Sissy Slut Story

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Sissy Slut Story
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How I was taught to be a cock sucking sissy slut
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Favorited by sexxxsational , Lesbihonest , sissiecorrie and 57 others
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I have been dressing as a woman at home in private for many years. No one has ever seen me dressed as a sissy slut before but I do it to feel sexy. I know I would never pass as a woman for I am 6 feet tall, 170 lbs and at the age of 45 not a real trim body.
My girlfriend Rachel who lives with me is must younger at the age of 35 with a young trim body that has all the assets in the right places.
Rachel had gone away for the weekend with a couple of friends and was not to be back for 3 days so I pulled out all my sissy cloths, wigs, high heels, makeup and did myself up the best I could. I felt free and sexy again even though I do not look that much like a woman when I look in the mirror for I am a man dressed as a woman and it shows but I dream that I am a sexy slut and mince around the house in my high heels shaking my ass the best I can like a prostitute inviting a John to use her.
Dressed as slutty as I could be and feeling real horny I decided to fulfill one of my slut fantasies of sucking and be fucked by a giant cock. That morning I had purchased a large strap on dido cock. Using the strap I fastened the cock to a straight back chair I had put in the middle of the living room. First I knelt on my knees and slowly started to lick and suck on the cock dreaming it was the real thing. I then coated the cock with Vaseline and slowly started to push it in my sissy clit. It hurt at first but after shoving it in and out a few times I was able to take the whole cock in.
I was fucking that cock like it was the real thing dreaming of cum shooting up my sissy clit when I heard the door open and Rachel came in with three of her friends. She screamed what the fuck are you doing. Here I am dressed as a sissy slut with a fair amount of makeup on wearing a blond wig and 5 inch heels with a cock up my sissy clit and a raging hard on sticking out of my sissy panties.
All I could do was freeze and feel shameful and humiliated. It was bad enough that Rachel saw me like this but also 3 of her friends. I was devastated. Rachel was pissed but the 3 friends though it was amusing and started to laugh and cheer for me to continue fucking the cock since I was dressed like a slut I should show them how to fuck a cock like a pro.
I just stood there frozen and more embarrassed than ever with Rachel's friends cheering me on to continue to fuck the cock I was waiting for instructions from Rachel of what I should do in this humiliating situation. As I started to pull the cock out of my sissy clit my only thought was to run into the bedroom to hide and hope Rachel calmed down enough to talk later but then Rachel stopped me in my tracks and told me wait that she had a idea. She then told the other girls to take out there phones and video her slut of a boyfriend or should I say girlfriend fucking the cock.
Rachel's friend Kate who is a real nasty controlling bitch said we should film this right, starting from the beginning with Tom or let's call him Slut Alice first playing with the cock then sucking on it and finally shoving it in his sissy clit so we can make sure she does a proper job and we will all capture it on video.
Rachel agreed and said lets have some fun and told me to do what Kate said. I started to object but bitch Kate jumped in and told me to remember that they already had me on video dressed like a fool and if I knew what was good for me I would do as I was told.
Figuring I had no choice and that this humiliating nightmare would be over soon I did as instructed. First playing with the cock then sucking on it then finally shoving it up my sissy clit. To my surprise and embarrassment as I was fucking the dildo my cock got super hard and was dripping pre-cum. Kate yelled out look at the sissy Alice she is a real slut and getting turned on by fucking that cock.
Rachel then said to me not to dare to cum that I should stay hard and that I could not satisfy myself like a man but learn to do it as a sissy slut later. Then the four of them got together talking and laughing in the kitchen while I stood there with a cock up my ass and a raging hard-on. When they came back in the room Kate the bitch said since they still had one more day of vacation left they decided to have a party tonight where all their boyfriends would be invited but first they had to make me more presentable.
I was then told to strip. I took off my blouse then when I undid my bra the girl's laughed to find I had stuffed it with socks to look like I had breasts. Kate then said that will not do and she was going shopping and left the house.
