Challenge

John was only 17, a slim but very feminine looking guy. Only 5ft tall and even talked very softly. He left home at 16, as life was unbearable at home. He got a job working in a office and now had a small 1 bedroom apartment. He had only one friend, a girl named Sofia (who worked in office with him). She was very close to him and challenged him to go to party dressed as a girl. She joked you act like a girl, you look very feminine so do it. After argument, he give in. In the next couple of weeks Sofia went about transformation of John. First she got him to learn to walk in higheels, then tight skirts. Next was to shave every hair off his body waxing him. She made him grow his hair longer (To his shoulders). There was only one other person knew about it, their boss. He had a wager with her she couldn’t pull this off. Then make walk very sexy. On the day she started by getting his feet nails painted and finger nails, a nice red. Next she done John’s hair to he looked really nice, followed by make up and eyelashes. Then lipstick. A bra with padding a nice blouse, a skimpy pair of pants (see through). Joking you may get pulled Sofia said. Then hold me up stockings and a body clinging skirt followed by higheels. Wow you look stunning Sofia said. Very proud of herself. John looked in mirror and felt great, even felt seductive. Sofia said we call you Clare. Sofia dressed she looked beautiful. And they got taxi to party. The first person they met was their boss. He looked stunned omg wow he said. Sofia said I win you owe me. He said you deserve the money. As the party was going Clare had to dance the night away. After a while sitting in a corner with some guy who kissing her and groping her. Sofia then moved in to save Clare before they went to far. As it was time to leave their boss (Mike) offered them lifts home. Sofia was very drunk and Clare wasn’t far behind her. They dropped Sofia home first then Mike drove Clare home. Sitting outside Mike leaned over and surprised Clare with a kiss, then a longer one. Clare (John) responded kissing back. Can I come in Mike said. Yes please do. They entered the small apartment and Clare got Mike a drink he sat on the settee. Well Clare what’s next he asked. There was a silence then Clare undone her skirt and let it fall to the ground. Mike looked at her sweet body and the small but sweet cock in the see through pants. Smiled then asked for more. Clare removed her pants and Mike’s eyes lit up at shaved body. Clare walked into her bedroom and waited, lying on the bed. When Mike walked in he was already naked. Clare was only 17 and was about to taste her first cock, slowly licking and sucking Mike’s cock. She was feeling so turned on as Mike caressed and groped Clare’s body then Mike got in 69 position and began sucking Clare’s small cock. Soon Mike made her cum and now positioned Clare so he could enter her virgin ass.. Lifting Clare’s legs in the air he eased his hard throbbing cock in side her. Clare moaned as inch by inch entered her. Soon Mike had a rhythm and fucking his boy pussy without mercy. Soon Clare cock was dribbling cum before Mike started to thrust his cum in her tight wee hole. Mike was to fuck her 2 further times that night. In the morning he didn’t go back to been John he dressed in tight leggings and girl top he bought. He phoned Sofia and told her everything.. That was the last time he was John and now has become Clare. And is going out with Mike. She has now started hormone treatment and has started growing small tits. The thing is Sofia has become part of the company and has had sex with both Clare and Mike. And has become pregnant to one of them. Clare and Sofia both moved in with Mike. People talk but they don’t care. Away with John and a new life as Clare a VERY sexy life.This content appeared first on new sex story .com

Mommys Little PeePee – Part 3 All In The family

I was now feeling unorthodox love for my mom. Love that teenagers don’t normally feel about their mother. Not that I want to marry you and you have my baby love, more like an addiction. From the time she first kissed me, it only took a few days for me to understand mom was going to teach me something new most everyday. My peepee stayed hard from anticipation of what was cumming next ( pun intended ). I would think about her body and get hard. I started sniffing her panties after she took them off, watching her pee and anything else like watching tapes of her fucking other people. She had albums of pictures. To this day I don’t think I ever had time to look through them all, there was so many. Sex toys for women, men and some I wasn’t sure of. By now we both stayed naked around the house. I would jerk off in her coffee or on our food. She would even pee in her homemade soup while cooking or boiling spaghetti. We only did this in things we were going to consume, never in anything that on inspecting guest might have.

