Sissy boyfriend

    So when I was dating a former girlfriend, after a year or so of dating I decided that it was time to let her know about all my fetishes and dirty little secrets, and while she was surprised, she accepted it and said that she was open to my ideas (which made me very happy) But little did I know just how open she really was. One boring day we decide to play a game of blackjack (i’m not the best but do know the basics of the game) my girlfriend at the time decided that we have a wager, so I tell her “well what did you have in mind?” She says “ If you win, i’ll do anything you ask for the whole following day, but if I win, you do anything I ask all day tomorrow” so of course I agree to the wager and we start, my girlfriend ends up beating me by a landslide victory on our last game. So tomorrow I would be at her complete mercy (not knowing if that was good or bad) but was soon to find out. The following morning I wake up and my girlfriend isn’t in bed, so I get up and walk into the kitchen to find some items on the table. When I get to the table I find: A beautiful hot pink maid’s uniform with white petticoats, a pair of hot pink stockings, pink high heels that had what seemed to be ankle cuffs attached to them, both had small heart shaped padlocks beside each shoe, there was also what looked like a bra with a very large pair of fake breasts built right into them, a pair of lace panties covered with pink hearts, a bright blonde wig and a note beside that read “Dear Kailee, I went shopping for a few things that I forgot, I want you to take a shower, use my girly smelling body wash and I want everythingcompletely shaven, afterwards get dressed with everything on the table and wait for me in the living room, see you soon sissy boy<3” I was immediately erect and my heart was racing, I couldn’t believe this was happening! I rushed upstairs and got all cleaned up, shaved my face, arms, armpits, chest, privates and legs, then I went back into the kitchen, covered by nothing but a towel, my heart was racing with excitement, I started with the fake breast bra, then uniform, then the stockings, locked on the heels, positioned the wig, last was the panties, which was almost too difficult to get on with my hard cock, but I managed to get it on. I then wait in the living room, all dressed up and ready for her next command, I then hear the front door open, she’s carrying 2 handfuls of bags. She then starts to empty the contents of the bag to reveal: A pink chastity device, a pink vibrating butt plug, a leather paddle, handcuffs & ankle cuffs, a roll of duct tape and a bright pink collar that read “Sissy Kailee” on the front. She sat me down in the bathroom and started putting makeup on me, eyeliner, eye shadow, foundation, concealer and lastly bright red lipstick. She moved to the side so I could look at myself in the mirror, it was incredible.. I looked just like a pretty little girl, my cheeks burned red as she started cooing and telling me what a pretty girl I was. She then called me back to the kitchen, first was the chastity device (which was a very tight squeeze) then the handcuffs & ankle cuffs, then she put on my collar and locked another heart shaped padlock on the back. She then hooked a leash to the front of the collar and led me to the back door (that’s when I started to panic) I said “where are we going?! I don’t want anyone to see me like this!” She said “hush your mouth! We’re going for a little ride sissy and if I hear another word i’ll make you be quite!) I protested and said “No please don’t take me outside!” That’s when she walked back to the table and grabbed the duct tape and the vibrating plug, she slips off her panties, completely soaking wet from all the excitement, she then shoves them into my mouth and wraps the duct tape over my mouth and around my head, “ I told you I didn’t want to hear another word out of you, now I have to tape your sissy mouth shut so we can continue our fun hehe!” The smell of her pussy lingers into my nostrils and the taste fills my entire mouth, I try to make a sound but I cant make out a peep. She then proceeds to walk me outside to the car, luckily nobody was to be seen outside, she then shoves me face down into the backseat, pulls down my panties and starts to put lube on her fingers, “I almost forgot to give you your toy that I picked up today, I’m sure your sissy booty will love it” she then slides 2 fingers into my ass and slowly starts to finger bang me, she does this for about 5 minutes or so before sticking the plug in my ass. She then turns the power to the highest setting, the vibrations are so strong I can hear my butt cheeks shaking! My locked up cock