From Tim To Carissa free porn video

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"Okay, I'm Tara's here, I'm off, I left my keys on the counter if you need to use my car while We're in Austin, have a good week." Emily says as she opens the apartment door. "Bye" I say pausing the TV and leaning forward. "Bye" Emily says as the door shuts, and thus begins the events that lead up to my new life. My name is Carissa, now at least, back then it was Tim. I couldn't wait for my roommate to leave, the door shut and I was already in my room pulling out boxes. Under the bed, behind the dresser, under the bottom self of the desk, is where I pulled my treasures from. I have been a closet cross-dressing sissy for sometime. This was the first time my new roommate was going to be gone for more than a day and I knew I could have some fun. I'm not your typical girly boy, I'm 5'8 and at that time coming in at 235, played football in when I was younger, so I didn't pass when I dressed and didn't try to go out other than Halloween. There were still guys out there that wanted what I had so it was on the up and up. I knew I couldn't get dressed too quick because like you I read these stories too and people always rush and then get caught, I thought I had it figured out. I went into the bathroom and started a bath, went and got some weed from my kit packed a bowl, turned on some music and got a glass of wine. I got in the bathroom and undressed, to show my hairless body from head down and my cock locked away in the cage I put on it two days earlier. I love to masturbate love it even more after I've kept my self in chastity a few hours or days, I unlocked my self and my friend began to grow. I got into the bath and drank from my glass, then lighting up my bowl and taking a hit. I wanted to relax and enjoy my time, I had taken the weekend off from work so I had 3 nights and 2 days to let my alter-ego Carissa out. I ran my hands over my body and corseted every inch as the wine went away and the bowl was done. I got out dried off and put on my favorite lotion. I walked out of the bathroom naked and into my room where I started looking through panties, aw my pink cotton panties with cherries on them. I first have to get better music going, my roommate left an hour ago, things should be fine, I turn on some dance music and start going through bits and pieces of clothes I have, I wish I had more I think to myself. I decided to venture into my roommates room to see what she has, I know here clothes won't fit, but wouldn't hurt to look. I open her door and peek in to make sure her blinds are closed seeing only a big hairless guy in pink panties at this point, and there it is on her table a hot pink wig, that's right she went to a gaga concert a few weeks back I remember. I go strait for the wig, I'm borrowing this for sure as I place it on the bed. I also remember her wearing a black tutu, That might fit so I starting looking for it and open the closet there it is. I take it and the wig back to my room. I have a black corset that will go with the tutu, I pull it out, along with a pair of pink fishnets I have that will go with the wig, awesome. I take out my 4 inch mary janes and the outfit looks good to go, how I just need to do my make-up and attach my falsies. I get a bag out of the box and head into the bathroom, I take out the makeup and pull my hair back with a cut nylon to hold my hair, I put on the foundation and even it out, I start to look at colors I have and figured I'd try a vamp'd up 80's look, I got my macbook out and went strait to youtube for a quick make-up guide, thanks again internet. I found one and followed the instructions, and added pink and light blue to my checks and eyes, really adding it on there, I attached my fake lashes and really made my eyes dark, I'm starting to look like a chubby goth girl, sweet. I finish and look like a half decent crossdresser, good thing it's only for me. I get the wig and put in on, perfect I blow myself a kiss and back to bedroom. I have a set of false tits that I glue on, since I'm dressing for a few days I figured why not, I don't need to go anywhere. I put on the corset and lace myself up and pull, my big gurl figure is coming to form. Then the fish nets and the finally the tutu, I looked like a punk rock tranny it was awesome, I put on my shoes, grabbed the box on my bed and went into the living room, I set the box down, grab my macbook and set it up on a table, I have a pink blanket I cover the couch with while I dress, don't want to stain to many things. I open the box and pull out my purple dildo and coconut flavored lube, and set them one table next to the computer. I sit down and start browsing online one had on the mouse the other on my panty clad cock that was rock hard. I start on chatroulette see who else is horny out there. I have my cock head poking out of my panties and right up in front of my corset, It's obvious I'm a guy dressed up, unplug my mouse and sit back, I never hit next always allowing the other person too. Sometimes I get laughed at, jerked off too, told off by. I just sit back rubbing my head, the camera changes and it's a group of highschool kids 2 are looking at the screen the others are not, they begin to laugh and more people gather around here I am a graduate student dressed like a punk slut, rubbing my cock. The start calling me a sissy and want me to stand up and show them my panties, I do. The laugh and I keep hearing did you get it, did you get it. I just kept going, The asked my name I said Carissa, I told them