u/Fembud11

▲ 5 r/SissyConfessionBooth+1 crossposts

My Giant Dick Daddy Part 3: I finally give in and buy a skirt

This is a part 3 in an ongoing series. Please be respectful of privacy I’m still so nervous to be posting these but also really enjoying sharing and getting feedback. Please leave comments about your favorite parts and if you want more.

I am in the parking lot and my heart is seriously pounding. I can’t believe I’m doing this. I’m at a sex shop on the outskirts of my not so progressive town. I can’t believe what I’m doing. IM BUYING A SKIRT TO WEAR FOR ANOTHER MAN TO FUCK ME IN. And even worse, it had escalated from a skirt to even more. Stockings, he made that clear. I wanted to please him so bad. My plan was a black skirt, pink and black stockings and white and black stockings. And maybe some cat ears if I could find them… he mentioned liking cute femboy cat boys as he called them. Every time I thought about it, I got incredibly excited and went into sexual over drive. I’d imagine his giant cock and me worshipping it in my little outfit and go crazy. I message him and tell him
I’m doing it and all I get back is “good boy, show me when it’s done”.

Thats all I need. I mindlessly get out of the car, walk in and immediately see a worker. I try to hide my face but the woman immediately says hello. She’s kind and gentle and can feel I’m nervous. I tell her im buying a skirt and some stockings…

“For my a friend…”

She looks me up and down, and I can tell she sees though me. But she’s nice.

“Let’s see if we can find her something” she says with a wink. I relax. The whole thing doesn’t take long, we find the perfect, very revealing micro skirt I know daddy will like. She helps me size it up. She looks me over and jokingly says “this friend, she has a bigger booty than most? And wide hips?”

I blush, as she looks over my figure. My ass is big as we know, so I shake my head and we grab the perfect size. I check out and it’s home. God I’m so excited. I should mention my dick was so hard the drive home I leaked onto my pants.

I rush in, rip everything out and try it on. After the rush I finally see myself in the mirror. I’ve got my skirt, the white and black stockings on with a cut off white tee shirt I made for the occasion that barely covers my nipples.

I take a moment to take myself in. I arch my ass out, my bubble cheeks plainly out to see but so cute underneath the micro skirt. I look like the cutest girl ever!!! I couldn’t believe it! I let out a squeal! I felt so cute and beautiful and ugh. I start swaying around and that’s when I notice my dick was SO HARD I leaked onto the floor. Pre cum flying everywhere.

I start flooding my daddy inbox with pics and he goes absolutely crazy. For the first time I feel like I have the upper hand. I take the most gorgeous pic of my ass and body and he returns with videos of him stroking his dick and talking down to me. Telling me how good I am for getting dressed up, for giving and letting him sissify me. Yes! That’s it, his dick is turning me into a sissy and I love it. We chat back and forth and I dress up when I can until finally we make a plan to meet. I drive down to meet him as per usual, but we agree when I get there I’ll go straight to his room close the door and then knock when I’m ready.

When I finally arrive I’m rock hard. I have a bag packed and I rush through the door. I immediately go to his room barely making eye contact and shut the door. I’m so nervous. I can’t believe I’m doing this. There’s no going back. In his room there’s a mirror and I watch as each item transforms me a little more. By the time I’m fully dressed, I’m looking cute and sexy and with the finishing touch I put them on. The cat ears. Something entirely for him, and yet I’ve grown to like it. I start moving like a cat in the mirror, slowly, sensually. I like the role. I go to the door, take a deep breath and knock three times. I rush back and get on my knees on the bed and put my hands up like a cute lil cat boy.

His reaction was amazinggggg. So much validation, “what a gooood cat boy you are”. I crawl around on the bed, and show my ass off in the skirt. He’s already pitching a tent in his sweat pants, shirt already off. I crawl to the floor, basically purring from my pussy as I pull his pants down and get to worship. I take him in immediately and get all the way down to the hilt as soon as I can. God I missed having my throat filled.

I pull it out and press it against my face, I’m looking so cute and I know it. For those who have followed this series, they’ve heard the moment I found my “voice”, my high pitched girly sissy voice he brought out of me when we fuck. Well I found out this day that in my skirt, with my gay little stockings on, my voice came out naturally. High pitched, adorable, I say:

“You like my cute little outfit? I did it for you. I did it for your cock”

He is in shock. His dick is the hardest I’ve ever seen it. He has created his perfect femboy.

Needless to say we fucked harder than we ever had before. I spent almost all of it with my ass arched, skirt on my ass getting pounded. We fucked rough. I was so much more ready for his size than before, practicing and having done it already. He was so much more aggressive in my new outfit. My voice was out of control, I begged and pleaded for more, shouting how perfect huge cock was.

“You’re sissy made now, I own this ass”

He did, and when he went to cum he made sure that was clear. He glazed my ass cheeks white with sooo much cum. It got all over my skirt. He told me out of breath, don’t wash this. I want to see my cum stains every time I fuck you.

We fucked twice more that day before I had to leave. It was harder to leave this time, and harder to change out of my skirt than ever before.

We made a plan to meet way sooner than we’d been able to in the past because of the distance. Our plan was to meet halfway at a sketchy hotel. “His little femboy whore in a hotel, sounds hot right?” I was trembling at the thought of how loud we’d be and how everyone could hear me… but that’s a story for another day ;)

reddit.com
u/Fembud11 — 12 days ago
▲ 20 r/BigCockStories+2 crossposts

My Giant Dick Daddy Part 2: He finally fucks me for the first time

This is a follow up from a previous story based on an on going hook up. Please respect the privacy of personal details but would love feedback on if people like these and want more, I have more written. So nervous to be sharing but also hope people like them :3

After the first day we chatted, I was desperate to experience him in person, but also terrified. Like absolutely petrified. I would chat with him almost every day, worshipping him, stripping for him, always stroking my dick until I came extremely hard. I started fucking myself to the thought of him, using my dildo that was maybe 1/2 his size, especially factoring in girth. I was desperate for him but as it turned out, he was two hours away. Both of us come from a pretty poor areas and both have shitty cars, so seeing each other was going to be a task. I knew I’d have to figure something out, and he definitely put me in the position of “if you want it, come get it”. If I’m honest, that both frustrated me but also really came off dominant. I started to realize he clearly had options with a beautiful dick like that and a good sub would know he has to put the effort in to please him.

