Jess And I (Part 2) free porn video

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Jess and I (Pt. 2) By Sarah M. I followed Jess into the bathroom. "What the hell do you mean I have to start right now? I have my own life to live, remember? How can I just disappear?" "Sam, everything has been arranged. The principal has agreed to let you go to school as a girl, and as far as being a trainer for the football team; they already said they could get along fine without you. Don't worry about people making fun of you. Denise has already let the word out that if anyone makes fun of you at school or anywhere, the football players will deal with them. Any other questions?" "Everyone already knows about this? Oh Jesus, my life is over." "Sam, listen to me. You will be fine. Everyone thinks you're very brave for doing this, including Trish. It's already out in the open, so just relax. You might even enjoy this." Jess said with a smirk. "Yeah, right. You better be telling the truth about Trish liking me." "I am. Now get in the tub." "I thought you said you were getting the tub filled for me?" I asked. "I forgot, first you need to get rid of all the hair on your body. Here's a bottle of Nair. Get your entire body wet, apply the Nair thickly, let it set for 10-15 minutes and then use the washcloth to GENTLY wipe off the Nair. Your hair will come off with it. If any hair is left on, apply more to the area and repeat. When you are done, put on the robe hanging and let me know." Jess left the room. Well I might as well get on with it, I thought. I stepped into the shower and followed Jess' directions. It took a second application on some spots (and the smell was horrible, by the way), but when I was done, my body was smooth (except for a small spot above my privates). I put on the robe Jess left me (one of her pink ones, figures) and yelled for her. Jess limped in (with the help of her crutches). "Very nice job. Your legs look great. They could use some color, though. Well take care of that later. Grab that jar of bubble bath and fix yourself a bath. Put on this shower cap and soak for a while. Cleanse yourself and then dry off. Remember, pat yourself dry, don't wipe. You don't want to irritate your skin. Let me know when you are done." With that, Jess left the room again. I fixed the bath like she said and let myself soak. It was relaxing, but the smell of vanilla started getting to me after a while. I followed her directions again and put the robe back on when I was done. My mom had come home by then and she yelled for me to go to Jess' room. "There you are, Sam," my mother said. "Now, let's set some groundwork. For now on, everyone (including myself) will now refer to you as Jessica. Jess we'll call Marie {her middle name} for the time being. This will be your room now and Marie will be living in your room. Any questions?" "Yes," I said. "Do we really have to go this far? I just thought that I would learn the routines and then I would only have to pretend to be her for the competition. I don't know if I can do this? I really don't think I do want to do this." "Jessica," Mom said, "we have to do it this way. We only have a few months to get you ready. Do you really think you can pull off being Jessica by just wearing her clothes? You have to immerse yourself in her world. Marie and I will help you every step of the way. Don't worry. Everything will work out just fine. And remember, a car will be waiting for you when this is all over." I really got myself into it this time, I thought. "Well, what do I do now?" "That's the spirit, Jess," Jess, I mean Marie, said. "I took the liberty to move my lingerie into your room already." "Uh, won't I be needing that?" I asked. "You're not going to wear MY panties. Mom bought you some panties and bras to get you started until we can all go shopping. Remember, you want to coordinate your panties and bras as much as you can. Most of the ones Mom bought you are matching, so that won't be a problem right now. Go get yourself a set and put them on. We'll turn our back until you're ready." Mom and Marie turned their back. I went to the dresser and picked out a plain white bra and panty. I put them on and put my robe back on. "Take the robe off, Jess," Mom said. "Let me get a look. Don't be bashful!" "But what about Jes...Marie I mean." "I'm not going to laugh. It's not like I've never seen someone in a panty and bra before," Marie said. I disrobed and stood there, getting bright red by the feel of it. Mom just nodded her head and took something out of a bag. "Pull the bra straps down, Jessica." I did as she told me. "You'll have to get used to wearing these. Just put the adhesive on the back of them and there. Now put your bra back on." I was wearing false breasts! They fit the bra cups perfectly. Now I have B