How I Helped My Friend Jessie To Increase Her Boobs Size Part – 2 free porn video

This is a FigCaption - special HTML5 tag for Image (like short description, you can remove it)

Hi everyone,

I am Continuing my story…

I looked at the time it was quarter past one. I went near her

Me: How is your Leg Pain?

Jessie: Now I feel little better.

Me: You want me to massage again?

J: No, No Need it is fine now.

Me: Ok, then you feeling sleepy?

J: No, But I want to sleep now. Because tomorrow after reaching home, has to go to my aunt house with my mum.

Me: Ok, If you want to sleep you can sleep on my lap.

She thought for a while and looking around to see others.

Me: No one is awake. It will take some time you can sleep on my lap no problem. I will look after for others.

She again didn’t have the confidence to proceed forward. But she is in a dilemma.

I used her dilemma to my to my favor and pushed her to my side

she didn’t resist. She came close to me. I hold her head and push towards my lap(Like I am asking her to do Blowjob ;) )

She placed her head on my lap. She purposefully left a distance from my cock and placed her head. I was little disappointed. Placed my hand on her head and caressing her hair and placed another hand on her shoulder.

As a little time passed I felt very horny. I thought she slept, so pulled her head to place it on my cock. But to my surprise she was awake and she tried to get up from my lap. I didn’t leave her again pulled her and made to lie on my lap, and went near her ear and asked

Me: You didn’t sleep?

She nodded her head as NO.

Me: You said you feeling sleepy?

She: No, Now am not!

Me: OK, (I moved my left hand towards her left boobs)

She caught my hand

Me: Hey allow me. I will massage for sometimes. If you feel sleepy you sleep.

She allowed me to massage her boobs. I removed her zip of her tops from the back. and lifted her tops and started massaging.

I massaged her for sometimes. I couldn’t control my horniness. I used my right hand to lift her head and place it on my cock. She didn’t resist. My cock is in size and very hard. I started to move my cock inside my pant it makes head shake. So she tried to get up again. I went near her ear and asked her.

Me: What?

She: I feel cold.

Me: Oh I am sorry wait I will cover you with My jacket.

I tried to cover her with my jacket. I got some other idea. Can you turn to my side and sleep?

She: How?

I made some space for her by sitting on the edge of the seat.

She turns to my side. Now she is facing me and she folded her legs completely. When I cover her with the jacket she completely went inside that jacket. Again I started to massage her boobs.

I took her hand and place it on my cock and said: “I am helping you, Why can’t you do me the favor in return If you not feeling sleepy!”

She: What? How?

Me: You massage my cock.

She: I don’t know how to do!

Me; I will teach you. You go inside the jacket and do wat I say.

She gazed at me for sometimes. I pushed her inside the jacket.

Me: Remove my zip and take it out.

She waited for sometimes and she removed my zip.(She is doing everything in a double mind and very slowly but it made me very horny)

Now my cock it fully out. she left it.

Me: Hold it and massage Jessie, Please.

She held my cock and started to press like I do. But it was nice. It was new feeling because of her wet hot hand holding it.

I asked her to come closer as it looks like she is going to fell down(Actually I was just saying lie to make her face to come close to my cock)

Now she is near my cock. At times she left my cock to adjust herself. Whenever she leaves my cock it falls on her cheeks.

MAN WHAT A FEELING!!!

She is pressing my cock I am out of the world. I was playing with her nipples and her belly button(Navel).

We both did it for some more time. And she said she want to sit so she got up and adjusted her dress. She took hands from my cock.I again after adjusting I took her hand and kept it on my cock. But she took it and said not now maybe some other time. Now we can finish it.

We both slept for a while before we reaching our home.

Next update will contain How we continued our massaging in our college and outside college and How I took it to different level step by step.

Around 5 in the morning we reached our city that day was a holiday for our department So I went to my house. I couldn’t believe that it happened with Jessie because she was like a sister to me and I didn’t have this kind of feeling towards her within one night all have changed upside down. From that moment I am thinking how to fuck her.

I spent the whole day planning things to seduce her.

Next day I went to college. In bike stand I searched her bike, It was not there usually she comes early. I parked my bike and went inside my classroom and searched for her. she is not there in her seat but Nithya and Divya were sitting in their seats. I greeted them and inquired about Jessie. They said, “She didn’t inform anything, she might come late”. Then I went to my seat and started talking with my friends. Time passed our regular class started but she didn’t come. I was little worried. I message her Inquiring about her absence.I didn’t get any reply from her. I waited for her reply.

It was already afternoon she didn’t reply yet, So I called her she picked her phone and said she is in her aunt house because her aunt and uncle celebrating their 25th anniversary, So she will come to college by tomorrow. Then my waiting extended till next day.

Next day I came to college and found her bike in parking.I went to my classroom and saw her sitting in her seat. I greeted her. she greeted my back but not in a usual way a little different. I didn’t talk to her for a while. our classes started and afternoon session is full of computer lab hours, So after lunch, everyone started to go to the lab. I usually go last so I waited in the classroom. All other went but 3 girls(Jessie, Nithya, Divya) were waiting and searching something. I went near them and asked,

Me: What are you searching?

Nithya: Jessie’s record note is missing, She might have kept it at home. Don’t know what to do!

Me: Don’t worry today our staff is on leave today substitute staff only will be available. So without record note, you can enter into the lab you come with me I will take care.(Told this to Jessie)

We all started walking towards the lab. In the halfway I told Nithya and Divya to go first I will bring Jessie along with me. They walk before us, We walked slowly behind them. Gradually distance between them and us increased, Jessie started to get nervous. So I didn’t ask anything about that night. I gave her my record note and said you just walk inside don’t see the mam’s face, Just walk in and sit in your place and give my record note to Krish(Krish is my friend). I will manage it. She did as I said.

