• Tag Archives Femdom
  • Story – Omegle sissification

    Story – Omegle sissification originally posted on Reddit’s sissy board.

    You’re now chatting with a random stranger. Say hi! You both like crossdressing, and panties. You
    well hello
    Stranger: Hello
    You: asl?
    Stranger: 19 M USA
    You: 22 m canada
    You: are you wearing right now?
    Stranger: Yes! My mistress laid an outfit out
    You: mmmm are you a sissy slut?
    Stranger: Yes i am
    You: then put that shit in your interests! I love it
    You: I’m looking all cute in my silk and lace panties
    You: and you?
    Stranger: French maid outfit(;
    You: ooh the best
    You: my favourite
    Stranger: With a black thong
    You: <3
    You: I wish…
    You: any tights?
    You: stockings?
    Stranger: Yes of course! White thigh high tights!
    You: oooh baby
    You: wig or no wig?
    Stranger: Blonde wig
    You: you are just perfect
    Stranger: My "mistress" likes it that way
    You: do you happen to have a plug or other toys?
    You: ^
    Stranger: Yeah she has plugs dildos rings you name it!
    You: mmm sounds like my girlfriend's collection lol
    You: tell me about your mistress, what does she make you do?
    Stranger: Lol well it's not really a mistress, it's my mom's friend, she's blackmailing
    You: oh shit, story time!
    Stranger: Me*
    You: please please do tell
    You: in excrutiating detail
    Stranger: Okay, well one day i was at her house swimming and my mom was working but she didn't care that
    Stranger: I came down and jumped in the pool so when i was done i went to change in her bathroom
    You: mhmm
    Stranger: Well i found a pair of her panties and a bra, a gorgeous black bra with a pair of red briefs and i slipped them on thinking the door was locked
    You: ooh, I have a secret love for briefs
    You: so hot
    Stranger: So as i'm checking myself out in the mirror the door opens and there she is just staring me down
    You: here's where it gets good/horrifying I'm sure
    Stranger: She's divorced so she has the house to herself and her two daughters but they weren't home for whatever reason
    Stranger: So before i could even say a word i got a swift kick to my balls and next thing i know i'm on ground in pain
    You: oh god! not where I thought that was going
    You: I hope you were ok?
    Stranger: Yeah i was, she started screaming at me and i started
    Stranger: To take off her clothes but she stopped me and told me to wait there and she came back with her phone and started taking pictures
    You: oh jeez!
    Stranger: She was threatening to send them to my mom if i didn't do what she said
    You: which was…?
    Stranger: Where i am at today, her bitch
    You: do you have a sissy name?
    Stranger: I have to come over and become a girl and do chores and stuff around the house as well as serve her needs
    Stranger: And yes i do, it's Leanne
    You: Does some part of you enjoy it Leanne?
    You: you get to wear this gorgeous stuff!
    Stranger: At first no, but now yes<333
    You: I'd love to be in your position!
    You: Have she ever made a move?
    Stranger: Are you straight?!
    You: I'm a little both
    You: girlfriend though
