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My first time as a sissy slut

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By (user no longer on site) OP   
over a year ago

This is the story of my first meet...

I've been dressing in lingerie for a while and enjoying being naughty online, in the chatroom and had struck up a friendship with a member on here. After some fun cam sessions, dressing and being a naughty girl, I plucked up the courage to meet and explore my bi side properly for the first time.

We arranged to meet at his flat and I was nervous as I drove round. I rang up when I got there and he came down to greet me and took me up to his flat. I'd bought some new stockings on my way over so went into the bedroom to get ready. I rolled them up my legs, black opaque hold ups, put my black g string on and black court heels. I'd got some slutty purple lipstick to make sure my lips were coated ready for what I was about to do...

I strutted into the lounge to see if I looked the part. He smiled and said I looked nice in my stockings and gave me the once over as I did a twirl for him, then he came forward and slid his hand into my knickers to feel my freshly shaved cock. He squeezed it gently then told me to get on my knees and take down his trousers. It was time for my first real cock. I knelt down and slowly pulled his pants down, gently gripped his cock and stuck out my tongue. I licked the end and swirled round in a circle, he seemed to like that. Then I opened wide and slowly slid his shaft into my mouth, sucking and licking the head as it went in and massaging his cock with the other hand. It started to grow in my mouth which felt nice and he encouraged me to be a good cock sucking slut! After a while of sucking he got me back up and bent over. I pulled my ass cheeks apart so he could lube my tight little asshole and he started to play with it, running little circles round it then slowly sliding one finger inside. God that felt good. He fingered my little hole then got a vibrator, turned it on and slowly slid it in and out of my ass, teasing his new little slut.

He said he wanted to move to the bedroom and fuck me, I hadn't known how far i'd go the first time but was enjoying it so I tottered in with him close behind. He stripped naked and told me to get on all fours while he rolled on a condom. He grabbed my hips and I could feel his cock sliding up and down my ass and slowly pushing. I was very tight so asked for some more lube which he got and fingered me some more, putting two fingers into me and pulling my hole apart a little to stretch it. Then he gripped me again and slowly slid his cock into my ass. It was tight at first and took a while to get used to, but he slowly started to slide in and out and I started to push back onto his cock like a good slut should. My ass was in the air for him to use and he was encouraging me all the time, I think he liked his new girl! I was wimpering in pleasure and after what felt like ages he pulled out and told me to flip over, pulled off the condom and was close to coming. Cum on me baby I urged him and with one last stroke he shot his hot sticky cum onto my belly which i swirled with my fingers and rubbed down onto my smooth cock, rubbing it in while he watched.

We went back to the lounge to chill out and watch some nice porn, I was very hot after that! He has some great latex books which has given me some more ideas so I hope we can meet up again and continue to explore this new bi side of mine and try some more outfits too and hopefully more cocks!

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By (user no longer on site)
over a year ago

A very good first encounter . I hope there will be more from you

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By (user no longer on site)
over a year ago

More please Jenna.

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By *ack Seat LoverTV/TS
over a year ago

Woking

Good start....

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By (user no longer on site) OP   
over a year ago

Aw thanks for the nice comments folks I've got an idea for a second part...but suggestions more than welcome! x

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By *r 007Man
over a year ago

harrogate

Can't wait

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By (user no longer on site) OP   
over a year ago

Here's what could happen next...any thoughts?

After taking my bi-virginity you want to have me again soon so we arrange for our next meet. You meet me at the door and tell me to go to the bedroom to get dressed and ready for a day of naughty fun. I head in and lay all my outfits on the bed and strip naked while deciding what to wear for you. First a black lace suspender belt strapped round me. Stockings of course, sheer nude with a cuban heel and black seam, I slowly roll them up my smooth legs, they feel so good sliding up and clip them to the belt, making sure the seams are straight of course. A matching black lace bra and g-string to go with it. I slide my feet into some strappy heels and tie them tightly around my nylons and strut back into the lounge to see what you think...

You smile so I guess you like what you see? Today you want to play a naughty game and want me blindfolded, so you take another stocking and gently tie it around me so I can just see hazily through it. I can then feel your hands exploring my body, darting in and out of my knickers over my smooth cock and parting my cheeks, pressing up against my lubricated ass. I hear a click but can't quite see what you've got, but then I feel you grab my clit and slide something over it before gently pulling my balls down and I feel something wrapping round them before clicking in place. You tell me to touch it and I can feel that you've caged my clit to keep me nice and horny for our session It feels nice gently tugging my balls down and enclosing my clit.

