Dear Cindy's Therapist,
I just wanted to thank you for another wonderful session. On the advice you gave me last time, I disposed of all of Cindy's clothes that were pants, shorts, or skirts and dresses that are longer than mid-thigh. I believe you are correct. We need to address this silly shyness head on. And I'm happy to report that, per your instructions, Cindy has applied to all sorts of jobs that I deemed appropriate for a twenty-year-old young lady.
It was interesting to listen to Cindy's little problems. Her largest complaint is that too many men have seen her in her underthings. I will admit, she has had a rather strict upbringing. She was homeschooled, and rarely found her face out of a book. She never kissed a man before I started insisting she use it as a greeting, and that was at age twenty. I believe college has done her well in experiencing the touch of a young gentleman. For the longest time, she would complain that a pat on the bottom was some kind of sexual harassment. Now boys lift her little skirt and give her a bottom a squeeze and she'll just smile and say thank you. I still don't think she likes it, but she's making an effort.
It was further interesting to hear about her talking about that repair man being the first man to gaze upon her little B cup breasts. I believe the word she used was 'mortifying.' Apparently, she was bent and determined that the first person to look at them would be her husband on her wedding night. It was at that point that you told her that there was nothing wrong with a man appreciating the form of a beautiful woman. She reached up to stop you when you began unbuttoning her blouse but you told her this was important and needed to happen. She told you she didn't want you to see her adorable little cotton bras or her colorful little cotton panties. You made an excellent point though. Her teacher examines her bras and her panties every morning in class, and he kneads her breasts to help them get warm in the morning. She tried to object, but after a threat of a spanking she let you open her blouse. That is exactly the kind of firm hand a twenty-year-old woman needs.
It was at this time that you had her turn her back to you. I think she was happy thinking she could hide her bra from you. But with a swift practiced moment, the clasp in her back popped open. She shrieked and stated that her bra had come undone and that you needed to cover your eyes. You deftly spun her around and tugged the bra away, handing it to me. You held her wrists at her side and reminded her that this wasn't that bad, right? The girl whipped up some crocodile tears, but you told her you were going to take a picture with your phone and send it to her phone so that she could look at it every night and get used to her beautiful little B cup breasts. She meekly asked why you couldn't just take the picture on her phone, but I told her not to sass you.
When you were done, you announced to her that from now on, she was to enter the therapy room and remove her blouse and present her back to him every session so that he could undo the clasp on her bra. She asked if he could at least close the door, to which you replied 'no.' My sobbing young daughter asked if she could get dressed and leave. You replied that she could after a kiss. She presented herself for a kiss on the lips, but you took her tiny little nipple in your mouth and suckled on it for a few seconds. She complained about it later in the car, of course. I told her that she is a beautiful woman and there is nothing wrong with a man wanting to sneak a little liberty as a thank you.
I look forward to another wonderful session next week,
Cindy's Strict Mother
Dear Cindy's New Manager at the Restaurant,
I'm so glad you agreed to hire Cindy at the young age of twenty. So many of your servers and staff are so much older. I'm also thankful that you let me sit in on the interview. I'm so happy we could come to an agreement on her uniform. I understand that all your other servers wear slacks, but I'm trying to raise my Cindy to be a proper lady. I'm glad that we could agree that a blouse and skirt are more appropriate, although to hear Cindy tell it she would have been just fine in slacks. The silly girl! She was also a little put off when I agreed to hem a skirt to mid-thigh length, but as you say her beautiful soft slender legs could be a great pull in helping get customers in the door. I have to say I quite agree.
Silly Cindy then complained that men might see her little cotton panties, but you were kind enough to remind her that the regulars watched her little bra covered breasts for about thirty minutes while the front of her dress dried, and then again while her dress was in the wash (we don't have that ugly old thing anymore by the way).
I understand there has been some difficulty with her uniform. I got her a very tight blouse to accentuate her beautiful little B cup breasts, another thing I thought your customers might appreciate. I sewed on smaller buttons to further accentuate her figure, but that means every time she has to lean over a table the small buttons like to pop open. It seems like the host keeps giving her booths. I don't think she likes having to constantly rebutton her blouse, but I don't think her customers mind. It's a small price to pay to have such a cute server, right? The other issue she runs into is when she leans over a table for any reason, customers from other tables like to give her a playful little slap on the bottom. I've seen her serving. The poor girl gasps every time! It's quite entertaining, and all in good fun. The girl makes a bigger deal out of it than it is. I've told her that she is to kiss every customer she serves, which is difficult with her leaning over her table, getting slapped on the ass, and her breasts spilling out of her blouse, but she's trying to make the best of it.
Another thing I'd like to thank you for is I was in the restaurant for lunch while my daughter was working. There was a rather rotund old man who was watching her very intently. I think she was trying to pretend not to notice. She glanced over at him at one point and gasped. She chastised the man for having his penis out and masturbating in the restaurant. That kind of thing wasn't going to fly with me. I immediately told Cindy that an erection was perfectly natural and it a man needed to masturbate to relieve that tension, there was nothing wrong with it. She further objected, pointing out that she was twenty and the man had to be sixty or seventy. I told her any man was welcome to appreciate her beauty. After a thank you kiss for the man, she was back to work. Since the incident, when ever I come in for a bite and she's working I must see twenty or so men masturbating at their seats. Cindy tells me occasionally they use walking by her or her leaning over a table as an excuse to hit their phallus against her body, or even her tight little bottom. I understand one man even hit her face somehow. This is perfectly acceptable, of course. I was very quick to explain this to Cindy.
Thank you for taking a chance on her,