Island Fantasy
Date: 9/10/2017,
Categories:
First Time
Shemales,
Author: SandyCrossdresser
... listening to you getting changed. "And you never had urges to dress in any women's things since you were 10?" you asked. "Not really, not that I can remember." I say,, "I mean, I've always been turned on by pretty lingerie like sexy panties, bra's, stockings with garter belts, slips, and the like. Plus there is something so very elegant and sexy about some of the fashions of today, especially where they are bringing back pencil skirt/dresses, anything satin and silk, and who doesn't Love a cute little mini skirt. <chuckle>" Adding to my statement, and with my glass tipped to my lips, slightly muffled, "I wouldn't mind trying again though." You weren't sure you heard me, "Excuse me?.. what was that?" "Oh nothing, I just think you look very nice and I'm so happy your here,, that's all." "Oh no,, you said something,, what was it? Look,, if I have the courage to come to a strangers hotel room and let him see this side of my personality.. I think you should have the same kind of courage and not be concerned about what anyone would say. Especially me!, I'm nothing if not understanding. <smiling>" "Your right of course Sabina, I'm sorry for not following my own advice and encouragements.... well,, I said, ""I wouldn't mind trying again though"" "Trying what?" you ask. "Trying that!" I say as I motion to your whole look, your outfit.. etc. "I can't help but to feel excited for you, getting to sit there in that wonderfully sexy outfit, and I'm getting a little jealous of you. ...
... <blush>" "I'm sorry Sabina, maybe I've had too much to drink. Maybe I'm just so tired that my mind is a little off right now. I didn't mean to make you feel uncomfortable." "I think its time for me to turn in." And with that I quickly stood up and headed for my room, pausing long enough to look back into your eyes and smile, "Goodnight Sabina, I really look forward to seeing you again in the morning." My door closes behind me.... You sat there for 10 min's, finishing your drink and playing back the last hour in your mind. "What did Jack mean?" you asked yourself.. "What does he want from me?" "And what about that look he gave me before he went into his room,,, I haven't seen very many of those looks but I have seen a "longing" look from time to time." Back in your own room you look at yourself in the mirror and decide that I was right, you are lovely tonight. And you think to yourself, the reason I feel so lovely tonight is because of that man in the next room. I've never felt put at ease as I have since I met Jack. He's so kind and sensitive, dare I say,,,,, almost like a woman! You break out with a quiet little chuckle with that thought. After several soul searching min you make up your mind. You then reach into your overnight bag and pull out your favorite perfume and dab a little on your special spots like your wrists and behind your ears. And a special dab goes right between your breasts. Then, fluffing your hair you turn from your mirror, head out your bedroom door and cross ...