By missashleysproperty
It was Valentine’s Day 2009. It was a Friday. Too be honest, if it wasn’t for the big prize and my mistress demanding me to tell it, I would keeep this story til the grave!
Well, I was very excited, my mistress actually set me up on a blind date. She explained to me that I was a pathetic looser and no one would ever go out with me if it wasn’t for her. So, she had me set up on a date with a very atractive blonde. There was one catch, she was bisexual and perferred women. So, Miss Ashley told me I had to present myself proper.
That morning, I took off of work to get prepared. I had to shave my body down completely. Seeing that I am thin, I appeared very femanine. Miss Ashley provided me with a thong and a pink dress. Seeing I am only 4 1/2″ long, I packed well into my thong. The dress was tight and had peek holes down the sides. I put both on. Then she gave me a pink pair of lacey gloves along with a padded bra.
Next, it was time for the make-up. Miss Ashly provided me with a hot pink lipstick and redish eye shodow and blush. I was also given light pink nail polish. She helped me. Then the final touch, she gave me a blonde wig. She attached it with bobby pins.
I looked myself over in the mirror and I have to admit, I looked pretty good as a woman. Miss Ashley gave me high heels to wear. Seeing I was 5’11″, they made me appear very tall! I looked like Amy Reid with no tits! lol
So, it was time! The big evening with my lovely date. I kept looking myself over in the mirror. I knew she would be turned on, I was! lol Well, Miss Ashley actually did the cooking for us this nite. It was around 6:30pm. The door bell rang, and it gave me butterflies!.
“Ok slut, tonight you are Heather, got it! Heather!” Miss Ashley demanded. “Yes, ma’am.” I said in a high female tone. “You are to do as I say, and you dare not embarress me!” she commanded. I agreed.
We both walked up to the front door and Miss Ashley opened the door to present, much to my shock, I very tall, well built black male dressed in a nice suit. I figured it was someone lost or something until. “Hi Lashawn! How are you?” he replied, “I am doing quite well.” Miss Ashley introduced me, “Lashawn, this is your date this evening Heather.” He replied, “Why, what a lovely thing, and these are for you.” He presented a dozen roses from behind his back and handed them to me. I was SOOOOO nervous. I am not gay and nore did I ever plan to be with another man. I didn’t know what to do, but, I didn’t want to upset Miss Ashley. So, I graciously accepted them. “Thank you so kindly Lashawn”
Miss Asley walked us to the dinner table, the towering black man had his hand on my lower back, as we walked closer to the table is slowly moved down and touched my butt. It made me feel so uncomfortable. He pulled out my chair for me and I sat down.
Miss Ashley presented dinner, out came a nice steak dinner with all the trimmings. It was placed in front of Lashawn. She made a nice vegan dish for herself, and then I recieved a kielbasa. The funny thing was, I hadn’t any sliverwear. I did not know what to do, so I pick it up and ate it with my hands. I saw Lashawn smirk as I placed it in my mouth. Through dinner, Lashawn dropped his fork and Miss Ashley went to retrieve a new one. She told me I should be a lady and pick his up for him. I went over by him and bent over, which expossed my well shaven buttocks. His hand quickly found its way to my bottom, he rubbed the cheeks and then glided his pointer finger over my butt hole. It made me feel so naughty! I quickly handed him his form and pulled my dress back down.
We were finished with dinner and Miss Ashley put on some romantic music. Lashawn came by me and took my hand and asked for a dance. I nervously looked over at Miss Ashley and her stern look told me I should appease him.
He held me close to him, his arms around my waiste. I placed my arms around his neck as a lady should. He said to me, “You know, you are the most beautiful woman I ever saw.” I’m a man, I thought to myself, but my voice shyly chirped, “Thank you.”
Just then, it happened, my worst nightmare. He closed his eyes and moved in for a kiss. I looked over to Miss Ashley and she gave me a hard look. He pressed his large black lips against my soft, gently pink ones. He had to stand 6’6″ and those muscles were so powerful. I felt so helpless! He slipped his tongue into my mouth while grabbing onto my buttocks. He pulled me tight, allowing me to feel his cock grow in his pants. It was huge! He lifted my dress up to my waiste and then placed his hands on my bare ass. He started to tongue fuck my face harded! For the first time in my life, I knew what it felt to be a woman. I heard Miss Ashley giggling off to the side. He slid over my thong and pressed his finger into my shaven asshole. I was so humliated! But, for some reason, I was starting to get an erection.
Miss Ashley walked over to me and whispered in my ear, “Go ashead, unzip his pants, you know you wnat to….Sissy!” She giggled as she tapped my hard on.
I couldn’t believe what I was doing. I unzipped his pants and pulled out his large cock, it had to be 11 inches and thick too. He pressed his finger deeper into my ass. I whinced and started to rub his cock. It was throbbing in my femanine hands.
“Don’t tease him slut!” Miss Ashley yelled as the music abruptly stopped. “Put your mouth around it.” I saw Miss Ashley grab a standing mirror and walk behind me. I believe she was holding it so he could see my ass. I slowly dropped to my knees, feeling his large finger slide out of my ass. I had his hard cock right in front of me, I felt so ashamed! “Do it!” Miss Ashley commanded. I placed his hard cock in my mouth. I flet it pulsing on my tongue and cheeks. I never, EVER did anything lie this before. So, I just did what felt natural. I started to suck the tip. I rubbed his balls a little. “Deeper slut!” Miss Ashley commanded. I slowly accepted his hard cock deeper and then I felt it in my throat. I kept swallowing to avoid gagging.
