Humiliation Assignment 10: Secret Santa

Secret Santa HumiliationSlaves, as you all know it’s much better to give than to receive, so I hope you’re in a giving mood for today’s humiliation assignment.  Besides, it wouldn’t be Christmas without last-minute gift purchases, now would it?

Today, you’ll need:

  1. A gift to be given
  2. Wrapping paper or a gift bag

Let’s hope you have at least one friend.

Think of a female friend, co-worker, or object of your desire.  Preferably someone attractive who would never become romantically or sexually involved with someone like  you.

You are going to purchase a Christmas gift for her.

Take the time to give her something she might actually want, instead of just throwing something in a gift bag for the sake of finishing this assignment.  If you can’t think of anything at all, a nice scarf or a pair of winter gloves will suffice.

Purchase the gift and wrap it up neatly.  On the gift tag, write her name in the “To:” field, and “Anonymous Loser” or “Pathetic Worm” in the “From:” field.

Time to deliver, secret Santa.

Leave the gift somewhere she will find it.  Perhaps on her desk at work, or on her doorstep.  Do not hand deliver it while she is around; she doesn’t want to waste her time making polite conversation with someone like you.

Don’t worry about coming clean.  When she sees the gift tag, she’ll probably figure out who it was from anyway, presuming she has any idea who you are.

“Mistress, I have no balls and/or no female acquaintances”

For this assignment, if you really have no one you can give an anonymous gift to, it is permissible to use an e-mail address I won’t recognize, and an appropriate pseudonym to e-mail a gift card to thephonesexmistress@gmail.com so that I can buy myself something.  I could use some new gloves anyhow.

Oh, and don’t forget to come back to this posting and report how embarrassing it was to have to do this.

 

8 thoughts on “Humiliation Assignment 10: Secret Santa

  1.  
    Part 1
     
    I’m sending this in 2 parts.  I’m ready to go to work and I’m feeling a bit sick with nerves.  It’s a similar feeling to how I felt when I saw the tills way back on day 1.  I have my gift which is a box of scented candles nicely wrapped with in white snow flake wrapping paper which I had in the house and pink and white ribbon (not the same pieces that were tied round my cock and balls yesterday!)  The present is addressed “from an anonymous loser”. 
     
    The gift is for a stunning young lady called Nichole.  Everytime I see her at work she turns my head and I let out a little sigh of lust.  I don’t think she has ever heard me.  She has a lovely friendly bright smile, long black hair,a fantastic busty figure and always dresses smartly. In short, totally out of my league.  I can see her from my desk most days which is really distracting and I’ve had more than the odd secret fiddle at work looking in her direction.
     
    Anyway it’s time to go the sick feeling which was temporarily gone when i was thinking of Nichole is back with a vengeance.  Wish me luck!

    • Good luck, candy girl! I think Nichole sounds like the kind of girl who deserves lots of gifts from pathetic types like you. You’ve made an excellent choice. I can’t wait to hear how you feel after you’ve finally made the delivery. I bet anything you’ll cower in the restroom for some time! Hahaha.

      • Well I’m back with a tale to tell.  I arrived at work with my package discretely under my jumper.  I’d purposely kept the package small so I wasn’t heaving a gig present in and giving the game away.  Nichole was already there and sat at a desk among a group of girls looking particularly stunning.  I kept my head down and found a desk nearby facing that direction.  I was still dodgy my stomach was doing cartwheels and my heart was racing worryingly fast. I started working and after an hour an a half Nichole and her tablemates went for their break. I finished what I was doing and took a big puff and sauntered over, placed the parcel on her desk and continued walking.  I tweeted you at that point and yes I was cowering in the toilet.
         
        When I got back Nichole was still on break.  I missed the exact moment that she got back and discovered her present.  When I did look up she was deep in conversation with the girls sitting with her I noticed quite a bit of laughter.  A group of managers then came around and I could see the wrapping being passed around and they peered around like a group of meerkats looking for predators.  At first I was worried when I saw this but they were laughing away and looking quite light hearted. Things settled down after that, a few visits and giggles and points in another direction.
         
