Mother And Crossdressing Son Fantasy free porn video

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Mother and Crossdressing Son Fantasy

The story is about how my passion for wearing women's lingerie helped me to establish a more intimate relationship with my mother.

I'm a 42-year-old man and I still live at home with my mother. My Father passed away 20 years ago. We live in a suburban bungalow and I have a nice little apartment in the basement. It's not as private as I would like. That's important because four years ago after discovering a number of chat sites where men present themselves in women's underwear, I began to become interested myself. Now, once a month, I dress in very fine sheer black stay up stockings, lace panties and a bustier with cups small enough to fit me. I had thought of getting high heels but it was almost impossible to fit my size 13 feet.

My mother is 62 years old and still quite attractive for that or any age. She's slender and her breasts are nicely large but not ridiculously so. apart from the fact that she drops into my little apartment regularly and without warning, our relationship in the tiny house is very good. One night recently, that changed dramatically and I would say, for the better.

Mom was going Out of town for three days to see a friend providing me with a good opportunity to go a little crazy, dress up, drink some fine wine and maybe toke a bit. An hour or so after she left the house I started my ritual, bringing out my underwear and choosing the set I wanted to put on. I had chilled some wine and found my stash.

I would then go to one of the camrooms where men would masturbate together and some of those men would be in women's underwear. I started broadcasting sure that I would get compliments for my underwear but also for my hardening cock that would eventually burst from the tiny panties. My real goal though was to be asked to Skype with someone who was also online and on cam so that I could check out his goods. Most often, he would cum and I would go back to the chat rooms to show myself off again. I’d do this about two or three times and then I finally ( I hoped) find somebody I would cum with.

I had done my first show and skyped with a large man in little girl underwear with a thick uncut cock who came beautifully. Then I returned to the camroom. The sound was on so I didn't hear the door open behind me. What I soon noticed was the reflection of my mother standing inn the doorway a look of shock on her face. I covered myself and spun around to face her. "Mom, I am so sorry. You shouldn't be seeing this. It won't happen again". I was so terrified that I could hardly get the words out.

My mother's expression of shock slowly changed to one of wonder. "This is a total surprise. Actually I shouldn't be surprised. You're old enough and I saw a pair of panties in your dresser drawer. Now it's all clear. Please don't worry. I suppose what you do is like a hobby, with benefits. "

"I can explain anything mom, and I'll stop right away. This is just fun and I'm sorry that you had to see it." I said all this while attempting to cover up my rapidly softening hardon. In the background a number of tabs were open with men in panties stroking themselves so my mother was shocked not just by me but by my audience of cocks.

"There has to be a way to make this normal for us." she said. "I've always thought our relationship was very open. This has obviously been a very closed part of your life that you've kept from me. I'd like that to change that right now.”

“Turn back to your computer,” she demanded “and return to your friends and carry on as if this hadn't happened. I'll be back in about 10 minutes." She turned and went upstairs leaving me only slightly relieved that she hadn't exploded in anger.

It wasn't easy to refocus. I had a bunch of hard cocks being masturbated in front of me. The vision of my mother coming into the room made me tremble, but after about five minutes I was able to divert myself with the cams. I was avoiding the inevitable when my mother came back into the room.

True to her word she was back in exactly 10 minutes. I kept facing the computer trying desperately to avoid turning around. Eventually I had to and it was my turn to be shocked.

Mom was wearing almost the same kind of undergarments as me except that she had perfect high heels on and the cups of her bustier were overflowing with her ample breasts. Her panties barely covered her hairy pussy and she wore a garter belt to hold up her sheer black stockings. She stood in the doorway striking a very sexy pose. My shock turned to arousal as my cock swelled in my own panties.

"I hope this puts us on equal footing", she said. "I'd hate for us to have secrets that we couldn't share. You might have wondered where was I was going on those trips out of town. In some cases it was to meet friends who enjoy it when I dress like this." And then she smiled seductively. "So how do you like it?" she said cupping a tit and pushing it up so that a very hard red nipple stuck out.