is starting to ache from trying to get erect, I start to moan and groan as a small wet spot appears in my panties, “looks like your enjoying that toy, I’ll just leave it in for the ride” she says. She then drives me about 10 miles outside of town into the country (hardly any houses to be seen) she then turns down what seems to be trail just small enough for our car that leads back through A wooded area, she stops once we are not visible from the road, she then opens the glove box to reveal a very realistic 8 inch strapon, gets out, climbs into that back seat with me and starts putting on the huge strapon. “Stick that cute ass in the air sissy!” She says, I do as she says and stick my butt up in the air, she pulls out the plug, still buzzing away, she applies more lube to my sore gaping asshole, then starts stroking it onto her massive rubber cock, I try to protest, but the cum soaked panties and duct tape keep any noise from escaping my painted lips. She slides the rubber cock into my ass, completely filling me up, I whimper and moan as she starts to hump my ass faster and faster until she is full on fucking me up my ass, as if i’m a cheap hooker she found on the corner. This continues for nearly 2 hours before she finally tires out, my ass has never felt so sore and little did I realize that I even came all over the back seat, “Well it looks like someone enjoyed themselves” she said “you made a big mess in here, so you’re going to clean it up!” She then untaped my mouth and removed her now spit soaked panties, “lick it all up” she says, I just hesitate, not really wanting to do such a humiliating act, “I said lick it up sissy!” She yells as she pushes my face onto the cum soaked seat, I start to lick it up and swallow every last drop on the seat, “Good girl, lick up all of that sissy goo!” She says, after I finish, she takes off the strap-on that was used to violate me and she stuffs the 8 inch dildo down my throat! She starts to wrap duct tape around the base of the dildo and my head, so it’ll be impossible for me to spit out, I start to gag and feel as if i’m choking, breathe through your nose!“ She tells me, I start sucking fresh air through my nostrils as hard as I can, she keeps me that way the entire car ride back home. Once she leads me by my collar back into the house, she removes the dildo from my mouth, spit dripping down my chin and the taste of my own ass in my mouth, I start begging her to release me, “please, no more” I plead, as she stands in front of me with the leather paddle, “Last time I checked, I won our little bet, so your ass is mine sissy!” She said as she bent me over her lap starting to mercilessly spank my bare bottom with the leather paddle, I squealed for her to stop as she counted ever smack of my ass, counting all the way to 100. She then told me to stand up as I wimpered and sniveled, tears beginning to well up in my eyes, she begins to wipe them away as to not ruin my makeup, she then leaves and comes back with what looked like a pink diaper bag, she then pulls out a diaper and a rather larger pacifier with straps attached to it, she puts the pacifier in my mouth, the large tit completely filling it up, then tells me to lay on the couch, she starts to put baby powder on my bottom and my locked up clitty, telling me that i’m going to be her pretty little baby for the rest of the night, she puts the diaper on me and pats my bottom. She then grabs the leash still attached to my collar and leads me into our guest bedroom, to my surprise there is a large adult size baby crib is sitting in the corner, covered with pretty pink sheets, a large stuffed teddy bear and fitted with restraints on all corners. “It’ll take a little time, but we’ll turn this into the cutest nursery ever! Hehe!” She said with excitement, “ Now my little baby girl has had a long day, so I think it’s nap time” she removes my ankle cuffs and handcuffs and straps me into my new crib for the night, I try to speak, but my words are muffled by the large pacifier strapped into my mouth, she removes it so I can repeat what I said, and I tell her “I love you, so much” With a big smile on her face, she kisses me and says “Mommy loves you too sweetheart” She then straps the pacifier back into my mouth, lays a cute white blanket covered with pink hearts over me, turns out the light and says “I think we’ll just make this last the rest of the week, see you tomorrow my sweet baby” then closes the door. There I laid, completely restrained, mouth filled to the cheeks with a very large pacifier, a padded diaper as my only bathroom until morning, I was completely helpless and under her complete control, and I’ve never been happier.

