A Sissies Humiliating Confession free porn video

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This is a real life situation that happened this past weekend. I am sissy slave jennifer and i am owned by my beautiful Mistress Rita. Mistress Rita loves nothing more than putting this pathetic lil sissy through the most humiliating situations She can get away with. I once confessed to Mistress that when i was 16 i wore my very 1st pair of panties. Mistress insisted that i tell her who's they were, where i got them, and how i got them. i was embarassed to confess that i actually stole them right out of my mother's best friends panty drawer. Mistress insisted i continue and to give her the complete story. i told her that Mrs. Hagan had asked me to feed her cat while she was gone for a few days. So each time i went over to feed her cat, i would go up to her bedroom and go through her drawers. i would find lots of dirty magazines of naked girls & boys doing exciting things to each other. But what made my cock grow big & hard was the site, and the scent, of Mrs. Hagan's panties. I continued to confess to Mistress how i would try them all on and masturbate while i laid on her bed in full lingere. Stockings, garters, bras, & panties. I would cum all over my tummy being very careful not to get it on Mrs. Hagan's lingere. Then i confessed to Mistress that i put on a pair of white silky panties and wore them home under my boy underwear. When i got home i hid them in a drawer where my mom wouldn't find them. Mistress asked me what i would do with them. i told her, completely embarassed, that i would smell them, taste them, and cum in them. i washed them out in the sink by hand. i probably kept them for a year. that's when i started buying my own in secret. As embarassing that was to confess to Mistress, what She had in mind was unthinkable. Mistress told me that W/we will go to the store, buy a brand new pair of white silky panties, and take them to Mrs. Hagan where i will give her these new panties & confess to Her that i had stolen a pair of panties from Her bedroom drawer over 30 years ago. i was to share all the filthy dirty details that i had just confessed to Mistress. i was mortified and instantly sick to my stomach. This past weekend, i was sent into a department store near Mrs. Hagan's house and purchased a brand new pair of panties that was very similar to the ones i stole from her drawer 30 years ago. Mistress & i pulled into her drive, walked up to the door, then Mistress laughed as She rang the doorbell. I was so sick, scared, & humiliated while W/we waited for her to answer. i was hoping she wasn't home. Mrs. Hagan had lived alone for at least the past 20 years and ws about 70 years old now. To my horror she opened the door. i was forced to obey my Mistress & i, with my voice shaking, introduced myself as jennifer and my Mistress Rita. of course she had no idea who i was. then i explained that she knew me as John 30 years ago. i was your son's best friend. You used to babysit me. You were my mother's best friend. She then saw John through the make-up, long blonde hair, and fem clothing. i quickly explained that i was a transgender now and had something very important to talk to her about. She invited U/us in and asked if my mother was alright and i assured her she was. i also asked her to keep this visit a secret from her if she ever happened to see her again. Hesitaing a little, she did agree. Mrs. Hagan invited U/us to sit down as she did on her sofa. Mistress sat beside her and i stood in front of them both. i looked at Mistress and She said " Jennifer, don't you have something you would like to say to Mrs. Hagan?" Mrs. Hagan then insisted W/we call her Carolyn. Then this sissy proceed to tell Mrs. Hagan how i went through her panty drawer, would try on her lingere, and lay on her bed and masturbate as i looked through her dirty magaazines. i could see the shocked look on her face. Not so much shocked about what i did 30 years ago but shocked that i was in her living room 30 years later, humiliating myself by making this confession. Then i confessed that i had stolen one pair of white silky panties and i wanted to make ammends to her. i pulled out the new panties, handed them to her, got down on my knees like an obedient sissy, and asked for her forgiveness. She sat speechless for what seemed like minutes before saying "I don't know what say John...or I mean Jennifer" Then Mistress sent me to a corner in the living room. i was shocked that she did this, but i obeyed. Then Mistress & Mrs. Hagan and Mistress went into the kitchen where they had a long talk. It felt like it was at least an hour when they returned to the living room. Mistress ordered me back to stand before both of them as they say on the couch. Mrs. Hagan then asked me if i had really felt guilty about this over the years. i told her "yes Ma'am i have. Mistress Rita said " it's because you hadn't confessed or been punished. Now that you have confessed, now you must be punished". Fearfully i said, "yes Mistress". Mrs. Fagan said "since it's a little to late to report you breaking & entering and stealing from my home, how do you suggest i punish you?" i thought about it and said "i don't know Ma'am." Mistress then said "jennifer, how do i usually punish you?" i said, "with a spanking Mistress." Mistress then suggested that i ask Mrs.Hagan to punish me with a spanking. i was so mortified that this humiliation was going to continue now with a spanking from Mrs. Hagan. i obeyed Mistress and asked Mrs. Hagan if she wished to punish me by giving me a spanking? Without hesitating she said that "Yes I would like to punish you by giving you a very severe spanking" i was totaly shocked that she was going to punish me. She asked me if i remembered how she would spank her k**s when we were young. i remembered so clearly. She used a wooden spoon on all three of her boys but never on me. I said "yes Ma'am the wooden spoon" She sent me to the kitchen to get it. When i got to the kitchen, there it was, right out for me to see on the counter. I brought her the spoon and stood before both her & Mistress. They looked at each other then to my shock Mrs. Hagan said "pull your pants down." i slowly began to unbutton & unzip then Mistress yelled "NOW!" i drop them to the ground and then was told by Mistress "Panties down too." i stood bare before Mrs. Hagan as she pulled me across her knee. For the next 15 minutes or so i was spanked reapeatedly and without mercy by Mrs. Hagan with the wooden spoon. She stood me up and i was then sent to the corner by Mistress wher i stood for about a half hour. Mistress & Mrs. Hagan lfet the room & went upstairs. i was called upstairs where i found both of then in the same bedroom i had stolen the panties from 30 years ago. Mrs. Hagan then pointed to the dresser and told me to open the top right hand drawer. When i did i noticed right away this was her panty drawer. i was then ordered to find a pair of white silky panties. as i rumaged through all her panties i finally found a pair of white silky panties. i was ordered to pull them out and stand in front of the bed where both ladies were now sitting on the bed. Mrs. Hagan then said to me " I want to see what you did with my panties 30 years ago. Do exactly what you told me you did". i begged, " please don't make me do that Ma'am, please don't". She told me that i would not be forgivin until i did exactly that. So, already standing in fornt of them with no pants or panties on, i bgan to play with my pathetic lil dick in her panties, just like i did all those years ago. Both ladies laughed at me as i could not get an erection. They warned me that i would masturbate all night if that's what it took so I'd better get my pathetic lil dick hard for them. After being teased & made fun of for at least a half hour my erection had grew and i was ready to cum. I told them this and both laughed loudly. Mistress told Mrs. Hagan to make me beg. She screamed at me beg for it. As i begged & pleaded to cum i was still denied. i began crying like a lil girl begging for forgiveness, begging to be give permission to cum. Finally, i was ordered to release my cum in Mrs. Hagan's panties just like i did 30 years ago. i collapsed, spent & whipped. Mrs. Hagan told me to crwal to her , pulled me by my hair and said, "I forgive you...you filthly pathetic lil sissy whore."

