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My new assistant - her story part 4 I had landed a new job as the assistant to the owner of a small architectural firm. The Boss, Mr. Anderson is a very attractive man about 40 years old. He is wealthy and confident and I love serving him. I have sucked his dick on several occasions. He has discovered that I am a transgender girl and have a penis. This seems to excite him. Mr Anderson asked me if I could stay after work on Friday. He said it was not work but that a friend of his was coming and he wanted me to join them for dinner. He explained that he and Charlie were friends in college and… Read more

My new assistant - her story, part 3 The next week, Mr. Anderson told me to come to work early on Wednesday. We usually arrive at 8:30 but Mr. Anderson had a meeting at 8:30 and wanted me to help him get ready. I did not realize how heavy traffic is at that time in the morning and I arrived at 7:15. As I entered the office, my boss stood up and walked towards me. As I rushed in I started my explanation, “I'm sorry I'm late....” Mr. Anderson put his finger to my lips and quieted my breathless rambling. “One is either on time, or one is late. You are late.” he said sternly. He took my purs… Read more

My new assistant - her story, part 2 The next week the office renovations were finished and I started working for Mr. Anderson full time as his assistant. It was a busy week since the office was closed for renovations the week before. I dressed carefully for work every day: makeup, dress, panties, bra (lightly padded), skirt, stockings, and low heels. Although I was born male, I pass easily. I am 5'5” tall, 130 lbs, with a small frame and a small face so I was never masculine. I've been female all my life in my mind; with a little makeup and a little estrogen, no one is the wiser. The estrogen… Read more

The year after high school I started taking estrogen. I had been wanting to transition to being a girl for as long as I can remember. After a year I started community college to become an administrative assistant. I turned 21 and graduated from the program on the same day. I was competing with numerous other girls for the top jobs in the job fair after graduation. Luck for me, I got the job I wanted, assistant to the CEO of a small company. Today is the first day on the job. I hope all goes well; I now dress as a woman full time and, due to my narrow shoulders and small features, I easily pass… Read more

My Step-Sister - Part 11 Roger and I emerged from the spring league hockey game into the warm april air. Although it was eight oclock there was still some light in the sky. Looking at our phones we saw messages from our girlfriends, Chrissy and Suzie, that they wanted us to come over to Suzie’s house. When we arrived, we saw two beers on the table - which meant that Suzie’s parents were away - and a note that said “Bedroom.” We popped open the beers and went down the hall to Suzie’s bedroom. In the room we saw our girlfriends naked, sitting on the bed talking. They were cross legged and faci… Read more

I must say, I never expected what happened next. Chrissy and Suzie continued to surprise me. My step-sister Chrissy, who I had been having sex with, began dating my friend and hockey teammate Roger about the same time I started dating Roger’s ex-girlfriend Suzie. Chrissy and Suzie had been casual friends before this time and were fast becoming best friends. On New Years the four of us had sex in the same room and ended up switching partners whereby Roger and I each had sex with both girls. A few days later, after a Friday night hockey game, we all decided to go to Chrissy and my house. I too… Read more

My Step-Sister - Part 6 My senior year in high school started out with an adventure with my step-sister. We began masturbating in front of each other. Then pleasing each other orally, then fucking. Our parents leave early for work and our school begins late so we have time to fuck and suck most mornings with the house to ourselves. Recently, I had my first experience with another girl, Suzie. At a party on Friday, a couple of days after Christmas, she sucked me off then I licked her pussy to orgasm. I slept late Saturday and got up close to noon. When I went down stairs my step-sister Chris… Read more

My Step-Sister - Part 4 The first week after my step-sister Chrissy walked in on me masturbating, we masturbated in front of each other every day. The next week we started licking pussy and sucking dick. Now, almost every morning we were giving each other orgasms orally or manually. We were not ready to fuck yet, but we were ratcheting up our repertoire. One day I heard Chrissy in the shower. I went to the kitchen to make sure our parents had left for work. Then I got naked and joined Chrissy in the shower. We were kissing and soaping each other up and laughing. At one point my soapy hand we… Read more

My Step-Sister - Part 3 My step-sister Chrissy and I started fooling around with each other senior year (see parts 1 and 2). I had masturbated for her then we both masturbated in front of each other. Friday evening we have dinner with my mom and Chrissy’s dad to discuss weekend plans. Then the ‘rents went out to see some band we had never heard of. Chrissy and I had the house to ourselves. We decided to watch a movie on our parents new VCR. We watched An Officer And a Gentleman and got kinda fired up. As we were watching the movie, we were fooling around. We were both wearing athletic short… Read more