    bemyundoing

    Alright I'll bite. What are some ideas you have for teasing boys?

    Well I’m all about nibbling around your body. Starting with making out and grinding, nibbling on your lips. Finding the sweet spot for them, whether its on your neck or ear or collarbone. Just scratching with my teeth. Maybe I’m a bit possessive, making some hickeys so people know you’re mine. Hopefully you’re nipples are sensitive. Playing with one while bitting at the other and blowing on it. Playing with sensations.

    Or maybe we’re back to me sitting on your lap, grinding against you and your face is in my boobs. They’re nice to hold and squeeze and play with. I bet you want to suck my nipples.

    I’m definitely up for putting my hand down your pants while we’re making out. Stroking your cock while playing with your balls. Pressing against your perineum. Pushing a finger against your asshole, just playing with it. Circling it, feeling you physically begging me to put a finger in, but I’ll just play with it for a while.  Maybe put the tip of one finger in when you get really desperate.

    There’s the many ways of teasing during a hand/blow job. The different tightnesses I could use, as well as speeds. Maybe I’ll stroke you tightly but oh so slowly. Or so gently you can barely feel it, but you also can’t not feel it. I could just play with the head and squeeze and stroke it until you’re out of your mind with pleasure. Or maybe just grip the base and squeeze periodically. Place kitten licks along your cock. Never taking it fully into my mouth, just licking it, up and down, lightly. I could take just the head into my mouth and suck on it like its a lollypop, slowly stroking the rest.

    Need I go on 😘

    bemyundoing

    So thank y'all for liking and rebloggong this post! It seems to have struck a chord with some of you. I’ve had a bunch of requests for me to continue, so I thought I’d list a few more ideas.

    So another way I could tease you is one of my favorite fantasies. So you’re laying on your back and I’m sitting on your face. For some just the act of eating me out would be enough, but do I stop there, no. I would slowly walk my self to lay across your body, stopping and pinching your nipples along the way. And then rest my head facing your cock. Blow on the head, literally, with soft bursts of air. Maybe just kiss it a bit. If you get distracted from trying to make me cum, i would grab your balls and squeeze a bit.

    Or maybe you’re ties to my bed. All spread out for me. I would be sitting between your thighs and just stroke your pernium. Putting slight pressure on it. Cupping your balls. Slowly bringing my finger down and circling your hole. Putting slight pressure and then when you push back against it I’ll move my finger back. Remember these are teases.

    Or maybe you’ve been good and deserve my finger. Maybe I push one in and find your prostate. I’ll have one finger inside pressing against it and my thumb against your pernium and just massage you until your leaking. Milking your cock without letting you cum. Can you feel it spilling out of you. No way to stop it.

    Or maybe I’ll lean over and you’ll think I’m going to give you a blow job. But no, I’ll lick from the top of your cock down to the base, around each of your balls and then continue. All the way back and lick around your ass hole. Twirling my tongue around it, feeling it twitch and pulse. Push in a little, making out with your ass. Getting you open and relaxed for me.

    I think that’s a good continuation for now. Hope y'all like it! 😘

    Married bliss Part Two

    as promised, part two of my story.  As before, if you like it I’ll continue.  Heavily influenced by Miss Sadie Stern’s monthly

    Part two:

    Newly caged and still tied to the bed by his wife Jane and her best friend Sarah, Phil was terrified.  Jane pulled her soiled panties out of his mouth and said “you had better behave yourself if you hold any hope at all of being released from that steel cage for an orgasm, understand?”  Phil gulped and nodded his head, he was both scared and aroused, by this turn of events.

    Sarah and Jane untied him, pulled him off the bed and pushed Phil into a kneeling position.  Jane fastened a thick leather collar around his neck and attached a leash to it.  Giving a sharp yank on the collar she ordered him to stay.  Sarah spoke “You’ve neglected your wife, you’ve spent your time masturbating over chastity and female domination porn on Tumblr and now you’ve been caught.  I think you’ll find that your fantasy isn’t as easy as you think”.   Jane continued “You’re going to be trained Phil, the way all weak, ridiculous, submissive males should be trained.”

    Sarah reached behind him and grabbed his balls, running her sharp, red fingernails across them, he squealed, loudly.  “Shut up you ridiculous creature, or I’ll gag you with my dirty panties again.  Your punishments are just beginning as is the hard work you will be assigned on a daily basis.   From now on you shall address me as Miss Sarah and Jane as Mistress, do you understand?” Phil managed to stutter “Yes, Miss Sarah”, she let go of his now red balls.

    Jane Continued “I’ve called your office worm, and told them you’ll be away for three days, they were very accommodating, that time is for your initial training with Sarah and myself.  Maybe some other friends and my mother will come round to help, you will treat them with the same deference as you treat us, understand?”  “you can’t possibly share this with anyone else, can’t we keep this secret, please Jane?”   Phil felt a hard WHACK! Across his vulnerable, exposed buttocks, Sarah had grabbed a heavy wooden paddle drilled with holes and was lambasting him with it, punctuating her words with strokes of the paddle she said “I TOLD YOU WORM, HER NAME IS NOW MISTRESS, UNDERSTAND?”  “Yeeeees Miisss SARAHHH” blubbered the hapless male, tears streaming down his face.

    Jane continued “Neither of us wants you have to repeat ourselves, if we have to you’ll be severely punished.  We’ll keep you naked for today, but we may entertain ourselves by dressing you as a schoolboy, or girl.  You may serve as our maid, who knows?  Sarah and I have quite an imagination”.