Fuck. What was my brain doing. I literally felt helpless, I couldn’t focus on work, on friends, working out, nothing. All I could think about was dick and his voice. I would get home from work to videos of him stroking his huge dick, telling me I needed to come get hilted on his cock, I needed to let him show me what I am, a sissy faggot cock lover. Before him I never imagined this would work on me, but everytime he would send me something like that my heart would race, my voice would crack, and my dick would throb.

So finally I made a plan. I told my friend some story about how I got a work opportunity and I needed a nicer car to make it that far. He let me borrow his for the day, and so I excitedly told my daddy I could come to him. I was pleasantly surprised at how excited he seemed. Before he knew I was coming he seemed more removed, but now that I was coming he was much more caring and talkative. He also heavily increased the number of dick vids, massaging my mind and easing my nerves, which I admitted were so high. I was so scared to be borrowing a friends car just to drive 2 hours to let an older daddy with a donkey dick take me for his. The morning of I was pacing in my apartment, questioning if I should do this, questioning if I’d get found out, and questioning if I could ever keep living if I didn’t cure this fascination. That last thought won out. The whole drive there I was anxious, but so. Fucking. Horny. I was grinding my hole against the seat, and when I could I would rub my dick through my pants the way a woman rubs her pussy. I was so Randy and every chance I got I’d check in on messages where my daddy was dangling his dick for the camera, coaxing me more and more. Ugh I had to focus on the road. By the time I got there my pants were soaked with precum, my cock was throbbing and my mind was spinning.

He was waiting for me at the door and when he opened it, I felt so small. He was a bearish daddy with cute glasses and a nerdiness to him that reassured me he was nice and not a murderer. Idk why, but it relaxed me. He had a friend there, which I didn’t expect but the guy didn’t turn his back, locked in on a video game with very large noise cancelling headphones. He walked me back to his room, and then joked that “he’s used to it, don’t worry he won’t be listening.” Listening I thought? So this will get loud? Boy did I not know what was coming.

Finally, I’m in the room alone with him, and I know exactly what I want. First thing I do is expose my cute bubble butt, pulling my pants down slowly. He’s in hunting mode, I feel his boss press against my cheeks, his hand groping me. He pulls my pants down to the ground as my boy cock flings out and wobbles, pointing straight as an arrow. I lean into him, arching my back and I feel it, the giant log I know is in his sweat pants. I turn, and drop. To my knees, his bulge in my face, he looks down on me and grins. “Good little faggot wants to see it doesn’t he?” I can’t speak, my mouth is running saliva, I’m hungry. I press my face against his bulge, feeling the heat, feeling its strength. His hand grips my head as he pushes me in, I smell his musk. My dick throbs between my bent legs, still on my knees, I’m dripping pre cum on the floor. He pulls my head back with one hand and pulls his pants down slowly, I’m staring blankly, full bimbo brain. All I want is cock. It finally flops out, already mostly hard, and huge. No matter how many videos I had seen, nothing prepared me for how big it was. Immediately I suck it in like it’s instinct, his girth stretching my mouth more than it ever had been, his cock hitting my throat immediately.

I worship his cock, sucking like I never have, stretching my throat to its limits and he loves it. He can tell he eager I am, he knows he has me hooked and it’s time for positive reinforcement. He tells me how good I look sucking his cock, how pretty I am, how I was a ready made cock sucker. It filled my mind like hypnosis and I start moaning and whining, I start taking him out and beating him against my own face, degrading myself. I was pathetic for his cock. Just then, without at all planning it, I ask something I never in a million years imagined I would:

“Could you take a picture?”

I needed to see it to believe it. Was this really me? Was I really doing this?

“Of course baby”

I stand, go to my pile of clothes and pull my phone out. I remember I dropped my phone cuz my hands were shaking which he laughed at. My dick was so hard, I noticed for the first time. Purple, full of blood. I pull out the camera app and hand it to him, and immediately go back to the alter for worship. First I take a picture with it against my face, showing how big it is. He flips the phone, and oh my god, it’s me, my face is full of spit and precum, I look like a whorish cum slut, my hair is a mess. I ask him to take a video, and he does, showing me glucking away as he talks dirty into the camera.

“Good faggot slut wants to see how sexy he is with a big dick in his face”

I moan and in camera beat his dick against me again, then swallow him whole, as deep as I’ve ever gone, gagging and spitting every where.

“FUCK” he lets out. He puts the camera down and starts fucking my throat.

I was nothing but a hole for his dick. His big fat beautiful ego boosting cock. Just as I think I’m making Progress on getting him even close to cumming, he pulls me away. “It’s time, get on the bed”. I don’t dare defy him or ask questions, he’s in control. I know how he wants me, I throw myself onto his bed, my face down, my ass arched up. I know it looks pretty, I’d been sending him pics in this position for months. He finally has what he wants, my willing hole.

He shoves his face into my cheeks, I had cleaned them and not eaten the night before just to be so safe. I looked like a sissy with no hair as I shaved the night before. Immediately he pulls away and tells me how pretty my pussy is. All I can do is moan and thrust my hips back, I want more. He licks my pussy for a really long time, getting me sloppy and desperate. Finally I beg him, I need to feel it. He graciously pulls away, grabs lube from his desk and gets me even wetter, I felt like you could slide anything in me. We know why this was needed, cuz he was going to give me a bigger dick than id ever taken.

I felt the tip against my hole, as he reassures me. “Just breath, it’ll feel good soon”. I’m ready, I’ve been stretching myself as much as possible, and I feel him start. His dick comes to a nice tip a the girth is toward the middle, which is nice because it warms you up as you go. I let out a moan, still in my voice, as he gets the head and some change in. Fuck it’s so good, I start backing up. “Eager boy”, he says. “You want it?”

“PLEASE” I let out in a gasp. He pushes further, my moan gets longer and more drawn out.

“Half way baby, want me to stop”

Me, out of breath “keep going please”.

He pushes one more time, to the hilt. What happened next I now refer to as discovering “my voice”. As he hit the deepest he can get, what I now know was my second hole opened up and he slid right through. I felt so full. I felt skewered. I felt so much pain. But I never wanted him to leave. It all boiled over and all at once I let out a sound I’d never made before. My voice raised like 5 octaves, and I said “ohhhhhh fuckkkkk” in the highest pitch, girliest voice I’d ever let out.

