Brittany' Special Night free porn video

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Brittany's Special Night It was two months after my 18th birthday. I was a senior in high school and a popular guy in school. My life consisted of playing sports, partying, and having fun with my friends. At home my life was a little different. Bras, stockings, and a dress would be the main staples of my days. My name was Brian for most of the day but I always desired to be Brittany. I was 12 years old when I 1st took a pair of my older sister's Victoria's Secret Bikini Cut panties and slipped them over my smooth ass. My sister was two years older and was named Lauren. In the 6 years since I started dressing I had expanded my collection to include makeup, wigs, lingerie, formal clothing and heels. I purchased most of these lady-like products in local stores, sex shops, or on- line. I kept them hidden away in my room and turned myself into Brittany when my parents were not around. I had never been with a man or a woman when I was dressed by the thoughts were vivid in my mind every time I rubbed my cock through my panties. It was late May last year when I was informed that my parents were heading out of town for the weekend. I was so excited because I could have the whole house to myself to play dress up. My sister was away at college so I was sure the house would be empty. My parents said goodbye early on Friday morning as they were going to airport. When I heard the door close I popped out of bed and my cock was erect immediately. I decided I would get up and shop first before I got ready for my night. I went into the shower and washed my whole body. I took my razor and shaved my legs and all body hair. As a high school swimmer this was not unusual anyway. I left the shower put on some jeans and a t-shirt and headed to the local sex shop. I walked in and went to the lingerie aisle. I picked out some plus size fish net thigh his and garter belt. I also picked out a vibrator for my ass and a picked up some sexy 6 inch stripper heels. I checked out and headed back home. On the way I stopped by the convenience store and picked up 3 packs of Virginia Slims 120 Ultra Lights. My cure for my severe smoking fetish. At home I went right up to my room and began to transform into Brittany for the night. I sat at the vanity in my sisters room with my makeup and began to slut myself up. I started with some powder for my face. My face transformed in color to a whiter color. I then took out my Maybelline Onyx eyeliner and traced my sexy blue eyes with this dark eyeliner. I then took out my tube of ultra black Mascara and began to extend my top and bottom lashes to the full length of a feminine girl. I took out my black Clinique eye shadow and put it above my eyes. I then took out my purple Revlon lipliner and traced my lips. I filled them in with my tube of dark purple lipstick. I licked my lips and kissed at myself as I stared in the mirror. I put on my long (a little below my shoulders) Brunette wig and started to brush my hair. I loved my look. I took out my purple nail polish and began to paint my fingernails and toe nails. My cock was getting harder with each stroke. Next I slipped into my new fishnet thigh his and put on my Victoria's Secret black thong. As the panties rested on my pussy cock I felt in heaven. I put on my garter belt and attached the garters to the lacey tops of my thigh his. Next I put on my sexy black sheer bra. I slipped my 36D silicone breasts forms in the bra and began to rub my nipples. I paused for a minute and lit up a VS 120 and put it between my sexy purple lips and took and long inhale. I stared at my slutty self and smiled. Next I took out my black leather skirt and slip it up my legs. It fit the shape of my ass so well as I modeled it in front of the mirror. I reached under my skirt to push my cock between my legs so I appear to have a pussy. I then took out my purple tank top, which exposed my shaved thin stomach. I slipped it on and it reveled that my nipples still showed through. I continued to play with the silicone nipples. I slipped into my new stripper heels and stood up and looked in the mirror. It was easily the sexiest and sluttiest look I ever had seen. Put on some jewelry to compliment my look and walked down the stairs and into the living room. I was so happy. Brittany the slut girl was here. It was about 6 o'clock at night so I poured myself some wine from my parent's liquor cabinet and began to drink it. I sat on the couch with music playing and smoked my VS 120. I kept talking to myself saying how much of a slut I am and how good of a cocksucker I am. I took out my vibrator and began to suck it thinking it was a hard cock of my lover. I took drags of my VS 120 and blew smoke on the vibrator as I licked it. I was getting so aroused when my night would change. I was holding my cigarette in one hand and holding my vibrator in the other when I heard some movement from the foyer area. I turned my head and immediately my sister Lauren rounded the corner. She was wearing a tight hot pink top and tight black skirt. She was holding her Marlboro Light 100 that she smoked. Lauren looked in complete amazement. She questioned. "Brian, what the fuck are you doing?" I looked at her and said the 1st thing that came to my mind, "Its not what your thinking" I retorted. She stood there for a few seconds and then began to walk over to the couch. I waited there shaking. Lauren sat down and said, "It looks like you are dressing up like a slut, Brian". "Do you do this often?" I responded by saying, "I dress in my room by myself sometimes when Mommy and Daddy are sleeping". "Why are you home, Lauren?" I asked. "I thought I would have a