Rachel told me to sit down and she would do my make up like the sissy slut I wanted to be. After about one hour I sat down at the makeup table and looked at myself in the mirror. There I was made up like a real fucking slut with huge glue on silicon breasts and a see thru blouse that Kate had brought back from the store looking as if I was ready to walk the streets.
Next Kate pulled out a large bag of cloths. All the girls started to go through the outfits trying to decide what I should wear for the evening. At that point Kate the bitch said we need a few more humiliating pictures to send to the boys so they would be sure to come to the party.
With that in mind I was instructed to remove my blouse, put on a pair of black stockings with garter belt, a white ruffle skirt and 5 inch heels and to go stand in the corner and pose as a sissy slut while they took my picture.
Then the door bell rang as I started to run for the bedroom I was told to stay in the corner. In came the 3 girl's boyfriends all of them huge football players which started to laugh and make slutty comments to me. I was totally humiliated but at this point I just stood there and took their comments. Then Ben one of the boyfriends said I bet that sissy slut can suck good cock but let's have her put on a fashion show for to get us in the mood to fuck her clit.
With that said the bitch Kate led me to the bedroom carrying a large bag of cloths. Once there Kate noticed that my cock was hard as a rock and dripping pre-cum. She then said to me damn you are a real fucking sissy slut getting all excited about sucking and fucking real men's cocks. It seems you are begging to cum but first the fashion show then you will have to perform a cock sucking show all of which will be on video which Tom is now setting up in the living room.
Kate helped me into my first outfit and told me to mince out into the living room shaking my ass and performing slutty poses.
While I was changing into the last outfit unknown to me Bill invited 3 more of his buddies to the party now there were 6 big guys waiting for me.
I was then told if I wanted to cum I must suck off all 6 guys without spilling a drop of cum if I did I would not be allowed to cum and also punished for wasting cum.
I have never sucked a cock before let alone six and also have never tasted cum but I was about to do both. I was instructed to suck all 6 cocks while I was on my knees. Bitch Kate had the cam going broadcasting to a few of her friends which was even more humiliating not knowing who or how many people were watching this degrading act I was performing.
Before I was allowed to suck a cock I had to ask each man, please may I suck your cock and swallow your cum. Then I would fall to my knees and take out his cock from his pants.
I sucked on cock number one he was not that big and he came in my mouth in 15 minutes with only a little cum to swallow. Cock number 2 was much bigger and lasted for 30 minutes before he came in my mouth but again not that much cum. Cock number 3 was about the same size and lasted again about 30 minutes but with more cum he filled my mouth. Cock number 4 was about the same. When I asked cock number 5 please may I suck your cock he said no. I had to plead and beg him to let me suck his cock. After I fell to my knees and took out his cock I almost fainted. It must have been 9 inches long and 3 inches thick. It was hard to get in my mouth but I managed to take in about 3 inches. I had to suck hard for a long time he lasted almost 1 hour. When he came I could have died with the amount of cum he shot down my throat but I managed and did not drip one drop of cum I was very proud of myself. When I asked cock number six please may I suck your cock he said of course enjoy yourself sissy slut. My knees were killing me from keeling and my jaw was aching from sucking cock for over 3 hours. When I took out his cock I screamed. It had to be 10 or 11 inches long and very thick about 4 inches. I opened my mouth as wide as I could but he was so big I only could get the tip of his monster cock in my mouth. I did everything I could not to gag. He was so big just the head of his cock filled my whole mouth and my jaw was killing me. Well I sucked and sucked the best I could and I was getting really horny thinking of his giant cock. I got so horny sucking that monster cock and looking forward to swallowing his cum I could not hold it any longer and came without even touching my cock shooting cum all over the place. When I came I let out a scream and his cock came out of my mouth and he shot cum all over my face and hair.
Everyone was applauding and laughing at the site of me cuming just by sucking a cock and not touching myself. I guess I am a real sissy slut after all.
In my next story it will be center stage for me.
