Femdom Erotica; A night with Mistress Anna

A Fantasy - Sex Stories

* This is a fantasy influenced by our own lives and desires. Parts of it we have played out in reality, other parts we have not. It is from the perspective of a sissy cuckold in a loving FLR.

You sit at the dressing table finishing up the last touches of your perfectly applied makeup. The faint sounds of water can be heard from the bathroom as Mistress Anna prepares herself.

Anna has requested an effeminate, but not 'feminised' look for today, something that has taken time to practice effectively. Your skin is clear, lips are overlined and just the faintest application of eye-shadow can be seen. Combined with a new pixie-cut you make out to be the perfect 'twink'. Looking at your new hair-cut you're reminded of how the ladies giggled when you showed them the photo; the style Anna requested. "Is it for your boyfriend? I'm sure he'll like it!" they said so innocently. Your caged clitty gives a throb of embarrassment at the memory.

Puckering your lips and fluttering your lashes, you pose as only an emasculated sissy would. The mirrored vision staring back causes another involuntary twitch in your panties. You delicately mince towards the wardrobe mirror to get a better look at your physique. Sliding your hands up and down your body, you pose to show off your plump ass and flat stomach. Anna has put you on a diet and strictly enforced your workout routine these past 4 months.

The results have been nothing short of phenomenal, you look better than you ever did as a Man, your thong lost in the perky roundness of your perfect glutes. Feeling down towards your panties you imagine what it would be like to be with you, to use you. How a Man would feel...Involuntarily you slap your own ass, "Ooooh" you moan as your locked clitty twitches and splurts a small glob of cream in your panties, in agreement at the thought.

The shower stops and you hear Anna's melodic voice, she hums a tune as delightful and terrifying as any siren could.

A flush of anxiety tingles through you as Anna enters the bedroom; you can feel your nakedness in her presence the feeling of the thong riding up your backside and the tight cage encasing your clitty now more prominent than ever. Her training has been efficient and you feel a warm dull pain in your backside remembering what awaits if you displease her. She presents as natural, no makeup and no lingerie; such effort is only made for special occasions, occasions which no longer involve you. Even still, the oversized sweater just barely hiding her thick thighs is enough to make your caged clitty twitch with excitement. It is not often Anna asks for your company these days, not since she met Marcus.

"Aww, aren't you cute Princess, I really love the new hair!", Anna lets out a soft giggle as your cheeks turn red. You stand still, hands behind your back ready to serve as she inspects her property. Your stoic composure ruined by a sharp smack to the ass. You yelp in pain as your dainty feet dance in shock before finding ground. Anna giggles again.

She claps your hand and leads you onto the bed, she lays down and stares up at you with a bright smirk. "You know what to do Baby!", on hearing those words you get to work, eager to please your Mistress. She giggles as you gently kiss her thighs leading up to the most intimate of places. You begin to slowly roll up her sweater and for a split second your heart sinks, a cloud of jealousy engulfs your face and in protest your cage twitches sharply. You feel a sticky glob of cream settle in your panties.

She's wearing a thong, lacey and white with an elaborate floral pattern. You recognise it immediately, Marcus bought her these panties the day she decided to lock your little clitty away for good....You still remember the lock clicking as she squeezed your cage and passionately embraced her conqueror.

You look up, that smirk on her face says it all, she knows you know. "Well? It's not going to lick itself sissy", blushing you return to your task. You lightly kiss her tummy, heading downwards as your delicate soft hands start to tug on her lacey panties. She gives a small moan of contentment and repositions herself. Immaculately groomed, your nose is hit with a floral fragrance, one of the few benefits to being pussyfree being able to taste and smell your Mistress though you will never feel her inside warmth again.

Your tongue finds its purpose and you start to lick passionately, she moans loudly and reflexively grabs your hair pushing you deep into her most private place. At first you were clumsy and unsatisfying, unable to pleasure a Woman in the soft and sensual manner required of a feminised beta male. Now though, you are an expert, she twitches and moans in ways your clitty could never bring her to. 'Aaah, Yes!', "Good Boi!" she cries. Your cage twitches and another glob of sissy cream fills your panties at the compliment.

Your fingers begin to move, you've been trained well. You softly touch the outside of her crevice before exploring the interior. Anna moans as your index finger enters her moist cavern, oozing with excitement and pleasure. Your soft nimble fingers gently rub inside. A Man's hands would be too rough, too large, but yours are just right, a feeling reaffirmed by Anna's moans "Yes Baby!", "Keep going!", "aaaah!". You start to move faster and harder, keeping in Unison with her moans when suddenly Anna motions for you to stop. "Get the Strap-on Baby" she says breathlessly, still recovering from her ecstasy.

You delicately remove your fingers before finding the strap, an eight-inch purple dildo with decent girth, roughly twice the size of your little clitty. It feels powerful in your hands and for a brief moment you think about what it must feel like to be Marcus, to be a strong, dominant and confident bull. The intense throbbing of your caged clitty snaps you back to reality.

You enter the room strapped, ready to show Anna you can still be the Man she needs. The illusion is shattered when Anna giggles "I bet you feel so strong, huh Princess? All made up in your silky lingerie with your big Strap". Your face burns a bright red as you look away unable to keep eye-contact. "Aww, it's okay", "Come, why don't you show your Mistress how a 'real Man' fucks?"....

Anna turns around and positions herself on all fours showing off her perfectly toned ass as she beckons for you to join. You stare at her ass, it's immaculate, firm and peachy from years of hard work. Your locked clitty gives a throb of embarrassment as you're reminded of how you could never do this position without a Strap-On. Her ass was just too big, one more reason for why she decided to Cuck you with Marcus.