“He brings you flowers and thats all you do!” Miss Ashley fumed. She threw down the mirror and pulled off of his cock. She walked Lashawn to a dinning room chair amd pulled his pants down and bent him over. “Get over here!” she yelled. I crawled over and she pushed my face into his ass crack. “Lick!” I started to lick his dark brown asshole with my soft wet tongue. It was very clean, so I wasn’t disgusted totally by it. I was in another world! I never in a million years thought I would ever be behaving in this manor. Miss Ashley new I would go for it, this is why she tricked me. She knows her slave well!
I started to tug his cock with one hand as I licked his warm black ass. Miss Ashley pulled my panties aside exposing my erect penis. “Why are you hard?!” she yelled as she slapped my ass leaving a red mark.
I think you should take good care of Lashawn. She went into the bathroom. I heard water running. She was fixing a bath. She called in Lashawn. Then she came out for me. “Take that dress off! and everything else!” I removed my dress, bra and panties. “Leave on the gloves and shoes. They make your butt curvier.” She walked me into the bathroom to see Lashawn nude in the bath. He was very muscular, like a football player, wrestler or something. I felt so feminine and weak near him.
“Ok, now bath him, use the soap, liquid soap only.” I poured the liquid soap on his muscular chest and started to rub him. He laid back and smiled. I figured at this point, the fact I had a penis didn;t bother him, I am guessing because I do have a femanine body. He reached up and started to rub my ass. His wet finger penetrated my asshole. He pushed it in deep. I felt it hit my male g-spot. That caused a small bit of cum to shoot out of my penis. It actaully felt pretty good.
I rubbed down to his belly, then his hips. I started to rub his cock, which might as well have been another leg! I rubbed his legs. He sat up and alllowed me to clean his back. He stood up as so I can clean his buttock. I pressed one of my fingers inside and it felt so warm, I started to get hard.
“Ok, now, time to rinsed off” Commanded Miss AShley. She drained the bath and turned on the shower. We both stood there face to face as the water ran over our naked bodies. I still had my heels on. He grabbed me in his powerful arms and held me close. Our erections rubbing together. Mine was like a big clit next to his gorgeous cock! He held my ass and deep throated me with his tongue.
“Turn around” barked Miss Ashley. I relied to her commanded. I felt his big hard black cock slide between my soft, shaven butt cheeks. It spread them wide and I moved up and down slowly, kissing his beautiful cock with my clean shaven asshole.
“Ok, out!” I stepped out of the shower first. I grabbed a towel. Lashawn stepped out next and it was my job to dry him. I rubbed his hard body down. Then I dried myself.
“Ok slut, take your man to the bedroom! Now!” Miss Ashley was more demanding than ever. I was hoping I was turning her on. I never get to touch her. I am not worthy in her book. I was hoping this would get me in!
We entered the bedroom, both of us still stark naked. Lashawn laid down in the bed. He looked like a chistled staue, so muscular and with that huge black cock hard and throbbing. “Ok, suck it!” Miss Ashley commanded. I got in bed on all fours in front of him and started to work on his hot cock! I was sucking it like a woman. I felt like a woman, Miss Ashley turned me into a woman this day! I heard a strange noise from behind me. I ignored it though.
“Now, mount that trusty steed you cock whore!” Miss Ashley stated while giggling. I was so excited! I did good by her, she was having fun. I lifted my self up and then I felt two strong hand on my ass. Controling my future destiny! I felt the moistened tip touch my asshole. All that finger fucking must have loosened me up! The head started to slide right in, penetrating me! His gorgeous black cock sunk deeper into my warm ass. mmmmmmm It felt soooo good! My hands lay back on his hard chest. I slowly rose and sank on the huge member. My little cock was rock hard. I was moaning in passion, but when I looked up, I noticed! Misss Ashley was filming it! I cried out, “Miss Ashley, whhhh aaat?!” Laughing she said, “Ha! You slut, you love black cock and tomorrow, the whole world will know!”
I wanted to stop and just hop off, but, I couldn’t! I was too turned on! I couldn’t believe it, I could not stop! My g spot was being pounded, I felt every nerve in my body light up! UNGHHHHHHHHHH! I started cumming. My soft, shaven asshole was pulsing on Lashawn’s hard cock. Squeezing at it, begging for his hot cum! My cum shooting me in my face and chest, dripping down my body.
All of a sudden, I felt it! His rock hard black cock pulsing in my ass! mmmmmmm! It felt so good! That warm cum shooting inside me! “Yeah bitch! Take his hot load!” Miss Ashley yelled while filming.
“Taste him now!” She scorned. I pulled off of him and wrapped my mouth around his still throbbing cock. Tasting his salty love milk. “Clean it all up!” I knew what she meant, so I lifted his legs up and apart and licked the cum that dripped between his ass crack. I was in ecstacy!
“Ok slut, go clean yourself, you ARE A DISGRACE!” Miss Ashley summoned. I went to the bathroom and as I came down, I started to cry. I knew it would be on the net. People could see me! I can’t believe it, how humiliating! But, still, I enjoyed the whole experience. It was yin and yang.
I wanted to keep this a secret. I figured, people would not know it was me in that video, but, Miss Ashley commanded that I share it. He it is, my wildest Valentine’s day story.
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