When I woke up Thursday morning, it seemed as if everything was sore. My nipples ached, my ass cheeks felt bruised and my clit was sore. Matt had already left for the day and I checked my messages.
"Shelly" – Good morning, my little slut! You have a package at the door.
"E-Phone" – Yes, Sir.
I got up and went to the door, naked. So what if someone saw me? I was past caring at this point.
Inside the box was an anal plug with a note, "Wear this to work today. If you feel the need to relieve yourself, do so, clean it and put it back in. Enjoy!"
Enjoy? Enjoy something stuffed in my ass. God dammit. I was being pushed beyond my limits and I didn't know if I could stay sane for an entire week. I was losing it.
I showered and put on my make-up, then contemplated the plug. If used too much lube, it might work its way out while I walked. I couldn't risk that.
I used a small amount of lube to get to open me up easily, then pressed it into my tight pucker slowly. I winced in pain and whimpered as the widest part opened me up. By the time my pucker closed around the small base, I was shaking and nervous.
It didn't feel as painful as I'd imagined. I just felt full. I carefully walked back into the bedroom to get dressed and noticed that walking didn't hurt either. It was just uncomfortable in a way I wasn't used to.
I decided on a thin v-neck cream sweater with a camisole underneath and a knee-length black pencil skirt for the day with my heels. The sweater made my nipples less obvious with the bra I knew I had to wear.
On my way out the door, I heard my phone ping,
"Shelly" – Don't forget to band those nipples for the walk, slut!
Are you fucking kidding me!? Not even this sweater would camouflage my nipples now.
"E-Phone" – Yes, Sir.
I really hoped he was having a fucking fun time blackmailing me.
I banded my nipples and rushed out the door, making sure I had any of the 'gifts' he'd given me in my bag just in case. If I failed to do anything he said, Matt would get photos or video and I couldn't risk that.
The walk was torturous. It took me three blocks to adjust my stride so that I didn't look like I had something stuffed in my ass. What eventually worked and actually felt kind of nice was swaying my hips.
I must have looked like a high-class hooker in my skirt and sweater, nipples obscenely jutting out and swaying my hips like I was begging for a dick.
I didn't care. I just wanted to get to the office and make it through the day.
When I arrived, all eyes were on me. I went straight to the bathroom and removed the bands, hoping my nipples would calm themselves and be less obvious.
Once I was at my desk, I sat down slowly, the plug pressing into me just a bit. I logged into my computer; I had an email from Mr. Starr.
"Shelly,
I need you in my office as soon as you get this.
-Starr"
Shit. If this blackmail ruined my life and my job, I would never forgive whoever was doing this to me.
When I arrived at Starr's door, I knocked politely.
"Come in!"
I opened the door and stepped in, waiting.
"Shelly! Perfect. Close the door and have a seat."
I slowly sat and tried to control my expressions as the plug pushed into me on the chair.
Mr. Starr shuffled some papers on his desk, typed something quickly on his computer and stood up to walk around his desk, sitting on it directly in front of me.
"I've noticed what a fabulous job you've been doing lately, Shelly. I didn't want you to think it's gone unnoticed."
"Thank You, Mr. Starr. I love what I do here." I smiled sweetly as if I didn't have something shoved up my ass.
"I've been hearing a lot of chatter about your new wardrobe choices. I haven't noticed anything personally, but there's talk."
"I haven't bought any new clothes, Sir. I'm not sure what they're referring to?" One woman's nipples were the talk of the office!? Didn't these people have anything better to do!?
"I'm just checking in with you, that's all. Just be aware of the talk and keep up the good work."
"I will, thank you." I stood up and was less than a foot from Mr. Starr. His eyes lowered to my breasts. I froze.
He reached out and grazed a nipple with his finger, "I'm perfectly happy with the way you dress, Shelly." He smiled. God he was gorgeous! My heart was fluttering "I'm quite enjoying having you here, nothing to worry about."
The reasons why I was rushing around were clear to me now. He just wanted to see my tits bounce since I started wearing this horrid bra. I finally caught my breath,
"Is that all, Sir?"
"Of course, back to work!" He stood and returned to his chair behind his desk and I turned to leave. I could feel his eyes on my ass. As I walked around the outside of his office, I could see him through his blinds, watching my chest bounce its way through the office.