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Chapter 50
by
caitlynmasked
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Chapter 48 –Styled, Spanked, and orgasmed
The next few weeks fly by. I never seem to catch my breath. Suzy keeps at me every session and she just has a way of needling me and making me start telling her a complete and total truth. It seems that every time, at the last minute, I realize what I’m about to spill and correct it. Yes, I want to be a woman. Yes, I enjoy Mal’s attention. Yes, it excites me to be submissive to Grace. And Trixie. And Mal. And when I complain about things, she has a way of making them better that only makes them worse. The worst was the hair.
It was a particularly bad morning. Grace had recently found out that she likes bondage and more nights than not, I’m ending up with either my hands cuffed behind my back or with my hands and legs tied to bed posts. The night previous, Grace untied my leg but forgot to get my arms. By the time morning rolled around I’d only got maybe a couple hours of broken sleep, and my shoulders and arms were completely stiff. Long story short, I had a tough time at work because I couldn’t get my hair right and I slipped and sprained my ankle. Not bad, but it certainly slowed me down.
When I complained about it that night at therapy, I almost spilled what Mal did. Instead of telling her about how I was spanked for not being perky enough, I focused all my frustration into my hair. How it was a pain to keep up, how Mal complained about its boring color, how even Trixie would tease me and say that she could get me into her salon. And what was Suzy’s solution? At the time Suzy was in a big ‘jump at the chance for change’ push and so she made me jump. I had to call Trixie while sitting in front of Suzy and ask her to take me to her salon for a makeover.
Trixie’s salon just happened to be Lovely Locks, owned by the one and only Katrina Warren. I didn’t know that until we walked in there on Saturday morning for our makeover appoiintments. I was so nervous that Kat would recognize me that I got lost in everything they did. Every time she walked by I was all nods and uh-huhs and yups, agreeing to everything. I ended up with nails even longer than I had before. Oh, they were still sculpted ballerina style, but they had another quarter of an inch and were individually painted. The maintenance on the nails was going to be ridiculous. She added some new fake eyelashes that were so long that they brushed my eyeglasses and made it impossible to wear them. The makeup overall wasn’t bad, but I looked like Trixie’s twin in that department. And speaking of twinsies, they pulled a real number on my hair. My natural shade of red hair was pale and bland and could have been mistaken for a light brown on certain days. I’d gone with some coloring to pump it up when we started. And of course, added the extra style and highlights when I had to up the sex appeal for Mal. But Katrina? She thought I’d look better as a blonde.
I should have guessed they were doing major work on my hair with as long as they kept it wrapped up with all that foil, but I was just so nervous about Kat recognizing me that I didn’t give it any thought. I especially didn’t think they’d change my hair color without my permission, even though I knew they’d done that before. Technically, they didn’t make me into a blonde. Trixie later called it ‘strawberry blonde’, but to me it was more blonde than red head and that was emphasized with it being cut and styled just like Trixie. Of course, Trixie loved it, as she got her hair colored too. To strawberry blonde. Trixie insisted on a photo which Kat was happy enough to take for us and Trixie immediately sent it to just about everyone at the office. Including Mal.
Mal’s three texted responses were the perfect cap to a terribly stressful day. “SXY SXY Paris” “Apology accepted” “We’ll call this your new look so keep it up”
And why did he consider my makeover an apology? Because I ‘made’ him spank me.
I should have just called in. By the time I got up to the train platform I knew that getting around in my heels was going to be difficult, but I honestly didn’t like the idea of cutting work just because of a little pain. Well, working with pain is one thing. Working with pain while prancing around in four-inch heels is quite another. I was admittedly a bitch, snapping at people, and scowling whenever someone made me jump. Which with how much the guys loved smacking my ass, was often.
When Mal heard about my attitude, he seemed to take pity and suggested I let HR know I was taking a sick day and to just go home and put my ankle up. I tried to be ‘professional’ and told him I’d work harder at smiling but that I could work. I really should have taken his warning seriously when he told me I could stay but that if I wasn’t his ‘perfect perky girl’ he’d punish me. Later that afternoon, after I yelled at the delivery guy for staring at my chest, Mal called me into his office and asked if I’d earned a punishment. The correct answer would have been a meek apology.
The absolute wrong answer was, “You know what Mal, I don’t care. Fucking punish me!”
I’ve seen Mal move fast before, but never that fast. He was a good ten feet away from me, yet before I could register the movement, he was right next to me and literally carrying me to the couch where he sat down and laid me down over his legs. When one of his hands gripped the back of my neck and **** my face into the seat cushion I could barely eek out a protest before his other hand came crashing down on my faja covered ass.
When Grace spanked me in a similar position, she only had my nightshirt and panties between her hand and my skin. Mal was spanking me through my panties, my faja, my slip, and my leather skirt. And yet there was absolutely no doubt whatsoever that Mal’s strike to my posterior hurt more. A LOT more. I have no idea if the faja was providing any protection or maybe even enhancing his blows, but I swear I could feel his hand striking me like it was striking bare flesh. My screaming response was loud, drawn out, and piercing, and did nothing at all to slow Mal down.
His second swat landed in the exact same spot, making it feel even worse and making my screaming retort even louder. I tried kicking my legs and squirming off of his legs, but Mal’s grip on my neck was iron and I didn’t’ have the strength or leverage to get out of his way. All told, he spanked me five times and I was transported to the worst memories of childhood, crying after getting spanked with a belt by my father.