I too went inside after she settled inside her place. When I moved in madam called me and asked for the record note. I said, my friend, brought my note and I called Krish and asked for my record note. I gave me my note and went inside and settle in my place.

After some time that Madam went out so I went and asked Nithya to exchange the seat. She did as I said. Now I am sitting next to Jessie. I called Jessie and showed to my computer monitor and asked some doubt. She was shocked to see me near her.

Me: Jessie, I helped you, You never said thanks!(Actually, I am talking about IV night incident)

J: Thanks, Karthik.

Me: Then Jessie, How was the function yesterday?

J: Was nice, I was tired as hell but my mum forced me to go along with her.

Me: Oh now how do you feel?

J: Yeah we came back to our home by evening I slept as soon as we reached home. So now I am feeling better.

Me: Ok how about your size now?

J: !!! (She is facing towards her monitor and She didn’t reply anything)

Me: Jessie, What happened?

J: Nothing! It is wrong.

Me: What is wrong?

J: What we did is wrong?

Me; Who said? Did you say this to anyone?

J: No No I didn’t say this to anyone, But this is wrong I feel.

Me: This is just a help. We didn’t do anything that is bad.

J: How?

Me: See that Nithya.

(She lean to her side and saw Nithya sitting and talking to my friend Krish and Naveen)

Me: See her size and your size!!! Don;t you want a size like her?

She didn’t say anything.

Me: See Jessie, What we are doing is not wrong, It is just helping.

She maintained her silence and was gazing at the monitor.

Me: See you will I will help you to get a good size don’t worry and this will be very secret.

Again No reply from here.

And I started doing my work I wrote a program and shared it will my friends.

I got a call from my department, I went to meet my Head of Department.

When I went there, I saw some of our staffs and 2 of my junior boys and 2 of my junior girls sitting there waiting for me.

I greeted everyone. HOD asked me to sit down. I sat there.

He Started Talking

HOD: Karthik, your junior students need some help from you and your friends.

Me: Sure sir we can help them, What is the help, sir?

HOD: They need your help in programming.

(Actually I and Krish good at programming we have participated in many of the coding contest and won many prizes)

Me: Sure sir we can help them.

HOD: We are asking you because our staffs already teaching them this in class.There will not be any difference in teaching so If you were there it will be different for them and they can co-ordinate with you even more easily.So we thought of starting an Association for Programming It will be called as STUDENT ASSOCIATION FOR PROGRAMMING and you will be the president of that association. As our senior batch is busy with Placements and stuff. You have to take care of this and now we started this for our department later if anyone from other departments willing to join we can join them also. any more clarification?

Me: Yes sir, Students will be in their class from morning to evening how will we coordinate and teach them?

HOD: During break time, Free hours and on Leave day!!!

Me: No sir that is not practical. we need some dedicated hours for this and we nee each and everyone to be there at the same time we cannot teach one by one.

HOD: Ok you suggest a time.

Me: Last hour of the day. Weekly 3 days.

Staff 1: Weekly 3 days will be a problem. Staffs cannot complete their syllabus. If you want you can have that after college hours.

Me: Yeah for me that is also fine sir, We can be here one hour extra and help our friends.

HOD: I will talk to our principal regarding staying here one hour extra. But this is good Idea you can start it from today itself.

Me: Thank you sir.

I left the room, My juniors followed me. I called them and said I need the complete list of the student attending this program and their level of knowledge in programming.

I went to our lab and informed about the association, No one is interested staying here after college hours. so there is no volunteer other than Me and Krish. So I called some names(That time my mind worked) Jessie, Nithya, Divya, Krish, Navin, Arun. The reason I told them is that they have their own vehicle.

I asked them to stay back today. Will check today if the strength of the students is high we can call some more.

I went and sat near Jessie and told these story happened in HOD room.

Me: Still you think what we did is wrong?

Jessie: NO.

Me: So you want me to help you?

J: Mmmm

Me: WIll you help me ?

J: Mmmm (Said this after a little pause)

Me: Give your hand

J: For what?

Me: Just give me.

She gave her left hand to me

Me: Not this one give me your right hand.

She gave me her right hand

I touched her hand and said It is very soft when you touched my thing I felt like I was touched by a feather.

She smiled and took back her hand. My juniors brought the list of students they were 30 in numbers. I asked them to come straight to this lab after the classes over.

Again Started to talk with her.

Bell ranged all others left and the persons whom I asked to stay remained there inside the lab. Juniors who all gave their names arrived there I asked them to each one to sit and I introduce my team and I explained about the association. I divided them into 3 batches 10 in each batch. I allotted Jessie and Krish for the first batch, Navin and Nithya for the second batch, Divya and Arun for the third batch.

Me: Each one of you take one computer. Today is our first day so you will have an assessment. Don’t worry this is just to know how much you know about programming you will not have any marks for this. Just do what you know. I gave each of them one Logic to solve.Everyone started to work on it. I asked my team to coordinate with them. just look after them I have some work outside. I called Jessie

Me: Jessie come with me we have work outside, Krish will take care of it here.

She came with me.

J: Where are we going?

Me: We have some work outside come.

I took here to our classroom. went inside and closed the door.

Me: Take out some paper we have to work on how we going to run this association.

J: This we have to discuss with our team why only we two are here?

Me: So that we can have our other helping session here. Didn’t you realise that?

J: Yeah I found your intention but I got confused when you asked to take out the paper to discuss regarding the association.

Me: Ok shall we start?

J: Someone might come!!!

Me: We can sit near that window. We can see anyone from here. If anyone comes out of the lab we can know them and there is no one here in this campus other than us.

J: Ok.

I sat on a desk and pulled her towards me and started pressing her boobs.(She was in her pink colour salwar the dress material is so soft to touch) I pressed for a while.