cup boobs! "Very nice, Jessica. They look very realistic. Well, they better after all the money I paid for them," Mom said. "Now, we have to do something about that bulge." I can't believe mom was talking about all this so non-chalantly. "Mom," Marie said, "I did some checking on some web sites and they told of some techniques for taping up...that area to make it look smooth." Marie proceeded to lecture me on how to tuck it up and tape it off. I went into the bathroom and tried it out. It was very awkward and somewhat painful, but I managed to get it up there. I walked back into the bedroom. "Very good. You can't even tell it's there. To be on the safe side, though, you should probably wear more skirts and dresses. They'll hide a bulge better if it would come loose or something. Anyway, lets get you dressed," Mom stated, heading to the closet. She started looking at items hanging and then turned to Marie. "We should probably start with something basic. How about a simple blouse and skirt." Mom held up a white, polo style blouse and a brown mini-skirt with knife-edged pleats. She handed them to me and I put them on. I was happy to just be wearing something! "Just darling!" Mom stated and Marie laughed. I blushed. "As soon as we get your hair done and some makeup on you, you will look like Jessica." "I feel silly. I won't be able to pull this off. Can't we just stop this?" I asked. "Haven't we heard enough of that? Please, Jessica, just stop complaining," Marie said. "Now, let's get you some heels." Marie held out a pair of brown sling back pumps with a 4-inch heel. "Now remember Jessica," Mom said, "smooth your skirt under you when you sit down." I sat down (smoothing my skirt) and put on the pumps. They were a little tight in the width, but they fit for the most part. Mom left the room and returned wearing a pair of heels herself. "Jess, watch how I walk in these heels. Try to walk in a straight line, walking heel to toe. Swing your arms like this; it helps keep your balance. You need to practice walking in heels as much as possible. As you learn, you will notice that your hips will sway like girls. Just practice. Now you try." I tried to take one step and promptly fell over! Marie giggled and mom scolded her. Mom helped me up and held my hand at first, until I managed to keep my balance. I slowly took tiny step until I got used to it. Then I tried to walk like mom told me. I had trouble keeping my balance at first, but after a while I sort of got the hang of it. "Just keep walking in them. You might as well wear them for the rest of the day," Mom said. "We won't show you anything else for today. Just get used to walking." For the rest of the day I walked around in my heels. I didn't do much else, just watched some TV (Marie showed me how to sit with my legs crossed). It was weird when I would look down and see MY legs sticking out of a mini-skirt. I would never mention it to them, but it wasn't all that horrible (I can't believe I'm thinking this). The skirt was very comfortable. Anyway, after dinner I walked into the living room. "Wow Jessica. You really catch on fast. You look very natural walking in heels. You're a natural. Even the REAL Jessica wasn't that coordinated in heels that quickly." "Thanks, I guess," I stated. I don't know why, but it felt really good to be complimented. "Why don't you get ready for bed. I'll pop some popcorn and we'll all watch a movie." I went into my new bedroom and popped off my heels. My feet were so sore. I slipped off my skirt and blouse and saw a pink nightshirt already laid out for me. I slipped it on and went into the living room. Marie was in a nightshirt too and was lying on the couch with her leg propped up. I took the recliner. "What are we watching?" I asked. "A classic. Steel Magnolias," Marie answered. "Oh God. A chick flick." "Really? That's strange coming from someone wearing a pink nightie with hearts on it." "Shut up already, or I'll quit this right now." "Both of you quiet," Mom said, walking into the room with the popcorn. "I thought this movie would be perfect for all us girls." Both mom and Marie started laughing. "That's it. I'm done." I started walking to my room, having enough of all this. "Oh come on, Jess. I was just teasing. I couldn't help it. I'm sorry honey," Mom said. "I won't tease you anymore. You should really watch this. It's a really good movie." "Ok mom. I forgive you, but I'm really not in the mood. I'm just going to go to bed." "Alright Jess. Goodnight. Get some rest. We have a busy day tomorrow." "Goodnight Jessica," Marie said, trying to hold off the giggles. "Whatever," I said back, walking to my room. After I turned off the lights, I just laid there looking at the ceiling. Again I though to myself, what the hell have I gotten myself into. To be continued.

