1. Island Fantasy


    Date: 9/10/2017, Categories: First Time Shemales, Author: SandyCrossdresser

    ... I was nearly naked under the dress. I was feeling so embarrassed when I looked in the mirror and saw that I looked like a flat chested woman with a strange bulge in the front. You stood behind me and whispered over my shoulder, "Look how lovely you look Jackie," as your hands worked over my entire body which was covered with the dress, "you look so sexy in this dress." with that you reach around and pinched my nipples right through the material and watched in the mirror as both my nipples pressed firmly into the dresses material. "And look how sexy your own clitty looks in this dress, do you see me the same way as I see you now?" you ask as you reach around and squeeze my hard shaft through the dress. "Yes Sabina,, that's exactly like I see you, and I LOVE how you bulge under your skirt like this,,, but I..I,,, I just can't believe its me!" "Well Jackie, sweetie, let me be the first to say, you've never looked sexier in your life than you do right at this moment." smiling. I couldn't help but to turn around and kiss you right there. I was so turned on that I wanted more but you stopped me,,, "You'll ruin your makeup Darling,, be patient. Besides, I'm hungry and I still need to dress for dinner." With that I smiled and bent to the task of making you feel as sexy as I felt. I helped you on with a garter belt of your own and smoothed a pair of stockings over your shapely legs. Held a pair of sexy little satin bikini panties for you to step into and fastened the matching bra ...
    ... behind your back. To finish your outfit off you stepped into a cute fitted skirt with a side zipper and a beautifully sheer nylon blouse that allow me to see your pretty bra effortlessly. Then into a pair of very elegant sling back heels, you were striking as I took you in with my eyes. "Your Beautiful Sabina, you look just like every fantasy I've ever had." "Oh Jackie, your just saying that because your so horny." you say as you look down and indicate to my obvious erection. "That may very well be the reason Baby but it doesn't change the fact that you are indeed beautiful." "Save that sweet talk for later Jackie, I love hearing it from you but know that I hear too much I'll forget about dinner and we may never leave the room again." "Would that be so bad?" I ask. "Not bad Darling,, but how can the world get to see how wonderful you are unless I get you out of the room and show you off?" "I'm just so happy that you like who I am." I say. "I do love who you are Darling, and I know everyone else will too. Plus I know you need to let the world see Who you really are for you to be happy, trust me, I know exactly how you feel right now. Scared, embarrassed, excited, aroused, but mostly terrified." You continue with, "Now come on and take my hand, I promise not to let you get hurt." With that I take your hand and you lead me to the dining room. After dinner and on our walk along the shoreline I asked you, "Can I ask you something Sabina?" "Of course, you can ask me anything." "What ...