Me: Jessie, Show me your boobs. I want to see my work area. Then only I can work accordingly.

She asked me to remove here zip at her back and she lifted her tops and showed me her boobs. (It is the first time I am seeing her boobs in daylight. It was in a pathetic condition. So small like a school girls boobs. her nipple was mid brown which looked sexier on here wheatish colour body).

Me: Your Boobs look like a school girl’s boob I will help you to increase the size don’t worry. Your nipples look so sexy. but we need to increase the size of the nipple also. I have an idea to increase the nipple size also.

Jessie: Ok

I started pressing her boobs and massaging. I took her tops and made it stand above her boobs by itself and pulled her hands near my cock and asked her to take it out and do your job.

She removed my zip and took out my cock. It is in its full size around 7.5inch.

J: This looks so big!!! But how do you say yours is small?

I was shocked to hear that I don’t know what to say

Me: Hey Jessie, This is small you want to see really big ones?

I took out my phone and searched for BBC(Big Black Cock) Videos. and showed them to her she was shocked on seeing this. She didn’t ask anything more. she got convinced. She started massaging my cock.

Me: Jessie not this massage. Do it like stroking up and down.

She started doing handjob with her soft hands.

I went near her nipples and started to suck it. She went back a bit.

Jessie: Why you doing this?

Me: To increase you nipple size we need to suck it. Haven’t you seen any married lady after childbirth?

Jessie: How do you know these all?

Me: I just said Superstar dialogue “Known is a drop, Unknown is an Ocean”.(Arindhadhu Kai alavu, Ariyadhadhu Kadal alavu)

I again started to suck her nipples she is very much enjoying it because she stopped stroking my cock at times.

This happened for about 20mins.I sucked her both nipples and massaged. I left it and came back. she still holds my cock and stroking. I saw her boobs it is wet and very sexy.

Me: Hey Jessie, your ass size also looks little small?

Jessie: Really?

Me: When it is compared to Nithya yours is small.( This is an only weapon to be used to bring here to my way)

Jessie: I don’t know!!

Me: Show me let me check. (I just pulled down her pant)

Jessie: Why? (She hold her pants with hand)

Me: There is nothing in it. It’s me only know. Show me, I can help you with it also.

She left her hands. Now I pulled her panty with her pant. She again got shocked but didn’t touch it.

She had a hairy pussy but looked cute. I asked her to turn back. What a cute ass she has. I touched her. She was experiencing a new feeling.

Me: Don’t worry I will take care of your body. You will become very hot in future.

she is standing there in shy with her tops about her boobs and her pant and panty are bellow her knees.

I stand before here with my cock out of my pant.

Me: Jessie we need to got to Lab now. It is time now. Before we leave we have to do one thing.

Jessie: What?

Me: Stroke my penis very fast!!

Jessie: Why?

Me: Do it as I saw please.

J: How?

Me: I showed here by storking my penis.

She held my penis in her hand and started stroking fast. I went and sat on the desk again and pull her and made to stand between my legs. Her pussy is just an inch away and she is doing handjob for me. I hold her boobs with one hand and ass with another hand.

At last, I cummed on her hand. She was about to take her hand back I hold her hand and asked to continue. she obeyed but was in confusion.

After sometimes I left her and asked her to take the paper. she gave that paper to me.

Me: Now you know why I asked to take paper when we entered here? Put on your clothes

J: What was that coming out? Is that your pee?

Me: No it called Sperms. That cums out whenever we stroke our penis. That’s, not a problem. It will only give us pleasure. If you want I can show you. You can also get it. I have to put a finger inside your pussy and stroke.

J: NO NO need.

(she got dressed. I cleaned and put my penis inside my pants)

Me: Ok lets go to lab.

Jessie: How did you know these things?

Me: What do you think about myself? I Know all these. I learnt all these.
Do you know how baby is born?

Jessie: NO.

Me: You see my penis? Boy’s penis has to be put inside a girl’s pussy and stroke for a while and leave the boy’s sperm inside the girl’s pussy. Within 2 months time boy’s and girl’s sperm combine and form a baby.

Jessie: What?

Me: Yes.

We reached lab she went to Krish and inquired about what’s happening

Some of them finished their programs some don’t know programming.

I told everyone. We will have this Session daily(While Looking at Jessie. she was smiling at me). From tomorrow we will teach you how to solve the logics and convert into a program.

Everyone left and we all locked the lab and went out.

While walking Nithya asked me. Where were you and Jessie went? You both were not here the whole session?

I said we had planned what to do from tomorrow.

And everyone took our bikes and left from college.

Keep supporting!!! send you feedback to

Same as How I Helped My Friend Jessie To Increase Her Boobs Size Part – 2 Videos

4 years ago
  • 0
  • 48
  • 0

Watching Jessie part 8

Watching Jessie (part 8)Frank was in the bedroom with Jessie when I got home from work on Friday. He hadn’t been over since last week. Now that he had Jessie pregnant I wondered if he was working on getting someone else pregnant. I was happy knowing that his wife Terry had given me an awesome blow job in the very same room at lunch time. Even though I didn’t get to fuck Terry I knew it was only a matter of time. I felt my cock getting hard as I thought about Terry’s beautiful black body and...

2 years ago
  • 0
  • 45
  • 0

THP JESSIE LISA AND ARON PART2

2.01 Sara, Jessie, Canine, Mounting Frame Preparation: 2.02 Sara, Jessie, Canine, Frame Deepthroat: 2.03 Sara, Jessie, Canine, The Mounting: 2.04 Aron, Extractor and Enhancer: 2.05 Aron, Jessie, Mother and Son Mating: 2.06 Lisa, Golden, Bedroom Services: 2.07 Aron, Creatures, Bedroom Services: 2.01 Sara, Jessie, Canine, Mounting Frame Preparation: Sara knew Jessie was ready and walked her toward the mounting frame. Without hesitating, Jessie entered the frame, kneeled down and...