My Vip Encounter with Natalie Raitano

I was in a Los Angles night club when the entire cast from the tv show VIP walked in. I looked at all of them when they walked past me, but the one that made my heart skip a beat was the goddess aka Natalie Raitano. She stood 5’3″ tall weighted 116 lbs with her pretty brown eyes with very short brown hair and a very sexy 36 24 34 body. The outfit she had on showed off her fantastic body. Her tiny top barely covered her sexy tits and her pants looked like they were painted on her sexy hips. I walked over to were she was sitting and started talking to her.

Lisas accidental orgy

It was a hot Saturday afternoon. I was at my in laws for a brief vacation. My wife had gone shopping with her sister. My MIL Lisa and her husband George were in their bedroom, probably enjoying an afternoon delight. I was in the loft area flipping through a local newspaper. It was a long boring day, my mind was numbed with the mundanesess of the day. In that thoughtless moment, George walked up the stairs into the loft. I saw just sweaty forehead emerge up the flight of stairs. I waved at him and went back to the newspaper, assuming he was there for something else.

Two married virgins – part 1

I had just gotten married and my husband had joined the army. They moved him to Pirmasens Germany. We both were young and had just graduated from high school. We were very wise children and wanted to be the best children to our parents so we both were virgins when we got married. So as soon as we graduated, we made that move. We love each other a lot because we have a lot of respect and admiration for each other, plus we both look good.

The Day I Knew I was Bi – Part 14

I was on my way to the old Mill on the following Saturday afternoon but had made no meeting with Paula but just wanted to put things there that may be good for our meetings and make our time better when one of the older boy’s from school caught up with me and asked me were I was going. Crump was older than me by a few years and had started conversations with me before, coming from another house I only saw him now and then.

Mom is now my biker babe – with additions

Patty Barker was on the back of my Old Indian bike, her mini-skirt up around her hips, hanging on to me for dear life, it was her first ride on a motorcycle and she was loving it. We had just separated from Mom and her father Larry, we had followed them from a beer hall and watched from under a shadowed shop entry while his daughter gave him a blow job, then fucked him. Of course, this turned us on, so while they were fucking, we were, too. About that time, the cops had showed up and were questioning them, and they were about to be in deep shit, so my quick thinking Mom stepped out and claimed Patty as her own daughter, claiming that Patty was 19, and was with her. Patty, just as quick as Mom, agreed, and that got rid of the cops. We had introduced ourselves, made it obvious that we were an incest couple as well, and since they were from out of town, Mom invited them up to our apartment on India St. Since Larry was a big rugged handsome guy, I could see Mom had eyes for him, so I invited Patty, a plump, auburn haired cutie, to ride on my bike with me while Mom rode home in Larry’s old Chrysler Air Flow.

Closing Early by tony.pop13

My first job ever was working at a small restaurant. I was mostly working a closing shift on a very slow location so it was easy money. There were many people that helped me close through out the week and one of them was this small but fun blonde girl. We were really bored through out the day and would talk about random topics. We were both in relationships and she asked me if I would be comfortable with the idea of my girlfriend starting an only fans. I said that I would most likely be quite uncomfortable of the idea. She was a little surprised and said that she thought I would be supportive of my girlfriend. I explained my stance further and ask her what her boyfriend would think of the idea of her doing the same. She said that she hopes her bf would be supportive and most likely would be. I asked why. And she said that she has always been comfortable with her body and the idea of showing it off and getting money from it would be cool. I asked just how comfortable she was with showing her body to people. She made deep eye contact with me and said “very comfortable actually”. I jokingly said; “damn show me then”. She was quite for a moment and then said. “Ok”. We stood there in silence for a moment and I checked the clock. We closed in around 45 minutes and asked her if she wanted me to lock the door and we could close early that day. She said yes. As I went to close the door she said she would be in the office waiting for me. I walked to the door, turn the open sign off and locked the door. I even turned some lights off in the front to make it look closed. I walked to the office and went inside. She was waiting in there and when I shut the door she asked me “what now?” As I sat on the office chair, I told her that it was up to her, that she could show me as much or as little as she was comfortable with. She smiled timidly and slowly lifted her shirt up. I saw her pale flat stomach and then I saw a sexy pink bra being uncovered. I started getting hard and rather than hiding it I let it bulge up for her view. And in one quick movement she removed her shirt uniform. She spinned around a couple of times showing off her body to me. She reached towards her belt and undid it along with her pant button and zipper. Revealing some cute black underwear. She was lowering her pants slowly and by the time her pants were down to her knees she turned around showing me her butt, and across her panties there was a text that said “fuck me daddy”. I smiled and she giggled as she completely removed her pants. She gave a little show as she spinned and showed off her beautiful sexy body. She came closer to me and sat on my lap. I slipped my fingers between her thighs and her pussy and asked her. “What would your boyfriend think of this?” She said; “fuck that asshole, I don’t want to think of him right now” she gave me a kiss and started undoing my pants. She was shocked. She said;

