Young jessie, an early twenty-something male, wrote to me saying how he has always wanted to be dressed as a woman, and also has fantasies of being spanked by a woman. He asked me for my help. I am eager to please a genuine young man such as jessie!
I told him that his first stop was Victoria's Secret for a girly shopping expedition. I offered to write him a letter to help "break the ice". He was to print out the letter and hand it to the salesgirl at VS.
Jessie, please print this note, hand it to your sales associate when you go shopping, and ask nicely if she will please read it. Be super-respectful at all times, and leave without making a fuss if she cannot assist you.
I am writing you this note on behalf of my young pen-pal, Jessie, standing in front of you. I write a blog that Jessie is a fan of reading. Among other things, it recounts how I have taken my husband to buy lingerie for him to wear.
Jessie reached out to me by email and confessed that he too has always had a deep desire to dress in women's clothes, and lamented that he had no understanding partner/girlfriend such as myself who would be willing to take him shopping. I am too far away, unfortunately, and value keeping my blogging and personal lives separate, so the only way I can help is by writing this note.
In my several experiences shopping with my husband, our sales help has been so very open-minded and understanding with this issue. So I recommended to Jessie that he should just go ahead and buy some lingerie for himself, head held high, and that hopefully his experience would be a good one as well.
So, while an unusual request, may we please ask if you would help Jessie to find about 5 pairs of panties in his size. I am thinking pinks and reds, or powder blues. Subtle trim around the leggings and waistband perhaps? More full cut in the front, but ok if they are a little cheeky and "ride up" in the rear so he gets the full experience! While you may have to suggest some things, you should definitely involve Jessie in the selection.
I am not sure of my friend's budget, but if it will stretch beyond the panties then I am thinking, in this order, stockings with garter belt, a properly fitted bra with breast forms, and then maybe a sheer baby doll nighty to go on top?
My pen-pal will no doubt be exceptionally embarrassed by this whole thing, but I think there's no avoiding that.
I know this is "above and beyond" the call of duty for you, but I would really be forever grateful if you were to assist Jessie with this.
Here is jessie's initial recounting of his experience:
Oh Ms. Julie! What an experience i had! I wish it could have lasted longer, but i might have peed my pants if it did... I was so embarrassed! Did you know this weekend there was a panty party at VS? That was good in a way (I got 7 for $26.50). But it also meant there were tons of girls shopping through the panty drawers right next to me!
The sales girl who helped me was somewhat removed. Maybe it's because she was busy, i dont know. She didnt read your note all the way through, but i do think she skimmed it. i wish she would have been loud, and let some of those girls around me know i was shopping for me. But she only helped me for a few minutes and then had to go somewhere else in the store.But those few minutes were still amazing! I looked for pinks and reds and blues just like you said. I bought mostly pinks. Do you want to see? Can i please show you? I'll hold them or wear them or pose however you like! Maybe you could even put them on your blog and post about me?I only bought panties yesterday (the lady may have missed the part in the note about more lingerie in her skimming, and i was too scared to ask her any more.) As much as i wanted it, i was way too terrified to be measured for a bra with the store crowded as it was. And i couldnt really pick one myself. I dont know what size i am. And i didnt really see any garter belts. Im not sure where they are. But im ok taking it slow, the panties alone are amazing!Please let me show you!jessie (Your jessica)
Well of course he may! Here are his photos:
|Sale! 7 for $26.50. PINK for the young lady.|
|Nothing says "panty trained" like toting a VS bag around the mall!|
|What a spectacular ass!!!|
And here is the accompanying second note (I required more details, of course!).
But i got there and saw it was so crowded. naturally i got a bit nervous. I turned around, and then turned around again and went in. So i just started looking myself. Then a girl came up and asked if i needed help.She was quite young. My age. Maybe a bit older. She was wearing a black and white patterned pair of leggings. Needless to say, her hips were wide and her ass was round. I envied her a bit. (And liked looking too.) I couldn't help but look as she led me to more panties. I was a bit hesitant in handing her the note. And like i said, she didn't read it all the way through. She was professional. Didn't even smirk. (I couldn't believe it.) But she did help me look. I loved that. In a way i was disappointed. She didn't really say anything to me. But it was still a really fun, exciting time. Maybe I'll get another chance to go? Maybe it won't be so crowded and I'll have a full fledged experience.When I checked out, i felt giddy, in line with the other girls. The cashier asked me for my address and number. I told a fake one. I don't know why. Guess i was embarrassed. What if they sent Victoria's Secret magazines to my mailbox. What would people think? Then she handed me my pink bag. That's like the ultimate symbol of femininity at the mall, don't you think?I do think!
I have told jessica to pull down her panties, give herself a good hard hairbrush spanking, and send me the evidence. I mean, she only got a quarter of the way through her shopping!
I am forwarding another note for jessie to present to the salesgirl for the rest of his shopping. Now that I've seen her ass, I really want to see her with stockings and garter, a bra and falsies (to give her BIG breasts), and a sheer babydoll on top. As soon as jessie delivers (on the spanking and the dressing up), I will share it here.
Good luck, jessica. I will forward the note soonest, keeping it short and sweet for a busy salesgirl this time.
And remember jessie, especially now that you are mine, while I do allow masturbation, I also do require that the young lady in question clean up her mess with her tongue, and swallow every last drop while thanking me silently for the privilege of being allowed to ejaculate. And do remember that there are many women in my situation who would absolutely not allow their subbies such a luxury, and would insist on the purchase of a chasitity belt and being mailed the key. So you can also thank your lucky stars as you swallow your ejaculate.
And now you are in panties for at least a week. If not longer.