I'll wear that," Jessie beamed. If Jasonliked the skirt and top on his sister than he of course would like it onJessie. "What are you wearing Ashley?" Jessie asked."Oh, what I have on. Just these jeans and this cute top." No skirt?" No why? I don't want to wear one. Skirts are overrated in my opinion." Well I don't know. Should I wear pants then?" It's up to you Jess. Do you want to wear a skirt?" I think I do...what do you think Jason will be wearing?" Jessie askedfinding himself confused about skirts, dresses and pants. Would Jason bewearing a skirt too? Jason is a boy so he can't wear a skirt. Wait...I'ma boy too but I am going to wear a skirt? Jessie's mind clouded."Jason will be wearing pants dear." How do you know he won't be in a dress or skirt?" Because Jason is a boy and boys don't wear skirts or dresses." But I'm a boy...I'm a boy but I wear skirts. Boy's can wear skirtsright?" No sweety. Girls wear skirts and pants but boys wear only pants."Jessie got very confused.. The funny thing was that the reason she couldn't get it in was because she was in a hurry. It turned out she was a virgin, and, not having done this before, she was scared. Neither of us knew enough to think that she was dry. But when my spooge splattered into her, she got lubed up real fast. The next time she tried to slam down on my cock, it slid into her clear to her belly. She gasped "Ooof" and then made a kind of "Wahhhh" sound. There were big tears in her eyes and I could tell it hurt her. So I pulled her down until those flat little titties of hers were lying on my chest and kissed her neck and told her how beautiful she was and how sexy she was. I think getting her weight off helped some, but when I started whispering to her and kissing her she got turned on. That did the trick and before long she was fucking me like a Rodeo girl. She only had one orgasm that night, but it was a doozy. Knowing the rules, and having just pounded a cupful of stuff in her, I didn't go for.
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