm up to it.

“…4…3…2…”

“Fuck.” I mutter. I slide the conical tip up and down my slit a few times then plunge it in with a firm push.

“Oh!” I gasp in surprise as the cool super slick toy slides right inside. Even my smooth plastic vibrator seemed grippy compared this! I was not prepared to feel all 7 inches so quickly and now that it was in there wasn’t any doubt that it had Dylan beat a bit on girth as well. I freeze a moment and jerk at the sensation of the cold slippery glass filling my pussy. “Oh! Woah!”

My reaction elicits a giggle from Robyn. “I guess that extra inch makes a difference.”

I hated to admit it but she wasn’t wrong. The flared tip of the toy was filling a space I hadn’t been touched in a long time. While I was perfectly satisfied with Dylan there were nights I craved just a little bit more.

“It’s just…different.” I say. “Whooooo.” I let out a centering breath and **** myself to adapt. “It’s cold.”

“It’ll warm up soon.” She says. “Okay, get going.”

I nod obediently. Gripping it around the base I start to gingerly work the clear cock in and out. The little raised knobs felt incredible as they slid through my tight gripping tunnel, the slick glass gliding like butter yet filling me oh so nicely. I now understood why Debbie was so hooked on this material.

Swallowing hard I close my eyes. Since Valentines Day I had developed a mental technique that allowed me to feel and guide my sexual energies in ways that allowed me to delay release. I couldn’t stop it from feeling good, and I couldn’t stop myself from being aroused by the audience and the vision of my masked figure in the mirror, but with enough concentration I could redirect those tantric forces until I could deal with them properly.

The last thing I wanted was to give Robyn the satisfaction of seeing me climax on one of her toys. Being so powerless against her I had to take my victories where I could find them.

I try to shallow the strokes but Robyn catches me. “Nuh uh uh, all the way in you cheater. Don’t make me restart the clock.” She warns. “I want it good and deep. Right in there where little Dylan can’t get.”

I let out a hissing breath through my nose and sink it deep once more. “Ohhh.” I whisper, trying to keep it below the level the microphone could pick up. Tonight would be a test for my techniques as this new toy felt very, very, nice. Feeling nicer by the second too. My body was coming alive to the deep filling sensations. I’d make it through tonight but I realized I would need to adapt if I was going to make it through the month without cumming.

In and out, in and out, the glossy bumpy toy glides so easily. Each time filling me up so good.

I had never been more relieved to hear that familiar beep, beep, beep, of the timer.

“Thank you. See you tomorrow.” Robyn signs off in that abrupt manner of hers.

I pause a moment…laying there breathing heavy and filled with pent up passion…then continue on without her. A few short minutes later I am bucking and moaning through the best orgasm I’d had in a long time.