I had been going to the same library for several years and had taken notice of the tall flat-chested librarian. At 5'6", I have always been attracted to taller women. Unlike most guys, I get really turned on my women with small tits.
The librarian, Kari, tended to wear loose fitting tops. It was kind of hard to tell, but it appeared that she might be totally flat up there. Believe me, I spent a lot of time checking her out.
After two years of fantasizing, I finally got the courage to ask her out. I was a little surprised when she asked me if this was a joke. I assured her that I was serious. She apologized and said that she rarely gets attention from men "for obvious reasons" that she couldn't talk about in the library.
After the library closed, we went out to dinner. At the restaurant, Kari told me she had pretty much given up on men because of her height (5'11") and her flat chest. I confessed that those are the things that attracted me to her.
After dinner, she agreed to go to my apartment. Once we were alone, she turned into an animal, kissing me passionately. She said it had been years since she "had" a man and she asked if I would be interested in her that way.
I began to remove her top but she protested saying that made her too nervous. I assured her that I would be fine with her tits, but she insisted and instead removed her pants AND panties.
Wasting no time, I dived between her legs and ate her wet pussy. She groaned and then screamed as I first licked then sucked on her erect clit. After about ten minutes of intense pussy eating, I stood up and got undressed.
Kari gasped when she saw my hard cock. I told her I wished I was bigger (I am only about five inches). She said it even looked too big and intimidating.
Kari had me lie down, then started stroking my cock. She apologized for her uneven stroking and said that she didn't have much experience in that area. I said she was doing fine.
After a few minutes I told her I was ready to burst. She stood my dick up and inserted it into her wet pussy. I was so turned on as I had never experienced a pussy so tight.
Several times I had to stop thrusting to avoid premature ejaculation. After the second time, she asked what was wrong. I told her she was getting me too excited and that I would cum if I hadn't stopped. Kari said I shouldn't hold back. Now I was in heaven!
I reached up and pulled her top up, exposing her chest. She was the smallest I had ever seen- as small as a woman can be without being completely flat. That was it! As soon as I saw them, my cock began spurting out of control. Kari came too, amazed but turned on that I was so into her.
Over the next two hours, I shot my load three more times- first in missionary position, second from behind. Then the third time I was unable to maintain an erection. Undaunted, she offered to "massage" my member, which she did until I released my fourth load of the night.
No woman had ever made me cum four times in such a short space of time. I can't even count the number of orgasms she had.
The next day I returned to the library and saw that she was wearing, for the first time, a rather tight t-shirt instead of one of those baggy tops. She told me that if guys didn't like her body, that was their problem.
I told her that her outfit was getting me worked up. She told me she couldn't talk about this stuff in public but that she was available for another date that evening.
That was the beginning of my relationship with Kari. We have been married for six years now. She has become quite comfortable with her flat chest, knowing that at least one man gets hard just thinking about it.