Never too late for anal

I was with my boyfriend for three years before we broke up. We then kept loose contact, and as time went by we grew some sympathy for each other again and one drunk night we kissed, and we are a couple again since then. Our sex live was not bad but never too exciting. We were not doing anything that was out of the ordinary. I sucked his cock, he licked my pussy, and we fucked. That was it. During the period of separation, however, I discovered that I wanted a more fulfilling sex-live. I was keen to try new things.

The Day I Knew I was Bi – Part 12

My start at the boarding School in Dover was a shock, tight rules and full Army kit to look after along with home work every night mad my first 3 months very hard for me, I got on well with the guy’s in my Dorm and slowly settled in. Free from home and in a place with every possible thing a lad could wish for, sport, swimming pool indoors, a great Gym and fields full of Rugby and football pitches. I put myself in for cross country running and was shocked when the practice start time turned out to be 04.30 but on finishing the course we went in the pool for a run down swim, naked, back to looking at cocks from boy’s 9 to 18 a sort of heaven for my thoughts.

Maaya The Dog Lover Girl

This is the story of one of my childhood friend who loves dog and she owned 3 dogs of different families. She always keep posting pictures with her dogs and this made me interest to buy a pet dog for me as she was so much into pet I asked her to come with me while I go to market to purchase. She took me to the best pet shop and we were checking on dogs. I was prefering small fury dogs but Maaya will check and will say no this a female dog do take a male. After a check I stoped her as I feeling unsure about having a pet after seeing the untidy floor and the foul smell from the shop. Maaya tried to motivate me but I asked her little more time to think then what she said shocked me. She said “baby you even don’t need a boyfriend when you have a dog he’ll satisfy you”. I was shocked and confused listening her she asked me then to go to her flat where she lives alone as her parents work abroad. I said ok lets go as I want to spend some time with pets and fix my mind.

Lost virginity to my Mosi

Hi Readers, Myself Ratan, 33 years old from Pune works in MNC. I hope you have read my previous story “Playing Doctor-Doctor with Mosi”. So here I am back with my new real life story on how I lost my virginity to my Pinky Mosi. If you like it please share your reviews/comments/feedback on my email.

The Taking of Teilor Grubbs Virginity

I had gotten myself a job working on the set of Hawaii 50 as a set lacky just for the summer till I started college being only 18 it was a dream for me to be working with actors and actresses of a good caliber. After a couple of weeks in they had a scene with a character called Grace aka Teilor Grubbs I had always thought she was hot just from watching the show so having to work a long side her made me so excited.

Mommys Little PeePee – Part 2 Got Pee

I’m sorry my writing isn’t professional and my text has a southern accent to it. I’m not really trying to write or tell a story, more just reliving my sexual experiences with my mom. This accounting of what we shared is true. My mom was obsessed with making sure I had every sex experience possible. Many were repeated over and over but the one we did the most was just the two of us making love. It was almost daily and most nights.

Mom son travel during lockdown

Hii guys I am Steve, 20year old lives in Bangalore about myself I am 6.2feet tall with a 7inch thick dick, brown guy currently doing my BTech, we are a family of 5 members me my 2 brothers and mom dad, I am the eldest one, telling about my mom she is Sara who is a teacher, she is a37-year-old chubby women with medium-large boobs and sexy big ass.

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