If Men Wrote Candy Hearts

Mistress Day - A Time for Extra Caution

Valentine's Day is just around the corner, so this is a good time to start talking about Mistress Day.  Mistress Day is traditionally celebrated on February 13th, the day before Valentine's Day because prowlers need to spend Valentine's Day with their spouses. I say "traditionally" but there really isn't much about it that is traditional, except for the fact that it has become so common that just about everyone knows about it.  That makes it a red flag for prowlers.

Why?

Because if you know that February 13th is Mistress Day, your wife or husband may know, too, and will be watching you especially closely to make sure that your time is accounted for on that day. My suggestion is to discuss it with your lover and pick another day to celebrate, say the 12th or 15th, or even something the following week. You need to discuss it because if you just assume that you'll celebrate it the following week, your Mistress may think you forgot about it, and what does that mean for you? It means there will be another woman not having sex with you.

I'll write a post specifically on tips for Mistress Day gifts, but you should start thinking about it now so you aren't doing anything at the last minute.  Waiting 'til the last minute will likely mean that you'll be in a hurry and that's when we make mistakes. Take the time to make a plan and execute it carefully, and everything should be just fine.

I'll share one tip with you now of what not to do.  Don't ignore it. In my Valentine's Day post last year I shared with you how my special someone at the time told me all about what he did to make Valentine's Day special for his wife, and then he did nothing for me.  Nothing.  Nada. Don't misunderstand.  Listening to the what he did for his wife was fine.  It was very sweet and that didn't bother me a bit. The part that bothered me was being completely taken for granted. Those of you who know me well know that it doesn't take much to make me happy. That's what made it sting all the more. A minimum of effort is all that would have been required.

The irony is that Valentine's Day and Mistress Day are all about letting your wife and lover know that you do not take them for granted, that you appreciate them, and in many cases, that you love them.

So, there are two messages of caution here.  First, be very careful about how you celebrate Mistress Day. Your spouse may be watching you.  Second, be careful not to ignore it with your lover.  Make sure you let her know that you appreciate her.

Valentine's Day for Prowlers

Valentine's Day is a little more complicated for Prowlers than for other couples. You can't just send your sweetie flowers or buy her some expensive jewelry. You have to go with things that won't be noticed.

But don't skip it!

I remember listening to JJ tell me all about what he did for his wife last year. It was sweet. Until it became clear there was no V-Day card or wish coming for me. That hurt.

Now don't be thinking negative thoughts about JJ.  He's pretty typical.  Lots of guys would think that their mistress would be ok not celebrating the holiday.  Ok, maybe not lots of guys, but definitely some. Besides, JJ is way too sweet and kind to be mad at him.

Anyway, here are a few tips about Valentine's Day for Prowlers:

1. At minimum, send an e-card. It's reasonably safe and it shows you were thinking of her.
2. Even better than an e-card would be to buy a real Valentine's card and write your own personal message inside - in your own handwriting! - and sign it. You can give it to her just like that, knowing of course that she'll have to throw it away after reading it, or you can scan it and send it to her electronically. The important part is that you write the personal message and that you go to the effort to select a card that conveys your sentiments.
3. If you love her, say so!
4. If you're going to buy a gift, go either with something cheesy that anyone could have given her or something that she can easily incorporate into her belongings without notice. Cheesy might be a little teddy bear that she can say one of the gals at the office gave her. An example of something that can be easily incorporated into her life might be some very simple, not-so-flashy jewelry. The perfect gift for me would be a colorful or funky flash drive. It would easily pass for something I would get for myself and every time I used it I would think of him. (I wanted to put those last two sentences in bold so they would be easily noticeable, but I decided that would be just a bit too obvious.)
5. The point is to make it meaningful. The odds are good that she's not with you for your money, so you don't need to spend a lot of money to impress her. Touch her heart. That will impress her.  That goes for your wife, too, by the way.

I'll be going to the store later today to shop for some V-Day cards. Shopping for cards for my husband and boys is pretty easy. Shopping for a lover is harder. Do they have cards that say, "For My Favorite Lover..No one has ever done me like you do?" 

And it's even harder to find something appropriate for an online-only friend. "To the guy I really like a lot who I've never met in person but who has seen me cum via webcam a bunch of times...." I don't think Hallmark makes that card.

So, Prowlers, what are you doing for your sweetie for Valentine's Day?  Please share with the rest of us.