    Jane said “Let’s start with our first act of worship” with this she walked in front of him and turned her back, her large, firm bottom at head height for Phil, she said “One hundred” and Sarah pushed the hapless male’s face into Jane’s rearing bum.  Jane said “every time you hear the command one hundred you will push your stupid face into the cleft of whatever female bottom is before you, if she wears panties you will pull them down with your teeth and push your face in for a count of one hundred”. Sarah yelled out “TONGUE!”  Jane continued “that should be obvious, when you hear the command tongue you will lick, hungrily, pushing your tongue as far between the cheeks and into her hole as you can.  When you finish, you will  withdraw and thank the lady for the privilege”.

    The worthless male spluttered and moaned against her naked bottom as he licked, his cock swelling painfully against the steel cage, as he counted mentally to 100 he pulled nervously away and said quietly “Thank you Mistress”.

    Sarah and Jane laughed as they led him to the couch and tied his leash to a newly installed metal ring in the wall.  Jane said “we’re going to watch TV for an hour before we set you to make our dinner, but no TV for you, lay on the floor like a dog, we have a job for you”  Phil curled up in on the floor, scared to deviate from his instructions for fear of further punishments.  Jane brought a dog bowl, full of what appeared to be underwear and set it down along with an empty laundry basket.

    Sarah said “You shall be responsible for all our laundry from now on slave, but before you hand wash them you will lick and suck our dirty underwear clean, ok?”  “yes Miss Sarah”, “Jane knows you’ve been sniffing her dirty panties and wanking with them, isn’t that right slave?”, “Yes Miss Sarah”.  Once again his cock stirred painfully in his cage.  

    Jane said “One more thing, you’ll be blindfolded, once you’ve finished a pair from your bowl, you’ll put them into the basket.  You’ll be blindfolded and you have ONE HOUR, if you fail your task to our satisfaction you’ll be severely punished, understood?”. As Sarah put the blindfold over Phil’s eyes he meekly said “Yes Mistress, thank you” and took a pair of the soiled panties into his mouth.

    To be continued…

    this-baby-loves-daddy

    List of things I would really like to experience (or experience again):