I loved cock and was a sissy, One girl seemed to take charge, asking the questions and after my answer they would laugh and she would quite them down. It progressed to where I was there on my knees dildo in my mouth going to town, some of the kids got bored and walked away until only the one girl remanded. She told me her name was Danielle, and she wanted me to thank her for the good time she gave me by jerking off a worship puddle to her. I pulled off my tutu and laid back on the couch, and started to jerk off, I closed my eyes. "Open those eyes and look at your Goddess, worship me you sissy fag." "Come on I got things to do pump that clitty, pump it for me." I'm getting close arching my back, "Don't you dare cum till I say sissy, actually I want you to get on floor" I get on the floor. "move the camera to the right view first you dump whore" I wasn't even thinking I moved the camera so you could see me on the floor. "Good girl now jerk that clit for me, put your legs up on the couch, I know you can't put them over with that corset on but I want you to angle your clit right towards your mouth," I move and start to jerk for her, I know I have tons of cum since I was in chastity for 2 days, I'm so close. " Are you close sissy?" "awww" "SISSY ARE WE CLOSE?' " yes mistress I moan out, " Ok sissy cum for me, take that load" As she yells I begin to cum hot streams hit me across my face, in my mouth and eyes, and all over the wig. I finish and sit up, looking out one eye at the screen, where a 16 year old girl is laughing her head off, she stops looks at me " That was pathetic, next time you better be better Mr. Mayhew" Then the screen goes black. " What the fuck." I shoot up, I can't do anything, how did she know me, who is she, my mind is racing I get undressed in the bathroom and shower off, clean my face and all. I still have my fake tits on I put on some shorts and tshirt and sit down. I'm never doing that again, I just don' t know. I get on my computer and see I have a new email, I don't know who it's from the subject says pet project or project pet, I knew right away it was her. I opened the email and I see attachments, I click right on them and one by one images come up of me dressed up jerking off, sucking a dildo and blowing kisses. I'm toast I keep thinking, a sickness grows in my stomach. The last attachment is a video of me talking about being a sissy and loving cock, I had to throw up and run to the bathroom. I come back out and start reading the email. Mr Mayhew/ Sissy Carissa, I'm sure from what you did on the camera you didn't recognize who I am. I really don't blame you, your just a dumb sissy slut, one that's about to be my sissy slut. You see three years ago I was 13 and in 8th grade and we had this substitute teacher that would come in and for the most part wasn't bad until he let the other kids in class make fun of me because I had already discovered sex. That teacher let them poke fun at me, why my sissy, why didnt you stop them? It was you my sissy, you didnt even care now its your turn to be outed as a whore. Im good now, it made me stronger, now I tear those guys apart, because I'm better than them and you. I'm beautiful and smart Goddess that gets what she wants, when she wants it. Now Let me make this clear you belong to me know and you will do as I say. You will reply back with you address, list of who you live with if you have roommates, when you work or do what ever it is you do and details of the sissy iteams you own. No more jerking for you the rest of the night, I want a reply back by the morning and by 2 pm I want you cleaned, made up and in your nicest panties on your couch with your computer waiting for me. Goddess Danielle My mouth dropped, I remember her now, I didnt think anything of it at the time, now its come back to bite me in the ass. I started the email finished it, hit send and went to bed, I tossed and turned all night, my life is over, I dont want to know what's next.... If you liked it let me know, I'm new to this but would love to keep it going.

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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
3 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...

Trans
4 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...

Trans
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...

Trans
2 years 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...

Trans
3 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
3 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...

Trans
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
2 years 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
4 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
3 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...

4 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
2 years 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...

4 years ago
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Tim And Abbie 63 The Next Friday At The Sports Bar

So much has happened since last Friday night and Mark’s outburst.  For all who had been there on different levels. Monday afternoon, about the same time Tim, Matt and Peter finish their meeting at Microga; Mark arrives for his appointment with James at Pathways.  He does not see Abbie today.  Mark feels bad as he wants to apologize to her in person for his bad behavior on Friday.Mark’s time with James, relating how he and Brian are reconciled, is for Mark filled with soul-searching.  Relating...

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