You wouldn’t think that anything worse could happen at that moment, after getting painfully spanked by your boss while wearing a skirt on his lap, but when Mal stood me up in front of him I saw that he wasn’t even perturbed by this action. Mal’s face looked like he was reading the newspaper or on a boring phone call. He wasn’t furious or even angry. He had simply seen a problem and provided a corrective action, making me fully believe that he wouldn’t hesitate to do as he said. “Next time you aren’t perky, it’ll be ten.”
Nothing was ever mentioned about the spanking again by Mal or I, but I learned my lesson. There were worse things than Mal’s words to deal with. So, when Monday morning rolled around and he got to see the ‘new me’ in person, I let him take his extended look and even provided a spin that sent my reddish yellow hair floating around me. I was all smiles when he again complimented me on how sexy it made me look and took it to heart when he told me he’d like me to maintain this new look. Makeup, nails, AND hair.
I think over this time, the girls at the office had all but given up on me. Jennifer and Claire all but avoided me, giving me nothing but stink eye whenever I saw them in the break room. Margaret sent me snide reminders of keeping personal relationship details outside of the office as if it were MY choice to have Mal parade me around every Wednesday night and every Thursday morning. But whatever attention the girls denied me, the guys more than made up for. Frank and Thomas looked for any opportunity to have me come to their office knowing full well I’d ‘gladly’ sit in their lap to do any task required. Of course, if it took thirty seconds to read them the newest memo from Mal, I’d still end up sitting on their lap for a good ten minutes.
Even Darnell upped his game, admitting that he found me very attractive and that he loved flirting with me. Most of the guys in the office would play games filled with double entendres, giggling like schoolboys when they’d get me to say things like “Your package is large today” or “Could you go deeper on your penetration report?”, but Darnell simply went for pure shock value. We’ve discussed oral sex at least three times a week and it’s not talked about in clinical terms. Let me tell you that it’s quite disturbing to have a former Big Ten scholarship corner back smiling lewdly at you while you describe the actions you can do with your tongue to get a guy to cum faster. Thank GOD all the guys know that I’m physically out of bounds when it comes to sex. In that regard, the stories of Mal and I having sex are worth it as I’m considered his property and not communal.
My sex life over the past few weeks has been **** to say the least. I’ve had more sexual encounters in these weeks as Paris than any equivalent time as Jamie. At the office, Mal has dropped any pretense of having to be ‘annoyed’ to get a hand job. Being that my penis is locked away behind this damned prosthetic, I’ve jacked off Mal more times than I jacked off myself in the past three months. I swear at this point I can hear his desire to cum in his voice from my desk now. And no matter how many times I tell him I’m not interested in him ‘returning the favor’ he is constantly trying to get into my panties. I’ve been mostly successful at denying him that activity but on three separate occasions I’ve found myself cumming from Mal’s thick meaty fingers. Once bent over his desk, once laid out on his lap, and once standing while he held my face to his chest.
In his eternally shame inducing words, he “loves to make my girls squeal!”
While I can generally discourage that kind of attention at the office, I can’t hide from it on date nights. At the end of every date night, I find myself in my lingerie kneeling in front of Mal as he sits on the edge of his bed or stands over me while I jerk him off. While he doesn’t stop me from directing his cock away from me as he cums, he does hold my face close to his manhood while I jerk him with both hands. He mentioned last week how much he’d like to see me take a facial but my inability to hide my open disgust probably convinced him that that was not going to happen.
Of course, with it being a ‘date night’ Mal says there is no way ‘his girl’ is going to bed without being ‘satisfied’. He’s finding more and more intimate positions to finger me. The last one was truly humiliating, as I straddled his thighs reverse cowgirl style and laid forward between his feet while I had to look up at the mirror reflecting us back, watching his hand work methodically in and out of my ass. And where I focus on getting Mal off as fast and efficiently as possible, he works at the exact opposite, making his fingering of me take as long as possible, ensuring that I’m a squirming, trembling mess at the end when I can finally cum.
If all my sex came from Mal, it would still be some of the most activity I’d seen in such a short period. But both Trixie and Grace continue with me. With Grace, our sexual relationship is clearly one way. She knows both Trixie and Mal get me off, generally giggling at my humiliation when she makes me recount them to her, so she doesn’t even bother trying to please me. Instead, I get to spend hours lapping and licking at her pussy seemingly every other night that we’re together. I’m fairly sure she’d stop making me do that if I just asked… but there’s something about her now that I can’t deny. Between Suzy’s list of chores I have to perform around the house, and Grace’s additions making me more her housewife at best or **** at worst, combined with the commanding forceful sex is just a huge turn on. Even if I don’t participate in the orgasms, it’s still so fucking hot.
And then there’s Trixie. Trixie and I would make the perfect couple. We both like making the other orgasm and take pride in the activity. I feel really good making her wail in pleasure and she strives to return the favor as often as possible. I assume it got around at the office of Darnell and I talking dirty regularly as Trixie has gotten in the habit of making me call the little pink dildo ‘’Darnell’ and going so far as having me thank ‘Darnell’ for the orgasm.
Between Grace, Trixie, and Mal, I believe I’ve had ‘sex’ multiple times a day, every day, for the past three weeks.
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You're Not The Boss Of Me
Going undercover as a secretary backfires for poor Paris
Paris agrees to help his apartment mate Grace help
Updated on May 10, 2026
by caitlynmasked
Created on Aug 26, 2025
by caitlynmasked
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