2 years ago
  • 0
  • 44
  • 0

Jessie Hanks Outlaw Queen The Cameo Murder Part 1

Street and Smith's _New_ _York_ _Weekly_ is proud to present the latest addition to the amazing legend of Eerie, Arizona. Jessie Hanks Outlaw Queen: The Cameo Murder By Nicholas Varrick As Told by Ellie Dauber and Christopher Leeson © 2016 Part 1: On the Trail to Trouble Chapter 1 -- "Prolog: September 1871" Tuesday, September 12, 1871 A chunky, sandy-haired man walked into the Prescott, Arizona...

2 years ago
  • 0
  • 52
  • 0

THP JESSIE LISA AND ARON PART1

1.01 The House of Pleasure THP: 1.02 Jessie, Lisa, Aron: 1.03 Jessie, Lisa, Aron, HDTV Condition: 1.04 Mira, Jessie, Introduction: 1.05 Mira, Jessie, First Lesbian Orgasm: 1.06 Mira, Jessie, Jacuzzi: 1.07 Lisa, Aron, Hair Removal: 1.08 Lisa, Aron, Deepthroat: 1.09 Lisa, Aron, Sibling Mating: 1.01 The House of Pleasure THP: The House of Pleasure, THP, is a high end, sexual complex in the Center of Bangkok. It opened two years ago and has become a must layover for business...

4 years ago
  • 0
  • 41
  • 0

A Jessie McClintock Story SUCCUBUS PART 1

Jessie looked coolly at the man sitting across from her. She didn’t like him. Not his silk shirt, not his slicked back hair, not his fake tan. Gino the strip club owner. He was a walking stereotype. Her thoughts drifted mournfully to the Glade plug in working overtime in her office to combat this douchebag’s aggressive use of Axe body spray. Then she thumbed through the bundle of cash he’d tossed in her lap. “Look, I need this done, and I’m told you’re the only person to talk to...

4 years ago
  • 0
  • 27
  • 0

Jakob and Jessie Part 4

From the minute he’d gotten the Sheriff’s phone call Jakob had known what he had to do. It was like killing a rabid dog or the feral hogs that had threatened his father’s stock. It was either kill Howard Holmes or live their lives in fear—fear that he’d get out of prison and hunt them down to wreak his “revenge.” In the end he’d done what he had to. He had rescued Jessie, his wife of less than a day, from a certain death at the hands of her father. Jakob had carried Jessie, insisting she...

2 years ago
  • 0
  • 38
  • 0

Jessie Part 2

Jessie and I had a “normal” date Thursday night, dinner and a movie. When we left Emily with the her babysitter, Emily was disappointed that we were not taking her with us. Jessie had to remind her that the 3 of us were going to the zoo on Saturday. The movie was a romantic comedy which Jessie had picked. The movie was ok, however the plot was very predictable. At least I got to be with Jessie. I had my arm around her throughout the movie and we kissed a couple of times, however the theatre...

3 years ago
  • 0
  • 27
  • 0

Jakob and Jessie Part 5

Jakob leaned against the door as he watched Jessie drive the truck, her long slender fingers wrapped easily around the wheel. He was lost in thought, mostly recalling their last night in the Webster farm before leaving for college. He had come in late from his last job—harvesting 1500 acres of feed corn. The ground had been unusually rough, possibly a result of the long drought, and the ensuing vibrations had tired him terribly. He was surprised that the house was mostly dark—it was only...

4 years ago
  • 0
  • 26
  • 0

Watching Jessie part 9 breeding Amy

Watching Jessie (part 9)It was late Sunday night. I wanted to feel Jessie’s pussy on my cock. Tyson and Darin had just left. They had been fucking her for over eight hours almost nonstop. She had taken ten loads of cum. Her pussy was stretched out and overflowing cum. When I got in the bedroom Jessie was lying on the bed almost passed out. She had moved out of the pool of cum she had made on the edge of the bed. Another wet spot was growing from her pussy where she now lay. I stripped quickly...

4 years ago
  • 0
  • 27
  • 0

The Softening of Jessie Part 22

Jessie grabbed the phone and gave Ashley a call. "What's up Ashley?" "Hey, I wanted to see if I could spend the night at your house. Jason is having some of his friends over and I don't want to be here with those boys." "Jason invited friends over for the night and didn't include me huh?" Jessie replied. He knew that his friendship with Jason was strained but it still hurt to be not included. "Yeah...sorry, but I'll hang out with you tonight. I promise I don't snore. Besides we...

4 years ago
  • 0
  • 25
  • 0

Jack Jessie part 2

Amy let herself into the house. She and Jessie had been friends since grade school, and knocking had fallen by the wayside. “Jess! Saw you were home alone, and came to hang out!” Amy was puzzled, there was part of a pizza on the coffee table, bottle of wine, and moaning coming from the back of the house. “OMG! She brought a boy over, and got her cherry popped!” Amy thought giddily. “I gotta sneak a peak, and see who it is.” So she quietly made her way down the hallway to Jessie’s room, and...

4 years ago
  • 0
  • 44
  • 0

JAKOB JESSIE PART 6RAPE RETRIBUTION

Jakob, Jessie, and Sandy took a break for lunch on Sunday. They were covered in saliva, cum and pussy juice--sticky in most places. After showering together, Jakob fired up the grill while the girls made some burgers. Jessie brought them out to Jakob wearing absolutely nothing-her tan lines disappearing since she started sunbathing nude. Jakob admired her lean features accentuated by her large firm breasts that seemed more suited for a much heavier woman. He noticed her nipples were...