    Stranger: I see i see!
    Stranger: I was straight until Heather, now i'm bi
    You: oh you're too good
    You: tell me about heather!
    You: I'm sitting here only in panties with a big long vibe running up and down my shaft, your storytelling skills are great ^
    Stranger: She's awesome! She's 42, a little heavier set, nice breasts 38DDD, amazing pussy, is every caring, only punishes when needed
    You: as an aside, I almost came the moment my vibe went in me, sorry I was scared
    You: please go on
    Stranger: She forced me bi
    You: how so? toys?
    Stranger: Started with her strapon, i'd suck it and she'd fuck me with it, made
    Stranger: I had to ride it and such
    You: mmm, when was the last time you played around with a strap-on?
    Stranger: But one night when her daughters were gone and i had to stay and do stuff she went out and came home with a man so i was going to give her alone time and finish my chores when she called me to her bedroom
    Stranger: And a few hours ago
    You: Leanne! you're driving me crazy here
    Stranger: When i got to her bedroom she told me that the man wasn't for her that it was for me, i started to object when she pulled out the photos of me from the first time in her panties and said if i didn't start sucking the man's cock she would send the pictures out in a mass text
    You: and what do you do in that situation, sissy?
    Stranger: I opened my mouth
    You: was it your first time?
    You: just a few hours ago?
    Stranger: No this was a while ago
    You: ok
    Stranger: And it was my first time
    You: tell me all about it Leanne
    Stranger: She fucked me before with her strapon
    Stranger: I put my lips around his dick and started sucking with my eyes closed until i got a hard slap on my balls and was told to look my man in his eyes
    Stranger: I blew him for 7 minutes and Heather had the man pull out and blow cum all over my sissy face
    You: now there's some discipline
    You: and did you clean yourself up?
    Stranger: She did it for me because she said i did good and then she rewarded me
    You: how so, leanne?
    Stranger: She gave me a handjob and had me cum into her hand and then she fed it to me
    You: more cum, yay
    You: Leanne I'm about to burst, should I cum?
    Stranger: Yes, but eat it
    You: of course
    You: I'd like to slide that thong to the side and slip into you, well-lubed
    Stranger: Yes<3333 she had me gang banged
    Stranger: And it was a constant rotation of cock in my ass
    You: well you were just the right person to talk to
    You: that was the biggest load I've blown in a long time
    You: god I'm jealous!
    You: so hot
    Stranger: Did you lick it up!
    You: thank you for everything
    You: mostly, but just finished the job
    Stranger: My favorite thing she makes me do is service her
    You: like a maid or orally?
    Stranger: Both
    You: mmm
    You: oral is my favourite thing to do honestly
    You: most people don't understand lol
    Stranger: I love it, she
    Stranger: She makes me eat her ass and i love it more and more everytime
    You: I'm sorry gotta go and wash my hands
    You: thank you, bye
    You: stay good leanne
    You have disconnected.