My Step Sister - Part 2 When I was 18 years old, my mother remarried and so I now had a step-sister, Chrissy, who was just a little older than me and very cute. She had blond hair, a cute little face, and c-cup tits that had no sag. Chrissy had walked in on me masturbating and convinced me to keep going and cum for her (see part 1). Our town was growing and the High School was overcrowded. While the new high school was being built, we had split attendance. Some students attended from 7:00 am until 1:00 pm and other students attended from 11:00 am to 4:00 pm. Both Chrissy and I were in the 1… Read more

My step-sister - part 1 When I was a teen my parents divorced. A few years later when I was a senior in high school my mom married to Ned. We moved into Ned's house. It was a modern house with the common rooms, living room, kitchen, and dining room, in the center and two wings on either side. One side was the master suit where mom and Ned had a bed and bath and the other side had two bedrooms and a bathroom. I shared the wing with Ned's daughter Chrissy. I was old for my grade and had just turned 18 early in my senior year. Chrissy was almost a year older than me but because she and Ned had… Read more

Sex party with my female cousin – part 2 When we got home from the sex party, my cousin Amy and I were tired. She took me by the hand and led me to her bedroom rather than the guest room. She took off her dress then pulled off my clothes. We stepped into the shower and washed each other playfully. Amy is 5’5” tall, blonde, C-cup breasts and is pretty cute. I’d say she weighs about 120 lbs and has a very nice body. The shower was fun, let's just say that our private parts were VERY clean. By now it was very late, maybe 2:00 am. We toweled off and went to bed naked. She spooned into me and we w… Read more

The sex party with my female cousin – Part 1 I have many cousins but Amy is the only one my age. Although we are opposite sex, we have been pals all our lives. Whenever we would get together we would talk like soul mates. I am actually closer to Amy than to my sister. As teens, we even talked about sex. About losing our virginity, about blow jobs, pussy licking, anal sex, and the things we did with our boy/girl friends. She is the ONLY person I ever told about my fooling around with another man when I was in college. Once when I went to visit her at her college she set me up with her best fr… Read more

Send me a gif with three people involved and I will write a story based on the action I see.… Read more

My cousin Amy and I went kayaking in the afternoon. When we got home I took a little nap. I woke up with my cousin Amy naked next to me in bed. She was gently rubbing my chest. When I opened my eyes she smiled and started stroking my dick slowly. My dick began to respond and we kissed. Amy rolled on top of me and put her tit to my mouth. She rubbed her clit on my penis as she moved back and forth so I could suck each of her tits. Amy then jumped off the bed and put out her hand. “Come on, we have things to do.” She said. “Oh, but we were just getting started.” I complained. “Save it for l… Read more

My cousin and her Sissy Crossdresser Husband – Part 3: Taboo, sissy, cuckold, crossdresser, , bi, bisex, bisexual, MMF, dominant, submissive In part one of my story I visited my cousin Amy who is my age and we have been friends since we were k**s. She took me to a sex party at a beautiful house on the lake where I did several things I had never done before including sucking a dick and having sex with my cousin. Fucking Amy was amazing. I had no idea I would be so turned on by my cousin who I have known all my life but she is more sexually open than any woman I have ever known and her unbrid… Read more

My step-sister Chrissy, her boyfriend Roger, my girlfriend Suzie and I (Greg) were ready for an exciting Saturday night. We had been having sex in front of each other and swapping partners for several weeks. It was winter, we were at the house that Chrissy and I share with my mother and Chrissy’s father. Our parents were away for the weekend allowing us to relax and enjoy our privacy. We were drinking a bottle of wine and playing strip poker. Well, not really poker; we just dealt one card to each person, then the person with the high card removed an item of clothing from the person with the… Read more

My mother remarried when I was in high school. The man she married had a daughter, Chrissy, who was just a few months older than me. In the fall of my senior year, my step-sister walked in on me masturbating in my room. She was entranced which lead to several sessions of me masturbating for her and then her masturbating in front of me. From there we moved on and she gave me a blow job a couple of times, followed by me eating her pussy. We both got pretty good at oral sex with the guidance of our loving sibling. As winter approached, we started fucking each other. My step-sister and I had bee… Read more

Wednesday morning I went into Chrissy’s room after our parents left for work. Chrissy is my step sister and we have been playing sexually for two months. We started by watching each other masturbate then pleasing each other both manually and orally. When I went into her room, she was still in bed. I lifted the covers and climbed in next to her. I wrapped my arm around her chest and cupped her c-cup breast as my hard on pressed into her butt. Chrissy moaned and stretched and moaned awake. I ran my hands over her body as she came alive. She had been sleeping naked as always. She turned over an… Read more