“There she is” I hear him say. She? Yes, it’s me, your sissy voice, taking over.

“I’m going to get started now”

He starts fucking me for real. Quickening the pace, every thrust I moan in my voice, never getting lower in pitch. If someone were listening they’d think it was a woman. He’s loving it, talking down to me as he fucks me harder and harder using every inch. I can’t believe how quickly my ass got used to him. Every thrust felt better until it was pure ecstasy. I was absolutely gone mentally not thinking just feeling and reacting. His cock needed pleasure and I was his. He fucked me as hard as I could manage, every once in a while I’d ask him to slow down and he would oblige. He wasn’t mean, just dominate and I loved it all. He fucks me until he’s ready to cum and I want it so bad. He asks where I want it and I say can it be on my face? He pulls out and I collapse on my knees, as he strokes until he splooges all over my face, what felt like a gallon. I felt pure bliss as I am covered in his cum, my face, my body, my hole an absolute mess on the ground. He cums hard, I can tell he loved it, I did a good job. I feel so fucking proud.

We fucked 2 more times that day, even after I sheepishly tried to leave at one point. I got scared, in my head after the first time and he handled it calmly. Saying I could leave but his dick was still out. He caught me staring and started stroking and I immediately took my clothes back off and got back on my knees. What I knew in that moment is what I know every day now, that I’m hooked on his big cock, and the way he makes me feel like a sissy faggot.

Just before I leave, we smoke a joint and chat. He reassures me he’ll never tell anyone about me. He talks about how good I was and can tell I’m nervous I’m not good enough. I sheepishly, in what is such a sub move, ask “is there anything I could do to make it even better for you?”

“I love cute femboys. I’d love to see you in a skirt.”

A skirt? My mind is racing, and all I can feel is the strongest impulse I’ve ever had. Please him, you’d look so cute in a skirt.

But that’s a story for another day….

reddit.com
u/Fembud11 — 15 days ago
▲ 21 r/BigCockStories+2 crossposts

My Giant Dick Daddy Part 1: Turned me into a submissive bitch in one video

Please be patient with me as I’m very nervous to share this but do want to because I think this is too hot not to. Please don’t ask for personal details, but otherwise would love feedback on if people like this and want more! I will go ahead and share part 2 as well, let me know what you think and what your favorite parts are if you like it.

I remember the first time I heard his voice, speaking to me in a video, saying “good boy, I want you to worship this big daddy cock like a good little bitch”, I audibly, to myself with no one else in the room, moaned “uh oh”. The next video, his cock waving around, stiff as a bat at least 9 inches I swear. I audibly said “oh no”. I knew, even before I did, that I was obsessed.

His profile said 8.5 but I think he’s modest. I really didn’t know what I was doing when I messaged him. His profile read “8.5daddydick”, the profile a picture showing a man with grey hair taking a very dad style selfie. Mature, adorably bad at the internet, or so I thought, and honestly not my typical type.

I hesitated to message him at first, not even sure where my curiosity lied. I had only really hooked up with people my own age, and to this point, bi but mostly topped. I had a lot interest in bottoming recently so that part wasn’t so surprising I guess, but the older and interest in size… that was kind of new. I couldn’t get the number out of my head… 8.5 inches??? So big. What did that even look like? What would it feel like in my hands? Or in my face…

Woah, my dick was so hard. All these thoughts gave me this numb feeling in my head, butterflies in my stomach, and most importantly a straining, throbbing hard on to my cute 7 in “boy friend” dick. Fine, I’ll shoot him a message, and send a picture of my cute bubble butt. I had always been told my ass was nice, literally starting in middle school when the girls ranked me “best butt”. I had always felt good when people talked about it, and it made me so curious once I learned that people loved the feeling of having their ass fucked. I figured an ass this nice would be a waste not to at least try it.

ANYWAY, the butt does its trick, the man with the 8.5 inch cock is interested. He’s very confident and immediately sends me an album and my. Fucking. GOD. It’s perfect. The moment I set eyes on it my cock was leaking. Immediately I started jerking off, like mindlessly. I start loosening my grip because I don’t wanna come to fast, edging myself for maybe 5 seconds before I blast the hardest cum shot I ever had before. I let out a soft moan that was definitely louder than it should’ve been (I HAD ROOMMATES).

My heart is pounding, I can’t believe that just happened. I’m embarrassed, a bit ashamed. I clean myself up, I go get a drink of water. I come back. All I can think about is his cock. I immediately pull the chat back open, and nervously type out a response. First, I try to be a bit coy, “wow that’s a nice cock 🥰”. He immediately responds,

“you like that don’t you boy?”

“Woah I’ve never been called boy before… why do I like it?”

what did I just say??? I like being called boy?? I’m already hard again though, so something is happening. We keep chatting and he immediately begins the process of putting me in my place. I can’t describe how sexy he was, he was just so sure of himself and so sure that I would be fine just being a total sissy for him. He asked me for more pics and I told him I’d rather chat on a private app and that’s where he had me.

We start messaging, and that brings us to the beginning of this story. The video, my god i was hooked. It wasn’t just his beautiful cock which he was stroking in each one, but his voice. And what he was saying. It was the most demeaning shit I’ve ever heard. Calling me a fag, telling me I love that big dick, telling me he knows how to make a sissy out of me. All of this is rushing over me, and I just start flooding his inbox with pictures of my ass. I’m flexing and arching my back as much as I can, hidden in the bathroom, hoping my ass looks good enough to keep getting my videos.

I notice for the first time pre cum has been oozing out of my hard as rock dick. Like oozing onto the ground as I take photos in positions he asks me to. I feel so out of control. I need to stroke.

I throw some clothes back on and sneak back to my room, immediately strip them back off. Before I touch my dick I can feel I’m ready to burst. I pull up one of the videos he generously let me save, and I’ll never forget his words

“I’m gonna have you obsessed like a good faggot slut for this big daddy cock”

CUM. Every. Where. I blast so hard it hits my ceiling I’m not even kidding. My poor dick is red and purple from being so full of blood. From that moment… I was hooked. He lived far away, so it took some time to meet up. Between then we chatted almost everyday I swear, him teaching me more and more about submission to a perfect, beautiful daddy cock. But that’s a story for another day….

reddit.com
u/Fembud11 — 14 days ago

This is a follow up from a previous story of an ongoing encounter. Please be respectful of my privacy but enjoy the story, would love to hear feedback on parts 1 and 2 and if people want more. Thanks for reading and would love to hear specific details you like!

