A punishment task

I walk into the sex shop, on my own, as instructed. There are only two other people in there: there's my Original, browsing the shelves, pretending not to know me. And there's the shop clerk, busy stacking shelves and keeping an eye on my Original to make sure he's not doing anything inappropriate, probably.

I try not to take too long at completing the task at hand. Firstly, the easiest bit - I pick up a small container of silicone lube.

Next, I browse the erotic underwear section, looking for something adequately slutty. It's not difficult to find something appropriate in a shop like this. There's quite a few eligible items to choose from - that is, underwear that will hug my butt-crack with a tight wedgie. Perfect for holding a butt plug deep inside me. I pick a pink g-string, since it matches my hair.

Finally, the plug itself. I've been told to get one suitable for long-term wear, and that if I'm not confident, to ask the clerk. But there's no way I'm humiliating myself more than I have to, so I look at the plugs on my own, and settle for a small soft silicone one that looks like its curved shape is the same as an anal passage.

Meanwhile, my Original is at the till, buying some things himself. Before I can get in line behind him and see what objects he's buying, they are already in a black plastic bag, out of view. He then leaves the shop, with one quick sneaky look at me before the door closes behind him.

I present the items to the cashier, and he rings them up for me, being very professional and not staring at me in my weird cosplay outfit. He's an older man, in his 40s probably. He looks warm and friendly, and he doesn't make me feel nervous. It's everything else about this situation that makes me feel nervous.

I pay with the contactless card that Original gave me. The card that until a few hours ago, was mine. I obviously know the PIN, but he doesn't know that, and isn't allowed to. Not that he can see or hear me right now, but still, it feels more sensible to remain in character whenever possible.

Okay. Now for the most difficult bit. The deeply humiliating part of the task. Can I really bring myself to do this?

Oh my god, I'm really going to do this.

"Um, is it okay if I put it in my ass right now? You can watch, if you like."

His eyes go wide. Unsurprising. This situation is very out of the ordinary. He looks around his little shop, to confirm there's nobody else here, and then eyes the door nervously.

There's something I hadn't even really considered properly - what if he says no? Will I get an even worse punishment task? Even though it wasn't my fault? This is really embarrassing. I'm not sure I can handle a sexual request like this being rejected on my first day as a girl!

"Okay, but do it quick, before someone comes." He whispers. Clearly this is not the professional thing to do, and that makes him uncomfortable, but he can't pass up on the unique experience of a random female customer inserting the toy she just bought in front of him.

It's even more embarrassing than I had anticipated. Even though I'm trying to move as quickly and efficiently as possible, it still feels like it takes me an age to open up the plastic container that the butt plug comes in, lube it up, pull my panties down, and work it in.

Oh god, my new asshole is TIGHT! Way tighter than my previous one. I guess I have dabbled in solo anal play more than a few times over the years with my old body, so it's gotten used to having a toy in it every now and then. Whereas what I'm sporting right now is a completely untouched virgin butthole. The sensation is similar to what I'm used to, but also somewhat more intense. It's like my new asshole is more... sensitive. There's no other way to describe it. I wouldn't say it's a pure pleasure upgrade, either. It's like all the different sensations that my nerves can give me have been upgraded. Discomfort and pleasure have been increased in equal proportions. And right now, it's mostly discomfort.

I wiggle my new super slutty pink g-string up my legs until it disappears up my skirt, the tight fabric now holding my plug snugly in place.

"Thank you." I whisper to the clerk, meekly. "You can keep my old panties, if you like."

"Woah! Erm, no, thank YOU! That was really hot to watch." He gushes, taking the panties I'm offering him.

I nod and try to smile, but I'm to embarrassed to utter another word. I leave the packaging for the plug behind, and leave as quickly as I can, with the lube bottle and the credit card in my hands.

Original is waiting for me outside.

"Did you do it?" He asks at once, excitedly.

"Buttslut did it." I mutter, head lowered. There's nobody in earshot, so I use my 'true' name and speak in the third person.

"Please, can you put this in your bag?" I try to hand him the lube, but he holds up his hand in refusal.

"No, I think you should carry it around for a while longer." He says, slightly amused.

I blush and just nod, doing my best to hold it in a way that hides the label. Perhaps to most people it will look like anti-bac gel. This is so embarrassing.

"So, how does it feel?" He asks me eagerly.

"My butt... Buttslut's butt... has never had anything in it before. It is very tight, and intense. It moves whenever Buttslut moves, pushing against her from the inside." I admit.

"Perfect." He says, audibly satisfied. "Consider this a small taste of your anal experiences to come."

I don't doubt his words or his intentions. My asshole is going to be getting a lot of attention - I need to be able to handle just a small butt plug.

"Are we... are Master and Buttslut going to go home now?" I ask hopefully.

"That would be no fun. You've only just put the plug in!" He teases. "No, I have another stop in mind."

Of course he does.