3 years ago
  • 0
  • 21
  • 0

The Softening of Jessie Part 7

Jessie sat on his bed looking at the new underwear his mom had bought him. Something wasn't quite right about it but he didn't know what. His mom was so supportive and understanding of his sensitive chest and his sudden weight gain in his lower section. He should be grateful that he has such a wonderful family. "What the heck. Let's try these bad boys on and see if they fit." Jessie stripped down and looked at the selection of underwear in front of him. The logical choice, he...

4 years ago
  • 0
  • 38
  • 0

The Softening of Jessie Part 10

Mom and grandma went upstairs to change out of their workout gear, as Jessie relaxed on the family room couch. That was quite the workout. He felt good about himself though. It had been a while since he did physical exercise, so it was nice to get back into a routine. The exercises themselves were far different from his usual lifting weights, but he enjoyed the cardio segments and the one which targeted the thighs and buttocks. Knock Knock Knock. Someone was at the door. Jessie was...

3 years ago
  • 0
  • 41
  • 0

The Softening of Jessie Part 2

Susan was ecstatic that Amanda had come around to her idea. The program was quite simple in application. Jessie would be started on a series of audio cd's that contained subliminal messages to soften and feminize him. Getting him to listen to the cd would not be a problem once his resistance to direction was lessened. This would be done on the first day with a tablet that could be dissolved in any liquid. Jessie always had his DR Pepper after school...that would be the perfect vehicle for...

2 years ago
  • 0
  • 38
  • 0

The Softening of Jessie Part 27

The two began heading out when Jessie realized that he did not have his wallet. "Hey Ashley, how the heck do I carry my wallet? There aren't any pockets in this dress." "Yep, most dresses and skirts don't have pockets," Ashley replied. "I have something that will help," Jessie's mom said. She left the room and came back a minute later with a small light peach colored purse. "Put your stuff in here and carry it along." "Cool. I could put some cool stuff in here," Jessie...

2 years ago
  • 0
  • 24
  • 0

The Spftening of Jessie Part 11

Amanda felt like Jessie had enough excitement for the day. After his emotional outburst when Jason saw him clad in his girl's workout outfit, the voice change, and the trip to the nail salon, she took him home to relax. Jessie was thrilled with the way his nails looked. To think that he was so egotistical about how well he painted nails haha. Those women really taught him a lesson or two. As he admired his strawberry shimmery nails he wondered why black was always his favorite color....

3 years ago
  • 0
  • 29
  • 0

The Softening of Jessie Part 9

Amanda crept into Jessie's room and reached over to turn off his alarm clock. "It's ok honey, go back to sleep...you're not going back to school until that infection goes down," she calmly explained to Jessie, who had woken up. He laid his head back down and drifted again off to sleep. Amanda eyed her son as he slept. He looked so peaceful, and dare she say happy? Although the idea of changing him into a female was extreme on all scales, she felt that this was the only solution to...

4 years ago
  • 0
  • 28
  • 0

Watching Jessie part 7

Watching Jessie It was Wednesday before lunch time when Terry. Who was Frank my bosses wife walked into my office and shut the door. She was a hot sexy black woman. I stood up from my desk as she said “hi sugar". I couldn’t help but stare at her in her short tight red dress. Terry knew that I liked looking at her. Terry started to tease me for spending Saturday night with her husband instead of her. I responded by saying that I would have much rather been with her but I didn’t think Frank would...

3 years ago
  • 0
  • 44
  • 0

The Softening of Jessie Part 8

Jessie returned home just in time for dinner. Mom and Grandma were putting their finishing touches on the meal. Ahhh, he loved the smell of his mom's meat balls and spaghetti! 'Just in time,' he thought. "Hey all. Smells good!" Jessie exclaimed. "Oh hi dear. Have a seat...you're just in time," Amanda said as she placed a bowl of aromatic spaghetti in front of her sweet child. "We need to talk Jessie. It's about school." "Oh yeah, I promise I haven't started any more trouble mom,"...

3 years ago
  • 0
  • 21
  • 0

The Softening of Jessie Part 16

"What are you thinking Ashley?" Jessie asked. He knew she was always full of great ideas. "Well, seeing that you enjoy wearing your pantyhose so much, why don't we just buy you some shorts? Then you can keep your nylons on?" Ashley plainly stated. She knew it would not be hard to convince her feminine friend to take this leap. "I don't know. Are you sure you that people won't be able to tell I'm wearing pantyhose? I don't want to take the risk and look like a sissy, cause boys...

3 years ago
  • 0
  • 23
  • 0

The Softening of Jessie Part 35

The two headed over to the miniature putting course. Jessie was so happy with how the day was going so far. He was befuddled as to why he could not remember how throw a baseball, but the fact that Jason seemed to genuinely like him again more than made up for that. It was just like the old days again and he was hoping it would stay that way. "I'm going to use the restroom real quick," Jessie told Jason. "Oh ok. I'll join ya. I gotta go too," Jason responded. As they headed to the...

3 years ago
  • 0
  • 25
  • 0

The Softening of Jessie Part 4

Jessie woke up in the afternoon the next day. Ahhhh, Saturday morning...no school, got to love it. He rolled out of bed and stretched a bit. The fabric of his "borrowed" delicate, soft top felt much nicer on his sore chest than his rough, course t-shirts. "Man, Jason really did a number on me," he thought. With that, Jessie groggily went into his bathroom, sat down and peed. It struck him a bit odd that he was sitting to pee. After all, he couldn't ever remember sitting down before to...

2 years ago
  • 0
  • 27
  • 0

The Softening of Jessie Part 13

"What did you buy mom?" Jessie asked with a sense of excitement. Amanda handed her son the bag, noticing his curiosity. Jessie pulled out some of the contents. He noticed three bras with underwear attached in matching colors. "Matching bras and underwear mom?" "Yes dear, I was lucky to find some underwear that came with the bras so that you match," Amanda replied as she made little attempt to hide the bra panty sets. In Jessie's state of mind she knew she would not have...

