From Tim To Carissa 2 free porn video

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It was a long night of little sleep, part of me was sick to my stomach with shame of what I was doing, that I had been found out and my life was in another's hands. The other part of me was excited, a deep dark fantasy to be found out was there and it had happened. Having these mixed emotions made sleeping impossible. I had sent her an email detailing all she asked for it went as followed. Mistress, I remember you now, I am sorry for what happened if there is any thing I can do for forgiveness and to get those images/videos erased I will. I live at 2055 Sacramento St. San Francisco, I do have a roommate, just one she is here off and on, out of town till next Monday. I do have a job work 20-30 hours a week and I'm also in school, but am on break for the summer. As far as clothing/items I have. I own 6 pairs of panties, 2 bras, basic make-up, a pair of falsies, a pair of mary jane heels, 2 wigs, the pink one was my roommates so was the tutu, I also have the corset you saw, 2 skirts one pink one blue, and matching tops for the pair, I also have a dildo, butt plug and chastity cage. I don't have much because I don't dress up. Please if there is any way to forget about this like money or anything please, please forget about this. Tim I can't sleep maybe smoking a joint will calm me down, I get out of bed my cock is hard, what is wrong with me. I begin to cry I have read plenty of stories to know where this was going, I know she wasn't going to let it go and soon my life will be changed forever, playing with fire for so long I was bound to get burnt and here it was. I roll a joint and smoke up, and try to relax. Finally at 3 am I begin to drift off to sleep, having dreams or nightmares of what was to come, having my roommate find out, friends making fun of me and not being able to finish school. The worst part was having my family find out, being raised in a conservative family were they hate gays and people that are different. I knew I would be disowned and on my own. My alarm goes off and I'm up at 9, I know what is going to happen and decide that if my life is over I better make the best of it. Part of me knew this was coming, and even wanted it. I decide to just try and keep myself occupied until 2 and see what happens. I cleaned my room, the house, played video games and slowly the time went by. It was 1 and I decided to take a bath and smoke to relax. I take a few hits as I sit in the bath, after 30 minutes I get out, dry off and start to do my make-up, I decided to keep it simple for the most part, basic colors and put on a plain curly brown wig, I get out a pair silk frilly purple panties and am on my couch with in panties bra and done up as instructed. I open my computer and see I have a new email. I open it up. Sissy, How dare you ask anything of me, you are mine and I tell you what to do. For that you will be punished. I will be at there at 2:30 leave your door unlocked, I want you on your knees in the middle of your living room waiting for me. Goddess Danielle She's coming here I think, I should have known, and punishment what could it be, I close my computer, get some water and take another hit. 2:25 and I'm on my knees waiting. The time seems to crawl by, minute by minute, I hear people walking around outside, is it her, is it her. To my shame the excitement is building and my cock shows my true deep feelings. Then the door opens and in walks this 16 year old girl dressed up in a school uniform like she was coming from school. Dragging a suitcase behind her, she smiles at me and shuts the door. "I see your starting to follow directions better." She says as she walks up to me. I look up at her "Yes Mistress," and bow my head. "We are going to have some fun, seeing your roommate is gone for a week. Do you have to work this week sissy?" She asks, "Yes Mistress, wed to sat." I want you to call them now and quite, you won't be needing that job anymore." I look up, "I can't how am I.." I'm cut off with a slap to the face. "You dare tell me no" she yells I call into work and quite, my boss is upset and I begin to cry. "Don't worry sissy after I'm done with you, you'll be ready for your new job." She says as she sets the suitcase on the table and opens it up. "I'm sure there'll be plenty of clients here in San Fran that'll love a sissy like you." I know what she means, as it always happens I'll be flipped out as a whore. There aren't many other jobs a sissy can have. "You may get up now, I've brought over some things for you, I picked them up this morning. Now you have a bit more clothes to choose from, you can just write a check to cover the cost." She hands me a set of receipts. "eight hun..." I begin to say looking over the cost only to be shut up by a cold stare. "Nice panties by the way, sissy. I'm not too impressed by the makeup though I need you to go sluttier, get your make up and lets fix it." I go get my kit and she begins to apply more colors lots of blue and red, after she is finished I look in the mirror to see a real slutty job. "Now that's better, ok here are rules." She hands me a piece of paper and I look over it. 1. Always locked in chastity until Goddess says other wise or is requested by client. 2. Panties will be worn at all times, even if out dressed in male clothing. 3. All bank account and money will be handled by your Goddess 4. A butt plug will be worn to bed every night. 5. You must obey all females. 