I loved this story. I myself would love to be "forced" to suck cock in front of my wife and all her friends. I would love to suck all their husbands and boyfriends' cocks in front of everyone. I love cock so much and I love getting fucked, especially while I'm dressed as a sissy faggot slut.
Please continue with the next chapter and more stories. I can't wait.
I’d love to be used like that kisses Lacie sissyboy
I knew early on i was more female then male.Sisters who would play dress up with me as i became the third girl.As i got older they would still dress me in their clothes.One week end when mom and dad went out for the day the dress up started.This time things were different some how.First one of moms wigs her make up lip stick and face make up.A bra girdle belt stocking panties heels and a dress.They would make fun of me dressed and make fun of my hard on.We never had sex of any kind ever.But that changed when the men next door saw me dressed some how.I now would dress in my moms and sisters clothes when they all went out together.I was fully dress one day when he caught me.He would always come over to use one of dads tools.He walked in a caught me dressed.I froze not knowing what to do or say.All he said was how sexy i looked as a women.My face got really red no words would come out of my mouth.He asked if any one else was home and if not when would they be home.I told no one else was home and they would be gone all day.With that he grabbed my arm tight an pulled me in to my bed room.Took off my dress and panties duck taped me hands behind my back.As he stripped off his clothes i kept asking to let me go i wont tell any one please.Before i could say one more word he pushed his hard cock in my mouth.He made me suck his cock for a long time.He pulled out duck tape my mouth turned me over and started to fuck me hard.He fucked me for a long time before cuming in my ass.When he finished he told me i now was is sissy bitch.and would fuck and i would suck his cock when ever he wanted.
Wow what a very lucky guy you are. Getting to live the life of a true sissy slut. I cant wait for the day when a real man uses me as the sissy slut that I want to be. I’ve not got pass dressing up and playing with my toys. But I’m getting to the point where I’m going to put some requests for a daddy to come and use me on a few sissy sites. Thanks for sharing your story. I hope one day soon to have a story of my own.
Good story,I was aroused but distracted by the use of clit;I thought the pussy or cunt was a guy's sissyhole,not clit? Still,great story,more please!
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How many of you sissies enjoy slathering on that smooth, creamy, lipstick. For some of you that is your absolute FAVORITE part of getting all femmed up.
While so many girls and sissy girls clamor over the 50 shades of grey…THIS sissy falls over 50 shades of RED. This is what she had to say about her red lipstick:
I really love putting on and wearing women’s lipstick. It feels so smooth and sexy on my lips. The way is glides across them creating a slippery, shiny coating. It can never be a light shade, it always has to be a dark slutty color. The kind that stains my lips when I’m wearing it so I might not be able to hide it the next day.
To be a man wearing tons of bright red lipstick is embarrassing and exhilarating. But the feeling of it on my lips, the smell, the taste. Makes my heart pound in my chest.
The latest one, a color called “Tempt” is long-lasting, but also has some lip plumper in it. It makes my lips tingle as they become more pouty and the color sets into my skin.
Mistress Lillith loves making me put on tons and tons of it, making me ask repeatedly for more and more until I can not take it anymore. Then she makes me add more still.
I love that she is turning me into a helpless sissy lipstick addict for her amusement. I can’t resist the feeling when she tells me to “put on LOTS more” .
I fear my future as a lipstick slut, but I also can’t help but love the idea of having constantly red and shiny lips for everyone to see what a naughty little lipstick slut I have become for Mistress Lillith.
That was a lot of femininity to absorb and that shot in the arm toward the end helped me recover a little.
There’s of course another possibility–one that is deeply erotically humiliating–but I still suspect my gut instinct interpretation was correct.
My legs and chest feel different. Actually super weird is more apt.