party here while they were away", responded Lauren. We entered into an awkward pause as we both sat back on the couch for a second to think. We both took long drags of our cigarettes and glanced at each other. "Do you have a name when you are dressed?" inquired Lauren. I said, "Brittany is my name". "That's a very sexy name, Brittany you fucking whore". I was shocked by what she had just said. She poured herself a glass of wine and lit up another cigarette. "Well, Brittany I always wanted to have a sister." She moved over closer to me and touched my tits. She commented on how perfect my tits were. I thanked her. Lauren told me to light up another cigarette and cross my legs like a lady. I did as told and sat there. Lauren took and drag of here cigarette in between her red lips and moved in on my mouth. She opened up her mouth and placed here tongue in my mouth exhaling into my mouth. What a sexy smoky kiss. She pulled away and asked "Brittany, have you ever sucked cock?" I said I hadn't. She told me that we would be "doing some sucking tonight". My pussy cock got so hard when she said this. I smiled and touched my tits again. "You keep rubbing your tits while I get the laptop Brittany slut" Lauren said. She came back with her laptop and webcam. She quickly hooked it up and went to a chat room. She immediately set a posting about two Massachusetts sisters wanting to suck cock. As you can imagine the responses came quick. We sat there and drank our wine and smoked our cigarettes while we occasionally touched each other's legs and tits. After about 30 minutes Lauren found someone she liked. A local guy of 28 years old and through his webcam, he looked real cute. He asked to see us. Lauren turned it on and when it was broadcasting Lauren gave me a deep sexy kiss and started spanking my ass. As you can guess he was exciting to come over. We gave him the address and we shut the computer down. She walked me upstairs and sharpened my makeup a little as she straddled me. She made me promise that I was going to be a good cum slut tonight. I promised. After 20 minutes the doorbell rang. Lauren and I went to the door together both smoking our VS 120. We opened the door and stared out at this man. I thought he would realize right away that I was a guy. He introduced himself as Matt and walked in. He did not seem to notice. We sat him down on the couch and we sat on opposite sides of him. Lauren had her hand on his chest and whispered seductively into his ear that we "wanted his cock so badly" I was rubbing his inner thigh. Lauren told Matt that, "I was her sexy sister Brittany and that I was looking to suck my 1st cock". Matt said he would love that. Lauren unbuttoned his shirt and kissed his mouth briefly and instructed me to unbutton his pants. I did so. He was wearing boxer shorts and I took the cock into my hand above the shorts. It was an average size cock, but I told Matt in my feminine voice that it was a "huge cock". Lauren began to suck on Matt's nipples as I moved his cock back and forth in my hand. Lauren stopped for a second and looked at me. She told me to take his cock out and start stroking it. Lauren lit up a cigarette and watched me stroke it. She gave it to me and told me to take a drag and kissed me when I did. I had the cigarette in one hand and Matt's cock in the other, kissing my lesbian lover. I was in heaven. Lauren moved my head down toward the cock. I took out my tongue and licked the shaft of the cock as Lauren gave her approval. I put my lips around the head of the cock and kiss it with a little suck. Responding to Lauren's request I pulled up for a second, took a drag and kissed Lauren sharing Matt's Pre-cum with my sister. She said "Good Girl Brittany, keep sucking" Matt sat there in very aroused and I felt Lauren's hand cum up behind me. I began stroking the cock with my whole mouth and Lauren's head had gone up my skirt from behind and began to eat my pussy ass. She continued to call me a dirty whore as she ate me. I was loving every ounce of Matt's cock as I worked on it with my tongue and lips. Lauren took my vibrator and shoved it in my pussy as she yelled, "Suck his big cock, you whore". She was fucking my hard with one hand and smoking with the other. I was loving it when I felt Matt's cock get a little bigger in my mouth and started to throb. I instinctively said "Cum on my face" and pulled away a little. Matt came on my face and my lips as a stroked his orgasm. I was still getting fucked in my pussy by my sister when I was taking the cum on my face like a slut. Lauren came up from my skirt and began to kiss my face and lick the cum off. She told me I was a good little slut. Matt just laid there recovering from his awesome blow job. We both lit up VS 120's and kissed as we sat there on our knees. Lauren said to me "Brittany, I love having a slutty sister". I kissed her and said I loved it too. Matt cleaned up and left us to finish each other off. I grabbed the vibrator and asked Lauren to lay down. She did while still smoking. She screamed out "Fuck my pussy, you bitch!!!". I did so with the vibrator. She was screaming out with pleasure when she requested me to move over and 69 with me. She said, "Let me suck my sister's pussy cock". I moved over and she pulled down my skirt and took my clitty in her mouth. She sucked as I played with her pussy. I released my pussy juices into Lauren's mouth within minutes. She swallowed it all and came shortly after from my tongue on her clit. We climaxed within 30 seconds of each other. We both laid next to each other and kissed one more time. Lauren said "We have all weekend to be sisters, are you ready for what is next?" I just smiled and lit another cigarette. Brittany Moore