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Jess and Aarons New Neighbor OWWH 4Chapter 16

The rest of the shift seemed to drag by. She was both elated that she had gotten Mike to ask her out and simultaneously pissed that he only wanted to fuck her. She told herself that he was a guy and she shouldn’t have expected any different. Jess clearly hadn’t. And she didn’t WANT to be mad at him. He really was a decent person; well, at least before today she had thought so. So, she made a tremendous effort to be civil and friendly the rest of the shift. She would get over it, she...

2 years ago
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Jess and Aarons New Neighbor OWWH 4Chapter 8

Emma knocked on our door that night at around 9 pm. She had just gotten out of work. She was smiling, but Jess could tell something was off as soon as she opened the door. “Hi, what’s up, Em?” she asked. I was sitting on the couch reading a magazine. Fully clothed for a change. I know that doesn’t happen much in these stories, but I actually do wear clothes every once in a while in real life. “Hey guys, it’s not too late to stop by, is it?” she asked. I could see her eyes looked a bit...

1 year ago
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Jess and Aarons New Neighbor OWWH 4Chapter 114

Back on dry land, the group found that I had laid out four towels on the sand over near the fire pit. I was aware of the schedule of events and was doing my assigned tasks. Jess and Amelia both dropped down onto towels. Andre and Paul sat down on either side of Amelia; Jess had to pull the other two boys down next to her by their hands. All of the guys had shrunken as a result of the cold water (no sympathy here), so Amelia wrapped her hands around the guys’ cocks and started pumping. Andre...

3 years ago
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Jess and Aarons New Neighbor OWWH 4Chapter 9

I am not used to getting tears, either sad or happy, after pleasing women and I was a bit flummoxed as for what to do; I decided to sit there on my heels looking stupidly at her nude body. Jess handled it much better by pulling Emma tightly against her chest. Jess coddled her head and shushed her softly as Emma cried hard against her. The tears made huge dark spots on Jess’ red blouse. “It’s ok, it’s ok...” Jess repeated in whispers. I gave Jess a questioning look and she waved at me to be...

2 years ago
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Jess and Aarons New Neighbor OWWH 4Chapter 48

Emma saw my erection hanging below me and noticed it was leaking pre-cum. “Jess, he hasn’t orgasmed yet...” It sounded more like a question than a statement. “No, he usually won’t from just anal. Even though he enjoys it, he still needs stimulation down there to push him over the edge,” Jess commented. “Should I stroke him or something?” Emma asked. “Yes, please!” I said eagerly before realizing my mistake. “No.” Jess said it very firmly. “For speaking without permission, he can stay...

3 years ago
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Jess and Aarons New Neighbor OWWH 4Chapter 29

I had to waddle my way back to the car through the mall thanks to the toy wedged in my bottom. As is typical for mall shoppers though, no one even gave me a second glance. I’m not sure they would have had I been naked from the waist down with the toy sticking out from me. “How much do I owe you for everything, Jess?” Emma asked. “Nothing, it’s our treat,” Jess said. “Really, I want to pa-” Emma started to say but Jess cut her off. “It’s not up for discussion. They are all gifts. I know...

4 years ago
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Jess and Aarons New Neighbor OWWH 4Chapter 69

Before Emma could ask what she meant, Jess’ hands moved down to Emma’s crotch. Emma shivered at Jess’ touch as her fingertips tickled her sides on the way. Jess’ experienced digits had no trouble finding Emma’s clit, swollen from the excitement of screwing me. Emma settled back down onto me as Jess worked her magic. Emma’s eyes closed and she rested her head against the crook of my neck. I could feel her breath there as she sighed heavily. Emma rocked her hips back and forth against my lap...

2 years ago
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Jess and Aarons New Neighbor OWWH 4Chapter 52

A few minutes later, Jess returned to her own apartment. Emma was still seated on the couch, but she was clearly much calmer. “How you doing in here, kiddo?” Jess asked. Emma sniffled and nodded. “Better, I think, thank you. Was he...” “He’s still there,” Jess reassured her. “And I explained a little of what happened; I didn’t give him specifics. You can do that later if you choose. But he is very understanding. And very HOT by the way, good job!” Emma forced a giggle. “Thanks.” “Anyway,...

2 years ago
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Jess and Aarons New Neighbor OWWH 4Chapter 116

The girls returned and stood above me as I moaned, eyes closed, lying on the ground beneath them... “Guess he liked it,” Jess commented, looking down on me with her hands on her hips. “Seems so,” Amelia agreed. She bent over and helped me up off the sand. She brushed off my back and I returned the favor for her. “K, children,” Jess said. “I think it’s time to call it a night.” The guys all helped carry the cooler and other gear back to the limo. Phil saw the mostly naked and covered in...

3 years ago
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Andersonville 12 The Day Linda Anderson Came To Town

I slid the report into the proper file just as he walked into the room. Dennis Butz stood there wearing his three-piece suit, looking as handsome and charming as any man could. But I was not to be tamed by his charm. "Hello, Linda," he said with a friendly grin. "Judge Herns isn't in today," I replied back in a frosty tone. "I'm not here to see her." "My plane leaves in less then an hour Dennis, what do you want?" I slammed the file drawer shut and walked past him to my desk...

3 years ago
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Jess and Aarons New Neighbor OWWH 4Chapter 11

Jess took me by the hand and turned to Emma. She crooked her finger at her in a “Come here” gesture and led us both back to the living room. Without saying anything, Jess began unbuttoning my pants. Emma’s eyes went wide. “I, I ... don’t think I am ready for-” Jess interrupted her. “Calm down. You’re not doing anything. You are just going to watch. Have a seat,” she said, pointing to the floor. My pants were down on the floor and my underwear stuck out in front of me. Emma had already...

