CD Crossdresser Sissy Caught By Mom And Dad Pt2 free porn video

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So I left off my true story last right when I woke up the morning after getting caught by my mom and her and my father having sex with me, go read that before you read this otherwise it wont make since.

That was about a week ago now. Well that next morning I woke up naked in my parents bed at about 9:30 naked from the sex the night before, walked into my kitchen and saw my mom sitting at the table in lingerie with a coverup just wrapped around her but not hiding anything with my one of my dress I had hidden in my dresser on the table with a matching bra and panties set I had never seen before and some fake louboutins. My mom noticed I had walked in and looked up from her ipad and put down her coffee. She saw my boner and snickered asking if I enjoyed last night. I said very much so and she got up. Wearing a teddy with stalkings and some louboutins. She walked over to her purse while telling me we had a long day planned. "Now that you're dad and I's sissy there are some new rules, first I found your stash of girl clothes, you're going to wear those whenever you're home, your boy clothes are only for when you're out and about but you'll wear boyshorts instead of boxers and thongs when you're home. I told your sister and she is on board, she doesn't know that your father and I are going to be having sex with you and don't tell her. Also I called the doctor and told her you've been wanting to become a girl so we have an appointment today. I bought you some more bras and panties and ordered you some clothes online but we're going to go to some stores and buy you some."

She then passed me a hot pink chastity, I asked her what it was for and she said I would be wearing it anytime I wasn't with her or my dad. She told me to put the clothes on so I went over to the table, threw everything on and felt so sexy, the tall black heels, lace pink thong with matching push up bra and a sexy black dress. My mom said we need to put the chastity on but I still had what felt like the biggest boner I'd ever had, which was still tiny. She then said "lets go fix that little boner of yours and get this chastity on you." She grabbed my arm and took me to her bedroom.

So we got on the bed and told me to pull off my new panties, so I did and she took off her cover up and reached into her nightstand and got our a strapon she had bought that morning. She then told me I couldn't jerk off unless she told me I could. She proceed to lube up my asshole, put the strapon around her waist and slide a finger in my ass, then two fingers, then three. She then slid a pillow under my butt and slide the dildo into my asshole. I let out a moan and relaxed. In and out and in and out. she pulled her boobs out and started to rub one while stroking my dick. I felt cum coming and quickly shot cum all over my stomach. She said good and slid the dildo out making a popping noise when it exited my gaping asshole. I laid there for about a minute while she got dressed in her closet. She came out in a dress still with her heels on but no stalkings and clipped the chastity on me and took the key and put it in her nightstand. She told me to go put some boy clothes on so I went to my room and got dressed but with some cute spandex boyshorts instead of boxers. I came back downstairs and my mom told me to take off my pants and she put a buttplug in.

A little later we went to the mall and the first place we went was Victoria Secrete. I had always dreamed about going in every time I walked by. She told me to look around but act like I was just with her. I found some stuff I wanted and she took me into the changing room. The women working there looked really confused but didn't seem to care. We quickly tried on the underwear. I wanted to get a boner but couldn't. I loved and fit everything and we ended up buying it all. My mom said there was no expense spared for her new sissy. Then we went to Forever 21 where we bought 3 swimsuits and a few dresses. After the mall we went to the doctor which was the thing I was really scared about. She asked some questions and eventually got me some hormones.

We went home and I changed back into a dress, bra, thong and heels and did some schoolwork. It was weird having the chastity on but I was beginning to get used to peeing with it but still felt weird when I thought about it. I had also never had a buttplug in for so long before.

Later in the day my dad came home after my mom and I had eaten dinner and he was ecstatic to see me. My mom had send him pics in the dressing room and he wanted to see my penis all locked up so I showed him and he loved it. changed into a tshirt and leggings and you could see the chastity belt's outline through the leggings, I also took off my heels. At about 11 while I was watching tv on the couch, my mom came in and said we were going to the pool and told me to go put on a swimsuit. I went to my room and put on one of my new monokinis, a dress, and a pair of wedges. We got to the pool (private country club pool) and my dad took off his clothes revealing his dick, and my mom pulled her cover up and heels off and I did the same. My mom and dad maked out and I swam around, It felt weird being in the chasity belt, I always snuck out and went to the pool and jerked off in the water but now I couldn't. My mom called me over and she had taken off her bikini and there was enough light for me to observe her whole body. I felt me penis trying to get hard but It couldn't. She turned me around and went under the water and I felt her pull the buttplug out. She then kissed me on my lips and pushed me to my dad who kissed me and then pushed himself on edge and sat on the ledge. His rock hard penis was out of the water and I went right to suck it. My mom was pushing me farther and farther down on his cock making me gag. My dad got off the ledge and bent me over it and slid my swimsuit to the side and his dick right inside of me. In and out he thrust. It felt so good and I was moaning so loud. My mom fingering herself watching me get fucked. My dad said he was about to cum and he got on the ledge and I started sucking his cock again. He exploded all in my mouth. My mom came to kiss me and we shared the warm cum. My dad then ate my mom out while I watched. After she was finished she slid the plug back in my ass, we dried off and went home. All three of us showered together and I went upstairs and fell asleep.