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On a cold February day, I went to visit a friend. I went with a letter in my hand, words I wanted her to read. What follows is that letter. The words in italics are the words I spoke to her as she read. I read my copy of the letter at the same time. I am a dreamer. And a writer. This combination can either work, or it can be incredibly volatile. Why am I telling you this? I need to clear my mind of thoughts, and I need to do this in order to move on. Again you are asking why I am writing to...

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3 years ago
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sissies obey rules

1. A real sissy whore is always ready to be fucked at anytime and anywhere2. A real sissy whore shows sissy clitty and cunny at every opportunity3. A real sissy whore begs to be fucked hard4. A real sissy whore sucks anything that's offered5. A real sissy whore must be prepared to be fucked in any position6. A real sissy whore does as told no matter how dirty and low the task7. A real sissy whore plays with herself as instructed for others amusement8. A real sissy whore loves being m*****ed in...

4 years ago
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A widows erotic confession

As the springtime was turning into summer I’d just about completed the changes to my life that I felt were necessary at this juncture. I’d found a new home in a different location where nobody knows me, and I was now between jobs as I contemplated my future. As a confident and gregarious person I had no qualms about seeking fresh opportunities or making new friends, which as it turned out, happened much sooner than I expected.It was only a matter of days after I’d moved in to my cosy new...

Taboo
3 years ago
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Thanksgiving Confession

Now don’t get me wrong, I’m anything but innocent most of the time but this was not something I had planned. This happened without any planning or the knowledge of my husband at the time, thus me writing this so as my confession to him about what happened this fateful Thanksgiving.I enjoy cooking and having company so we hosted another Thanksgiving here at our home with lots of good friends, good food, and good booze.I am a happily married and very promiscuous 46 year old ginger. I take good...

2 years ago
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Mom After Mom 8211 Part 5 The Confession

Me – “What are you talking Di. Why would I act? And for what?” Di – “Why were you running away now?” Me – “Why would I run away? From whom?” Di – “I know you. Don’t try to fool me” Me – “I am not able to understand. What are you talking about?” Di – “Why were you hiding away from me now?” Me – “No Di. I didn’t notice you. I just got a big project. So I was checking the details of it” Di – “I saw you walking in sometime back, checking me at times. But you were occupied with your clients. So I...

Incest
3 years ago
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Confession

(C) 2005 Rachel Gumm. I glanced up at Mark as he finished wiring two leads to a small box of electronics. The other ends of the leads were connected to a cold, metal dildo, which was strapped firmly inside me. This was my punishment for last night.I shuffled slightly on the bed, the bonds allowing me very little movement, but the device stayed firmly inside me. My ankles were tied to the front corners of the bed, and my wrists were tied to a table that was fixed in place over the top of the...