6. Pills will be taken every morning with breakfast smoothie and shot before bed. 7. You will attend to website daily with journal updates and photos, videos weekly. 8. Will be on diet, work out to videos daily. After reading, I look at Danielle. "Any questions speak now sissy" she says with a stern look on her face. "number six, is that meaning hormones?" I ask meekly. "Very good sissy, of course we have an appointment with a doctor tomorrow morning, If your going to make good money you have to look the part, right." She says as she takes the suitcase into my room. "You'll also be a strict diet to cut down on that ugly figure of yours and here are your work out videos." She says coming out of my room and handing me some dvds. I look over them, Carmen Electra's stripper workout, Buns of steel and getting that perfect figure are among them. "You'll work out every morning except for Sunday, is that understood?" "Yes Goddess" She walks back into my room and comes out with a frilly pink outfit with matching stockings and shoes. "I want you to wear this tonight for your first video and photoshoot, put them on now." I do as I am told, go into the room and get dressed as I do she sets up my camcorder in the living room, on the floor is my pink blanket on top is a bottle of lube and my dildo. "Ok sissy, last night I set up a web site for you, you will keep a journal of your transfomation, upload pictures and videos, It is a paid site so people can subscribe to get some money coming in, there are also rates for people to use you." It was happening so fast, I began to cry, as I do I sit down and hold my face. "Stop crying, I already have a list of clients but that's a month out, this is what you wanted to get use to it, the next month we will get you ready and I'm sure you'll roommate will want to help, oh by the way I need her number so I can inform her what is going on." "umm umm" as I wipe my tears away. "Now you've messed up your makeup, we need to fix that" She walks into the bathroom. "We have to tell her how else are you going to explain me being here all the time and the way your going to be looking." She says as she comes out. I re-apply my make up. "Ok get on your blanket, I'm going to start the camera, I want you to look happy, wave to the camera talk dirty about you being a sissy and play with your dildo. If you do a good enough job, you might be able to milk that locked up clitty of yours. Now get to it action." She says as I sit on the blanket and she turns on the camera. I closed my eyes, take a deep breath before looking up with a smile and waving at the camera. "Hi there, I'm sissy Carissa and this is my first video, do you want to see how naughty of a girl I am." I say bringing my figure to my mouth and wink. I get the dildo and show the camera, lick my lips and kiss the head. I begin to slowly take it into my mouth performing oral on it as my pace quickens. I moan as I push it deeper into my mouth. I knew this was coming and now that I'm on camera and in the motion, my fears begin to fade and my inner slut takes over. I take it out of my mouth and look at the camera in pure heat. "Do you want to see me fuck myself, do you?" "I know I want it, I'm a sissy slut that loves cock" I say as I stand and pull down my panties, I hold up my now precum soaked panties and show the camera. "See I'm a horny dirty little slut." I lay down and get some lube on the dildo before slowly rubbing my hole. Danielle takes the camera and gets closer to the action. I push the head in slowly filling my hole open to take it in, the pain is mild as I get the whole thing in, I let out a moan and pull it out some and back in. I begin to slowly fuck myself, with my clitty trying to get hard in it's cage with precum leaking out. With my free hand I collect the precum and put into my mouth. "Ahh yeahh fuck me, yes harder. I'm a dirty slut." I begin to pick up pace going as hard as I can letting go and giving into the rush. I can feel the pressure building and with the last thrust deep in, I feel myself cum, as my clitty is in caged, my first milking is complete. I let go, the dildo falls out. I lay there breathing hard. "show your fans that gapping asshole sissy" my Goddess demands, I get on my knees reach around and show the camera my hole. She turns off the camera and goes to my computer. "Very good sissy, now time for your punishment," She says as she hooks up the camera to upload the video, as it uploads she heads into my room and comes out with a butt plug and a leather paddle and sits on the couch. "Come here and bend over" as she shoves the plug in my ass. It hurt but not as much if I hadn't had my dildo session. "Now lay over my lap time for your spanking and she begins to spank me harder and harder as tears fill my eyes, fifty as the fiftieth swat is finished I get up, my ass on fire and sore. "go clean up, I'll update your site for you this time." I get in the shower and wash off, get out and head for the living room. "Here this is what you are to wear to bed tonight" She hands me a pink nightie. "Well that was good first day, go ahead and make a salad and fruit smoothie for dinner then off to bed. You have an early busy day tomorrow." She says as I get dressed. "I'm going to take off, I have a hot date tonight with a real man," Danielle says and flicks my caged clitty and heads for the door, I just stand there and watch. As the door opens my neighbor is walking by and looks in, seeing me and gives me a look, Danielle turns around and giggles, walks towards him and shuts the door.

