Mischa’s First Time With a Man

I have been cross dressing for a very long time, but it wasn’t until recently that I decided to go full time girl. I have very feminine features and learned to embrace them over time. I always wanted to be the live-in ‘girlfriend’ of an older daddy-type of man, who would let me please him all the time. The thought of being a man’s personal companion and sex toy is extremely gratifying. There’s no better feeling than waiting for your Daddy to come home from work, grabbing him a drink and sucking him off while he gropes your ass in leggings. But I had to start somewhere… By the time I turned eighteen I had built a big collection of women’s clothes and accessories to dress up in. I’d spent years cross dressing privately, getting off to the fantasy of a man taking my anal virginity. I eventually thought about looking up guys on the internet to hook up with, and found one man who was perfect for what I was looking for. He was a single older man named güvenilir bahis Tom who lived out on a ranch where he had lots of privacy. After we made arrangements, I immediately started getting ready. I showered and shaved my body clean, then painted all my nails hot pink. You’d be surprised how much men love pretty toenails during a footjob. I then did my makeup very thoroughly, to look the most passable. I topped it off with a medium length brunette wig. I picked out a very specific outfit for this guy and where I was going. Since I was heading out to a ranch, I decided to dress the part and go for the farmer’s daughter look. First, I slipped on a black lace thong with a matching bra. Then I put on a brand new pair of black Anne Klein tights, since I love a man who admires my legs. I wore a black button blouse with a grey jean mini skirt, and black cowgirl boots. I took a look in the mirror, grabbed my purse and was on my way. I was pretty güvenilir bahis siteleri passable, but I still wanted to drive at night to lessen my chances of anyone seeing me. As I drove there my mind was racing. This was going to be my first time getting fully dressed up for a man, let alone having sex with him. How would this go? Should I go through with it? By the time I had my final thoughts against it, I had already arrived. As I checked my makeup one more time in the mirror, a tall handsome man walked out of the front door, and waved at my car. He greeted me with a, “Hey, Mischa?” “Hey there… Tom?” I replied. “Yeah, I’m glad you made it! Come on in, and grab you a drink,” he said, smiling. As I stepped out of the car, I could feel his eyes scanning my body, then he took my hand like a gentleman. “You look absolutely gorgeous, I can’t believe I get you all to myself,” he commented with an elevating whistle.  I was very flattered, iddaa siteleri but still anxious at the same time. He’d basically indicated that he was going to have his way with me by the end of the night, but it got me excited. I responded with a very girly, “Why thank you darlin’,” and wrapped my arm around his as he walked me to the entrance of the house. When I walked in there was a fire going and laid out on the table were two wine glasses, a bottle of lube, and a couple of towels. I knew I was at the point of no return, so I embraced the situation. Tom poured us some red wine and turned on some music to set the mood. As the wine and flirty conversation loosened us up, he began to caress my legs. Feeling his hands run all over my tights sent jolts through my body and I could tell that he was loving it just the same. “I absolutely love your black tights, Mischa. How about a foot massage?” He then slipped my boots off one by one and began fondling my feet. You could see my hot pink toenails through my tights and he began kissing them. “Oh baby… You have very sexy feet. They’re making Daddy really horny.” I didn’t even notice that he had unbuttoned his pants and had his big stiff cock out.