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Brittany and ChadChapter 26

On that Sunday afternoon, we were at the house. Mitch had a car come pick up Miller and take him to a holding cell. I think he felt he was safer in jail than anywhere else. Mom and Dad insisted that Mitch and Dora stay for supper. Mom said, "We won't keep you late though it appears that all the excitement is over." Dora looked at her and said, "I think Mitch might stir some up with me later." She smiled impishly and Mitch blushed. "Mom, may Chad and I still invite Missus Thornton to...

2 years ago
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Brittany and ChadChapter 22

The phone rang and it was a happy and excited Amanda. She was tearfully happy thanking us all. She said, "My dad wants to talk to Missus Arnold." Mom took the phone that Britt handed to her, and said, "Hello?" We could hear the other end. "Missus Arnold, this is Tim Grogan. I wanted to add my thanks to hers. Mister Baker called and said Brittany and Chad accompanied by Tony called on him this morning and he is lifting the expulsion. That is great news! He also told me that you...

3 years ago
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Brittany and ChadChapter 23

We were prepared to wait supper for Dad and Mitch to arrive. They arrived a few minutes before our normal time to hugs and kisses. Mom said, "You can tell us all about it over supper. I would think you're both hungry." Mitch said, "Lois, I'm always hungry for your cooking." Mom said, "Good. Remember that you are having dinner with us Friday." "I remember and I get to sit between you two." "That's my Uncle Mitch, always wanting to sit next to two pretty ladies." I had learned...

3 years ago
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Brittany and ChadChapter 27

School had just ended and it was time for a wedding! It was going to be a small wedding until Mom and Dad's class started on it. The situation quickly ballooned out of sight with people all over town hearing the public announcement. Pastor Bob had Mitch assign police officers to the church to handle traffic. It was a good idea. Almost the entire police force was going to be there. Everyone Mom knew at school and all of Dad's working friends including the D.A. and all the judges....

2 years ago
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Brittany and ChadChapter 28

We were both working our summer jobs when the suit with Britt's great uncle was resolved. We had dinner with Mitch and Dora included. After dinner, it became a conference. Dad started it. "Brittany, the suit is over and Mitch and I are the new trustees. The bank in Florida has transferred all the money and I verified it today. Lois and I are your guardians and with Mitch and I now as trustees of the trust, I thought we could sit down and determine some goals and directions." Mitch said,...

