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I have Peeping Tom. Silly boy thinks I don’t know all about him, but why does he think I leave the curtains in my bedroom open and the lights on when I undress or when I take a bubble bath? It’s why I take my time and make sure there he gets a lovely frontal view as I pull off my dress from time to time. All for you my sweet.
In the more clement weather he lurks in the bushes at the back of the house where he has a clear view of my bedroom windows. He has to stretch a bit to get a view of the tub, but pleasures earned are even more delightful aren’t they? And I ignore the rustling noises, the over turned bucket and footprints the next morning.
This winter had to be particularly difficult on him. With all the snow he would leave a much too obvious trail to his usual spying spot and it has been too cold to lurk as well. I know he has binoculars and spies from his window trying to get a glimpse through the trees. I try to oblige him all I can, but there are limits on what I can do to help without revealing that I know he is watching and that would spoil the game.
Spring is just around the corner and I feel sure that my Peeping Tom will be back just as soon as he can and I will happily indulge his voyeurism.
I needed a break from being snowed in recently so I went in to The City to spend a few days shopping , seeing friends and being pampered. After a morning at the spa I met some of those friends for a late, lazy relaxing lunch at my hotel. All through lunch I noticed a lovely young man seated at the bar appeared to be mesmerized. I gave him one private smile and then ignored him, sort of. I did make sure to cross my legs high enough for my skirt to slip up and give a glimpse of the tops of my stockings and didn’t pull it back into place too quickly. He seemed especially hypnotized by my pearls disappearing into my cleavage, which I did show off to it’s best advantage of course *smile*.
I let my friends take their leave ahead of me. The lovely young man was right on my path to the door. I locked eyes with him as I walked toward him and just barely ran my fingers up his arm as I passed. I didn’t need to look behind me at the elevator to know that he was following like a sweet puppy.
Since I’ve been moderating the RateMyPinDick forum I’ve been getting lots of calls from sissy bois and wannabe sissies and we’ve been having great fun. I get a lot of calls from bois who know who and what they are and accept it and enjoy it. They call me more for fashion/behavior/relationship advice more than anything else. “No sweetie, a full on liplock public greeting is a no no, a peck on the cheek and a squeeze on the arm is much sexier” “Of course a little black dress and pearls is appropriate anywhere, I should know!”
The other kind of sissy calls I get are men who haven’t accepted their “inner girl” yet and need to be forced and humiliated into what they want. If I MADE them dress in panties and suck cock then they’re really not gay right?
Then there are the bois who just crave the humiliation, whether it’s me dressing them in women’s clothes or making fun of them wearing girlie clothes or telling them what a loser they are for not just accepting who and what they are. These bois, of course, are also the ones with the teenie weenies who know they’re never going to get the girl because they simply don’t deserve her.
I enjoy all types of calls and try to figure out just what you want/need when you call me. So send me a note or tell me where you stand when you call because if I have to drag it out of you it’s going to be that much worse for you.
There’s a young man who does chores for me sometimes. He is a nice sweet young man and I’ve been patiently waiting for him to turn 18. He did last week and I asked him to come over as I wanted to wish him happy birthday in person.
When he arrived I invited him to sit on the couch and told him I had a treat to celebrate his birthday and came back with a bottle of champagne and glasses. I poured for us and joined him on the couch, a bit closer than I normally might. As we toasted and sipped our champagne I told him how much I appreciated all the chores he does for me without being asked and how helpful he always is, all the while lightly stroking his thigh and then his inner thigh as I told him I wanted to give him an extra special birthday treat.
Poor boy was squirming on the couch, trying to cover up his huge erection and peeping glances down my cleavage at the same time. I handed him my glass and told him how uncomfortable he looked and that I’d be happy to help as I slid between his legs and unzipped his fly to release his hard swollen cock. As I licked the tip of it I told him this was appetizers, we had all night.