After the first day we chatted, I was desperate to experience him in person, but also terrified. Like absolutely petrified. I would chat with him almost every day, worshipping him, stripping for him, always stroking my dick until I came extremely hard. I started fucking myself to the thought of him, using my dildo that was maybe 1/2 his size, especially factoring in girth. I was desperate for him but as it turned out, he was two hours away. Both of us come from a pretty poor areas and both have shitty cars, so seeing each other was going to be a task. I knew I’d have to figure something out, and he definitely put me in the position of “if you want it, come get it”. If I’m honest, that both frustrated me but also really came off dominant. I started to realize he clearly had options with a beautiful dick like that and a good sub would know he has to put the effort in to please him.

Fuck. What was my brain doing. I literally felt helpless, I couldn’t focus on work, on friends, working out, nothing. All I could think about was dick and his voice. I would get home from work to videos of him stroking his huge dick, telling me I needed to come get hilted on his cock, I needed to let him show me what I am, a sissy faggot cock lover. Before him I never imagined this would work on me, but everytime he would send me something like that my heart would race, my voice would crack, and my dick would throb.

So finally I made a plan. I told my friend some story about how I got a work opportunity and I needed a nicer car to make it that far. He let me borrow his for the day, and so I excitedly told my daddy I could come to him. I was pleasantly surprised at how excited he seemed. Before he knew I was coming he seemed more removed, but now that I was coming he was much more caring and talkative. He also heavily increased the number of dick vids, massaging my mind and easing my nerves, which I admitted were so high. I was so scared to be borrowing a friends car just to drive 2 hours to let an older daddy with a donkey dick take me for his. The morning of I was pacing in my apartment, questioning if I should do this, questioning if I’d get found out, and questioning if I could ever keep living if I didn’t cure this fascination. That last thought won out. The whole drive there I was anxious, but so. Fucking. Horny. I was grinding my hole against the seat, and when I could I would rub my dick through my pants the way a woman rubs her pussy. I was so Randy and every chance I got I’d check in on messages where my daddy was dangling his dick for the camera, coaxing me more and more. Ugh I had to focus on the road. By the time I got there my pants were soaked with precum, my cock was throbbing and my mind was spinning.

He was waiting for me at the door and when he opened it, I felt so small. He was a bearish daddy with cute glasses and a nerdiness to him that reassured me he was nice and not a murderer. Idk why, but it relaxed me. He had a friend there, which I didn’t expect but the guy didn’t turn his back, locked in on a video game with very large noise cancelling headphones. He walked me back to his room, and then joked that “he’s used to it, don’t worry he won’t be listening.” Listening I thought? So this will get loud? Boy did I not know what was coming.

Finally, I’m in the room alone with him, and I know exactly what I want. First thing I do is expose my cute bubble butt, pulling my pants down slowly. He’s in hunting mode, I feel his boss press against my cheeks, his hand groping me. He pulls my pants down to the ground as my boy cock flings out and wobbles, pointing straight as an arrow. I lean into him, arching my back and I feel it, the giant log I know is in his sweat pants. I turn, and drop. To my knees, his bulge in my face, he looks down on me and grins. “Good little faggot wants to see it doesn’t he?” I can’t speak, my mouth is running saliva, I’m hungry. I press my face against his bulge, feeling the heat, feeling its strength. His hand grips my head as he pushes me in, I smell his musk. My dick throbs between my bent legs, still on my knees, I’m dripping pre cum on the floor. He pulls my head back with one hand and pulls his pants down slowly, I’m staring blankly, full bimbo brain. All I want is cock. It finally flops out, already mostly hard, and huge. No matter how many videos I had seen, nothing prepared me for how big it was. Immediately I suck it in like it’s instinct, his girth stretching my mouth more than it ever had been, his cock hitting my throat immediately.

I worship his cock, sucking like I never have, stretching my throat to its limits and he loves it. He can tell he eager I am, he knows he has me hooked and it’s time for positive reinforcement. He tells me how good I look sucking his cock, how pretty I am, how I was a ready made cock sucker. It filled my mind like hypnosis and I start moaning and whining, I start taking him out and beating him against my own face, degrading myself. I was pathetic for his cock. Just then, without at all planning it, I ask something I never in a million years imagined I would:

“Could you take a picture?”

I needed to see it to believe it. Was this really me? Was I really doing this?

“Of course baby”

I stand, go to my pile of clothes and pull my phone out. I remember I dropped my phone cuz my hands were shaking which he laughed at. My dick was so hard, I noticed for the first time. Purple, full of blood. I pull out the camera app and hand it to him, and immediately go back to the alter for worship. First I take a picture with it against my face, showing how big it is. He flips the phone, and oh my god, it’s me, my face is full of spit and precum, I look like a whorish cum slut, my hair is a mess. I ask him to take a video, and he does, showing me glucking away as he talks dirty into the camera.

“Good faggot slut wants to see how sexy he is with a big dick in his face”

I moan and in camera beat his dick against me again, then swallow him whole, as deep as I’ve ever gone, gagging and spitting every where.

“FUCK” he lets out. He puts the camera down and starts fucking my throat.

I was nothing but a hole for his dick. His big fat beautiful ego boosting cock. Just as I think I’m making Progress on getting him even close to cumming, he pulls me away. “It’s time, get on the bed”. I don’t dare defy him or ask questions, he’s in control. I know how he wants me, I throw myself onto his bed, my face down, my ass arched up. I know it looks pretty, I’d been sending him pics in this position for months. He finally has what he wants, my willing hole.

He shoves his face into my cheeks, I had cleaned them and not eaten the night before just to be so safe. I looked like a sissy with no hair as I shaved the night before. Immediately he pulls away and tells me how pretty my pussy is. All I can do is moan and thrust my hips back, I want more. He licks my pussy for a really long time, getting me sloppy and desperate. Finally I beg him, I need to feel it. He graciously pulls away, grabs lube from his desk and gets me even wetter, I felt like you could slide anything in me. We know why this was needed, cuz he was going to give me a bigger dick than id ever taken.