3 years ago
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Brittany and Chad Book 3Chapter 6

Our house is finished and we have the occupancy permit! Chad and I wander through the rooms in awe. Mom and Dad have been out here with us. Today is Saturday and we have friends coming to paint. Chad and I have picked the paint and put out drop cloths and gathered brushes, trays, and rollers. Our bedroom will be painted the same color as our bedroom at Mom and Dad's. We both love that color and that room has special meaning to us. The most difficult decision was furniture for our bedroom. We...

3 years ago
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Brittanys Morning Walks

Introduction: I had already uploaded a version of this story under a different name. This version, however, is quite a bit longer. Brittany strolled downstairs with the wind on her naked body. She began every day like this. Her shower was on the other side of the kitchen from her bedroom so she would use this as an excuse to expose herself to her family on the trip there and back. She had just turned 14 and this was her last summer before grade 9. Over the last term of her grade 7 year she...

4 years ago
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Brittany was assigned to do a story on the annual fetish fest

My name is Brittany. I am a reporter from Little Rock Arkansas. I am a thin, but curvy brunette. We have a fetish Festival every year and this year I was chosen to interview one of the participants. I have always been interested and intrigued by some of the of the people that go there. It was a hot morning but I wanted to look really nice, so I dressed in a pair of tan stockings and high heels, with a tight fitting blue curve hugging dress. I looked at myself in the mirror and realized...

2 years ago
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Brittany Jones BBC Correspondent

I was so looking forward with great anticipation to my upcoming weekend in Paris.It was the perfect time of year to be outside of the UK in the city of romance and eternal youth. One of my side issues that filled my waking hours with the seeds of guilt was the need to converse in French with native speakers so I might improve my terrible Midland’s accent, to at least the off chance I might be from somewhere more appropriate in the average French person’s thoughts of an ideal environment.I...

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2 years ago
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Brittany and Chad Book 2Chapter 4

We were right to dress. Starting about five minutes after we came downstairs, there was a steady stream of well-wishers coming through the house. While I was talking to Pastor Bob, Britt went into kitchen to fix us a late lunch. She came out with a plate and a glass of tea. Mel had two TV trays. She set them up side by side. Britt placed a plate and a glass of tea for me on one. She went back into the kitchen and got her plate and glass. We talked to Pastor Bob while the crowd went...

2 years ago
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Brittany and Chad Book 2Chapter 7

We returned home and unpacked. We then washed and dressed. We pulled up at Louis just before seven in our new finery. Dad parked and our men handed us out. We were stopping traffic. One man even walked into a car! As we reached the door, Mitch and Dora walked up from the other end of the lot where there had also been a disturbance. I now understood why. Dora was wearing a rose colored mini dress with soft black prints of flowers on it. The top was a halter and had to have built-in bra...

4 years ago
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Brittany and Chad Book 2Chapter 10

We waited and a few minutes later a car pulled into our drive. Mister Anderson came to the door. Dad said, "Come in, Ben. Where's Judy?" "She's waiting in the car." Dad said, "Will you go and bring her in or should I?" Mister Anderson said, "I want my daughter or I will call the police." Dad said, "Why don't I call my friend from before high school, Mitch? He's the chief? You might also remember that I'm the Senior Assistant District Attorney for the circuit. Now, your bluff...

3 years ago
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Brittany and Chad Book 2Chapter 11

[Chad] Thanksgiving was coming fast. We had talked to Mel and Dan and they were driving in over Wednesday night to arrive late. The only question Mom asked was, "One bedroom or two, dear?" Mel's answer was "two." She admitted to Brittany that they were somewhat active but she wasn't even slightly ready to carry it further yet. Dan was talking about marrying over the Christmas holidays. Dan would be able to take the time off albeit without pay. It would be a simple wedding and...