    1. Being diapered and tied up, fed a lot of water beforehand. The embarrassment of wetting myself would absolutely kill me. We could even just cuddle and kiss and watch tv as you watch me wiggle against the binds. 2. Eating off of the floor in front of someone. 3. Being fucked while pacified. Not allowed for it to fall out of my mouth. 4. Being slapped repeatedly across the face until I can no longer take it. I want the tears. 5. Being fed my tears. 6. Being forced to watch tv with a mouth full of cock. Every once in a while receiving a punch to the back of my head so I don’t get too comfortable. 7. Having someone cum in my hair and me having to let it dry. 8. Being forced to remove my clothes and makeup and wet my hair infront of someone, ultimately making me vulnerable. 9. Having my insecurities negatively commented on as I get fingered. Or during an inspection. 10. Drinking cum in my bottle or coffee (especially when I go to class). 11. Stand on a chair, tie a rope around my neck. Edge me. See what I can stand. Or make me cum as much as I can. When I fall, if I do - watch me struggle. 12. Let me lick your ass, but not your cock (kinda into farting but..sh) 13. Shove my childhood toys into my cunt. 14. Fuck me with my food before I eat it. 15. Fuck me wearing fairy wings. 16. Make me model all my new clothing for you. 17. Fall asleep with your cock inside me, wake up to you jacking off inside me. 18. Jack off while you watch porn onto my face. Alternatively use my throat to fuck. 19. Fuck me until I puke. Make me lick it up. 20. Make me wear no panties. 21. When we go out in public. Make me wear my dips. Bring me into the family washroom and change me. 22. Spit in my eyes and don’t let me wipe it. 23. Fuck my ass and make me suck your dick after. 24. Pee in my hair. Let me wait for it to dry. Pee in it again. 25. Write horrible things across my body. Make me masturbate to the image of myself. 26. Make me use a potty and then pour it over my head. 27. Let me be your toilet paper. I won’t complain. 28. Eat your meals off of me. Let my stomach grumble. Tease me with a teeny tiny bite. Shove your food into my cunt. I can be a perfect table. 29. Write lists of chores for me to do for you. Let me do them cuffed. Watch me struggle. 30. Throw in random rules for the day. Like I must edge every half hour. So in the middle of conversation I just have to pull my pants down and edge. 31. Make me moo for you, oink, meow, bark. I will literally cry. 32. Bathe me. Rub my cunt with soap. Maybe put it inside me. Make it burn. 33. Punish me with soap on my tongue. Punish me with hot sauce on my tongue. 34. Make me cum until I cry. 35. Punch me like a punching bag. Tell me it’s my fault. 36. Dry fuck my asshole. I’ll cry. 37. During my punishment don’t kiss me - it’s what hurts most. 38. Feed me fully for a day with baby spoons and baby food I’ll be so happy. 39. Make me tell you every time I wet myself, make fun of me when I do. 40. Fuck me in my wet dip. Laugh at me. 41. Watch me on a nanny cam. Make sure i am following my rules. 42. Make me hold myself wide open as of fuck me. 43. Let’s play a game. I won’t move, make a noise. If I do - you beat me. I’m your doll. 44. Let’s go off into a forest - make me fuck myself every chance I get. Video tape me. 45. When I talk feminism to you, unzip your pants. Shove your cock in my mouth. Make me keep talking, mumbled around your cock. Laugh at me. 46. Hook your fingers in my nose, hook your fingers in my mouth. Tell me it makes me look prettier. 47. Make me piss into your hand. Shove your fingers in my mouth. Bonus points for it being done in a secluded public area. 48. Funnel your piss into my ass. 49. Make cum and piss ice cubes. Let me defrost them inside of me. Ice makes me extremely crampy it would suck. 50. Starve me. 51. Let me rub my cunt against your knee or your boot. Let me bounce and beg. 52. Make me wear my buttplug out to remind me of you. 53. Help me study for exams by spanking me every time I fuck up. 54. Make me ask for permission to use the washroom - deny it. 55. I’m shy. Make me repeat after you - horrible degrading things. 56. Make me take a cold shower. Watch me struggle and shiver. 57. Feed me drugs, medicine, alcohol and rape my drowsy or passed out holes. 58. Choke me until I black out. 59. Make me wait by the door for you. Spread and ready. Bring a friend home to use my holes. 60. Tie me up and throw me in the trunk. Make me feel worried and claustrophobic. Make me freak the fuck out. 61. Shove little pins into my cunt. 62. Superglue my lips closed. Show me how little I need to speak. 63. Superglue my cunt closed, only use my ass. 64. Make me talk about wanting to fuck my father as you fuck me. 65. Make me talk about wanting to be raped as you fuck me. 66. Take my bra away from me, tell me little girls don’t need them. 67. Shove hot pepper into my cunt. 68. Fuck random parts of my body (between my thighs or tied up arms for example). 69. Put a bag over my head. Tie it tight around my neck. Tell me it’s the only way I can cum. 70. Make me listen to hypno files on repeat. Slowly finger my holes as I do. 71. Make me pee like a puppy outside. Then make me roll in it. 72. In the middle of changing my diaper hold my legs up like I’m a baby and start to fuck me. Covered in powder. 73. Be nice to me. Shove my head under water. Fuck me. Pull me up and give me lots of kisses. 74. Make me stretch my cunt and then tell me about how you need a tighter girl. 75. When I’m sad for any reason. Shove your cock in me and tell me to tell you all my problems.

    💕

    this-baby-loves-daddy

    76. Thoroughly explain why you’d rather fuck each of my friends over me. 77. Make me flirt with old men, let hen slip their hands up my skirt. 78. Cuck me. 79. Make me randomly give you any extra money I have, use me financially. 80. I love sucking on fingers. Shove yours into my mouth and make me gag all over them. Wipe my spit across my face. 81. Tie my hair up, do my makeup. Make me your version of pretty. 82. Tell me to kick my legs like a little one while you rape my ass. 83. Line up all my stuffies and make them watch you rape me. 84. Hold a knife to my neck and slice tiny little marks into my body. Press harder if I scream. 85. After a long day make me massage your feet with my tongue. Dirt, sweat and all. 86. Put your foot on my face while you fuck me. Shove your toes in my mouth. Then shove your foot inside my cunt. 87. Put numbing cream on my clit. Watch me freak out when I learn what it is. Laugh at me as I struggle to cum. 88. Let me hold your fleshlight as you fuck it. 89. Throw me in the trash can. Or throw it over my head. I’m not kidding. 90. Put clothespins all over my body 91. Make me fuck myself with icy hot coated toys 92. Drip burning hot candle wax onto me, whip it off. 93. Piss on my panties and shove them one by one into my mouth. Wring them out on my tongue or over my head. 94. Make me feel small, and vulnerable. Tell me I’m a stupid little baby. Every time I do something tell me it’s wrong. Show me I need you. 95. Make me jump every object in the house. 96. Make me hold my mouth wide open until I’ve created a puddle of drool all over the floor and myself. Don’t let me close it for hours. 97. Make me massage your cum into my body. Use it as my elixir. Make me beg for it. 98. Sandpaper my cunt. 99. Make me shove a toilet brush into my asshole. Laugh at me when I cry. 100. Make me lick the toilet clean. Shove my head into it and flush the toilet. Bully me.