I felt the tip against my hole, as he reassures me. “Just breath, it’ll feel good soon”. I’m ready, I’ve been stretching myself as much as possible, and I feel him start. His dick comes to a nice tip a the girth is toward the middle, which is nice because it warms you up as you go. I let out a moan, still in my voice, as he gets the head and some change in. Fuck it’s so good, I start backing up. “Eager boy”, he says. “You want it?”

“PLEASE” I let out in a gasp. He pushes further, my moan gets longer and more drawn out.

“Half way baby, want me to stop”

Me, out of breath “keep going please”.

He pushes one more time, to the hilt. What happened next I now refer to as discovering “my voice”. As he hit the deepest he can get, what I now know was my second hole opened up and he slid right through. I felt so full. I felt skewered. I felt so much pain. But I never wanted him to leave. It all boiled over and all at once I let out a sound I’d never made before. My voice raised like 5 octaves, and I said “ohhhhhh fuckkkkk” in the highest pitch, girliest voice I’d ever let out.

“There she is” I hear him say. She? Yes, it’s me, your sissy voice, taking over.

“I’m going to get started now”

He starts fucking me for real. Quickening the pace, every thrust I moan in my voice, never getting lower in pitch. If someone were listening they’d think it was a woman. He’s loving it, talking down to me as he fucks me harder and harder using every inch. I can’t believe how quickly my ass got used to him. Every thrust felt better until it was pure ecstasy. I was absolutely gone mentally not thinking just feeling and reacting. His cock needed pleasure and I was his. He fucked me as hard as I could manage, every once in a while I’d ask him to slow down and he would oblige. He wasn’t mean, just dominate and I loved it all. He fucks me until he’s ready to cum and I want it so bad. He asks where I want it and I say can it be on my face? He pulls out and I collapse on my knees, as he strokes until he splooges all over my face, what felt like a gallon. I felt pure bliss as I am covered in his cum, my face, my body, my hole an absolute mess on the ground. He cums hard, I can tell he loved it, I did a good job. I feel so fucking proud.

We fucked 2 more times that day, even after I sheepishly tried to leave at one point. I got scared, in my head after the first time and he handled it calmly. Saying I could leave but his dick was still out. He caught me staring and started stroking and I immediately took my clothes back off and got back on my knees. What I knew in that moment is what I know every day now, that I’m hooked on his big cock, and the way he makes me feel like a sissy faggot.

Just before I leave, we smoke a joint and chat. He reassures me he’ll never tell anyone about me. He talks about how good I was and can tell I’m nervous I’m not good enough. I sheepishly, in what is such a sub move, ask “is there anything I could do to make it even better for you?”

“I love cute femboys. I’d love to see you in a skirt.”

A skirt? My mind is racing, and all I can feel is the strongest impulse I’ve ever had. Please him, you’d look so cute in a skirt.

But that’s a story for another day….

reddit.com
u/Fembud11 — 18 days ago

I am reposting this after getting scared and deleting this last week. This just felt too hot not to share. Very nervous to actually be sharing this but also it was exhilarating so trying to again. These are the first stories I’ve ever posted so feedback is welcome just don’t try to figure out personal details, I’d like to remain private. This is based on a real ongoing encounter and there’s other parts if people like this one. Let me know in the comments if you want more.

I remember the first time I heard his voice, speaking to me in a video, saying “good boy, I want you to worship this big daddy cock like a good little bitch”, I audibly, to myself with no one else in the room, moaned “uh oh”. The next video, his cock waving around, stiff as a bat at least 9 inches I swear. I audibly said “oh no”. I knew, even before I did, that I was obsessed.

His profile said 8.5 but I think he’s modest. I really didn’t know what I was doing when I messaged him. His profile read “8.5daddydick”, the profile a picture showing a man with grey hair taking a very dad style selfie. Mature, adorably bad at the internet, or so I thought, and honestly not my typical type.

I hesitated to message him at first, not even sure where my curiosity lied. I had only really hooked up with people my own age, and to this point, bi but mostly topped. I had a lot interest in bottoming recently so that part wasn’t so surprising I guess, but the older and interest in size… that was kind of new. I couldn’t get the number out of my head… 8.5 inches??? So big. What did that even look like? What would it feel like in my hands? Or in my face…

Woah, my dick was so hard. All these thoughts gave me this numb feeling in my head, butterflies in my stomach, and most importantly a straining, throbbing hard on to my cute 7 in “boy friend” dick. Fine, I’ll shoot him a message, and send a picture of my cute bubble butt. I had always been told my ass was nice. I had always felt good when people talked about it, and it made me so curious once I learned that people loved the feeling of having their ass fucked. I figured an ass this nice would be a waste not to at least try it.

ANYWAY, the butt does its trick, the man with the 8.5 inch cock is interested. He’s very confident and immediately sends me an album and my. Fucking. GOD. It’s perfect. The moment I set eyes on it my cock was leaking. Immediately I started jerking off, like mindlessly. I start loosening my grip because I don’t wanna come to fast, edging myself for maybe 5 seconds before I blast the hardest cum shot I ever had before. I let out a soft moan that was definitely louder than it should’ve been (I HAD ROOMMATES).

My heart is pounding, I can’t believe that just happened. I’m embarrassed, a bit ashamed. I clean myself up, I go get a drink of water. I come back. All I can think about is his cock. I immediately pull the chat back open, and nervously type out a response. First, I try to be a bit coy, “wow that’s a nice cock 🥰”. He immediately responds,

“you like that don’t you boy?”

“Woah I’ve never been called boy before… why do I like it?”

what did I just say??? I like being called boy?? I’m already hard again though, so something is happening. We keep chatting and he immediately begins the process of putting me in my place. I can’t describe how sexy he was, he was just so sure of himself and so sure that I would be fine just being a total sissy for him. He asked me for more pics and I told him I’d rather chat on a private app and that’s where he had me.