I have a friend who I only get to see when he’s passing through town on business. He’s my own age and we’ve been friends for many years and always enjoy each other’s company in and out of bed when he visits. I usually pick him up at the train station and maybe go out for a meal depending on the time of day.
The last time he visited I wanted to give him a special treat when I picked him up. True to my public personna, I appeared perfectly respectable in my long wool coat, stockings and heels and of course, my pearls. It wasn’t until we were standing by my car at the end of the parking lot that I opened my coat and showed him just how improperly dressed, or should I say undressed, I was. Just my stockings and pearls.
Ever wonder about my pearls, the ones I wear all the time? Ever wonder how they would feel sliding against your skin between our bodies, those cool spheres rubbing across your nipples and belly as I slide down your body? Ever wonder how it would feel to kiss me with them in my mouth, letting them tease across our tongues? Ever wonder what it would feel like to have them slide gently, teasing over your cock? Ever wonder how it would feel to have me slip those pearls into my mouth and then ease that wet, hot mouth over the head of your cock?
Still wonder why I always wear pearls?
Did you make all sorts of new year’s resolutions? Of course you did. You made promises to yourself to lose weight, get in shape, stop smoking, keep up on current events, etc All those nasty things that you know you really need to do and have said this year is the year it’s going to happen. Difficult to do, but you’re committed this time.
Did you make any fun resolutions? All work and no play doesn’t work and those resolutions will end up littering the road of good intentions. Did you make any plans to reward yourself when you reach a goal? Even a small goal? Carrots work better that sticks and give us something to look forward and work towards.
If you didn’t make those plans for relaxation and reward it’s not too late and I have the best answer to your dilemma. Reward yourself for your goals with some hot phone sex with your favorite older woman. Pick up the phone and let me help you keep those hard resolutions by giving you a treat to look forward to.
 I did it again, proved to myself that backing things up is important! I wiped my site out again and didn’t have a recent backup. So have lost the last couple of months of posts, but you’ve already read those haven’t you?
There’s never a good time for things to fall apart, but even worse during the holiday scramble to be at parties and shopping, etc. I was fortunate to meet a young man at one of the parties who is very adept with computers. I explained my disaster to him and he very kindly offered to help me straighten things out. He tried to explain to me what he was doing while he was fixing things, but I’m afraid he was terribly distracted by my umm pearls.
Distracting and teasing him was very entertaining, but not getting the job done. I put him out of his misery and ended his torment by showing him how very grateful I was for his help by taking him to bed for the rest of the afternoon. Oddly enough, he still had a problem focusing on my computer problem even after that!
12/14/2009
 I don’t usually take phonesex calls in the early morning, I’m usually occupied with the real thing then! But I’m making a change in my schedule in the next few week’s to be able to take your morning wood calls on NiteFlirt.
One reason is that I plan to be alone the next few week’s, by choice, and hate to do without my morning sex as I’m sure you do too! So you know when you call I’ll probably still be in bed, naked under the covers waiting for you to join this confident mature lady for some hot and steamy morning phonesex. Waiting to start both our days with mind-blowing orgasms. When you call you can think of me there, all hot and wet and waiting for your hard morning cock.
Treat yourself, take a break during these busy holidays, slow down a bit and cum visit with Pearle in the morning. Spend some time with an experienced older woman who knows how to wake you up. Be warned, it might just became a habit!
11/29/2009
 Thanksgiving is my most favorite holidays. No presents, no hoopla, just good food and friends. It’s a time of year when I take a moment to stop and reflect on the things I have to be thankful for in the past year.
The thing I am most grateful for this year is my decision to start working in the adult industry as a PSO, phone sex operator. I love my customers, the younger men and the men of my own age. I love their stories and the ones create for them. I love the opportunity it gives me to step out of my proper lady disguise and be the proper slut I really am. Being a PSO has given me even more of an opportunity to explore my own sexuality and indulge my own fantasies on the phone and in reality. I look forward to pushing those boundaries even more in the cumming year with all of you.
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