I lubed it up and asked, “Are you ready for complete submission to me?”“I will never disobey you,” she said, still on my bed on all fours.“I...recall you said you would never take anything in your ass.”“I did say that,” she said.“What do you say now?” I questioned.“I say that I was wrong and you were right; never say never. Please take my anal cherry,” Gwen said.I got behind her and slowly, gently, slid the toy into her ass. Gwen leaned forward and put her head on a pillow to deal with the slight. But there was no way I was going to say anything about it. I was sure the dress up tonight was just for me. The name of the game tonight was FUN!Many a time I had seen Lindie wear just about the same dress as I peered down at her from my perch in the Tree House after she started to get all bumpy. I'd watched her spinning and dancing in her back yard.That kind of dress had done her mother good. I loved the way it flared out when she spun. Then I thought about how I had giggled when she spun real. Annoyed, I shot them a “Hey, shut the fuck up!” look and they only laughed louder. Then I realized why. One of the girls stood up and bent over, showing me a sparkling jewel sticking out of her perfectly waxed asshole. The other two girls laughed at my stunned reaction while the girl with the butt plug walked over to me.“Hi, I’m Roxy. What’s your name?”“I...um…*ahem*...I’m Jake.”“Well, Jake. My girlfriends and I have been talking and apparently, you have quite a reputation. Word around town. I stared back into those devil eyes of his loss in my own little world after the hard fucking and wet orgasm he had just given me. Keith helped me to stand.“I love you, Kate, ” Keith said as his lips went to mine.I wrapped my arms around his neck as we kissed. I had been lost in that moment when suddenly it occurred to me what Keith had just said to me. I pushed him from me as I stood there staring up at him.“What did you just say?” I asked thinking I had imagined it.Keith took me into those.