We start chatting, and that brings us to the beginning of this story. The video, my god i was hooked. It wasn’t just his beautiful cock which he was stroking in each one, but his voice. And what he was saying. It was the most demeaning shit I’ve ever heard. Calling me a fag, telling me I love that big dick, telling me he knows how to make a sissy out of me. All of this is rushing over me, and I just start flooding his inbox with pictures of my ass. I’m flexing and arching my back as much as I can, hidden in the bathroom, hoping my ass looks good enough to keep getting my videos.

I notice for the first time pre cum has been oozing out of my hard as rock dick. Like oozing onto the ground as I take photos in positions he asks me to. I feel so out of control. I need to stroke.

I throw some clothes back on and sneak back to my room, immediately strip them back off. Before I touch my dick I can feel I’m ready to burst. I pull up one of the videos he generously let me save, and I’ll never forget his words

“I’m gonna have you obsessed like a good faggot slut for this big daddy cock”

CUM. Every. Where. I blast so hard it hits my ceiling I’m not even kidding. My poor dick is red and purple from being so full of blood. From that moment… I was hooked. He lived far away, so it took some time to meet up. Between then we chatted almost everyday I swear, him teaching me more and more about submission to a perfect, beautiful daddy cock. But that’s a story for another day….

reddit.com
u/Fembud11 — 18 days ago

There was some really nice feedback on my first share ever so here is the follow up! Would love to hear which details people are enjoying the most. This is so scary but exciting for me, thank you for reading! If you’re new, part 1 is also posted. And make sure to comment if you want part 3 :3

After the first day we chatted, I was desperate to experience him in person, but also terrified. Like absolutely petrified. I would chat with him almost every day, worshipping him, stripping for him, always stroking my dick until I came extremely hard. I started fucking myself to the thought of him, using my dildo that was maybe 1/2 his size, especially factoring in girth. I was desperate for him but as it turned out, he was two hours away. Both of us come from a pretty poor areas and both have shitty cars, so seeing each other was going to be a task. I knew I’d have to figure something out, and he definitely put me in the position of “if you want it, come get it”. If I’m honest, that both frustrated me but also really came off dominant. I started to realize he clearly had options with a beautiful dick like that and a good sub would know he has to put the effort in to please him.

Fuck. What was my brain doing. I literally felt helpless, I couldn’t focus on work, on friends, working out, nothing. All I could think about was dick and his voice. I would get home from work to videos of him stroking his huge dick, telling me I needed to come get hilted on his cock, I needed to let him show me what I am, a sissy faggot cock lover. Before him I never imagined this would work on me, but everytime he would send me something like that my heart would race, my voice would crack, and my dick would throb.

So finally I made a plan. I told my friend some story about how I got a work opportunity and I needed a nicer car to make it that far. He let me borrow his for the day, and so I excitedly told my daddy I could come to him. I was pleasantly surprised at how excited he seemed. Before he knew I was coming he seemed more removed, but now that I was coming he was much more caring and talkative. He also heavily increased the number of dick vids, massaging my mind and easing my nerves, which I admitted were so high. I was so scared to be borrowing a friends car just to drive 2 hours to let an older daddy with a donkey dick take me for his. The morning of I was pacing in my apartment, questioning if I should do this, questioning if I’d get found out, and questioning if I could ever keep living if I didn’t cure this fascination. That last thought won out. The whole drive there I was anxious, but so. Fucking. Horny. I was grinding my hole against the seat, and when I could I would rub my dick through my pants the way a woman rubs her pussy. I was so Randy and every chance I got I’d check in on messages where my daddy was dangling his dick for the camera, coaxing me more and more. Ugh I had to focus on the road. By the time I got there my pants were soaked with precum, my cock was throbbing and my mind was spinning.

He was waiting for me at the door and when he opened it, I felt so small. He was a bearish daddy with cute glasses and a nerdiness to him that reassured me he was nice and not a murderer. Idk why, but it relaxed me. He had a friend there, which I didn’t expect but the guy didn’t turn his back, locked in on a video game with very large noise cancelling headphones. He walked me back to his room, and then joked that “he’s used to it, don’t worry he won’t be listening.” Listening I thought? So this will get loud? Boy did I not know what was coming.

Finally, I’m in the room alone with him, and I know exactly what I want. First thing I do is expose my cute bubble butt, pulling my pants down slowly. He’s in hunting mode, I feel his boss press against my cheeks, his hand groping me. He pulls my pants down to the ground as my boy cock flings out and wobbles, pointing straight as an arrow. I lean into him, arching my back and I feel it, the giant log I know is in his sweat pants. I turn, and drop. To my knees, his bulge in my face, he looks down on me and grins. “Good little faggot wants to see it doesn’t he?” I can’t speak, my mouth is running saliva, I’m hungry. I press my face against his bulge, feeling the heat, feeling its strength. His hand grips my head as he pushes me in, I smell his musk. My dick throbs between my bent legs, still on my knees, I’m dripping pre cum on the floor. He pulls my head back with one hand and pulls his pants down slowly, I’m staring blankly, full bimbo brain. All I want is cock. It finally flops out, already mostly hard, and huge. No matter how many videos I had seen, nothing prepared me for how big it was. Immediately I suck it in like it’s instinct, his girth stretching my mouth more than it ever had been, his cock hitting my throat immediately.

I worship his cock, sucking like I never have, stretching my throat to its limits and he loves it. He can tell he eager I am, he knows he has me hooked and it’s time for positive reinforcement. He tells me how good I look sucking his cock, how pretty I am, how I was a ready made cock sucker. It filled my mind like hypnosis and I start moaning and whining, I start taking him out and beating him against my own face, degrading myself. I was pathetic for his cock. Just then, without at all planning it, I ask something I never in a million years imagined I would:

“Could you take a picture?”

I needed to see it to believe it. Was this really me? Was I really doing this?

“Of course baby”

I stand, go to my pile of clothes and pull my phone out. I remember I dropped my phone cuz my hands were shaking which he laughed at. My dick was so hard, I noticed for the first time. Purple, full of blood. I pull out the camera app and hand it to him, and immediately go back to the alter for worship. First I take a picture with it against my face, showing how big it is. He flips the phone, and oh my god, it’s me, my face is full of spit and precum, I look like a whorish cum slut, my hair is a mess. I ask him to take a video, and he does, showing me glucking away as he talks dirty into the camera.