You go back behind me and bend me over slightly and tell me to spread my ass, my hips rock back towards you and I can feel your fingers teasing my asshole. My ass is so tight so you squirt a lot of lube into me and tell me to get on all fours and hold my g-sring to the side. I can feel your finger going back in, then another and I realise they are from different hands when I can feel you slowly pulling them apart, stretching my tight little hole. It feels good and you can see my ass rocking back and forward and you ocasionally squeeze my shaved balls to tease me. I feel your fingers pull out then hear a buzzing noise, I know what is coming next as you slide the vibrator into the hilt, the tip of it buzzing against my prostate and driving me wild and you speed up, sliding it in and out of me, fucking me with the toy. Then it is quickly pulled out andyou want to replace it with your favourite butt plug . I can hear you putting some lube on it and then feel the cool tip slowly push against my asshole which is starting to open up. You push it slowly in until it pops into place and put my g-string back over it, holding it in place.

Time to put my mouth to work and you put me onto my knees and tell me to undo your trousers. I pull down the zip and let them fall to the floor and feel for your cock through the haze. I find it with my hands and grasp it at the base and stick my tongue out feeling for it. I slide my tongue over the tip of your cock and then envelop the head, sucking like a greedy slut I can feel it growing in my mouth. You put your hands on my head, guiding me up and down, sucking the shaft, making it harder while i massage the base of your cock and balls. I can feel it twitching in my mouth and you are calling me lots of names, encouraging me to be a good cock sucking girl! You want it rock hard ready for when it goes into my ass which is soon.

You tell me to get up and sit on the sofa. You take hold of my ankles and lift them up, making me slide backwards and exposing my ass. You spread my legs and slowly pull the plug out of my ass and slide your fingers in to see if it has done the job and got it ready for fucking. You roll a condom on and grab my ankles, lift them high, hold them wide and inch your hard cock towards me.

I can feel the tip of it brush against my ass and then nudges against my opened ass, slowly pushing backwards and forwards until the head starts to slip into me. I let out a moan as your hard shaft slowly inches into me until I can feel your balls against the bottom of me, your filled my tight ass to the hilt with your length and you start to slide out again until the tip is just inside, and with one thrust push back into me deeply making me scream! You keep a tight hold of my ankles and start to build up a rythym, your cock throbbing as it goes in and out of me, making a good slut of me and stretching my ass wide.

You pull out and tell me to flip over, I feel you grab my hips and pull me towards you and you start to fuck me doggy style. Your cock feels great going in and out of my ass, it keeps nudging the base of my cock from inside, making it twitch. I can feel you speeding up as you are getting closer to coming.

You pull out of me and tell me to sit up and open wide. I can't see anything but I feel your cock against my lips and instinctively grip it and start to suck, and with lots of encouragement you get me to keep sucking until I feel your cock twitch one last time and explode inside my mouth, coating my tongue with hot cum. you tell me not to swallow it and to open wide and stick my tongue out. I can feel the cum sliding off my tongue and down onto my stocking tops.

You massage it onto my cock and tell me I've been a good girl but you aren't finished yet. You go and get your plug again and tell me to take one stocking off. When you come back, you take the stocking off me and flip me over. I can feel the tip of the stocking against my freshly fucked ass and you start to feed it into me, stuffing my ass and mext comes the plug pushing against it with some freshly applied cool lube squeezing through the nylon. You slide it back in, after all the fucking it easily slips inside and until it pops and I can feel the top of the stocking dangling out of my ass and brushing against my legs like a little tail, god it feels so naughty and so good. Then I suddenly start to feel it getting bigger, it's an expanding plug! "Good girl, soon be time for round two..."

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By (user no longer on site)
over a year ago

Wow what a fantasy please can we have more.

Luv Fee XXX.

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By (user no longer on site)
over a year ago

Yes, more please!

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By (user no longer on site)
over a year ago

Definitely need more of this story

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By (user no longer on site)
over a year ago

Wow.

Him x

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By *r 007Man
over a year ago

harrogate

fuck me this is hot

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By (user no longer on site) OP   
over a year ago

Anyone got any suggestions for where you want me to go...?

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By (user no longer on site)
over a year ago

You put in the back of a van and taken out into the country to a big mansion

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By *r 007Man
over a year ago

harrogate


"Anyone got any suggestions for where you want me to go...?"

my house

women's strapon party all with strapons and you are the maid

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By (user no longer on site) OP   
over a year ago

After a few squeezes I can feel the butt plug expanding my already well fucked little (not any more!) asshole and you tell me to strip while you get us some drinks. I peel off my remaining lingerie so i'm all naked and smooth for you and you flick the tv on and put in some kinky porn. On the tv are two t-girls exploring each other dressed in bodystockings. "That looks like a good idea idea, go and change into something more comfortably my naughty little slut and keep your plug in."

I head back to the bedroom and pick out an opaque leopard print bodystocking with holes in all the right places...roll it up my legs, up to my neck and over my arms. I'm totally covered in nylon, it feels so nice sliding over my body and it covers my bum keeping my plug in nicely. I let the stocking dangle out of the bottom like a little tail! I slide my feet back into my strappy heels and tie them tightly round my ankles and totter back into the lounge.