"I like it very much but I don't quite know what to do with this" I said surprised at how rational I had become. "I can have my perversions but they were private and now they're public or at least private between us. I'm still uncomfortable with this although I'm also very excited and I find that alarming. After all, you ARE my mother."

"Let me help you with that." she said and walked towards me. "I want you to stand up and let's put some more lights on so we can see how beautiful we look." We stood there, a strange mirror image of each other with one major difference - my cock was very hard, veins looking like they’d burst, the sticking out the side of my panties.

"And let me help you with that too." she said reaching down for my cock. She grasped it firmly in a warm hand and started to stroke. My legs became weak and I almost fell down. She put her arm around me and pulled me closer, putting my face into her bosom. "Let's sit down on your coach and get comfortable." she said. I stumbled and then tumbled onto the coach. She, on the other hand, moved gracefully swinging her hips with each step and making herself look even sexier. She sat beside me and gave me a moment to take in this fabulous view. Then she returned a hand to my painfully stiff cock.

"This is what we should be doing. Is that okay?" she asked. "Let's just relax and enjoy this. You're very beautiful and I'm turned on by you."

Her hand moved up and down my cock slowly then quickly then slowly in unpredictable yet astoundingly pleasurable ways. I was going quite crazy with the sensations and thought I would come at any moment. She pulled out the breast closest to me and placed a nipple in my mouth.

"Suck that like you did many years ago." she hissed. And I eagerly sucked gently chewing her hard nipple.

My mother stroked my cock so that I would become very excited yet I didn't come. As she stroked I would suck harder and then softer and I could have sworn I tasted milk but that was probably wishful thinking. It was at least 30 minutes before my cock and balls became uncontrollable. I moaned as I thrust my hips and sucked even more keenly. And I had the best orgasm I could remember. There was so much cum and it was oozing all over the front of my bustier.

"Son, that was lovely. I'm so pleased that we were adult enough to take this uncomfortable situation and turn it into something beautiful." she said getting up from the couch. "I really must be going now. I only came home because I'd forgotten my wallet." she giggled. "Before I go, let me tell you where you'll find my detergent for delicate fabrics. I know how hard it is to get cum out of lingerie. She stood elegantly. I was seeing her in a whole new light, sexier that I would ever have imagined her. She walked to the door closing it as she left, leaving me to the cocks on the computer who had become stiffer having se

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There was a 70 year old grandma that moved in right next to my apartment, I was 18 at the time and my grandpa was 74. I lived with my grandpa at the time. The old grandma would come to talk to my grandpa each day, she would keep teasing him, she would flirt with him, she tried to seduce him. My grandpa ignored her at first but then he started flirting with her after a couple days. I once came out of my apartment only to see her sucking his dick outside on the porch while he was touching her...

3 years ago
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Brandi Meets Her Son

In the previous story Brandi finds out that her son, she had put up for adoption, sixteen years prior, was at her home. We were on our way to California. I was very lucky to get a flight out of Tanzania, that morning at ten. I estimated, it was going to take twenty-three hours to get to our home in California. We had plenty of time for Brandi to explain what had happened. I had booked a first class flight, there were only two seats on each side of the isle, and we were the only two in the...

4 years ago
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caught my son crossdressing

I had come home early from work and found my son, Jamie, sitting at my vanity, putting on make-up. He was wearing one of my cocktail dresses -- and my stockings, my high heeled sandals and, it appeared, my lingerie. He hadn't heard me come in, so I just stood silently in the doorway watching him put on mascara, blush and lipstick. He was completely mesmerized by his own ladylike reflection, completely entranced by the girl in the mirror. He did a very good job with his make-up; clearly he...

3 years ago
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Eric Olafson Fleet Cadet Vol 3Chapter 14 Commander Letsgos Office Interlude

The Commander still stared at the torn off rank insignia of the former Midshipman as his Desk, Then hisCom flashed with the top urgent icon. He touched the screen and a Holo transmission from Fleet headquarters solidified. It was the Old man himself, Admiral of the Fleet McElligott. “Where is Midshipman Olafson?” “Sir, the Ex Midshipman is just transferred to the brig. That subject has been dealt with swift and harsh. I doubt he is conscious. Thirty five lashes and off to Brisbane...

