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Here's the short version - Sister in law left a couple bags from Victoria secret on her bed when I was doing some work for her. I thought she was in the other side of house and just kinda peeked in bag. Pulled out this really hot sheer bra looked like it was just a half cup. I was holding it in my hand and she walked in the bedroom and busted me, asked what I was doing.

All I could say was I was just curious and she was like this is my stuff and you shouldn't be seeing this. Asked me if I looked in both bags which I'm sure she knew I did so I said yeah all I was doing was looking. Couldn't tell if it was a smile or she was being sarcastic but she asked why I wanted to see her private stuff. I didnt really have an answer so I just told her I didnt realize you wore stuff like that and I held up the half cup bra ( found out it was actually a 1/4 cup bra) and asked her how she fit into it. Explained it was more of a pushup bra and I told her yeah but it doesn't cover your nipples and she said it gave support and the look of not wearing a bra.
I asked her if all her bras were like that and she said she had certain bras for certain occasions . Asked her outright what this one was for and she said herself. She started pulling the new stuff out of the bags and laying them on the bed and I think I said the quiet part out loud like wow or that's hot and she asked what I liked about them. Told her just the style and she said I should buy some for her sister and I said she wouldn't wear anything like that.
She told me I should look thru her drawer and find something her sister might wear, so we spent 10-15 minutes with her showing me different things she wore.
I kinda played dumb and said something like I'm not sure how that would look on her and my sister in law offered to try some stuff on. She has a walk in closet and took a couple bras in there and came back out and basically modeled them for me. Wore a pushup bra and talked about how that gave her an extra cup size. She's a 34C and the bra gave her some nice cleavage. I really wanted to see her in one of the lace or sheer bras and told her I liked these but doubt her sister would wear anything so revealing. She grabbed a pink lace bra and went into the closet and came back out wearing it and I could kinda see her nipples which I later realized were light pink, and told me this one wasn't that revealing.
I grabbed a sheer navy bra and said yeah but this one is and she would never wear this for me. Sister in law took the bra from me and said I'll try that one on and this time she walked into the closet and didnt close the doors but turned her back to me and put on the bra. When she came out she had her arm across the front and I asked why she was covering herself and she said because it was see thru. I said like see thru see thru and she moved her arm briefly to show me and said yeah see? Got to see her nipples and their size and color and surprised she did that.
I asked her if she would try a few more things on and she said only a couple because she had to be somewhere. I tried to get her into a bra and thong and she said she didnt want to take her jeans off and the bras were easier because she had her top off already. She told me to hurry up and pick 2 more so I grabbed the 2 new bras from the bag. While I was getting them out of the bag she had taken her bra off and was holding her arm across her boobs. When I turned around Iwas surprised to see her covering herself and when I handed her the new bras she told me I was a bad boy for picking those but she would try them on anyways.
She took both bras into the closet and didnt turn completely around but more just to side to try them on. I got my first side view of sister in laws boobs. Once she had the bra on she came out and was holding her arm across her chest and I said I can't see the bra with you arm in the way and she hesitated for a sec and then said here happy as she moved her arm. She let me look for maybe 5 seconds but it was enough to see her bare boobs. She told me to give her the last bra and then started walking to the closet and I said just try it on out here I've already seen your boobs, so she stood next to me on the bed and took the first bra off and quickly put the other one on and let me see that one. Again she let me look for a few seconds and I told her I liked that one the best. Even better was the fact she unhooked the bra in front of me and tossed it on the bed and walked briefly walked around topless pretending to look for something and then put her original bra and a sweatshirt on and said I had to go. As we were walking to the door I told her I had some good ideas on what to buy for her sister and she said, "if you ever need my advice or want me to try something before you give it to her just ask."

For the past 4 months I've been buying stuff and pretending it was for the wife and then having the sister in law try it on. If the sister in law says she's likes something I tell her to keep it. What its come down to is I'm buying lingerie for my sister in law. I've crossed a line buying some of the stuff but as long as I'm just looking I'll stay out of trouble.