3 years ago
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Jess and Aarons New Neighbor OWWH 4Chapter 26

Back out on the floor of the store, Jess headed over to the ‘intimate apparel’ section. ‘Intimate’ in this case basically just meant bras and panties. I felt uncomfortable hanging around the area, like people would think that I was some sort of pervert (which I was. Am. Nevermind.) Jess picked up a few pairs of panties. The first was pure white and very lacy, completely unlike the boy-shorts that Emma was currently wearing. The second pair was a thong. “Jess!” Emma hissed. “I can’t wear...

2 years ago
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Jess and Aarons New Neighbor OWWH 4Chapter 65

“Ok, Slave Jess, Slave Aaron,” Emma said, saving Brent from having to respond, “I think this has been enough fun for one night. Brent and I should probably leave you two alone.” “As you wish, Mistress,” Jess said. I repeated the phrase a beat later. Jess knelt down in front of Brent. “Thank you, Master Brent, for playing with this slave’s ass, mouth, and pussy tonight. I hope you will do so again in the future,” she said to him. She wasn’t going to let him off the hook and she got Brent to...

3 years ago
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Jess and Aarons New Neighbor OWWH 4Chapter 117

Emma’s bachelorette party followed a few weeks later. Jess and Emma had planned it together the day after the bachelor party. Jess had hoped to arrange it sooner but she wanted it to be after Emma’s twenty-first birthday. “K, so we need to put together a guest list,” Jess said, notepad and pen resting on her leg. Emma shrugged. “Um, you? And I guess Liz?” It was more of a question than a statement. Jess scribbled on the pad. “Sure. Anyone else?” Jess asked. Emma was quiet for a moment...

4 years ago
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Jess and Aarons New Neighbor OWWH 4Chapter 40

Emma made it to PetHub with only seconds to spare; she had to hurry to make it to the time clock on time. Not that her boss was a bastard about that sort of thing; she simply took great pride in her work ethic and tried very hard to be punctual. Nothing exciting happened until she checked her phone while on break. “Holy fuck,” she said aloud in the empty break-room. Jess had forwarded a link to Todd’s page. Jess had added a note: “Hmm, guess he pissed SOMEONE off.” When she followed the...

3 years ago
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Jess and Aarons New Neighbor OWWH 4Chapter 64

I breathed a massive sigh of relief that I wasn’t to be the center of attention. “Yes, Mistress! Right away!” I said, running straight to the bathroom to get our gear. It took me a few minutes to fill the enema bag with the necessary warm water and gather up everything that would be needed. When I returned, I saw that Jess was kneeling on the towel, her face to the floor. I pulled a rubber glove onto my hand. I squirted some lube onto the enema nozzle and worked my gloved hand over...

3 years ago
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Jess is a girl

Jess is a girl Jess is my name They try to tell me I'm a boy all the time But today something changed it aint hard to define Now they know Jess is a girl, and was all the time I was watching girls with my eyes I was envying their bodies, couldn't hold it I was praying to God every single night But now they know Jess is a girl they know Jess is a girl finally came out as a woman - like that Got tired of the charade finally knew it was time to change used to...

4 years ago
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Jess and Aarons New Neighbor OWWH 4Chapter 109

Kenny grabbed his crotch to shift the uncomfortable bulge that had formed there. All of the guys were in a similar predicament and it did not escape Amelia’s notice. “Don’t worry, boys, we will address your situation in a moment,” she said. Then she turned to me. “Aaron, go clean yourself up, then get your cleaning supplies ready.” I departed to wash the hand that had been in my wife’s ass a few minutes before. Amelia walked over to Andre and Jess over to Paul. Both girls knelt down on the...

3 years ago
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Jess and Aarons New Neighbor OWWH 4Chapter 6

Jess made a comically loud “Hurmph!” followed by “What a fucking jerk!” “I know, right? That was the last time we went out. Actually, that was the last time we even talked. He didn’t call me after that and I made no effort to talk to him at school,” she said sadly. “That’s a pretty depressing sexual history,” I said. In my defense, I did regret saying it immediately, pretty much at the exact moment that Jess shot me her look of death. I’m pretty sure the words she mouthed were “Fucking...

4 years ago
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Jess and Aarons New Neighbor OWWH 4Chapter 77

The two of them lay there naked for quite a while longer, enjoying the feeling of each other’s bodies. Jess broke the moment by speaking first. “Ok, you WILL have to get home eventually, so you should probably unbind me.” Emma rolled Jess back up on all fours once more. She bent over to unbuckle the first strap on the spreader bar between Jess’ wrists, then stopped. “Hey,” Emma asked. “What time is Aaron getting home?” “He had to work late, but when he last texted he said he’d be home-”...

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