    humiliatorofsubs

    This is a pretty fantastic list tbh

    tiedandgaggedsissy

    Sissy boyfriend

    So when I was dating a former girlfriend, after a year or so of dating I decided that it was time to let her know about all my fetishes and dirty little secrets, and while she was surprised, she accepted it and said that she was open to my ideas (which made me very happy) But little did I know just how open she really was. One boring day we decide to play a game of blackjack (i’m not the best but do know the basics of the game) my girlfriend at the time decided that we have a wager, so I tell her “well what did you have in mind?” She says “ If you win, i’ll do anything you ask for the whole following day, but if I win, you do anything I ask all day tomorrow” so of course I agree to the wager and we start, my girlfriend ends up beating me by a landslide victory on our last game. So tomorrow I would be at her complete mercy (not knowing if that was good or bad) but was soon to find out. The following morning I wake up and my girlfriend isn’t in bed, so I get up and walk into the kitchen to find some items on the table. When I get to the table I find: A beautiful hot pink maid’s uniform with white petticoats, a pair of hot pink stockings, pink high heels that had what seemed to be ankle cuffs attached to them, both had small heart shaped padlocks beside each shoe, there was also what looked like a bra with a very large pair of fake breasts built right into them, a pair of lace panties covered with pink hearts, a bright blonde wig and a note beside that read “Dear Kailee, I went shopping for a few things that I forgot, I want you to take a shower, use my girly smelling body wash and I want everythingcompletely shaven, afterwards get dressed with everything on the table and wait for me in the living room, see you soon sissy boy<3” I was immediately erect and my heart was racing, I couldn’t believe this was happening! I rushed upstairs and got all cleaned up, shaved my face, arms, armpits, chest, privates and legs, then I went back into the kitchen, covered by nothing but a towel, my heart was racing with excitement, I started with the fake breast bra, then uniform, then the stockings, locked on the heels, positioned the wig, last was the panties, which was almost too difficult to get on with my hard cock, but I managed to get it on. I then wait in the living room, all dressed up and ready for her next command, I then hear the front door open, she’s carrying 2 handfuls of bags. She then starts to empty the contents of the bag to reveal: A pink chastity device, a pink vibrating butt plug, a leather paddle, handcuffs & ankle cuffs, a roll of duct tape and a bright pink collar that read “Sissy Kailee” on the front. She sat me down in the bathroom and started putting makeup on me, eyeliner, eye shadow, foundation, concealer and lastly bright red lipstick. She moved to the side so I could look at myself in the mirror, it was incredible.. I looked just like a pretty little girl, my cheeks burned red as she started cooing and telling me what a pretty girl I was. She then called me back to the kitchen, first was the chastity device (which was a very tight squeeze) then the handcuffs & ankle cuffs, then she put on my collar and locked another heart shaped padlock on the back. She then hooked a leash to the front of the collar and led me to the back door (that’s when I started to panic) I said “where are we going?! I don’t want anyone to see me like this!” She said “hush your mouth! We’re going for a little ride sissy and if I hear another word i’ll make you be quite!) I protested and said “No please don’t take me outside!” That’s when she walked back to the table and grabbed the duct tape and the vibrating plug, she slips off her panties, completely soaking wet from all the excitement, she then shoves them into my mouth and wraps the duct tape over my mouth and around my head, “ I told you I didn’t want to hear another word out of you, now I have to tape your sissy mouth shut so we can continue our fun hehe!” The smell of her pussy lingers into my nostrils and the taste fills my entire mouth, I try to make a sound but I cant make out a peep. She then proceeds to walk me outside to the car, luckily nobody was to be seen outside, she then shoves me face down into the backseat, pulls down my panties and starts to put lube on her fingers, “I almost forgot to give you your toy that I picked up today, I’m sure your sissy booty will love it” she then slides 2 fingers into my ass and slowly starts to finger bang me, she does this for about 5 minutes or so before sticking the plug in my ass. She then turns the power to the highest setting, the vibrations are so strong I can hear my butt cheeks shaking! My locked up cock is starting to ache from trying to get erect, I