After we ate, Mrs. Lynch drove us back home and had told Windi, “why don’t you go in your closet and see if you have any dresses that might fit Jeremy.”Windi looked at me with a shocked expression as if to say “Does my mom know?!Has she seen what we’ve been doing?!”I looked back and was probably just as shocked.Windi walked down the hall, looking over her shoulder at me as if to ask “what do I do?”Because she had already had me wearing the blue dress, she grabbed it out of the closet and brought it back to her mom and I.
Mrs. Lynch had me stand up and she held the dress against me much the same way Windi had the first time this situation came up.Mrs. Lynch nodded her approval and looked me in the eye asking “you don’t mind putting this on do you?”I stammered something about being a guy, and this being a dress and what about my friends at school and the like.Mrs. Lynch just said “if you don’t want to then you don’t have to but I’d love to see how you look in it.You and Windi are so much alike you could be her sister if you dressed the part.”I did what I could to sound reluctant but I so wanted to have that dress on again; I took it from her and went into the bathroom to change.
When I came out, Windi looked very happy but her mom, kind of gave me a sideways glance as if something was wrong.She told us to wait right there as she went down to Windi’s room. Neither of us knew what was going on.The whole day had been so bizarro.Windi’s mom came back and told me that the dress looked very nice on me.Almost as nice as it did on Windi when she first wore it but it needed something and I was told to come into the bathroom with her.I did as I was asked and Mrs. Lynch said “the dress really does look splendid on you but your boy underwear ruins the lines of it” she pressed a pair of Windi’s panties into my hand and said “you should change into these.They will really clean up the bumps and wrinkles you have going on right now.”I must have changed 100 shades of red in embarrassment but she said “don’t be embarrassed.We just want you to look your best right?” and she stepped out and shut the door behind her.
I quickly stripped off my white underwear and gave Windi’s a good look.They looked brand new and were bikinis.I don’t know if Windi even knew she had this style in her dresser because she had only ever had full brief panties.These were cotton and had blue, pink, green and yellow stripes all the way around them.I pulled them up my legs, did my best to get my hard on into them and straightened out the dress.Taking a deep breath, I stepped out into the hall and walked to the living room.Windi gave me a huge smile and her mom was smiling too, telling us “Jeremy, you look beautiful!” Mrs. Lynch took us both by the hand and led us into her bedroom so we could stand in front of the full-length mirror.I was amazed at how I looked!Other than having no bust to fill out the dress, it fit very well and Mrs. Lynch just kept saying how wonderful I looked and how happy we both seemed to be.She had Windi and I stand close to each other and put our arms around each other and hold hands while she took more pictures. I was in heaven, I think Mrs. Lynch was in heaven and Windi was pretty happy too but there wasn’t much else we could do, while her mom was with us.
