We met online, I placed an ad online looking for an older Dom Male seeking a relationship. I explained that I was 40 and recently discovered my fem side after a failed marriage. I had always been attracted to older Men but always repressed it. To the outside world, I live and work as a male but I keep myself smooth with painted toes and I am always in panties. I was searching for a special Dom Male who was seeking a submissive CD for a long term relationship and He would train and develop her into a full time housewife.
I received a dozen responses but one stood out from all the others. He was 60, retired trucker, living comfortably but needed a special girl in His life. He lived in Missouri on some secluded family land miles from the nearest neighbors. He was very handsome and rugged in His pics with a huge 8" cock. God this Man was so hot! I replied to His email and we chatted and shared pics for a week and then He asked me to cam for Him. He wanted to see me live. I wore a little cami and panties, I was so nervous but He made me feel comfortable and at ease. And we just chatted, He was firm but He put me at ease.
We did get to talking about turn ons and limits and such and I got to rambling about something and somehow I let slip my thing for truckers. He quickly picked up on this and asked me to expand on what I pictured in my head . I told Him how when I was young, I remember the first road trip as a family and I first saw these huge tractor trailers on the interstate. They were these huge metal beasts roaring down the road with some big strong driver holding the reins to keep it under control. I pictured these big drivers as rough rugged cowboys. And down the road at some rest stop I first laid eyes on one of these cowboys climbing out of the cab of the huge steaming beast.
This Man was huge, probably 6'5 and 275, He wore a stained white tshirt, some well worn jeans, and He had a big moustashe. He lit up cigarette and did a quick survey of the long resting metal road dragon!! He stretched His legs as He enjoyed His smoke. I couldn't take my eyes off this Alpha Male as He slowly walked to the Men's room. And for some reason I wanted to follow Him inside.
Master expressed how happy He was an ex trucker and I told Him I had never shared this with anyone but for some reason I felt compelled to tell Him.
We agreed to meet but since I am not ready for anything public I only agreed to meet Him as a male. We met for coffee one afternoon, I arrived a half hour early and He was already there sitting at a table in a quiet corner. He spotted me right away and His smile grew as I approached the table. The waiter came to greet me but before I could say anything Master said, `she will have a white wine and I would like a Budweiser'.
After some small talk He placed His hand over mine and said softly but sternly, `I will be as direct as possible, from your pics and webcam I knew You had great potential but after meeting You in person I know I could make you into a stunning trophy housewife. I am looking for a special girl who will fully give herself to me. I will love and cherish her and protect her with my life. She will become a happy, gorgeous, fully owned housewife. When I am done with you people won't know You weren't born a female.'
I couldn't believe His boldness but it excited me.
`Now, i want to see how well You follow directions, go to the restroom and bring me back the panties I know You are wearing.' I blushed and smiled and excused myself to bathroom. I slipped into the stall, dropped my shorts and removed my light blue panties, then sat and tinkled. As I slipped on my shorts My pussy tightened on the little jeweled plug and my finger pushed on it and I smiled and moaned.
I washed my hands and returned to the table just as Master was signing the bill. He held out His big hand as I sat down and I blushed and gently placed my panties in His big waiting hand. He smiled and placed them in His coat pocket and told me to follow Him, held the door for me as we left, such a gentleman!!
He told me to ride with Him, He wanted to take me someplace special. He drove several miles on the interstate and pulled off at a busy truck stop. He noticed when I began to get nervous and He placed His hand on my knee and said don't worry, we are just here to park for a bit and watch the big trucks. He parked in a far corner of the big lot, pulled out box of cigarettes from His shirt pocket and lit one up and took a long drag then said, `Now show me how much You want to be my sissy'.
I smiled and massaged the big bulge in His pants. I moaned and unzipped His khakis and a big huge cock head met me. I marveled at its size and kissed the tip and along the thick shaft. I sucked on the tip then darted my tongue in His big pee hole. `Suck it,' He snapped sternly. I nursed on that fat cock head and then began to suck Him deeper. His huge cock was hot and throbbing in my mouth. The sound of the big rig trucks close by made my pussy clench tight on my plug as I sucked this real Mans cock in a busy truck stop. His big hand squeezed my ass and one of His big fingers pushed oh my jeweled plugged which made me moan as I sucked the big cock harder and deeper.
`Yea that's it baby! Suck my dick like a good girl'. He told me to take off my shorts, He wanted to see my ass. Without removing my mouth from this big Mans cock, I eased off my shorts and refocused on pleasing this Alpha's cock. His big hand returned to my ass and His big finger returned to my plug. He pushed on my plug as I sucked His fat cock, moaning like a bitch in heat.
He slowly removed my plug and before my quivering hole could feel empty two of His big fingers eased into my snug hot hole. With the big trucks slowly driving around us in this busy truck stop I moaned even louder around His big cock as His two meaty fingers worked open my tight little pussy.
Yea mmm this is some hot pussy. Baby, I am gonna train this pretty cunt to please cock.' Hearing that my pussy tightened around His fingers. Ahh I see that excites You bitch. Your tight cunt will always speak the truth.'
There is no hotter feeling than sucking a real Mans cock in a truck stop with his two big fingers deep in Your pussy.
He slowly pulled out His two big fingers and brought them to my mouth. I released His dick and immediately licked then sucked His big fingers clean. He then pushed my head down further forcing His big cock head down my throat. He felt my resistance, `ok bitch I see we will need to give You some hardcore training to get You ready to please real Alpha Males. I will take it slow and easy on You to start but soon You will learn to take all of this cock.' I smiled up at Him and did my best to suck all of this sexy Man's big cock.
After several minutes worshiping this sexy Alpha's dick He stubbed out the most recent cigarette and placed both His big hands on my head and began to savagely fuck my mouth. My head was just a wet hole for this Alpha to fuck. And with a roar He held my head down as He pumped His salty Man seed down my throat. I gagged as His cock left my throat.
I kept sucking His still large cock hoping to coax another delicious drop. `Yea I think You will do nicely. Now listen to me, if we start down this path, eventually there will be no way for You to ever be a male again. I will train You to be a hot yet hopelessly depraved bitch. You go down this path and i will make sure You serve ALOT of Men! Especially truckers, I know You have a weakness for big burly truckers.'
As His big cock eased from my lips I smiled, `oh Daddy You seem to understand exactly what I need and I definitely want to go far down this path with You. Please keep me safe and healthy and I will do my best to make You proud.'
He smiled, You would be my most prized possession and I would never allow any harm to come to you. Ever!! Now let's get going so we can plan our first weekend together. And it will be a long weekend.
He smiled and squeezed my thigh as He drove me back to my car. I could still taste Him in my mouth, I could still taste His salty seed. Mmmmmmm I blushed and imagined serving this sexy older Man for an entire weekend. He promised to make my dream come true and help me live to my full potential as a full owned and fully feminized bitchwife. I was still day dreaming when His truck stopped next to my little car.
`It was a pleasure to meet You Tanya. I think we have a wonderful future together. Please think about everything tonight and call me tomorrow and I will make arrangements for our first weekend. Oh and Here is a small gift that I want You to wear for me the next time we meet.' Daddy handed me a small box which contained a small plastic chastity belt.
I smiled and kissed Him, slowly then passionately. Then I looked up at Him,' I had a wonderful time with You Daddy. I will definitely call You tomorrow.'
As His truck drove away and I climbed back in my little car, I already knew what I wanted. I wanted to be sitting next to that sexy Alpha in His truck driving back to His place and start my journey to become His fully owned trophy bitchwife!