I then ask him what kind of sex life he has had. He told me he had sucked a few mens dick for money and had fucked his girlfriend at 14 before he ran awayBecause his dad made him suck his dad off and his mom just liked to watch. I told him he would get fucked a lot here and be ready for anything that I would be fucking him first and ask if he ever been fucked in the ass he said no his dad tried him once but couldn’t get it in and it hurt a lot. I said you will get over that he looked scared. That is when I told him to take his clothes off and get ready for his first session he acted as he didn’t know what to do, I said get your fuckin clothes off now and he started to strip and a tear began to go down his cheek. I told him don’t cry now wait till it starts to hurt before you cry. I got him naked and took him to the shower to get him cleaned up I got in the shower with him and soaped him down I let my hand just full of soap run across his balls and his dick the fingered his. The skirt was so short her red silk panties were visible andher stockings were clearly on display."Been looking forward to this all day. Time you showed the world what asissy you really are!"I looked round for my sister, but Lolly informed me she would be joiningus presently. The doorbell rang and I heard Alicia's voice call out fromthe kitchen."Answer the door for me Brother dearest, and be sure to greet my guestsproperly!"I headed to the front door, shame filling my heart, as I tottered on 5"stiletto heels. Not the usual footwear for a 20 year old man, buy Icouldn't have looked less like a man dressed as I was.I swished my way to the front door and curtseyed to the arriving guest.I looked up into the face of my Mommy, she was smiling as she took inthe sight of a man dressed as a bride."Your sister has outdone herself this time. She told me she'd finallycaught you dressed in her clothes, but I didn't think she'd be able toget you dressed as a sissy bride for your Mommy. Don't look.
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