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Third time with Tim

This is the third part of my encounters with Tim, and is an immediate continuation of story 2, so you may want to at least go back and read the second encounter with Tim, if not the first and second to get a full feel for our encounters!**We got upstairs, still covered in each other’s cum as it was starting to dry on is a bit and the heavier amounts dripping some down our legs. We headed into my bedroom, which was the master bedroom of the house, and then into the bathroom. Neither really said...

2 years ago
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Tim and Abbie 20 Thursday afternoon

The car secured from Les, Tim and Abbie’s first stop, with Abbie’s covered face, is to her flat.  Tim drops her at the front door and then pulls into the building’s parking lot next to it. Tim had put some boxes in the back of Les’s car before leaving.  He carries them into the flat for packing Abbie’s things.   By the time Tim reaches the apartment, he can hear Abbie moving around in her bedroom and knows she is ‘putting on her face’ before anything else.Tim chuckles to himself but understands...

Trans
2 years ago
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Tim And Abbie 32 Buying A car

Upstairs, Abbie shows just how horny she is. The lust which has been building up in viewing and selecting a car modeled to her precise choices starts her juices churning as she sits on Tim’s lap, feeling his hard cock growing against her crack.  Everything is primed for a wonderful scene to unfold.Abbie gets all of Tim’s clothes off him in minutes and then has him settle himself on the bed as she does a slow and seductive striptease for him.You can almost hear the music in the background as...

Trans
4 years ago
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TIM ERIN

This story is about a young woman that is seduced by the wealth and power of her rich boss. All the characters involved in any sex are over 18. Thank you for reading. Enjoy! TIM & ERIN prolog---------------------------------------------------------------------------------------------------- The wedding bells were once again silent. The gifts opened, the honeymoon over. They had both lost their virginity on the first night in a honeymoon suite. Their sex was unsatisfying and painful for her...

1 year ago
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Tim Always Wanted To Fuck Amy But Never Had The Chance And Her Mother Well She Had A Great Body

Tim went round to see his friend, Amy one day. Amy knew he was coming, but she said she had just popped down to the shops and wouldn't be long, about fifteen minutes, she said. When he arrived, Amy's mum answered the door. Today being a warm day, she had a very short skirt on and a top with her tits bursting to get out.Tim had always admired Mrs Stevens' sexy body and wondered what she would be like in bed."Hello, Tim," she said. "Amy has just popped out to the shops, but won't be...

First Time
2 years ago
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Jessica Part 7 Tying Tim Up

It had been a couple of weeks since Tim got home from his four week trip and he was getting ready to go again. He had a couple of projects that he needed to get done, and he needed some muscle to get them finished in time. Naturally he called me. We managed to get the work done with a minimum of beer drinking, but a lot of storytelling. Tim was very happy with what Jessica was doing with him, in bed and almost everywhere else in the house. It seemed she could hardly keep her clothes on...

3 years ago
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Tim and Abbie 09 Friday again a week since meeting

Tim wakes about six am the next day.  His arms still around Abbie, and she is cuddling up against him. This is a fantastic feeling. Tim has never spent a night with anyone before. He stretches a little and sees the back of Abbie’s lovely neck right below him. Tim doesn’t want to wake Abbie, but can’t resist. He leans and kisses that tender spot at the back of her neck.Abbie stirs in her sleep, and almost a purr comes out of her lips. Tim kisses her again in that place, and Abbie wiggles with...