It’s the strangest sensation but I swear I feel like my legs are wet all the time, like I’ve just gotten out of a pool. Does hair soak up moisture or something? Actually I think what’s happening is in the past when dry, the hairs protruded a bit and on contact with something they would trigger the nerve. Previously when getting out of water the hair would be weighed down by the weight of water and pressed flat against the skin, and wind or something else would trigger the nerve. Now without hair, any brush against the skin is triggering a sensation has historically been associated with wet hair and my mind is confusing the two. At least I think that’s the explanation but I’m not sure. I keep reaching down to brush water off my legs but they are dry and smooth. WHAT IS HAPPENING!?
The strangest, most surprising thing I still quite can’t get over though is my stomach. It’s like I don’t even recognize it. I look down but I’m still not quite convinced it’s my stomach and my belly button. I can hardly keep my hands off of it, feeling the smooth foreign skin over and over again.
For the first 18 hours a red bump appeared in place of every single hair that was ripped out.
Jessica assured me those would recede and they did.
I have smooth hairless skin from my neck down (okay, my arms still have some fine hair and i didn’t have my armpits waxed or my bikini line).
While my shoulders are a little broad, I don’t quite have the physique of a masculine male… Not many muscles anyway.
I’m acting and behaving girlier too : getting waxed, chatting about skin care with a pink haired girly girl, shopping for girly skin care products.
Something that’s kind of turning me on too is that the mantras feel different now. They feel … more effective and more real. Something about looking girly and doing girly things and having it repeated in my head is powerful.
It’s been a deep, erotic fantasy of mine for more than two decades to have hairless legs and a hairless chest. Always fantasized, never realized. That limit has just always been too far and out of reach. Until now.
My legs, chest and boobs look so much better too.
It’s amazing what can happen when all the sissy puzzle pieces fall into place.
One of the exciting things about being on sissy diaries and being exposed – is that it’s permanent. There was a time that I would take things down if asked nicely, but not anymore. You asked for exposure – and that is what you get exposure.
Now, we get to learn about Sissy Diane. We will be getting to know her together as we start HER sissy exposure journey, but – any sissy that wants to play in the sissy spotlight, is FUN by my standards.
Roy Bourne is from Tavistock, Devon in the UK. Sissy Diane is her true identity. I always view the masculine name as the mask – with the sissy name being your TRUE self. It is interesting to me how many sissies are married to someone that doesn’t know, or acknowledge or accept their sissy lifestyles. In this instance, Sissy Diane says, her wife doesn’t know. 
“I have hidden away for years as a closet sissy I am on Internet.
I want to be exposed by you so I cannot comeback and remove my exposure.
I love dressing and wearing make up. I am also into bdsm
I love bondage . Impact play . Forced feminisation .
I love sucking cocks and receiving anal which I have done a fair bit in past with fellow sissies and crossdressers .
I am totally submissive and a total bottom man.
Secrets I hide nobody really knows what I have done or do regards crossdressing at all other than people I have spoken to on various sissy sites i.e. Tumblr twitter etc.
I get a thrill from seeing my pics on internet .”
The internet is forever Diane. Even when posts and pictures are removed there is no telling who saw or if someone right clicked and saved. There are archives that save these pages as well and so nothing is fully removed.
Its fascinating how many exposed sissies there are on the internet. They hide in plain sight and yet are rarely seen by those closest to them.
I’ve seen countless pictures of Phyllis Laday – she is a beautiful blonde sissy that looks FANTASTIC in red. You could never convince me that she was EVER a ‘Phil’ – There is not a bone in my body that would ever believe her to be Phil from Northern California.
She will always and forever be Phyllis Laday
The world needs to know of this Sassy, Slutty Sissy – Half would be in awe, the other half will be lining up to get their cocks sucked by her. Many truckers have wiped smeared lipstick off of their cocks from the cock gobbler, Phyllis Laday.
I’m a mature cross dressing sissy in Northern California that needs exposure. I try to pretend to be Phil a strait male in my vanilla life but the fact is I love to make myself pretty from head to toe and enjoy dating masculine men that are into sissies(can’t believe there are so many men into sissies) and having sex with them.
I started out by just posting a few pics of me on AOL and was amazed how many men commented on me and sent me phone numbers and emails and it excited me. There was one local guy
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