2 years ago
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Island of Hernando Rodriguez

He watched them as they sat sipping their colorful drinks and flirting with male guests and hotel employees alike at the Garden Cloud Lounge. They were undoubtedly four sisters, all in their late twenties and thirties, and attractive. They were obviously American, and they laughed as they tried what little Spanish they knew on the young waiters. He had seen groups like this many times. Their often affluent husbands allowed them to have "Girl's Time Off" now and then. It worked out on both...

2 years ago
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Andrea On Her Own Part 3 of Andreas Stand

Andrea On Her Own (Part 3 of Andrea's Stand) A Note Before: If you have not read parts 1 and 2, please go back and do so. I have spent some time trying to develop the characters involved and a brief description of the plot so far will not help you much. Chapter 1: Needing More I leaned back in my chair and stretched. It had been a long hour and a half finishing the homework from my calc. class. As I stretched I felt the sweater pressing against the breast forms and glanced...

3 years ago
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Jackies Crossdressing Fantasy

My wife is out of town, giving me a great opportunity to fulfill my fantasy of being an all out cum slut in front of a crowd. I go all out dressing up as a sexy slut for party that I am about to attend. I have had my nails done at a salon and my body is freshly shaven. I have a hard time keeping my cock in my sexy silk panties as I put on my black thigh-highs and short black skirt. Eventually I get all dressed up and then walk out to my car in my slutty outfit without caring if any of my...

2 years ago
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Soni Didi Ki Gand Me Thoka

Hello friends yeh ISS per meri phli story h . Yeh story mere or meri pados ke didi ke bich ki h jiska nam soni h. Mera nam ren h or m ek good looking bnda hu or meri height 6’1″ h or mere lund ka size 6’5″ lamba or 2’3″ mota h . M haryana ka rhne vala hu or soni joki ek sexy londiya h or uski umar 18 sal h , jiska figure 34-28-36 h . M 20 sal ka ladka hu . Agar koi bhi bhabhi ya aunty mujse chuwana chahti h to please contact me @ Ab aapka time na lete hue m sidha story per aata hu . Soni ki...

2 years ago
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Nandini Deshpande 8211 Part 1Introduction

This introduction story is based on true events. All the characters mentioned are above the age of 18. For personal reasons, the names of the characters have been changed. Any resemblance to any person, living or dead, is purely coincidental. The writer does not believe in any kind of discrimination or disrespect towards women. The story has been written for sexual satisfaction and should be held in the same regard. “Aah!” Nandini moaned as my thick member entered her...

Incest
3 years ago
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Nandini Deshpande 8211 Part 1Introduction

This introduction story is based on true events. All the characters mentioned are above the age of 18. For personal reasons, the names of the characters have been changed. Any resemblance to any person, living or dead, is purely coincidental. The writer does not believe in any kind of discrimination or disrespect towards women. The story has been written for sexual satisfaction and should be held in the same regard. “Aah!” Nandini moaned as my thick member entered her...

Incest
4 years ago
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Simpsons Father and Son Camp Bonding

As Bart loaded his bag, in the car, he couldn’t help but complain again. He didn’t want to be up so early, didn’t want to go camping and certainly didn’t want to go there alone with his father for a whole day and night. He couldn’t blame Homer however. It wasn’t his idea after all, it was his mom’s. “Please Bart, do it for me,” she had said with her pleading eyes, the ones which no son could resist but agree to. Homer had complained as well and Marge had dealt with him...

2 years ago
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Mandy and her Son

The living room was a total mess, Mandy Allwood gazed around the room with a look of disgust. She'd just got in from work, after a hard day at the hospital where she worked as a nurse. She didn't want to come home and find her house like this. There were magazines strewn across the sofa and over the coffee table, videos cases left on the floor by the television and cups and plates scattered in various places around the room. Only one person could be responsible for this Mandy thought, her...