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3 years ago
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My Friend Tim and My Wife Linda

My friend Tim and I would go down to the man cave and watch or play games. Linda would come down sometimes and watch us. I know for a fact, she would go upstairs and masturbate while we play a game. I know this because I walked in on her while she had her vibrator on her pussy. Hell Tim even told me he thinks Linda is masturbating. Tim went to the bathroom and walked by our bedroom to get to the bathroom. He heard moaning coming from the room. I told Tim that she is a very horny woman, doesn’t...

3 years ago
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Tim And Abbie 45 As Do Other things

August does bring many new things into Abbie and Tim’s life.  They would have never imagined that five weeks could hold so much.  It started out as told, with a new license for Abbie, a car for Tim, and what got to be part of their regular weekday schedule.It starts with Abbie, seeing that Tim’s hair is getting a bit long and messy, taking things into her own hands.  Since meeting Abbie that fateful night after stopping at his barber on the way home, Tim has only had one haircut in June, which...

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1 year ago
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Step Three Lisa and Tim Continued

Following Lisa and Tim's little romp in the hay on their first day as lovers, the two of them showered and had a quick breakfast. Lisa needed to get home and the two of them decided to tell her mom of their new-found love. This was not going to be easy for any of the three of them. Since Tim's dad, Jack, had shot himself, Lisa's mom, Vickie, had taken to drink. She was what could best be described as a functioning alcoholic. She arrived for work on time each day, did her job properly,...

3 years ago
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Tim and Abbie 11 A relaxing Sunday

They finally go to sleep that night, holding each other as now is their habit.  Both find having Abbie snuggled up against Tim’s chest and stomach, his cock just against her crack is their favorite way to sleep.Sunday sun rises and they stir from sleep.  While Abbie has the question on the tip of her tongue all last night, she held back from asking it.  But now, as they lie together arm in arm adjusting to the new day, she asks Tim in a small voice, “Do you have things you have to do today?”Tim...

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1 year ago
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Tim And Abbie 07 What Follows

“Abbie, what is wrong?  What has upset you?  Tell me what I can do to make it right,” Tim begs of her.Abbie finally calms herself enough to gasp out, “Take me home, Tim, I will explain there.”Tim, with his arm around her, holding Abbie tight against him as he carries her laptop case on his other arm, they make their way down the blocks from the train station to Abbie’s flat.  Once there, Tim takes Abbie to the couch and actually sets her on his knees as he strokes her back and tells her...

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2 years ago
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Tim And Abbie 19 The Long Weekend Begins

Wednesday night, Abbie and Tim sleep very well in their sizeable new bed.  They cuddle together in the center.  Tim is learning to enjoy Abbie’s back, pressing against his chest and other parts as his arms hold her to him.  Waking to smell Abbie’s hair, and then more of her lovely scent. Thursday, they take their time rising, as it is a day off, and neither needs to rush to work.  The morning play is extended some too.  Tim, going down under the sheets to finger, lick, and pleasure Abbie.  His...

Trans
1 year ago
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Tim and Abbie 16 What the fashion show leads to

Abbie’s hand is firmly around Tim’s shaft, helping it get harder and harder.  Tim moves between Abbie’s legs, which are pulled up, so her heels touch her ass.  He reaches over into the drawer of the nightstand and takes out the container of lubricant.  Tim squeezes some over his glans and shaft.Abbie gasps and is wide-eyed, realizing what Tim intends to do.  Tim stares into her eyes as he lifts her legs to be over his shoulders.  He leans and kisses her, then pulls back with a questioning look...

Trans
2 years ago
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Tim And Abbie 44 The Summer Progresses

Summer is at its halfway mark. The gardens are blooming to their fullest.  The Thursday Bunch, as they have dubbed themselves, are all in a state of bliss.  New love for all of them.  Enjoying the days before noticing flaws.  Totally enamored with their new mate.  Time will take some of the stars out of all their eyes.  But during this harmonious period, if perfect, it can be the backbone of what is ahead.Tim is involved with getting his new division up and running properly.  But he does not...