I decide to put on a little show while you sip your drink and get onto all fours in front of the TV with my ass in the air, copying the positions of the pornstars in the film we are watching. I spread my legs so you can see the plug and stocking still in my ass, it tickles as it dangles onto my nylon covered legs. I inch backwards towards where you are sitting and wiggle my bum invitingly. You take the tip of the butt plug and slowly pull, inching it out of my ass. Even though it is inflated, it keeps going until it pops out, my ass feels like it is wide open. you slide some fingers inside and tease my asshole and start to pull the stocking out too until it falls out.

You rub it over my balls, gently squeezing and teasing them, making my clit hard again and then slide it over my shaft and start to wank me slowly, miling me. You massage my cock with one hand and finger my ass with the other. Two fingers at first, then three, slowly pushing in and out of my stretched ass.

My breathing gets heavier and you can feel my cock starting to twitch. You tell me to lie on my back, so I flip over and spread my legs so you can get to my cock easily. The stocking is pulled tightly over my head and you start to speed up wanking me, faster and fast and faster until I buck and writhe and shoot my load through the nylon and over your hand. You keep wanking me until every last drop of cum has come out. The stocking is soaking wet with hot sticky cum, you pull it off my cock and tell me to open wide....and you tell me to lick all the cum off it. "Good girl, time for another load from my cock in your mouth next?"...

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By (user no longer on site)
over a year ago

Can't wait for the next part

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By *r 007Man
over a year ago

harrogate

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By (user no longer on site) OP   
over a year ago

Glad you are enjoying folks xx

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By (user no longer on site) OP   
over a year ago

I hear your phone buzz and you head off into the other room to answer it, leaving me writhing round tasting my own cum. You come back and tell me it's a good friend of yours who has some free time and wants to meet up with his new sex toy...

Being the horny slut that I am I readily agree. You tell me to strip again while you go and get ready and come back with a handful of clothes.

I slide a red basque up my body which squeezes nicely rond me. You tie the ribbon at the back to keep me firmly in place! Next a pair of new tan stockings with a matching red seam, so sexy and smooth when rolling up my legs. Then a matching red g-string. You keep running your hands over me so you must approve, then I feel you put your hand on my back and bend me over. I feel a cool sensation on my ass and something going in. You get a mirror and show me you've put a jewelled butt plug into me and the g-string keeps it in place. I feel so slutty with it in there and you smack my bum appreciatively.

You then get a red mini dress and I step into it so you can roll it up mw, covering my basque and the skirt stopping just at my stockings tops. Then to finish, some strappy stilletoes which you slide my nyloned feet into. But these shoes are special as they have a little hole on the side which you insert a small padlock into, I am wearing these all night...

I look like such a whore in my outfit and you give me a peck on the cheek and lead me out the door. I think your friends will be happy...!

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By (user no longer on site)
over a year ago

Glad it continues

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By *r 007Man
over a year ago

harrogate

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By *t-andyMan
over a year ago

dumfries

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By (user no longer on site)
over a year ago

Keep it going

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By *4u2007TV/TS
over a year ago

central

Love this

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By *vanabeusedTV/TS
over a year ago

somewhere

Yum

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By (user no longer on site) OP   
over a year ago

We arrive at your friends who lives in a large house with a long tree lined drive. We clearly won't be disturbed tonight...

My stilletoes click along the path to the front door and you lead me inside after warmly greeting your friend. You direct me into the large sitting room which has a wooden floor and large rug which I am told to go and stand on while you both get drinks.

You return and both come over to me teling me you're going to have fun with your sex toy tonight. With you in front of me and your friend behind, I can feel your hands running up my stockings and down my red dress. You tell me to call you Sir and your friend Master, I think I might like the game...

You tell me to slide off my dress so Master can see my underwear. I slip it down, falling to the floor so he can see my red basque and nude stockings. I can feel his hands running over my back, down to my g-string and teasing the butt plug, making me wiggle. You take my g-string and pull it down, I step my locked heels carefully out of it and you tell me to spread my legs so you can both see my smooth shaved boyclit.

Master tells me to lift up my hair and I see him placing a blindfold over my head and tieing it tightly round me, letting my blonde long wig fall back down over it. All the tie you are squeezing and teasing my cock. "Time to lock that away too?" Masters says...

"Great idea" Sir agrees and I can feel Master pulling my balls down while you click a metal ring round them and then a cage over my clit. "We're going to keep you on edge and horny all night my little slut..." It feels great being plugged, caged and blindfolded and I smile and moan appreciatively as you play with your horny toy.

