You’ll find items such as the ever necessary and popular  CB6000 Chastity Device for those of you little pindicks who who haven’t quite  learned to control yourselves yet.   For those of you who really need some help, may I suggest you send me the key to add to my keyring so I can help you on your road to self denial?  The idea of a hot older woman helping you maintain your chastity discipline would be so very very hot for you.

I’ve also selected a couple of books on sissy training, how to’s and experiences of other sissy bois, that will be so very educational for some of you starting out and inspirational for those of you carrying on in your current sissy lifestyle.

I’ve hand picked just a few clothing items.  I know that for most of you the shopping experience is a big part of your sissiness.  These are more for some of you bois who are starting out and need a helping hand from your mistress.  And yes, I will still be sending you on real-life shopping expeditions when we do training, so don’t fret!

So treat the Sissy Boi Shopping page as a starting point in your sissy shopping, as a place with some pointers to where you need to travel.  Of course, Ms Pearle will always be on hand to help you with your shopping and chastity whenever you need me.

Ms Pearle

I know you’re already getting hard thinking about being told to get on your knees and watch your mistress take her strap on out and step in to the harness and fasten it.  You’re already anticipating what its going to feel like between those cheeks and are starting to wriggle like a puppy who needs to go out.

You’re watching me stroke that long hard cock in my hand and wishing it were yours aren’t you?  Knowing that its not going to happen, but still wishing and maybe even begging.   What you do get is your mistress in front of you telling you to open your mouth beggar boy.  Open up and show me what a good little cocksucker you can be.  You’d better get that strap on all good and slick hadn’t you?  You know where its going next and the only lube you’re going to get is what you provide.

Silly puppy.  I want to see you on your knees with your ass up in the air, your forehead on the floor, your hands holding those cheeks open.  Your fingers are going to leave white marks on your pink ass holding it so wide for me aren’t they?

Close your eyes and feel the head of my strap on up against that tight sphincter.  Feel those muscles try to resist and push back and then give way to the head of this cock that is so much bigger than yours.  The one that your mistress takes you with and makes you her little pet with.  Feel it slide all the way, further than you thought you could take, but you will take it won’t you?  Of course you will, because I told you to and because August is anal sex month……

Ms Pearle

When I’ve asked some of the younger men in my life, both my callers on NiteFlirt and in person, what they like so much about an older woman invariably I get this lovely sigh and/or sappy smile….”everything”.  When pinned down to details the ones that pop up the most is that older woman are:

• More Experienced
• At ease with themselves
• Know what they want
• No games.

I have to smile at the no games part, of course I play games with you men, young and old, all the time.  I especially love twisting you around my fingers and getting you just where I want you, but you must like it as you keep cumming back for more.  And my games are a lot different than the games a twenty something girl would play.

The knowing what I want part has always been part of me, maybe I’m just more at ease with expressing it and taking it now that I’m
an older woman. Taking it from you as my caller or my in person lovers.  Seducing you into my bed with a smile and keeping you there as my pet to keep me satisfied.  Doesn’t sound like too terrible a  punishment does it? Why don’t you call and find out?

The adult industry won the right to post jobs in job centers 7 years ago when a challenge was made and won by Ann Summers, an adult chain store.  The point being that these are legal, legitimate jobs that generate tax and should be allowed to be discreetly posted.

I’m not sure how lawmakers are legally going to be able to ban these listings.  The listings are for strippers, phone sex and cam operators, lap dancers and other “adult entertainers”.  The fear is that these jobs will lead women into prostitution.  A variety of things lead women into prostitution, seeing an ad at a job center for a legal job isn’t one of them.

One of the lawmakers is quoted as stating “To seek to encourage unemployed people into activities which border on the edge of illegality beggars belief.”

Ummm, nope.  The jobs are perfectly legal, no edge of illegality.  If you feel the jobs are illegal, ban the work not the advertisement for workers.  Don’t hypocritically stretch out your hand for the taxes the adult entertainment business generates (which is why the work is not illegal, couldn’t collect taxes on it if it were!) and then deny workers access to jobs with the other.

Nobody is forcing women into these jobs.  They aren’t being denied their benefits if they don’t take them.  BUT, turn down a “legitimate” job in an arms factory because killing people is against your belief then you may well be losing your benefit.

Give women the benefit of some brains big brother.  Knowing a job exists doesn’t taint our lily white souls, we might even be interested in learning more about it or applying!

I actually should title this “How to Date Me” as I don’t know if I am the stereotypical older woman, but you never know!  Lots more women my age are rediscovering or discovering for the first time how sexual they are and their 50s is the absolute perfect time to indulge in young men.

Have Your Own Life

Go ahead and have your own life, just know that you are also at my beck and call whenever I choose.  I expect your adoration and worship as a matter of course.  I also plan to send you back off to that little life of yours when I get tired of you.

My Bed, My Rules

If you are ever fortunate enough to be in my bed remember that you are there only at my pleasure.  If I want to make you into a cock-sucking panty boi while you’re there, then so be it.   The flip side is that I will probably want to fuck you myself over and over and over again, so you’d best be ready and have stamina, one of the reasons that young men can be such fun in bed!

I’m Expensive and Worth It

One of the points brought up in the original article was that older women are more financially secure and don’t expect you to foot the bill all the time.  They lied.   I always expect money and presents from you as a way for you to show the your appreciation of me.   I know you pay for phone sex with me, but tributes are expected as well because I am every fantasy you’ve ever had about an older woman and worth everything you have.  Besides, what else should you do with your money other than spend it on me?  It’s exciting to keep your mistress happy than anything else in your itty bitty life.

The first one Male To Female Cross Dressing Guide is just what the title says.  It gives you tips on dressing like a sweet girlie, the way you want to be.  Of course, Ms Pearle is the last word on how you dress and where to go buy your pretties, this one has some practical suggestions.  It also has a chapter on developing a more feminine voice, something many of you have asked me about and it’s a hard thing for me to teach so here’s a resource for you!

Now this one, Flat To Fem Breast Enlargement Program, is a for you bois who want to go all the way and get those boobies going.  It targets different breast enlargement ideas just for men wanting to show their more fem side and take cross dressing a bit further into transgender.  Again, something Ms Pearle can’t advise you on, I’ve got my own to take care of!

So thank your Ms Pearle for the goodies she’s found for you this week and call me and let me know how you’re doing with these and let me give you a critique on how far you’ve cum… oops, come!