start to moan and groan as a small wet spot appears in my panties, “looks like your enjoying that toy, I’ll just leave it in for the ride” she says. She then drives me about 10 miles outside of town into the country (hardly any houses to be seen) she then turns down what seems to be trail just small enough for our car that leads back through A wooded area, she stops once we are not visible from the road, she then opens the glove box to reveal a very realistic 8 inch strapon, gets out, climbs into that back seat with me and starts putting on the huge strapon. “Stick that cute ass in the air sissy!” She says, I do as she says and stick my butt up in the air, she pulls out the plug, still buzzing away, she applies more lube to my sore gaping asshole, then starts stroking it onto her massive rubber cock, I try to protest, but the cum soaked panties and duct tape keep any noise from escaping my painted lips. She slides the rubber cock into my ass, completely filling me up, I whimper and moan as she starts to hump my ass faster and faster until she is full on fucking me up my ass, as if i’m a cheap hooker she found on the corner. This continues for nearly 2 hours before she finally tires out, my ass has never felt so sore and little did I realize that I even came all over the back seat, “Well it looks like someone enjoyed themselves” she said “you made a big mess in here, so you’re going to clean it up!” She then untaped my mouth and removed her now spit soaked panties, “lick it all up” she says, I just hesitate, not really wanting to do such a humiliating act, “I said lick it up sissy!” She yells as she pushes my face onto the cum soaked seat, I start to lick it up and swallow every last drop on the seat, “Good girl, lick up all of that sissy goo!” She says, after I finish, she takes off the strap-on that was used to violate me and she stuffs the 8 inch dildo down my throat! She starts to wrap duct tape around the base of the dildo and my head, so it’ll be impossible for me to spit out, I start to gag and feel as if i’m choking, breathe through your nose!“ She tells me, I start sucking fresh air through my nostrils as hard as I can, she keeps me that way the entire car ride back home. Once she leads me by my collar back into the house, she removes the dildo from my mouth, spit dripping down my chin and the taste of my own ass in my mouth, I start begging her to release me, “please, no more” I plead, as she stands in front of me with the leather paddle, “Last time I checked, I won our little bet, so your ass is mine sissy!” She said as she bent me over her lap starting to mercilessly spank my bare bottom with the leather paddle, I squealed for her to stop as she counted ever smack of my ass, counting all the way to 100. She then told me to stand up as I wimpered and sniveled, tears beginning to well up in my eyes, she begins to wipe them away as to not ruin my makeup, she then leaves and comes back with what looked like a pink diaper bag, she then pulls out a diaper and a rather larger pacifier with straps attached to it, she puts the pacifier in my mouth, the large tit completely filling it up, then tells me to lay on the couch, she starts to put baby powder on my bottom and my locked up clitty, telling me that i’m going to be her pretty little baby for the rest of the night, she puts the diaper on me and pats my bottom. She then grabs the leash still attached to my collar and leads me into our guest bedroom, to my surprise there is a large adult size baby crib is sitting in the corner, covered with pretty pink sheets, a large stuffed teddy bear and fitted with restraints on all corners. “It’ll take a little time, but we’ll turn this into the cutest nursery ever! Hehe!” She said with excitement, “ Now my little baby girl has had a long day, so I think it’s nap time” she removes my ankle cuffs and handcuffs and straps me into my new crib for the night, I try to speak, but my words are muffled by the large pacifier strapped into my mouth, she removes it so I can repeat what I said, and I tell her “I love you, so much” With a big smile on her face, she kisses me and says “Mommy loves you too sweetheart” She then straps the pacifier back into my mouth, lays a cute white blanket covered with pink hearts over me, turns out the light and says “I think we’ll just make this last the rest of the week, see you tomorrow my sweet baby” then closes the door. There I laid, completely restrained, mouth filled to the cheeks with a very large pacifier, a padded diaper as my only bathroom until morning, I was completely helpless and under her complete control, and I’ve never been happier.

    petslaveneedsmistress

    Lucky! Wish this would happen to me!

    pet-shop-girl

    Hey! We miss you. Hope you are doing well. Would love for you to catch us up on your adventures!