4 years ago
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Brittany and Chad Book 2Chapter 17

In the morning, I eased my way out from between the two females. Mel was topless though I knew that because she had rubbed against me in the night. By the same manner, I knew that she was wearing the requisite panties. I got downstairs and Dad said, "Good morning. Having Mel sneak into your bed must be inhibiting?" He grinned. "It would have been worse about ten minutes earlier." I chuckled. I continued, "It will work out. She is trying to change from what she was expecting to what is...

2 years ago
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Brittany and ChadChapter 8

Dad said, "I've heard about that suit from your mother, Son. She will tell me how it looks when I get home." He smirked. I was curious and looked at the two of them smiling innocently. I was in trouble. It might be good trouble but it was trouble. "Okay, I'm going up to take a shower and shave. Enjoy your golf, Dad. I just wanted to say thanks and see you off." I gave Britt's hand a squeeze and headed upstairs to shower and get ready for the lake. Britt told me later what she and Dad...

2 years ago
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Brittany and ChadChapter 9

We got there in time to share lunch. We ate and then frolicked in the water. The guys kidded me about my suit until they noticed how the girls were looking at me. Everyone loved Britt's suit and the fact that our colors matched perfectly. There were a few ouh's and ah's when Britt told them that my mother helped her pick both suits. Toby had one of his rare moments of saying something right. He held up his cola can and said, "Here's to two beautiful, wonderful people, who make a perfect...

3 years ago
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Brittany and ChadChapter 11

In the morning, it was Monday. I woke early and beat Dad. The coffee had made and I was half way through my cup before he came down still looking tousled. I said, "Are you feeling okay, Dad?" "It was a combination of sun and wine. I'm a little tired yet but, fortunately, it's a light day in the office. I'm going to keep it that way." "You look fine." "Yes, Sir, I'm more used to the sun and didn't have much wine." We heard some noise upstairs. Britt and Mom came down together....

2 years ago
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Brittany and ChadChapter 14

I reached over the bed and gently but firmly pulled her over onto it. I lay on my side and pulled her to face me and gently kissed her lips. She moaned. "How do you always know what to do?" "It's simple. All I think about is pleasing my ladylove. It also brings pleasure to me to bring pleasure to you." "I want you to wear me out." "Ah! We don't have to do that. We have tomorrow night and the night after that and the night after that for as long as we live. Tonight, I want to love...

2 years ago
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Brittany and ChadChapter 17

We went into our room and dressed in shorts and better tops than tee shirts. We pulled on our sneakers. We could meet the world but were dressed to perform light work. We stripped our bed. We brought the sheets and the damp mattress pad down putting all in the washer and starting it. On the way up, Mom said, "Mattress pad, too?" We blushed and she laughed lightly. Once in our room, I said, "What do we work on first?" Britt sat on the bed. "Let's talk about furniture. We could use...

2 years ago
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Brittany and ChadChapter 24

Mom and Dad went shopping while we started another load of clothes. Britt was bent over putting clothes from the washer into the dryer. She was wearing her gym shorts that had wide legs. I could see her slit and pushed my hand into a leg and slid a finger along her slit. She moaned and, to my surprise, was wet! I pulled my cock from my shorts and pushed into her through that open leg. She moaned and said, "I've been wanting that all morning but Mom never gave us enough time. Oh! Do it! I'm...

2 years ago
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Brittany and Chad Book 3Chapter 3

[Chad] It's March and our house is coming out of the ground. The weather has been good and Mister Charles is elated. He wanted to be ahead to give extra time later if it were needed. It's also close to birthday time. Britt was visiting with Grandmother Thornton when Mom and Dad approached me. Dad said, "It's getting close to a birthday. How much are you short?" I blushed. "Does it show that I'm nervous?" They nodded. "I still need four hundred fifty-one dollars and forty-two...

3 years ago
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Brittany in the Dressing Room

She didn’t understand what she was doing here, in JC Penny on a Wednesday afternoon. Her long distance fucktoy, Jordan lived on the east coast. She had, of course, sent him dirty pictures from dressing rooms while she shopped before, usually Victoria Secret dressing rooms. And she had even played with herself in a dressing room while he watched via Facetime. But every one of those times was in a store of her choosing, he had never before specified where she should go. What the fuck was going...

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