    You both like crossdressing, and panties.
    You: well hello
    Stranger: Hello
    You: asl?
    Stranger: 19 M USA
    You: 22 m canada
    You: are you wearing right now?
    Stranger: Yes! My mistress laid an outfit out
    You: mmmm are you a sissy slut?
    Stranger: Yes i am
    You: then put that shit in your interests! I love it
    You: I’m looking all cute in my silk and lace panties
    You: and you?
    Stranger: French maid outfit(;
    You: ooh the best
    You: my favourite
    Stranger: With a black thong
    You: <3
    You: I wish…
    You: any tights?
    You: stockings?
    Stranger: Yes of course! White thigh high tights!
    You: oooh baby
    You: wig or no wig?
    Stranger: Blonde wig
    You: you are just perfect
    Stranger: My "mistress" likes it that way
    You: do you happen to have a plug or other toys?
    You: ^
    Stranger: Yeah she has plugs dildos rings you name it!
    You: mmm sounds like my girlfriend's collection lol
    You: tell me about your mistress, what does she make you do?
    Stranger: Lol well it's not really a mistress, it's my mom's friend, she's blackmailing
    You: oh shit, story time!
    Stranger: Me*
    You: please please do tell
    You: in excrutiating detail
    Stranger: Okay, well one day i was at her house swimming and my mom was working but she didn't care that
    Stranger: I came down and jumped in the pool so when i was done i went to change in her bathroom
    You: mhmm
    Stranger: Well i found a pair of her panties and a bra, a gorgeous black bra with a pair of red briefs and i slipped them on thinking the door was locked
    You: ooh, I have a secret love for briefs
    You: so hot
    Stranger: So as i'm checking myself out in the mirror the door opens and there she is just staring me down
    You: here's where it gets good/horrifying I'm sure
    Stranger: She's divorced so she has the house to herself and her two daughters but they weren't home for whatever reason
    Stranger: So before i could even say a word i got a swift kick to my balls and next thing i know i'm on ground in pain
    You: oh god! not where I thought that was going
    You: I hope you were ok?
    Stranger: Yeah i was, she started screaming at me and i started
    Stranger: To take off her clothes but she stopped me and told me to wait there and she came back with her phone and started taking pictures
    You: oh jeez!
    Stranger: She was threatening to send them to my mom if i didn't do what she said
    You: which was…?
    Stranger: Where i am at today, her bitch
    You: do you have a sissy name?
    Stranger: I have to come over and become a girl and do chores and stuff around the house as well as serve her needs
    Stranger: And yes i do, it's Leanne
    You: Does some part of you enjoy it Leanne?
    You: you get to wear this gorgeous stuff!
    Stranger: At first no, but now yes<333
    You: I'd love to be in your position!
    You: Have she ever made a move?
    Stranger: Are you straight?!
    You: I'm a little both
    You: girlfriend though
    Stranger: I see i see!
    Stranger: I was straight until Heather, now i'm bi
    You: oh you're too good
    You: tell me about heather!
    You: I'm sitting here only in panties with a big long vibe running up and down my shaft, your storytelling skills are great ^
    Stranger: She's awesome! She's 42, a little heavier set, nice breasts 38DDD, amazing pussy, is every caring, only punishes when needed
    You: as an aside, I almost came the moment my vibe went in me, sorry I was scared
    You: please go on
    Stranger: She forced me bi
    You: how so? toys?
    Stranger: Started with her strapon, i'd suck it and she'd fuck me with it, made
    Stranger: I had to ride it and such
    You: mmm, when was the last time you played around with a strap-on?
    Stranger: But one night when her daughters were gone and i had to stay and do stuff she went out and came home with a man so i was going to give her alone time and finish my chores when she called me to her bedroom
    Stranger: And a few hours ago
    You: Leanne! you're driving me crazy here
    Stranger: When i got to her bedroom she told me that the man wasn't for her that it was for me, i started to object when she pulled out the photos of me from the first time in her panties and said if i didn't start sucking the man's cock she would send the pictures out in a mass text
    You: and what do you do in that situation, sissy?
    Stranger: I opened my mouth
    You: was it your first time?
    You: just a few hours ago?
    Stranger: No this was a while ago
    You: ok
    Stranger: And it was my first time
    You: tell me all about it Leanne
    Stranger: She fucked me before with her strapon
    Stranger: I put my lips around his dick and started sucking with my eyes closed until i got a hard slap on my balls and was told to look my man in his eyes
    Stranger: I blew him for 7 minutes and Heather had the man pull out and blow cum all over my sissy face
    You: now there's some discipline
    You: and did you clean yourself up?
    Stranger: She did it for me because she said i did good and then she rewarded me
    You: how so, leanne?
    Stranger: She gave me a handjob and had me cum into her hand and then she fed it to me
    You: more cum, yay
    You: Leanne I'm about to burst, should I cum?
    Stranger: Yes, but eat it
    You: of course
    You: I'd like to slide that thong to the side and slip into you, well-lubed
    Stranger: Yes<3333 she had me gang banged
    Stranger: And it was a constant rotation of cock in my ass
    You: well you were just the right person to talk to
    You: that was the biggest load I've blown in a long time
    You: god I'm jealous!
    You: so hot
    Stranger: Did you lick it up!
    You: thank you for everything
    You: mostly, but just finished the job
    Stranger: My favorite thing she makes me do is service her
    You: like a maid or orally?
    Stranger: Both
    You: mmm
    You: oral is my favourite thing to do honestly
    You: most people don't understand lol
    Stranger: I love it, she
    Stranger: She makes me eat her ass and i love it more and more everytime
    You: I'm sorry gotta go and wash my hands
    You: thank you, bye
    You: stay good leanne
    You have disconnected.