You guide me down to my knees and I can hear you both stripping. You both take a hand, guiding them so I have a cock in each, I'm in heaven as I slowly stroke and squeeze them. I can feel both cocks throbbing and growing in my hands, squeezing the smooth heads. I feel Master take my head and pull it towards him, feeling the tip of his cock on my lips I open my mouth instinctively and slide my red lips down it as far as I can while he guides it into me. It tastes so good and he starts to fuck my mouth, pushing his cock as far as he can into my mouth while I wank Sirs at the same time. My clit and ass are twitching on their metal bonds and my head is spinning, not being able to see what is happening.

Master releases my head only for you to take over, you want a piece of your sluts mouth too! I suck your cock, it's nice and hard and wank Masters, they are both hot and throbbing, you clearly like it...

"Time to move it up a level?" i hear you say to Master and you lift me back to my feet and you bend me over, reaching your hands behind my back and spreading my ass cheeks apart so Master can see the shiny plug. I feel his fingers running over my ass and tugging at the plug. I can feel it slowly being removed, stretching my tight ass as it pops out. You start to finger me from above while Master slides his fingers into me, stretching and teasing my hole. I'm in heaven being played with by you both and ask for your cocks to replace your fingers...

"We'd better keep this slut happy then don't you think?"

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By (user no longer on site)
over a year ago

Mmmmm love this

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By (user no longer on site)
over a year ago

Omg

Are you reading my mind, I sooooo want to do this, my total fantasy

Luv Fee XXX

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By *r 007Man
over a year ago

harrogate

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By *vanabeusedTV/TS
over a year ago

somewhere

Wow

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By *ini1275Man
over a year ago

stoke on trent

Loving this xx

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By *ammyTV/TS
over a year ago

manchester

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By (user no longer on site) OP   
over a year ago

Still blindfolded I feel myself being pulled up again so I am tottering on my heels still locked to my stockinged legs. Master guides me, leading me across the room and tells me to feel what's in front of me. I reach out and feel a leather footrest which I am pushed down onto so my stomach lays across it while I'm on all fours.

My now unplugged boypussy is pushed into the air and Sir takes me hands and guides them to his cock, naturally I start stroking it, keeping him hard, squeezing the head and pulling it towards my mouth so I can lick it. While that is happening I feel a cool sensation on my ass, i am being lubed up ...

"Give this sissy what she wants mate" I hear Sir say and I feel two hands spreading my ass cheeks apart and the tip of Masters cock nudging against me.The butt plug has done it's job getting me ready and I can feel the head of his cock slowly sliding into me. He holds it there for me to get used to before slowly pushing in, I can feel it inching inside me until I feel his balls against me. FInally being spitroasted for the first time I'm in sissy heaven!

As Master starts to fuck my ass I pull Sir cock into my mouth so I am filled with hot cock. I eagerly suck and feel Sir's cock twitching while Master starts to slide out and in again, a nice slow rhythym getting me used to it being fucked from both ends. Master grabs me by the waist so he can slide his cock fully into my ass, speeding up while Sir encourages him to fuck me harder and faster.

I keep sucking harder, licking the tip of Sirs cock, all the time not being able to see what is going on the sensations are heightened as I feel my ass being stretched and mouth being used. I feel so slutty in my lingerie getting used by these two horny men. I feel Master speeding up... "i'm close to cumming"

Sir pulls his cock out of my mouth and says let's cover her in cum then? I feel him speeding up in my mouth and twitching until he errupts into my mouth, hot sticky cum filling me up I instinctlively squeeze my ass which sends Master over the edge. He pulls his cock out of my well fucked ass and shoots his loads over my smooth bum, the sticky loads dripping down my ass onto my stockings tops.

Sir removes my blindfold and I can see two smiling faces, clearly I've performed well and I can now see the shiny cum all over my face and legs. "DO you think I've been a good slut Sir?"

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By (user no longer on site)
over a year ago

[Removed by poster at 07/02/17 13:53:25]

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By (user no longer on site)
over a year ago

Great story

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By (user no longer on site)
over a year ago

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By *r 007Man
over a year ago

harrogate

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By *vanabeusedTV/TS
over a year ago

somewhere

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By *egsonfireTV/TS
over a year ago

Preston

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By *oannacd67TV/TS
over a year ago

worcester

Nice start any more to come xx

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By (user no longer on site) OP   
over a year ago

THanks for the comments folks

Any suggestions where you want me to take this story next? xxx

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By (user no longer on site)
over a year ago


"THanks for the comments folks

Any suggestions where you want me to take this story next? xxx"

Into the bedroom and you are tied face down on the bed with your boy pussy in the air

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By (user no longer on site) OP   
over a year ago

Hi everyone, thanks for the comments. Sorry I've not added to this for a while, feel free to keep the inspiration cumming and I'll add a new chapter over the next few days. Hopefully you like my new pics too

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By *r 007Man
over a year ago

harrogate

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