2 years ago
  • 0
  • 26
  • 0

The Softening of Jessie Part 17

As the two sat at the food court eating lunch, Ashley couldn't help but how much her friend had changed. He now sat there with his nylon covered legs crossed in a very feminine manner and spoke with an unmistakable high girlish tone. Wow, how could he not know what was happening to him? "How does your bra feel Jess?" Ashley asked out of the blue. "It feels good. My chest doesn't jiggle all around like it was before. I think that the bra may actually help my swelling go away by...

3 years ago
  • 0
  • 27
  • 0

The Softening of Jessie Part 18

"So you want to know about different kinds of panties, do ya?" Ashley asked her inquisitive friend. "Yes, you might think it's kind of weird, but I seem to have forgotten. I know I wear panties everyday, but I guess I never paid attention," Jessie replied. He felt a little odd not knowing about something he felt he should have. "Okay, let's see...these are called boy short panties. They are just like the boring old underwear boys wear, but they are frilly'd and lacy'd up a bit,"...

4 years ago
  • 0
  • 22
  • 0

The Softening of Jessie Part 19

"Here Jessie, let me help you over to that bench," Scott said as he sent the elderly couple on their way. "Good thing I was walking by here... I was just in the nick of time!" he joked with Jessie. "Scott right? Thanks for stepping in there. I was about to go off on those two. The old guy should feel lucky I didn't pound him into the pavement!" Jessie emotionally replied. "Well you do have spunk, that's for sure," Scott stated. He found the whole feisty, tough girl thing a turn...

1 year ago
  • 0
  • 17
  • 0

The Softening of Jessie Part 36

"Hey, they have a cool log ride here if you guys feel like it," Ashley stated to the other three. "Oh, like the one at Knott's?" "Similar on a smaller scale." "Cool! Let's go." The four headed over to the water ride weaving through the mass of people at the park. As they made their way through the crowd Jessie found himself falling a little behind. He didn't want to get lost from the other three but he kept bumping into people and getting stuck in front of others. Jessie...

4 years ago
  • 0
  • 35
  • 0

The Softeneing of Jessie Part 3

"How was school today Jessie?" Amanda asked.# "It was fine. Jason was acting kind of weird but then again when isn't he haha. Ok, I'm going up to my room mom, I think I'm getting sick or something." "Why dear, what's wrong?" Amanda asked. "I wasn't my normal self in PE today. I got tired really quick and I wasn't as fast as I normally am. I usually run rings around those other chumps but I couldn't keep up today." "You may just need to relax for a day or so sweetie, and then...

2 years ago
  • 0
  • 22
  • 0

The Softening of Jessie Part 29

Ashley came over a short time later. "Alright Jessica, are you ready to have some fun in the sun?" "Yes I am. You're still on that Jessica kick huh?" "Yep, I think it suits you," Ashley teased. "Sure it does...not!" Jessie replied. "So your mom is gonna drive us to the water park. I've got some sun screen but we need some towels and you're gonna need a swim suit." "Cool. I'll grab some towels and I have a swim suit," Jessie replied as he ran into the hall closet and grabbed...

2 years ago
  • 0
  • 23
  • 0

Jessie Fan Fiction Part 2

  Jessie awoke to find Tony dressing to leave.  "Hey  beautiful,  I was wondering when you'd be up."  He said smiling.  Jessie rolled her eyes and got up from the hard tile floor,  feeling a cramp in her abdomen and thighs.  "Do you really need to go?" She asked sadly.  "Yeah, I really got to going, I'm already late for my job."  "Maybe I can 'convince' you to stay."  Said Jessie sexily.   She was still naked from the night before (read my first story) and she could see that was...

3 years ago
  • 0
  • 29
  • 0

The Softening of Jessie Part 15

Jessie agreed to Ashley's ultimatum and headed over to her house. He didn't necessarily see the issue with the clothes he had on, but he knew how fashion conscience she was and that she didn't want to go out with someone who didn't fit her social standards. He felt he could probably use some fashion tips as well. Jason was leaving the house as they approached the front door. Jessie didn't know what to think and became very nervous at the sight of his former friend. "Hey...

4 years ago
  • 0
  • 23
  • 0

The Softening of Jessie Part 5

Sunday morning Jessie got up at went downstairs to watch whatever sports were on. He had been a sports fanatic all his life. If it involved anything physical and testosterone laced, he was all over it. He decided to skip his shower today and sat himself down comfortably on the couch. Jessie flipped to the football game and quickly caught up on what was going on. For some reason though, he couldn't get into the game. He decided to flip the channels some more...soccer, tough man,...

4 years ago
  • 0
  • 28
  • 0

The Softening of Jessie Part 23

"Wow, you look so pretty Jessie!" Ashley exclaimed to her feminine friend. "Thanks. I've never worn makeup before...but I think its ok to," Jessie replied a little confused. "Sure it is sweetie. You never want to use too much though. Makeup is only there to enhance your natural beauty." Jessie nodded his head in agreement. What Ashley was saying made sense in an uncomfortable kind of way. "Let's do our nails," Ashley suggested. "I don't know. This isn't what I'm used to doing...

4 years ago
  • 0
  • 28
  • 0

The Softening of Jessie Part 26

Ashley reached into her bag and pulled out a pair of white open toe heels and presented them to Jessie. "These will look good with your outfit. Why don't you try them on?" "I don't think so Ashley. You're not going to get me to wear heels... those are girl's shoes," Jessie replied. He was taken aback from the offer. "Oh come on Jess, you can't wear a pretty dress and sneakers! Get real sweety. You need to complete the outfit. Besides, these shoes will show off your pink toes...you...

