I am re-posting this chapter of Crazy Summer due to a mix up I had with the original posting and the name of one of the main characters. I apologize for the confusion and thanks to everyone for all your comments and feedback, they are all greatly appreciated.
Chapter 3 -- Cindy Learns a Lesson
When Cindy came home from Portland that evening she found everything relatively normal. Of course I was wondering around grinning like a Cheshire cat. After all it wasn't everyday a fellow lost his virginity, especially with a women as sexual and sensuous as my Aunt Elaine. Cindy had indicated to me that her plan was to take my cherry as soon as she had finished her period, which had just begun. Elaine had superseded those plans and it was going to be very interesting finding out how Cindy was going to react when she found out I was no longer a virgin.
For the next couple days our routine in the ranch house was pretty much the same. I'd work all morning, have lunch and relax by the pool in the afternoon. Cindy was rather distant, probably because of her period, and spent much of her time in the house cleaning and reading in her room. Elaine and I met occasionally for a quick blowjob or fuck, but we were trying to keep Cindy unaware of our activities. Apparently Aunt Elaine had something planned and she wasn't sharing it with me.
One thing that had changed was Aunt Elaine; she was definitely coming out of her shell since that first afternoon when we fucked ourselves silly. Her apparel changed from her very casual jeans and blouse attire to a much more provocative and dressy look. During the day the jeans or cutoffs remained but the conservative blouses changed to tank tops and tee shirts. The change in attire is what I started to think of as boner food. I just loved the way those tops hugged her giant breasts and the way they showed every movement when she walked around the house.
Occasionally she would put on her skimpy bikini and join me in the pool for an afternoon swim. During the morning and afternoon she was typically very playful and occasionally she would corner me and rub her tits against me until they started spilling milk. Sometimes it was as quick and simple as a shirt lift in the kitchen exposing her magnificent breasts to me and smiling wickedly. She jerked me off one time in the pool and gave me a BJ one morning while I sat in the kitchen eating my breakfast.
In the evenings she would usually change for dinner, emerging from her room in some of the most attractive dresses I've ever seen. Before she got pregnant and her rich husband was still around, Elaine possessed an extensive wardrobe to their lifestyle which demanded a very elegant dress code. Now, months after losing the baby, her figure was back to normal, excepted of course for her milk laden breasts.
All her dresses were very low cut, but now they tended to squeeze her tits provocatively and push the flesh out the top creating one of the best jiggle shows you've ever witnessed. She would not wear her utilitarian support bras with these outfits but was having trouble going bra-less considering her size. These situations made her decide to go into town to do some shopping and run some errands. So on the fourth morning Elaine told me that she and I were going to town that afternoon.
Elaine instructed Cindy on what was planned for supper and that we should be back by 7:00. Cindy looked sad for being left out of the town trip but Elaine kissed her when we left and said that she had her trip by herself a few days ago so don't get upset. Just before we left Cindy came up to me and whispered in my ear that she may finish her period tonight or tomorrow, so I should be preparing myself mentally to lose my virginity to her. She had reached down and gave my cock a rub as she told me this.
The trip to town was fast as Elaine decided to drive her BMW and she was excited about the outing and being out for the first time in weeks. She knew the city well and we had completed several errands at the bank and grocery store before ending up at this elegant lingerie shop in a very high class part of the shopping district.
At first I thought this was another of her boring errands and I didn't even get out of the car to go in with her preferring to wait and catch a few of the babes walking on the street window shopping. She was about halfway to the store when she noticed my absence and came back to get me.
"You don't have to wait for me here Don, besides I'll need your input on a few decisions," she said as she leaned the open window giving me a great look at her cleavage, "believe me you'll enjoy this."
At that point I had not even realized where we were going so I just followed her without really paying attention. As we went through the door I caught a very feminine fragrance in the air and was immediately overcome with the visual prominence of sexy lingerie, nightgowns and other woman's private attire. I was somewhat mesmerized by all of this, and turned on. I was thinking I must have some fetish for sexy lingerie as I felt my cock swell in my jeans.