“Good faggot slut wants to see how sexy he is with a big dick in his face”

I moan and in camera beat his dick against me again, then swallow him whole, as deep as I’ve ever gone, gagging and spitting every where.

“FUCK” he lets out. He puts the camera down and starts fucking my throat.

I was nothing but a hole for his dick. His big fat beautiful ego boosting cock. Just as I think I’m making Progress on getting him even close to cumming, he pulls me away. “It’s time, get on the bed”. I don’t dare defy him or ask questions, he’s in control. I know how he wants me, I throw myself onto his bed, my face down, my ass arched up. I know it looks pretty, I’d been sending him pics in this position for months. He finally has what he wants, my willing hole.

He shoves his face into my cheeks, I had cleaned them and not eaten the night before just to be so safe. I looked like a sissy with no hair as I shaved the night before. Immediately he pulls away and tells me how pretty my pussy is. All I can do is moan and thrust my hips back, I want more. He licks my pussy for a really long time, getting me sloppy and desperate. Finally I beg him, I need to feel it. He graciously pulls away, grabs lube from his desk and gets me even wetter, I felt like you could slide anything in me. We know why this was needed, cuz he was going to give me a bigger dick than id ever taken.

I felt the tip against my hole, as he reassures me. “Just breath, it’ll feel good soon”. I’m ready, I’ve been stretching myself as much as possible, and I feel him start. His dick comes to a nice tip a the girth is toward the middle, which is nice because it warms you up as you go. I let out a moan, still in my voice, as he gets the head and some change in. Fuck it’s so good, I start backing up. “Eager boy”, he says. “You want it?”

“PLEASE” I let out in a gasp. He pushes further, my moan gets longer and more drawn out.

“Half way baby, want me to stop”

Me, out of breath “keep going please”.

He pushes one more time, to the hilt. What happened next I now refer to as discovering “my voice”. As he hit the deepest he can get, what I now know was my second hole opened up and he slid right through. I felt so full. I felt skewered. I felt so much pain. But I never wanted him to leave. It all boiled over and all at once I let out a sound I’d never made before. My voice raised like 5 octaves, and I said “ohhhhhh fuckkkkk” in the highest pitch, girliest voice I’d ever let out.

“There she is” I hear him say. She? Yes, it’s me, your sissy voice, taking over.

“I’m going to get started now”

He starts fucking me for real. Quickening the pace, every thrust I moan in my voice, never getting lower in pitch. If someone were listening they’d think it was a woman. He’s loving it, talking down to me as he fucks me harder and harder using every inch. I can’t believe how quickly my ass got used to him. Every thrust felt better until it was pure ecstasy. I was absolutely gone mentally not thinking just feeling and reacting. His cock needed pleasure and I was his. He fucked me as hard as I could manage, every once in a while I’d ask him to slow down and he would oblige. He wasn’t mean, just dominate and I loved it all. He fucks me until he’s ready to cum and I want it so bad. He asks where I want it and I say can it be on my face? He pulls out and I collapse on my knees, as he strokes until he splooges all over my face, what felt like a gallon. I felt pure bliss as I am covered in his cum, my face, my body, my hole an absolute mess on the ground. He cums hard, I can tell he loved it, I did a good job. I feel so fucking proud.

We fucked 2 more times that day, even after I sheepishly tried to leave at one point. I got scared, in my head after the first time and he handled it calmly. Saying I could leave but his dick was still out. He caught me staring and started stroking and I immediately took my clothes back off and got back on my knees. What I knew in that moment is what I know every day now, that I’m hooked on his big cock, and the way he makes me feel like a sissy faggot.

Just before I leave, we smoke a joint and chat. He reassures me he’ll never tell anyone about me. He talks about how good I was and can tell I’m nervous I’m not good enough. I sheepishly, in what is such a sub move, ask “is there anything I could do to make it even better for you?”

“I love cute femboys. I’d love to see you in a skirt.”

A skirt? My mind is racing, and all I can feel is the strongest impulse I’ve ever had. Please him, you’d look so cute in a skirt.

But that’s a story for another day….

reddit.com
u/Fembud11 — 20 days ago

I’ve never shared a sex story before but this is from a real ongoing encounter I’ve been having and it’s too hot not to share. Please don’t ask for personal details I won’t share them. If the response is positive I have two other parts written that get much more exciting.

I remember the first time I heard his voice, speaking to me in a video, saying “good boy, I want you to worship this big daddy cock like a good little bitch”, I audibly, to myself with no one else in the room, moaned “uh oh”. The next video, his cock waving around, stiff as a bat at least 9 inches I swear. I audibly said “oh no”. I knew, even before I did, that I was obsessed.

His profile said 8.5 but I think he’s modest. I really didn’t know what I was doing when I messaged him. His profile read “8.5daddydick”, the profile a picture showing a man with grey hair taking a very dad style selfie. Mature, adorably bad at the internet, or so I thought, and honestly not my typical type.

I hesitated to message him at first, not even sure where my curiosity lied. I had only really hooked up with people my own age, and to this point, bi but mostly topped. I had a lot interest in bottoming recently so that part wasn’t so surprising I guess, but the older and interest in size… that was kind of new. I couldn’t get the number out of my head… 8.5 inches??? So big. What did that even look like? What would it feel like in my hands? Or in my face…

Woah, my dick was so hard. All these thoughts gave me this numb feeling in my head, butterflies in my stomach, and most importantly a straining, throbbing hard on to my cute 7 in “boy friend” dick. Fine, I’ll shoot him a message, and send a picture of my cute bubble butt. I had always been told my ass was nice, literally starting in middle school when the girls ranked me “best butt”. I had always felt good when people talked about it, and it made me so curious once I learned that people loved the feeling of having their ass fucked. I figured an ass this nice would be a waste not to at least try it.

ANYWAY, the butt does its trick, the man with the 8.5 inch cock is interested. He’s very confident and immediately sends me an album and my. Fucking. GOD. It’s perfect. The moment I set eyes on it my cock was leaking. Immediately I started jerking off, like mindlessly. I start loosening my grip because I don’t wanna come to fast, edging myself for maybe 5 seconds before I blast the hardest cum shot I ever had before. I let out a soft moan that was definitely louder than it should’ve been (I HAD ROOMMATES).