3 years ago
  • 0
  • 28
  • 0

The Softening of Jessie Part 21

Jessie woke up the next day feeling especially groggy. He felt a little light headed and out of sorts. As he rolled over to check the time he found it odd that the clock was blinking 12:00. What happened? The power must have gone off overnight. Jessie pulled off his headphones which didn't have the normal music playing in them. In fact, there was no sound whatsoever. The power outage last night must have affected his CD player as well. "Oh well," he thought as he slid out of bed....

2 years ago
  • 0
  • 35
  • 0

The Softening of Jessie Part 34

The two girls headed downstairs. "Well, look at you two. Very lovely!" Susan and Amanda commented. "Thanks!" "Jessica you look so grown up but don't you think that skirt is a bit short?" Susan asked. "Come on grandma. It's not that short. Besides, Ashley wears this outfit all the time." "She looks fine mom. How do you feel Jessica?" Amanda asked her son. She felt some guilt at that moment. A couple months ago he was a young man & now she was looking at a very feminine...

2 years ago
  • 0
  • 22
  • 0

Taking My Spring Break in New England Part OneChapter 5 My date with Jessie

We met up at the Westin hotel just off I-95 at Waltham at seven on Friday 4/20. I was so keen to show Jessie a real good time, and to demonstrate that she meant so much more to me than a quick fuck in some dirt cheap motel room, that I’d sprung some serious bucks for a high quality room in a business hotel with a nice restaurant. The King Size bed option was enough of an incentive for me to pay the extra for the Westin. Yeah, the standard double beds elsewhere would have been okay, but a...

2 years ago
  • 0
  • 20
  • 0

Jessie Porn Story Final Part

Jessie had just finished with Luke and Robby, so now it was time to talk to Emma about what had happened with Luke. She walked into Emma's room and both Emma and Jessie were only in their robes. Jessie went and sat by Emma and said, "What were you thinking about having sex with your own brother?" she said in a calm voice. Emma responded with the shrug of her shoulders. "Well, I hope you know that it is wrong, and that if you got pregnant, who knows what would have happened." replied Jessie....

3 years ago
  • 0
  • 35
  • 0

The Softening of Jessie Part 24

The "girls" finished up their nails and got ready for bed. Ashley noticed Jessie putting on his headphones. Was that where he received his subliminal messages from? "Hey Jess, can I listen to what you have in the cd player?" "Ok, but I gotta have it back before I go to sleep." "You listen to this every night?" "Yeah, I can't fall asleep unless I am." Ashley put on the headphones and pressed play. The music was soft and relaxing, but had jumbled voices throughout the sounds....

3 years ago
  • 0
  • 24
  • 0

The Softening of Jessie Part 32

"Wow Jessica, I can't believe how great that top looks on you." Ashley stated finding herself a tad jealous at the thought that he may look better in that shirt that she does. "My bra doesn't look silly?" "No sweety, that's how it's supposed to look. That's the style." "Yeah I know but I really don't want to ruin my chance with Jason. I don't think he knows I wear a bra & if he can see it through my shirt than he may call me a sissy again." "Honey, you have breasts and...

2 years ago
  • 0
  • 25
  • 0

The Softening of Jessie Part 6

"Mom, you must see Jessie's nails! Not only did he do a beautiful job on my toes and fingers but he also glossed his toenails with guess what? Yep, pretty rose!" "That is wonderful dear," Susan replied, "He is progressing as we had hoped. All that anger, mischief, and all around bad attitude is giving way to a beautiful, blossoming child." "I just had the best time with him since...well, since I can remember. We actually bonded which is something I had all but given up on,"...

2 years ago
  • 0
  • 27
  • 0

The Softening of Jessie Part 31

A while later Ashley arrived at Jessie's house. The two had a bite to eat then headed up to Jessie's room. "So you're serious about Jason wanting to be my friend again Ashley?" "Yep, he has been asking about you a lot. It's kind of annoying actually." "I'm sorry but I'm just stunned. I really believed that we would never be friends again. He really despised me for quite a while. I wonder why he has had a change of mind." "Well you've changed quite a bit over the last month or...

4 years ago
  • 0
  • 29
  • 0

Jessie Porn Story Part 2

Jessie was angry at both Emma and Luke, because she could get in so much trouble if this leaked out to anyone. She planned on talking to Emma later, since it seemed to be more of Luke's fault than anyone elses'. Jessie pulled Luke into to her rooms and as calmly, and quietly as she could with all the anger she had built up inside her, said "What is the matter with you Luke!? Do you know how wrong it is that you fucked your sister?" "Yes," answered Luke. "But in my defense, she told me to and I...

3 years ago
  • 0
  • 43
  • 0

The Softeneing of Jessie Part 12

Jessie sat on his bed as Ashley left to get the garment. How lucky was he to have a new friend as incredible as her? Most girls probably wouldn't want to have anything to do with a guy in his predicament, but Ashley was so supportive. Ashley entered the room carrying a white piece of material. "Okay Jessie, take off your shirt and I'll help you get this thing fitted right." Jessie was a little reluctant, but did as his new friend instructed. He had lost most of his muscle mass...

4 years ago
  • 0
  • 24
  • 0

The Softening of Jessie Part 14

Jessie finished helping him mom clean up the broken plate and headed upstairs to listen to his room. He turned on the television and his favorite show was on. Well perhaps it used to be his favorite show. It was the sport illustrated swimsuit edition and he used to do the deed every time it was on. Out of routine he ran and locked his door and sat on the bed as the first model was shown strutting her stuff on the beach. Jessie knew what to do next as he lifted his nightgown a bit...