Will post more when I can, the weekend was very very fun. My butt is so sensitive now - Feel free to message me, Ill do the best I can to respond

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Hello readers, my name is Rajesh, a 24-year-old guy who likes to dress like a girl. I am in Australia now.  This story will tell you how a crossdresser got caught by a neighbor and had to do whatever the neighbor ordered. His name is Roy (name changed), he is 6’1 height with a well-built body, and he is in his late 50’s. I recently had to move to another unit as my old unit’s lease got finished. On a Friday morning, I was leaving for my office. I saw an old man (who lives in the next door unit)...

Gay Male
4 years ago
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Mommy Made Me a Sissy

I was about 5 or 6 when my father left, leaving me with just my mother. A mother that I came to love very, very much. Maybe, I loved her too much. And Mommy definitely loved me too well! A quick family history would be appropriate right now. My parents got married when Mom was only 18, and Dad was an old man of 20. Pregnancy either occurred just after, or just prior to the wedding. As a result, I still had a young, and very pretty mother. As I said, about five years after the...

2 years ago
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Sissy Sister Husbands

SISSY SISTER HUSBANDS by Throne Tessa had been gradually cutting her husband Max off from sex and, at the same time, feminizing him. Now, after three months, he was desperate for relief and accustomed to wearing panties and other female items all the time. His wife decided it was time to take him to the next level. She knew the perfect person to help her do that. It was her friend Marie. Who could be more perfect? After all, it was Marie who had given Tessa the idea to change...

4 years ago
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Training My Sissyboi Husband Gangbang PT2

"Get on your fucking knees sissyboi," the powerful Dom demanded.I was naked in Master Steven's basement dungeon. My wife Julie was fully dressed and sitting in a chair in the corner of the room watching me submit to a man. I was not gay, but I have always been very submissive and I had recently accepted my bisexuality.My eyes flashed at Julie and she smiled as I slowly sank to my knees in front of his bronze muscular body and awaited his next command. His hard 7" cock jutted out from his taught...

4 years ago
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My Prostitute Mom pt2

My tongue licked along her arse crack, I was tasting and smelling her intimately. My tongue slid over her arse hole and I repositioned my hands to pull her cheeks apart and poked my tongue into her anus slightly. I had my tongue in my Moms arse hole…the act of tongueing my own Moms arse got my cock rock hard again. I knew she had not put anal on her “what she likes” list on her web page and I aked her “ do you let Dad have your arse as well as your cunt Mom?”. She sighed in resignation...

2 years ago
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Mom fulfills son disires pt2

Tim was up early on Sunday, he was anxious to see what the next session with his mother was going to entail. Since he wasn’t supposed to press his raging hard-on against her ass when his dad was around he wasn’t sure how he would be able to play with his mother’s sexy body.He stopped at the kitchen door to get a feel for the situation before he ventured in. Jill, his mother, was standing near the table wearing a straight skirt, which stopped just above her knees, and a knit top with a high...

3 years ago
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A Sissy Fantasy A Day And Night With Daddy

A Sissy Fantasy - A Day And Night With Daddy Daddy's Cocksucking Princess I awoke after falling asleep after last night's escapades, and the first thing I I notice is the chastitiy, it immediately reminds me of what happened last night. I wasnt expecting to be put in chasitity last night, Daddy had hinted at it, but I did not think he was have me in it so soon. I did not really want to have my clitty locked up like that, but I really want to please Daddy, so of...

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...

4 years ago
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My Sissy Husbands ToDo List

My Sissy Husband's To-Do List By Cheryl Alison (Sequel to My Sissy Husband's Shopping List) My wife Sharon had exerted her power over me so strongly in my payment for losing a simple bet that I had gone to a department store and purchased a whole array of feminine garments. Now it was Friday afternoon, and it was time to complete the second of my lists. She handed it to me, her perfect burgundy lips set in a slightly smug expression. MY SISSY HUSBAND'S TO-DO LIST -Go to...