My heart is pounding, I can’t believe that just happened. I’m embarrassed, a bit ashamed. I clean myself up, I go get a drink of water. I come back. All I can think about is his cock. I immediately pull the chat back open, and nervously type out a response. First, I try to be a bit coy, “wow that’s a nice cock 🥰”. He immediately responds,

“you like that don’t you boy?”

“Woah I’ve never been called boy before… why do I like it?”

what did I just say??? I like being called boy?? I’m already hard again though, so something is happening. We keep chatting and he immediately begins the process of putting me in my place. I can’t describe how sexy he was, he was just so sure of himself and so sure that I would be fine just being a total sissy for him. He asked me for more pics and I told him I’d rather chat on snap and that’s where he had me.

We start snapping, and that brings us to the beginning of this story. The video, my god i was hooked. It wasn’t just his beautiful cock which he was stroking in each one, but his voice. And what he was saying. It was the most demeaning shit I’ve ever heard. Calling me a fag, telling me I love that big dick, telling me he knows how to make a sissy out of me. All of this is rushing over me, and I just start flooding his inbox with pictures of my ass. I’m flexing and arching my back as much as I can, hidden in the bathroom, hoping my ass looks good enough to keep getting my videos.

I notice for the first time pre cum has been oozing out of my hard as rock dick. Like oozing onto the ground as I take photos in positions he asks me to. I feel so out of control. I need to stroke.

I throw some clothes back on and sneak back to my room, immediately strip them back off. Before I touch my dick I can feel I’m ready to burst. I pull up one of the videos he generously let me save, and I’ll never forget his words

“I’m gonna have you obsessed like a good faggot slut for this big daddy cock”

CUM. Every. Where. I blast so hard it hits my ceiling I’m not even kidding. My poor dick is red and purple from being so full of blood. From that moment… I was hooked. He lived far away, so it took some time to meet up. Between then we chatted almost everyday I swear, him teaching me more and more about submission to a perfect, beautiful daddy cock. But that’s a story for another day….

reddit.com
u/Fembud11 — 21 days ago
▲ 20 r/SissyConfessionBooth+1 crossposts

I’ve never shared a sex story before but this is from a real ongoing encounter I’ve been having and it’s too hot not to share. Please don’t ask for personal details I won’t share them. If the response is positive I have two other parts written that get much more exciting.

I remember the first time I heard his voice, speaking to me in a video, saying “good boy, I want you to worship this big daddy cock like a good little bitch”, I audibly, to myself with no one else in the room, moaned “uh oh”. The next video, his cock waving around, stiff as a bat at least 9 inches I swear. I audibly said “oh no”. I knew, even before I did, that I was obsessed.

His profile said 8.5 but I think he’s modest. I really didn’t know what I was doing when I messaged him. His profile read “8.5daddydick”, the profile a picture showing a man with grey hair taking a very dad style selfie. Mature, adorably bad at the internet, or so I thought, and honestly not my typical type.

I hesitated to message him at first, not even sure where my curiosity lied. I had only really hooked up with people my own age, and to this point, bi but mostly topped. I had a lot interest in bottoming recently so that part wasn’t so surprising I guess, but the older and interest in size… that was kind of new. I couldn’t get the number out of my head… 8.5 inches??? So big. What did that even look like? What would it feel like in my hands? Or in my face…

Woah, my dick was so hard. All these thoughts gave me this numb feeling in my head, butterflies in my stomach, and most importantly a straining, throbbing hard on to my cute 7 in “boy friend” dick. Fine, I’ll shoot him a message, and send a picture of my cute bubble butt. I had always been told my ass was nice, literally starting in middle school when the girls ranked me “best butt”. I had always felt good when people talked about it, and it made me so curious once I learned that people loved the feeling of having their ass fucked. I figured an ass this nice would be a waste not to at least try it.

ANYWAY, the butt does its trick, the man with the 8.5 inch cock is interested. He’s very confident and immediately sends me an album and my. Fucking. GOD. It’s perfect. The moment I set eyes on it my cock was leaking. Immediately I started jerking off, like mindlessly. I start loosening my grip because I don’t wanna come to fast, edging myself for maybe 5 seconds before I blast the hardest cum shot I ever had before. I let out a soft moan that was definitely louder than it should’ve been (I HAD ROOMMATES).

My heart is pounding, I can’t believe that just happened. I’m embarrassed, a bit ashamed. I clean myself up, I go get a drink of water. I come back. All I can think about is his cock. I immediately pull the chat back open, and nervously type out a response. First, I try to be a bit coy, “wow that’s a nice cock 🥰”. He immediately responds,

“you like that don’t you boy?”

“Woah I’ve never been called boy before… why do I like it?”

what did I just say??? I like being called boy?? I’m already hard again though, so something is happening. We keep chatting and he immediately begins the process of putting me in my place. I can’t describe how sexy he was, he was just so sure of himself and so sure that I would be fine just being a total sissy for him. He asked me for more pics and I told him I’d rather chat on another app and that’s where he had me.

We start sending stuff back an forth, and that brings us to the beginning of this story. The video, my god i was hooked. It wasn’t just his beautiful cock which he was stroking in each one, but his voice. And what he was saying. It was the most demeaning shit I’ve ever heard. Calling me a fag, telling me I love that big dick, telling me he knows how to make a sissy out of me. All of this is rushing over me, and I just start flooding his inbox with pictures of my ass. I’m flexing and arching my back as much as I can, hidden in the bathroom, hoping my ass looks good enough to keep getting my videos.

I notice for the first time pre cum has been oozing out of my hard as rock dick. Like oozing onto the ground as I take photos in positions he asks me to. I feel so out of control. I need to stroke.

I throw some clothes back on and sneak back to my room, immediately strip them back off. Before I touch my dick I can feel I’m ready to burst. I pull up one of the videos he generously let me save, and I’ll never forget his words

“I’m gonna have you obsessed like a good faggot slut for this big daddy cock”

CUM. Every. Where. I blast so hard it hits my ceiling I’m not even kidding. My poor dick is red and purple from being so full of blood. From that moment… I was hooked. He lived far away, so it took some time to meet up. Between then we chatted almost everyday I swear, him teaching me more and more about submission to a perfect, beautiful daddy cock. But that’s a story for another day….

reddit.com
u/Fembud11 — 20 days ago