  • Story: Featherlight touch

    Here is a great French Maid Femdom story from Bawdy Bloke.

    Featherlight touch

    She cackled as I squirmed; laughed as I begged and pleaded. I was desperate to escape from my binds and restraints, tying me helplessly to her mattress.

    It was her favourite game. Her niche. Her speciality. And I was, understandably, her favourite toy to play with and experiment on.

    I was a mere pawn for her; caged in chastity for four weeks, but now released. My freed cock, proudly erect, twitched as her long gloved hands of the French maid outfit drew lines on my restrained body. My favourite outfit; she wore it deliberately to evoke. “Sssshh!” She whispered before seductively rubbing her tongue over her top lip.Story: Featherlight touch

    Her eyes never left her prostrated slave, her mouth curling into a sadistic smile as I whimpered hopelessly.

    My pleas were pointless; helpless and pitiful cries of desperation that fell on deaf ears. They were pathetic, she reminded me. Utterly pathetic. As was I.

    Her long, stocking-clad legs, meshed in black seductiveness, brushed past my thigh as she leant across me, slowly blowing on my erect cock that twitched in anticipation. “My last client cried as I teased him.” The professional dominatrix gave a sultry look along the contours of my body. “And then I did this …”

    Her tongue swirled briefly over the tip of my cock, sending fiery shots of lust to my groin and flicked my overwhelming arousal into a surge of expectation. I squealed; it was almost too much. Too powerful, too intense, too brief.

     

    “I love seeing grown men cry,” she whispered. My heart pounded in my chest as she retrieved her favourite toy. It was torture. Sheer delicious torture.

    Her feather duster swept along my body, tickling my nerves as it fleeted tantalisingly across my skin. Carefully stroking. Teasing. Flirting with me. Wanting to see my yield.

    For the briefest of cruel moments her toy kissed my skin, stoking arousal from my pent-up lust and drawing cries from my lips. She surveyed her playground, choosing where I was most vulnerable to strike next. Smooth, gentle strokes of her duster, gliding agonisingly across my sensitive torso to excite and stimulate. To tease.

    A flicker across my nipples, a seductive swish across my thighs, a gentle float across my body and then playfully dancing across the end of my cock. The softest, kindest of caresses, blowing lightly over my glans. It pulsed; my horniness surged as my cock twitched with every soft, subtle touch of her duster.

    She teased me; my balls tickled, my cock mercilessly excited as her feathers worked my horniness into desperate cries and squeals. I was there; I was where I hadn’t been for four weeks.

    She beamed as I writhed, watching and waiting. Expecting. Every inch of me examined and studied as her toy floated joyously over my cock. My lust swelled until I was thrusting my hips towards her instrument of tease.

    And then she stopped. Flicked it over her shoulder, as my body fell past the my point of no return. I cried, begging her to touch my orgasmic cock as my dick twitched and dribbles of cum spewed onto my stomach.

    But she just watched, enjoying my pain.

    An orgasm ruined.

    I was pathetic, she reminded me.

    But I was horny. Aroused and unsated. Spent, but desperately unsatisfied.

    She taunted as I was rehoused in my chastity cage before being released from my bindings. “Don’t forget to get the milk and tomato puree on your way home,” my girlfriend reminded me with a smile. “I’ve got bookings all day so you’ll have to put tea on when you get home.”

    “Sure,” I muttered, still squirming from her machinations. “Can I just have …”

    “Certainly not!” She commanded, slapping my naked butt as we exited her dungeon. “I’ve got half-an-hour for lunch, and you are due back at the office.” I snorted; I’d be beaten on my next lunchtime visit, teased and tormented until I collapsed with desperation. Or maybe she’d petticoat me and play her strap-on and my arse. Or a hundred different ways of dominating her appreciative boyfriend.

    “I’ve had men go a whole year between pleasurable orgasms in the past,” she admitted to me as I got dressed. “But I think we can top that.” And with a cruel giggle, her feather duster tickled the end of my nose as I pondered, and believed, her threat.

     

     
    ***********************
    By the way, if you’re looking for a good high quality male chastity device, may I suggest the Bon4 Silicone Chastity device? It is absolutely wonderful and one of the most comfortable to wear for long periods of time.