3 years ago
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Getting mom to pose pt2

I pulled the thong down to her knees, where it was stretched between them, and left it there. Looking right at her pussy, I could see it was wet, very wet, with her lips standing out. God it looked gorgeous. 'That is so sexy Mom, sooooo sexy, can I get the camera and get a few close ups of ..ehhh... it...??''Well, I guess that is OK' She said a little breathlessly.I grabbed the camera and pointed it at her pussy, close up. 'Mom, can you ehhhh... can you spread your arse open for the pic...

4 years ago
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Sharing my girlfriend and her mom pt2

I got a text from Amy the next morning. She was going to meet me for lunch, but she had some shopping to do first. I headed over to her house anyway, as I had work to do. It was a little strange walking into my girlfriend's house. It was a little strange to call Amy my girlfriend, but she had introduced me to a friend of hers as her boyfriend at the diner the night before. When I walked in I half expected to find Susan topless, and I was right. There she was, napping on the couch. I knew she...

4 years ago
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SISSY SLUT KATHY CAUGHT BY NEIGHBOR

I'd just turned 18 when he caught me in their bedroom dressed in his wife's lingerie , knowing I'd been caught sent a rush of sexual nervousness and arousal through me so intense . I was glad he found me like this Don was what Kathy has wanted for so long , a straight mature husband she could seduce . I'd discovered my attraction to other boys at an early age , i was just shy of my teens when I met a friend ,Tim. That's when I realized that my life would be full of things I could only share...

2 years ago
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Mommies little sissy slut

I have been crossdressing for years now not known to my mother (or so I thought). she is the only person I live with at the moment. when she was going to be out for a few hours I went to her underwear drawer and inside was the most sexy, silky, feminine underwear set I had ever seen complete with calf length stockings and a garter belt. I wasted no time stripping off and sliding on the sexy underwear, next I found her makeup bag and applied some red lipstick and black mascara. that was when I...

1 year ago
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Trucker Daddy gets himself a New Sissy part 1 and 2

TRUCKER DADDY GETS HIMSELF A SISSY BY DEEWET It could easily be the lowest point in Denny's life, sitting in an old Ford Escort that wouldn't start, the temperature outside well below freezing and him not having the cash for a hotel or to have the car fixed. Completely out of ideas, he had been sitting in for hours watching the normal people with money coming in and out of the Flying J Truck Stop. He almost jumped out of his skin when someone knocked on the window. Denny...

3 years ago
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Me Dad Mom Grand Dad And Others

PEOPLE WHO ARE SENSITIVE AND DON’T LIKE TO READ ABOUT INCENT STORY …DON’T READ THIS Hi friends, this is RAHUL here, I love cock in my ass and like to suck cock.I would like to share incident took place in Karnataka. I would like 2 hand over this story to sister RAMYA here onwards. Hi guys this is RAMYA, age 26 and size 34 30 36.Im having two kids, one is boy and other is girl. When im 10 years old I came to puberty. Granddad, dad and mom was happy for that. Actually girl of that age wont get...

1 year ago
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A Mom And Her Sissy Son Banged Together

Sorry for the delay in between guys, got busy with some work. People who have not , please do so to follow this part. After a few weeks of the previous incident, nothing much happened. Dad moved to a new city for his work and it was only me and my mother at home. One such Sunday, she left for the gym at 10 am and I sat down to watch porn on our TV. I connected my phone to my TV and started watching some hot shemale porn. After some time, I heard the doorbell ringing. I was sure that mom would...

Gay Male
3 years ago
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Sissy Stepdad

Sissy StepdadChapter IDaaadddeeeee!" the shrill voice of my stepdaughter called.  "Get your sissy ass up here!  I have a clean-up job for you!"Shit.  As if having to clean the house while wearing a red lace panty and bra set with six inch stiletto heels, and a butt plug shoved up my ass wasn't bad enough.  I knew she was in her bedroom with some boy, and also knew exactly what the "clean-up job" would be.  Just like all the other times. She'd just been laid, and I was going to lick the cum out...

3 years ago
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Jessica and Grandpa Pt2

Chapter 2 - Jessica Next day at school, my mind raced. I had decided to stay over again this evening, asking my mom to drop off some clother for me, during the day, by phone. It would only be the 2nd time I'd stayed over at my grandparents this week, so was nothing unusual, though it wasn't often I'd stay over two nights in a row. I knew Grandma would be out visiting friends when I got back in from school, as she always was on a Friday afternoon, which of course meant I would have some time on...

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