3 years ago
  • 0
  • 61
  • 0

Watching Jessie at the hotel

This is a continuation of the story Watching Jessie (glory hole).By the time I got Jessie dressed to leave the glory hole booth another cock appeared through the hole in the wall. Jessie wasn't about to leave it there. Jessie promised that she just wanted to practice her sucking skills. Jessie knelt down in front of the cock and began kissing and stroking it. As the cock began to grow Jessie stroked it more and licked it all over paying special attention to the head. When the cock was fully...

3 years ago
  • 0
  • 24
  • 0

Riding the Jessie Train

Introduction: The following is a follow-up to the account described in my previous story starring Jessie. It was a long-time coming. While much of this story is true, we added a lot to it to make it more worth writing, so I didnt feel right categorizing it as a true story. Again, in the same interest, preparatory and hygienic details were omitted. It was late afternoon, and Jessie and her husband were on their way from dropping off their son with Jessies brother. As they took care of the kid, I...

3 years ago
  • 0
  • 52
  • 0

Watching Jessie glory hole

This story follows "Watching Jessie "Jessie was so out of it I had to help her get her pants on. I guided Jessie to her car but it was obvious that I would have to drive us to her house. I suggested that we go to the hospital where Jessie could get the morning after pill. Jessie didn't talk to me on the ride home, other than to say that she didn't want to go to the hospital. My suggestion of the hospital had only made her colder to me. I could have stopped the guy from fucking Jessie in the...

4 years ago
  • 0
  • 42
  • 0

Watching Jessie cuckold me

What a dilemma I found myself in all brought on by my sexual perversions. The woman I loved and planned to spend the rest of my life with had helped convince me to take a lucrative job offer. Frank my potential new boss had my Jessie hooked on his big black cock. Worst of all Frank seemed determined to put his baby in Jessie. I'd played the scenarios out in my head and none of them really turned out the way I'd like them to. Jessie though was determined to make it work out.I had started packing...

3 years ago
  • 0
  • 29
  • 0

Tailgating with Jessie

Disclaimer: I have posted this story on another site, but it truly is mine.The sun hung high and unobscured in the cool and clear autumn sky. Two professional football teams were making preparations for week six of the National Football League's season while I fought my way through masses of cars, pedestrians and traffic cones. I'd actually never been to a football game, and that streak would continue despite the fact that I was trying to get to the stadium on game day as quickly as I...

2 years ago
  • 0
  • 29
  • 0

Jessie

Jessie's story Jessie Es war wieder ein langer Tag geworden. Jessie schloss ihre m?den Augen, ihre Finger lagen noch auf der Tastatur. Sie hatte eine Idee f?r eine neue Story gehabt, aber irgendwie war sie zu besch?ftigt gewesen, um auch nur ein Wort zu schreiben. Es war bereits ?ber die Zeit, zu der sie normalerweise Schluss machte, und das meiste ihrer Arbeit war getan. Es war niemand mehr im B?ro, die Luft war rein. Sie ?ffnete ihren geheimen Ordner und begann zu tippen. Die t?glichen P...

1 year ago
  • 0
  • 35
  • 0

The Theft of Jessie Gray

It was hardly the first time the two girls had gone out dancing together. They had, after all, been inseparable ever since the second grade when they first bonded under the thumb of their mutual bully, Deb Connors. From there their friendship had only grown. In fourth grade, they had each earned themselves a month long suspension for a prank their classmates still talked about in hushed tones. In the sixth, Jessie had dragged Lily along with her to volleyball tryouts and the pair had made...

3 years ago
  • 0
  • 27
  • 0

A Delicious Jessie Sandwich

No girl has impacted me like my friend Jessie, and no sexual experience has affected my life more than the one I shared with her on December 26, 2013. Yes, we did slip up earlier that year when I took her in during a snow storm. It wasn't our intention, but we ended up having sex that night, the result of nearly 10 years of unresolved sexual tension. By then, Jessie had been married for a little while, so we both knew it was wrong and swore to never let it happen again. We meant it too, so I...

4 years ago
  • 0
  • 29
  • 0

Jessie and the TornadoChapter 5

And back to the present Distantly I heard someone saying, “Sam? Sam? Sam?” then felt someone shaking my shoulder. I looked up, and realized I was still sitting outside Jessie’s hospital room, and that Janice had been trying to get my attention, before finally having to shake my shoulder. Jessie was standing beside Janice and was grinning like crazy. She had a small bandage on her forehead. “The doctor has finished his exam, Sam, and there is no sign of physical ... or mental problems,”...

3 years ago
  • 0
  • 62
  • 0

A Delicious Jessie Sandwich1

What neither one of us anticipated was that Brian, Jessie's husband would be one to share. Then came that fateful date, when the couple, who had moved away not long after Jessie and I slept together, was back home visiting family for the holidays. It was six months after Jessie had a baby, which, if nothing else did, seemed to rule out any possibility that we would stumble again. There wasn't possibly a scenario that would serve nothing better than ruining someone's life. Still, Jessie...

4 years ago
  • 0
  • 30
  • 0

The Softening of Jessie Part 33

"Okay sweetie sit down and let's do your makeup. I'm thinking of something smoldering with your eyes." "Cool. Don't do anything too drastic though." "Don't worry Jessica. You are in good hands." "Before I start I'm going to put your hair in some rollers. It will give you some added volume and really enhance your appearance." Ashley deftly rolled Jessie's hair into several curlers and marveled at how he didn't bat an eye at being put into curlers. He just took it with stride like...

3 years ago
  • 0
  • 27
  • 0

The agony of Jessie

I woke just as the plane was banking for final approach into Khym International The Agony of Jessie Part 1 Amy woke just as the plane was banking for final approach into the international airport. Seated beside her on the flight was Jessie Gomez. The 18-year-old was still asleep, oblivious to the stares of the male passengers in first class, who could hardly miss the blond teen in her tight blouse and short skirt. Adding to it were her air-conditioned chilled nipples clearly visible...

Porn Trends