    Hey! Sorry I haven’t been around much lately, what with school (online only) and work, I just don’t have the time. Plus I was dealing with some mental problems. Depression mainly from this pandemic and restriction, wear mask all the time at work and while out shopping. But things have gotten better lately, stores reopening, restaurant open for outdoor dining, the beach is open and one of my favorite places to go hang out, the pier by here is open again.

    As for adventures, well there hasn’t been many of those. I did go see my Aunt over the weekend, her and I have these games we love to play. It’s mainly me being restrained and teased and lightly tortured by her. She loves the clothespin games. Must run in the family, if you remember my mother loved using those on me way back went we experimented a little with bdsm. She also loves gags, ball gags, likes the way I drool, loves seeing it drip down on to my bare breast as I struggle to endure the pain of the clothespins. They hurt a little mainly when they’re first attached. It’s knowing how much they’ll hurt when she yanks them off, all tied together in a long.zip line. She also loves the crop, spreading my legs and running it up my thighs, slowly teasing my clit , a few light slaps and then down the other thigh. She’ll walk around me slapping my ass. Now the last couple times she’s used her newest toy, a flogger to flog my back side, inner thighs all while holding that zip line in her hand, teasing me with acting like she’s going to pull it, just to see me tighten up in anticipation of the pain. Until she catches me not paying attention and jerks it hard, the clothespins flying off, the pain ripping through me. I scream into my gag.

    Those are just a few of the games we play. Always ends in some loving after care..

    Oral Pleasures

    Jessie doesn’t know whose cock is in her mouth. She knows it doesn’t belong to Master; it’s slimmer and longer than his warm, familiar shaft, and its flavor is subtly different against her tongueclit. But the blindfold covering her eyes prevented her from looking, even if she could have opened her sleepy eyes to see who was fucking her mouthcunt. Master knew that his hypnotic control would have been enough on its own to keep her from peeking, just as his command would have sufficed to keep her hands pinned behind her back. But he also knew that she enjoyed the physical sensation of helplessness, and he was happy to give her what he wanted. This evening proved that.

    She knew he must have gone to a lot of effort to set everything up. Jessie isn’t sure quite how many men have fucked her face tonight; without sight to guide her, it’s impossible to be certain whether some of the cocks that have spurted into her mouthcunt are the same ones coming back to deposit a second load onto her tingling tongueclit. But her best guess is that he arranged for at least six men to join them in the hotel tonight for this scene, on top of all the programming he did to brainwash her into experiencing sensation in her mouth as if it was a second cunt. All so she could experience the fantasy she’d told him about during their cuddly, post-coital conversations together.

    Of course, it isn’t like Master isn’t getting anything out of this. Not only is he filming every moment of her oral gangbang, collecting material for them to watch together on their private porn nights, but the constant face-fucking reinforces her hypnotic conditioning better than a dozen straight weeks of blowjobs at home ever could. Jessie’s chin is slick with drool, and she’s long ago lost track of the number of oral orgasms she’d experienced. The experience feeds her cock craving like nothing else she’s ever done before, but at the same time the pleasure reward she gets only intensifies it; Jessie can already tell that she’s going to be asking Master to arrange events like this regularly.

    Another load of hot, salty semen gushes onto her tongueclit, mingling with her drool to dribble out of her mouthcunt in long, sticky strings, and before she has more than a moment to catch her breath another cock replaces the softening shaft that just came down her throat. Jessie whimpers, unable to control the pounding bliss that throbs in her brain; they’re lucky Master put down the plastic sheeting beneath her kneeling body, or they’d be paying a damage deposit on the hotel carpet. She’s riding the crest of multiple hands-free orgasms now, and her pussy lips are drooling just as badly as the pair pursed around this new, deliciously girthy penis. It’s enough to make her dizzy with arousal, and she’s certain that Master’s going to slide into her like she’s made of butter tonight.

    The anticipation only makes her wetter, and Jessie redoubles her enthusiastic efforts to make the man currently fucking her mouthcunt shoot his load. She feels like she could suck cock all night; exhaustion, soreness, leg cramps, all of it goes away in the sheer joy she experiences at fulfilling all her fantasies. It’s only when the last man finishes and Master helps her to her feet that she realizes just how tired she really is; by then, he’s cuddling her drowsy body, cleaning her up and telling her what a good girl she’s been, and Jessie’s mind slips away into the same darkness that’s been in front of her eyes all night long.

    (Like this flash fiction? Want to see more? Visit https://www.patreon.com/Jukebox or drop me a tip at https://ko-fi.com/jukebox if you like my work!)