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2 years ago
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Tim And Abbie 48 The Summer Comes To An End

Back home from the coast, it is soon September.  Work for Tim and Abbie is fulfilling, as is the time they spend with their new circle of friends.  It is a wonderful balance for them all.  Since Ruth’s visit to Pathways, she and Phillip Clarke share a meal with Tim and Abbie about once a month.The two do find plenty of time to share pleasures.  Tim is learning to enjoy wearing a cock ring that holds his shaft tightly during foreplay and slows down the final release during intercourse.  Abbie...

Trans
1 year ago
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Tim And Lorraine Enjoy Themselves While Amy Is Away

Tim thought about the invitation to go around and visit Lorraine that night. It was just for drinks she had said, so he presumed it was okay to go. He was a bit shy though and really did not want to be unfaithful to Amy, especially as they were now considered as an item by their friends.'What the heck,' he thought, 'it is only for drinks and some chat and I am just going to see my girlfriend's mother. We will both miss Amy for the time she is away and all this talk of her wanting a toyboy is,...

Cheating
3 years ago
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Tim and Abbie 38 A Housekeeper

Saturday arrives when Abbie and Tim awake at eight AM.  They have hours until Grace, the candidate for a maid, will be there at three o’clock.  Tim shyly asks Abbie if she would put a plug in him, a bit larger than the other day.  Abbie is surprised that Tim is enjoying such play, though she is happy to do so for him. Abbie makes sure both Tim and the plug are well lubricated and presses the larger piece in place.  Tim gives a sigh of contentment, feeling it fill his ass.  His cock is showing...

Trans
2 years ago
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Tim And Abbie 57 The Weekend For Others After The Friday Night At The Pub

Les and Phoebe have no real concerns about Mark and Brian.  They know Brian from the Peacock and feel he is a gentleman.  Mark, they only know about from what Grace, Tim, and Sam disclose to them Friday night.  Grace, Tim, and Sam tell Les and Phoebe about what went on earlier.  They mention the incident in terms of their concern about how it affects Abbie.Les and Phoebe hope it all has a good outcome.  For themselves, they are more interested in what Sam can tell them about Les’s house...

Trans
3 years ago
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Tim and Abbie 70 At the strip club

After all the excitement of Timara’s birth, Mark coming out, and Les and Phoebe moving in next door, things begin to calm down by mid-October.  The weekly Thursday dinners continue, as do the football night at the sports bar.Timara’s baptism occurs during it all, which is lovely, especially as Tim and Abbie are named godparents.  An honor they somewhat tremble over, but more so gush over.  Timara finds gifts streaming down on her and a lovely start to a university savings account from her...

Trans
2 years ago
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The Adventures of Tim The Beginning

Tim and five of his friends are heading to his uncle’s cabin for the weekend. They live in Colorado and the cabin’s about three to four hours away. It’s a quick vacation and everyone needs the time away. They all rode together, enjoying each other’s company. “You always say that, Tim”, Tim’s girlfriend, Stephanie, said with a laugh. They were discussing the differences of two comic book companies, DC and Marvel, or rather debating which one was better. It was Tim’s opinion that DC...

3 years ago
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Tim the Sissy BiHusband

Tim is happily married to a wonderful woman for the past 35 years. Tim, for the past 35 years has also been secretly having bisexual affairs. These affairs have escalated from meeting a guy in a bathroom and giving a quick hand job all the way to dressing up in girlie underwear and being the center of attraction in parties while several guys received great head and fucked him several times.This story is about what happened to Tim at that party.The week before, Tim made arrangements with Tom,...

Gay Male
1 year ago
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Eric Shelly and Tim Foot Fetish Trio

It is late evening; Eric approaches the hotel room door, key in hand, and opens it into a lit room with Shelly passed out on the bed. An empty bottle of wine and a glass are on the night stand; Shelly is half under the covers with her legs sticking out and her shod feet hanging over the edge of the bed.“Holy fuck!” Eric says under his breathEric ducks back out of the room, closing the door gently, and retrieves his cell fone from his pocket. He dials Jim on the phone and says, in hushed...

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