BDSM
2 years ago
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Confession

CONFESSION CONFESSION Sept 4th 2003, Received a call from an old school girlfriend,she had split from an unfaithful partner & was looking for a stop overto sort her life out. She had not called me for around 3 years, but we were very close as schoolfriends, and had some mutual friends in adult life. Feeling apprehensive ofher staying with me, I still agreed she could come. But how would I hide thelife I lead. The dungeon below my home & the frequent phone calls I received & thelavish style I...

3 years ago
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The Confession

THE CONFESSION "Shit," I said as I almost tripped. It was morning when I got out of bed to go to the loo and almost tripped up over the panties that were lying on the floor. I bent down and picked them up and looked at them and thought when do panties stop being panties and become big knickers. I continued out to the toilet still holding the panties and sat down to pee. I held them up and thought, wow, these are big. They were black with a decorative panel in the front with a...

2 years ago
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TNWS01 The Girl With The Voice of an AngelChapter 39 Bjorns Confession

Bjorn Erikson looked at Jessie Harper just as he was about to strip himself naked in front of the other six people in the Communal Dormitory of Camp Starkers. He started pulling at the bottom hem of his t-shirt then said to Jessie, “Well, I guess I was wrong about nobody wanting to get naked in the six days we were here at Camp Starkers. But don’t get me wrong, because I am kind of glad that this is happening ... and I do have a little bit of a confession to make before I take my clothes off...

2 years ago
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SISSIES TRAINING PART 2

SissyIndy©I drifted in and out of consciousness over the next hour, periodically snapped back into reality when the dildo assaulting my mouth would pause deep in my throat and eject a fresh deposit of cum into my bowels. Looking up at the television display of my abuse I would normally have been turned on by the sight of this brunette in a pink corset and black stockings leading down to her pink high heels being pounded by this horrid machine from both sides. Knowing that the slut in the video...

1 year ago
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Raw Confessions

RawConfessions! If you think I only ever review websites that have smut on them, you’re dead wrong. You might be disappointed to see me reviewing Raw Confessions, but I’m playing the long game here. I’ve already covered thousands of high-quality porn sites and branched out into gaming and VR shit, so I figured I should cast a wide net across forums as well, especially if there’s potential for smut down the line. Currently, Raw Confessions is an adult confessions forum. That much should be clear...

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2 years ago
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Dominating My Older SisChapter 3 Big Sisrsquos Humiliating Punishment

Note: Thanks to wrc264 for beta reading this! Carmelita Campo The dildo stretched out my pussy, my flesh spasming about it. I groaned and gasped, my wrists twisting in the handcuffs, my asshole clenching down on the invading butt-plug. I shuddered, groaning, gasping, my lips stained with pussy. Zoey’s pussy. My little sister’s pussy. Alicia’s. I had eaten so much pussy today. I hated how much I liked it. I shouldn’t like it. I wasn’t gay. I wasn’t. But my bitch of a little sister and that...

2 years ago
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Sissies owner

I was caught and owned by a older Haitian guy who just divorced his wife and wanted a pet to leash up and train to behave like a good sissy boi slutIt has been only a week and he come at night in my apartment to train me to be the perfect little sissy girlAt first I was so nervous when he made me wear panty and frilly camisole , but now its just normal i cant sleep if iam not wearing one of the cute panty he bought memy ass was already trained to open up on my dildo all i needed was a little...

3 years ago
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Sissies Make the World Go Round

"Hank," yelled Rhonda King. Her husband did not answer. "Hank," she screamed once more."Huh," the fifty-something dark-skinned man replied as he looked away from the 60-inch TV tuned into ESPN."I'm heading out to the salon. I'm picking up groceries after. Do you need anything special?""No, I'm good," answered the general practice attorney."What about some chocolate almond ice cream," inquired the fifth grade English and Spelling teacher."That'll be good.""Okay," she noted it on her list. "Would...

3 years ago
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Sissies Feminization and Hormonal Transformation t

I was 39 years old and I have been a female inside a mans body. I've dreamed of changing into a full woman. Yet I got married, and had a wonderful boy. I asked my wife one night what she thought of being with another man, & was very upset. I continued to explain how I fantasized about being her cuckold an being feminized completely including hormones, body modifications, and living as a female on our Jamaican vacations were she could fuck, suck, and eventually be impregnated by a BBC. She...

2 years ago
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Father Leary Hears More Private Confessions

Father Lester finished his last confession early. There were no more high school kids waiting except for two who always waited for Father Leary. Lester went to the rectory meaning to stop by Father Leary's office to pick up some papers that Leary had asked him to look at for him. When the thirty year old priest entered the outer office he noticed a pretty young girl sitting patiently on a bench. "Good afternoon Father Lester." Young Jill Ebber said with a sweet smile on her face. "Good...

2 years ago
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E088 Emmas confession

After a glass of wine together and some cheese and crackers, Emma and Donald go back into the water one more time.  They swim and play together, but Donald can tell Emma is distracted. When they get back on the shore, he has her lay on her stomach as he rubs the aloe vera over her shoulders, back, and thighs where she is the reddest. Emma sighs with contentment as he does.But then she rolls over and looks him in the eyes and tells him, “Donald, I did something horrible.  I feel so bad.  When I...

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