Climbing onto the bed you slowly pull Anna towards your Dildo. "Gentle now Honey, this one isn't like your clitty". Blushing you hold her tightly and slowly watch the dildo enter. Anna's moans grow louder as it penetrates deeper, reaching crevices where you've never been. You begin to move slowly, pushing your hips back and forth thrusting, slowly, but surely building up a pace.

As you thrust, you're Almost reminded of what it feels like to be a Man but you know you're not. You have seen Marcus, his all-encompassing thrusts as he effortlessly lifts Anna off the ground; a feat you could never accomplish, even before you were locked. He is so strong, so powerful, so big. You thrust harder at the thought of him as Anna moans in Unison "Yes!", "Oh God Yes!", "You're so big, so strong Honey!"....Your cheeks flush red as your clitty splurts another glob of useless cream at her compliment, a phrase that is all too rare.

You caress her body with your soft hands, you try to spank her but you cannot break your own conditioning and the slap comes across as barely a tap. Anna giggles at how emasculated you've become, she rubs your perky ass from behind before giving it a large smack. Yelping in pain, you speed up your thrusts as your locked clitty twitches furiously.

Her legs tighten around yours as she moans louder and with increasing frequency. It has been over 10 minutes now, 9 more than you could ever do without assistance. She moans loudly, she's close, so close. You know you can do it, you thrust hard, like your life depended on it "God yes!, Yes!" she moans, "Yes, Oh Yes! Marcus! Oh!". Your heart breaks, but it only entices you to go further as your panties reach an overload, your locked sissy cream now soaking your panties and slowly oozing down your thighs.

Anna lets out one final moan before collapsing onto the sheets in a huffing mess. "Stop Baby, Stop!" she mutters as you slowly and delicately remove the Strap. Your clitty is now throbbing remorselessly as you pant trying to recover your stamina. Anna regaining her voice giggles, "You did soooo well Baby, I almost forgot you're my prissy sissy sub"

Anna looks at you playfully, "Pull your panties down sweetie. My Princess did so well tonight, I think she deserve a little reward don't you?". You nod swiftly to signal your agreement as you quickly pull your panties down. "Oh, my! Someone's excited! Looks like you made quite the mess sweetie, did you have a little sissygasm already?" You shake your head furiously so desperate to reach some sort of climax. Anna giggles, she swirls her index finger in the sticky precum covering your thighs and brings it to your mouth". "Suck on it Baby"....You hesitate, "You want your reward, don't you?". Blushing, you do as your told. The taste is bitter and your face scrunches up as result. Anna laughs sadistically and delicately strokes your face "Good gurl" she says before finding the keys to your misery.

You stare at the keys longingly, your clitty throbbing faster with every second that she delays. Anna smirks, "Close your eyes cupcake". You squeeze your hands and eyes shut squirming in anticipation. Anna drops the keys "Ooops", your thighs rub together and you whine as she delays. "No Whining Princess!" Anna says sharply, you go silent reminded of that burning feeling in your backside from earlier.

Finally, the lock falls and your delicate clitty springs to life in full bloom. It twitches wildly in excitement, all 4 inches of it. Anna giggles before giving it a little flick. "It looks smaller every time I see it, do you think it has shrunk?" Your face goes red and you stammer out a denial. Anna rolls her eyes, "Whatever you say Princess".

Anna brings her hand to her mouth and laughs loudly "Sorry honey, I'm just thinking about Marcus and what he would look like with this little thing". She shakes her head, "It really is pathetic, isn't it?" You blush, voiceless to offer any rebuttal. Anna takes your little clitty between her finger and thumb giving it a light stroke, you moan and close your eyes involuntarily. "Do you like that sweetie, does it feel good?", "Y-yes Mistress" you stutter. "Good Gurl. Open your eyes now sweetie, I have something for you to see"

You open your eyes and see Anna holding her phone out while her other hand continues to delicately stroke your clitty. She hits play. It's her, her in all her glory. She looks like a goddess, dolled up in the finest makeup; blush and contour expertly applied and her body, it's on full display. Her voluptuous physique barely hidden by her tight lingerie. She fondles her immaculate breasts before turning around to show off her plump ass, an ass way too big for your own diminutive clitty. You moan in approval as Anna giggles.

A man enters the frame, tall and muscular, he has at least 5 inches of height and 30kg on you. He's naked and his shaft is hard and thick like a log. You squirm in embarrassment, you try to look away, but Anna grabs your face, forces you to stare at the screen. "Watch Baby, watch how a real Man pleasures your Mistress".

She strokes harder and faster now with her finger and thumb. You squirm uncontrollably, you feel like crying as jealousy pours out of your little body, but you're too aroused, too focused on the large Man with your Mistress. You watch this digital play with anxiety, she moans as he grunts and with every moan and grunt Anna strokes harder.

You don't want to cum, not to this. Not to another Man fucking your Mistress, It's not fair, it's not right, but it's too little, too late. Gurlish moans escape your mouth as your little clitty pumps glob after glob of sticky cream all over your tummy. You collapse and close your eyes exhausted as Anna giggles. "G-gosh honey, that must have really hit a nerve. I've never seen you so aroused before! Your clitty was like a fire hydrant!". You open your eyes to see Anna's beaming smile and a hand ready to feed you your just 'deserts'. "Lick it up now Baby, good gurls clean up their messes, don't they?".

This is your life now, your life as Mistress Anna's sissy boytoy.

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