        I had a meeting at 7 which I ran late for.  I walked into the room and everyone was chatting I heard the word loser as I walked in.  I felt everyones eyes focus on me and the room seemed quiet apart from the sound of my heart pounding. I sat down feeling really paranoid. The conversation carried on with a few ewwws and that’s creepy. One of the girls Dawn who had been sitting at the same desk then said the line I was dreading. “nikki’s positive it’s . . . .john! This was met with approval yeah he’s a creep, he’s always perving etc. the conversation then moved onto who was sleeping with who, all in all a really productive meeting.
        I was relieved and after some thought, not really surprised why would someone like her notice me at all or give me a second thought?
         

         

        • I roared with laughter when I read your report today, candy girl. Especially the part about you walking into the room and hearing the word “loser”. I’m quite sure that’s far from the first time that’s happened to you!

          I thought for sure they had figured you out, but it looks like you just barely escaped the pain of their suspicious glances. If Nichole ever has reason to notice you (unlikely), I’ll bet she’ll think back to this day and wonder if you’re in fact that anonymous loser. Personally, I hope that a humiliating confrontation will follow.

          You’ll be relieved to know that tomorrow’s assignment involves no public humiliation. Unless, of course, someone walks in on you. 🙂

          • I’m so glad you enjoyed my report. I initially thought it was a failure but quickly realised that pathetic losers can’t expect to be noticed. Maybe it has planted a seed in her mind and maybe she’ll notice me staring at her and realise. A mixture if that and looking forward to today’s reindeer task has got me really excited. I’ve already gone shopping and got a few props for that. I’ve also been trawling through twitter for any mention of “anonymous loser” and thinking about maybe joining fb to see if anyone has chatted about it. It’s not often I say this but I’m looking forward to work today.

  2. I’ve been thinking of this task since last night Mistress, and am grateful for the help you gave me in choosing who to get the present for as I couldnt choose between three women.

    Mistress told me to choose a young waitress at my work, looking at the three I think there was certainly more scope for humiliation with this option and I got to work thinking of a gift. This girl is in her early 20’s and is really cute with short blonde hair and a great figure, we have also been flirting a bit since she started working at our place. I ended up by getting a luxury bathtime relaxation set which had things like foaming bath balls, which relax the muscles, also it had some lotions in it and a scented candle. She has always said that she loves a good bath after work and it was in such a pretty little basket, it had to be that one. I bought it in the same store I bought my panties on day one, and today I was wearing them, i’m sure I saw the same girl in there as I was walking through, I couldnt help but go through the lingerie area.

    Anyways I got to work and hid the present in my locker, trying to think of the best way to get it to her. At an push I would have left it on her doorstep later on but had luck in that there was a table in the staff room with a few presents on that people had left from a previous shift as they won’t be back in till after christmas, so I just had to get my gift there without being seen. I ended up waiting for a busy part of the shift and snook of to place my present, signed Anonymous Sissy Loser. I managed to get the present there and knew I only had to wait until Vicky’s shift started.

    Our shifts had a 90 minute overlap in today and when she walked onto the floor she was giggling, but she is always a bubbly person, but she never mentioned anything to me. I don’t know if I was being paranoid but I could have sworn that I caught her looking at me in a funny way, but I really am not sure. All I know is that the present had been taken off the table when I finished my shift, I am dreading going back to work tomorrow now, especially as the more I think the more I’m worried about it, there were only 7/8 guys in work today who could have placed it there, and to get in the staff room you need a code so it couldnt have been a customer or anything like that!

    I hope this is ok Mistress, and I have also filled out @SissyTasks application, I know I am nowhere near worthy of it, but hopefully my confessions will be seen by you to and it will amuse you.

    • Oh this was a delight to read! It pleases me to no end to know that your humiliation will be continuing on into the next few days at work, if not longer. Every time you hear her giggling you’re going to KNOW it’s because she’s laughing at you (even if she isn’t) and that makes me smile.

      I’ll bet Vicky is enjoying a nice foamy bath as I write this, all the while laughing at the Anonymous Sissy Loser who left it on the table for her today. She’s probably a smart enough girl to realize there’s only a handful of people it could be from, and I’ll be that she highly suspects it’s you based solely on the “sissy loser” tag.

      Too funny!

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