4 years ago
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Sonyas forced Fantasy

This story was written for my wife Sonya. Story Codes: (F/M, fist, forced)Sonya's forced Fantasy (aka Sonya's Story) (c) 2010 by DireWolfSonya was a hot twenty-something brunette at 5'5, 108 pounds with wide flaring hips, a curvy ass and perky B cup breasts. She had a great smile as well that lit up any room she was in. She did not have many relationships, preferring the long lasting ones instead of one-night stands.One day, Sonya's computer broke down and she called the local repair...

4 years ago
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The Chronicles Of Sonali 8211 Part 2 Horny For Her Son

Vineeta took a large sip of the champagne and started her narrative. Vineeta’s Story It was morning when I bathed my son and gave him a handjob. Now as I was preparing his favorite chicken biryani. I started replaying the whole scene in my mind. The only thing that was recurrently playing was his hard, erect penis and the thick ropes of sperm that hit the bathroom wall. Any trace of guilt had evaporated from my mind and I was feeling horny. But I decided I won’t make any first move and let...

Incest
2 years ago
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Swami Ghoshal 8211 Anand Ka 8220Santansukh Garbha Mandir8221

Sant Ghoshal-Anand Goswami ‘pahunche huye’ siddh purush ya mahatma hn.Sundar Van ke ghane jungle me Aadiwasi basti se sata unka ‘Slddhashram’ h.swami ji vese to Raam Bhakti ki rasik shakha Sakhi Sampraday ke bhakt hn lekin vo Shiv Bhagvan ke nagn rup ke upasak bhi hn.Isi liye unke Ashram me ghuste hi ek sundar Shiva Ling sthaapit milta h. kaha jata h ki yeh ”Swaymbhu Lingam” h, arthat iska nirman kisi kaarigar ne nahin kiya, ye to uska apne aap bana prakritik rup h.ye nitya ling h. Swami ji ke...

2 years ago
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An Introduction To My Crossdressing

Many of the crossdressing life stories I've read on Lush have similar beginnings. The early adolescence, the mother's or sister's clothes, the masturbation! It's fifty years since my first urge to dress in feminine garments, and ever since then, it has been an integral part of my colourful life.I remember the day fairly vividly. I was settling down in our bathroom, to do what EVERY adolescent does at that age. Wank! My inspiration back in those days were my mum's pals, her sister, and a couple...

Crossdressing
3 years ago
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Crossdressing Domina gets a new slave

I have been a crossdressing Mistress for several years now. I have a petite body and always looked good in a dress. I take on many slaves but my favorites are other men who look great in dress. This is a story about my favorite slave I have ever trained.I had been anticipating the arrival of my new toy all week, and he was moments away. My new slave, eager to be trained under my heels. The first time I saw him I had brief fantasies of my hands and mouth exploring every inch of his petite and...

Crossdressing
4 years ago
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Crossdressing Vignettes True Story

I went through a period in the '80s and '90s when I was very much into crossdressing and being a bottom. I didn't write these events down at the time, but I wish I had. As the events come to memory, I'll write and post them. Here's one such story:In the '90s, I was married, and my wife didn't (as far as I knew, anyway) know about my bi or crossdressing interests. I loved her very much, but I had these other desires I never shared with her. I kept a small bag of lingerie, condoms, and lube...

4 years ago
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Mandys sickest stories Mandy reloaded

Mandy's sickest stories - Mandy reloadedAuthor: SickoChickMandyAuthor's email: mandydarkfantasies [at] gmail [dot] comTags: F/f, torture, snuff, feet, nc, cannibalismProofread by EmmaPNote, that English is not my native language, so my writing will surely have many grammatical and syntax errors just as improper usage of expressions. I can only hope someone will still find it exciting. Be aware, this is graphic, brutal and extreme. I read it after writing and scared of myself.DisclaimerThis...

4 years ago
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Andrew Running Part 1 of Andreas Stand

Andrew Running (part 1 of Andrea's Stand) Chapter 1: Running I called my Aunt Clara from the bus station. She didn't seem that surprised to hear from me and when I explained why I was there she told me to walk a couple of blocks to the local diner and get myself a cup of coffee. She'd pick me up in about half an hour. I sat and sipped chocolate milk and tried to eat a pastry while I glanced nervously out of the window waiting for my father to show up and force me into his...

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