"Oh Mrs. Young, it is so good to see you after all this time. You certainly look good, what is it that we can help you with today?" a maternal looking women in her late forties or early fifties said from behind the counter with a not so heavy French accent.
"Hello Madeline, you can start by not calling me Mrs. Young any more, Elaine is fine. My ex-husband and I are divorced and I don't want to be reminded of him. Thanks for the compliment but as you have no doubt noticed I am in dire need of some upper body support. My tits are so large from the pregnancy I have only been able to wear nursing and sports bras because none of my old sexy ones even come close to fitting.
"You know I never thought that I'd ever need anything bigger then that 38DD you fitted me for during my late pregnancy, but it appears I've done it. Please show me what you have immediately available plus I want a fitting for some custom made bras, they always fit so much better than the ones off the shelf."
As she spoke she walked over and gave Madeline a quick kiss on each cheek. I actually think Madeline's tits were bigger than my aunts. Although she was older, and much shorter, it appeared like she had been able to keep her hourglass figure even though it showed signs of sagging. I imagined she must have been very attractive in her younger years, plus she must have had about a 44 inch chest, unbelievable. Although her short height made them look a lot bigger than the probably were.
"Who's this then?" Madeline asked nodding towards me. "That's my friend Don, he'll be helping me make some selections today." Elaine responded as she smiled and winked at both of us. I had noticed she didn't mention I was her nephew, but thought it not unusual. I had been standing there starring at all the lacy negligees on display against the back wall of the store on mannequins.
I was turning my head from side to side when I noticed another clerk coming out of a side door. She was one of the most statuesque women I had ever seen, and although not young she carried herself like royalty. The most striking thing about her was her height, she must have been about six foot one or two. She was dressed entirely in black with black hair, black nail polish and black stockings.
"Elaine my dear," she exclaimed in a French accent similar to Madeline's, "I am so happy to see you again at last. It certainly looks like you need our assistance, but I'm sure that is why you are here. I see you brought a friend. That is nice. I had heard about your husband leaving you, probably for the best."
She too gave Elaine a kiss on each cheek and turned towards me and did the same thing, much to my surprise and delight. This woman was overwhelming and a person could not help but be drawn to her. I blushed and she patted my cheek soothingly with a very friendly smile.
"Mrs. Young, or I am sorry, I mean Elaine," Madeline said looking shyly at my Aunt, "has asked for a special fitting for some new brassiere plus some immediate help with shelf product, Michelle."
"Very good then, you go and pick out some appropriate sizes from stock, I would suggest something in a triple E or double F-cup. We will go into the back to the showroom for the fitting."
She and Elaine started walking back to the door Michelle had come from leaving me standing there. I didn't think it appropriate to follow and they were whispering to each other so they didn't notice I wasn't following. Once they had left I stood there looking around the store at all the sexy items before my eyes imagining what Elaine or Cindy would look like in any of them. Suddenly Madeline called me from across the store, "Come here Don, I need your help." I walked over wondering what she needed me for, but glad I was not just standing in the middle of the store looking like a dolt.
"These are the only styles we have in the appropriate size for Elaine, which one do you think she would prefer?" She actually thought I would have an opinion other than any of them.
She had laid about eight boxes out on the counter with different bras pictured on them. "W-w-ell I'm not sure," I stuttered, "I think they all look nice, it's hard to tell." Madeline was smiling at my obvious discomfort and said we would have to have a look at all of them then. She picked them up and handed me several of the boxes and marched over to the door leading to the back. We went through the curtain and into one of the rooms beyond the regular change rooms. We entered and Elaine was sitting on a chair by the wall and Michelle was showing her different bolts of material.
"Here are all we have in anything near your size," said Madeline, "Don couldn't decide which ones he liked best so we brought them all back." She giggled a little and the other two women smiled knowingly. Madeline left and returned to the store while Michelle looked at the selection we had dropped on the table. "Any of these will be better than what you are currently using" she commented, "lets get a definite fitting and see where we can start. Get up please, Don you can sit down here."
Elaine stood up and without hesitating removed her sweater over her head and stood there in a sports bra. She reached behind herself and unclasped the hooks and let the material fall away from her milk filled breasts. Michelle stood there shaking her head back and forth.