younger kinkster wanting first time anal

I Arranged to meet her on a dating site, her profile said some experience in BDSM and wanted her limits pushed sh was looking for a dominant that wasn’t a sadist … contrary to popular belief I am not a sadist … I laugh whether it is myself or others that get hurt and generally I try to apply first aid it’s a nervous affliction I can not help.

so we met in the chat room discussed her hard limits they were the usual .. no blood , no scat , no needles ...no knives .. ok with whips – floggers, paddles, canes .. I told her I don’t use canes well not on the first session at any rate. She wanted to try anal but had never done it before …. was ok with being tied up but wanted a safe way to slow things down if I gagged her as well as some safe words …. so many things this girl has never done

we chatted a little longer about expectations .. after care and what she could expect … I planned my scene in my head as we chatted … and planned the evening … amazingly she did not want a fancy restaurant meal before … just some small snacks and some chocolate for after … so I went shopping and packed the car … toy bag full of toys and gadgets all cleaned thoroughly went to the adult store and bought new but plugs … these ones vibrate … and an enema bag … anal sex is a get it right the first time or it could be years before someone tries it again …

I don’t usually do hotel rooms but when needs must … so I drove to the hotel to prep the room it was 2:00 pm and she was due to arrive after she finished work I sent her directions to the hotel and how to avoid the front office and instructed she must be able to leave her inhibitions at the front door and sober … this would be demonstrated by her ability to get undressed quickly upon entering the room and then walking to the shower naked .. after all she had just finished work ... at which point the session would begin with me and her having a shower together … I only use shower gel of the non soap variety and I lathered her all over paying special attention to her breasts and nipples her arse and pussy …. her pubic hair was very thick so I took out a new razor and very carefully shaved her pussy bald … and licked yer to orgasm right there in the shower making her knees buckle.

As I picked her up I told her to turn around and part her cheeks … she said “oh my god are you going to screw my arse right now” no beautiful one I am not … just yet …. there is some prep work that needs to be done … so she parted her cheeks and show me her beautiful rosy anus … and I uses a little lube and pressed the nozzle of the enema bag slowly into her bum and then helped her stand up … I hung the enema bag on the shower post and said I shall now leave you to wash your hair and in about 5 - 10 minutes you should remove the nozzle slowly and wait a few minutes then take care of business and resume your shower

dry your self and then come out of the bathroom and lean over the foot of the bed where I will do some more interesting and wonderful things to your beautiful body

I double check the toys are all charged and the lube is at room temperature .. some people like cold lube most don’t and for first time anal anything it’s definitely better to have warm lube … the new but plugs are battery and I put new batteries into them whilst I wait, I put a pillow at the foot of the bed for kneeling on when she collapses during orgasm …. it’s the little things that keep them coming back for more I don’t like one time things …. I put collar and cuffs on the bed .. the easier to restrain and train floggers on the table beside the bed I’m a two handed kinda guy

she walks out of the bathroom naked and unabashed and kneels on the pillow at the foot of the bed
and says I’m yours to do with as you wish master I put on the cuffs which are already tied to the bed
and the collar which is only attached to a short leash then I pick up the floggers and show them to her … I spread out the thongs carefully … knots are bad … and start whirling them around and then bringing them down firmly on to her beautiful arse and lower back swish whack swish whack 20 times not a word of complaint .. firmer faster swish whack swish whack 20 more .. her butt just lightly pink the way I like it

I walk around the bed and inspect my property I look into her eyes .. hers are slightly glazed … but responsive I pick up the smallest but plug and show it to her .. I put it into her mouth and tel her to make it wet I walk to where she is kneeling and squirt some lube between her arse cheeks and caress her drawing circles around her anus and stroking it gently occasionally easing a well manicured index finger into her anus very gently … in and out and slowly stretching and teasing her anus I grab the big Hitachi wand and turn it on … and press it gently against her clitoris whilst I slowly finger fuck her arse … I lean over and whisper in her ear .. the orgasm in the shower was free but you have to ask before you can come again as I remove the small but plug from her mouth, turn it on and press it gently against her tiny little ass-hole ... working it in small circles slowly pressing it in and out and out of her whilst holding the Hitachi against her clitoris waiting for that tell tale clench that happens right at orgasm ….

her moans get louder I slap her butt hard and remind her no coming without permission … finally I can see she is ready to cum … I slap her on the butt again hard … and remind her no coming without permission … oh god she moans I was so close … and the but plug slides in without resistance … I wipe my finger with sterilising swab and return to administering the hitachi wand to her clitoris … turning the vibe up a notch or 2 …. this time I will make her come before she can ask permission and as punishment I will insert the slightly bigger butt plug and make her thank me for it

holding the Hitachi firmly against her clitoris I massage her arse and smack it firmly .. rhythmically left then right .. the massage some more … her moans get louder …. and she starts chanting oh god oh god …. and then she is coming …. luckily she is kneeling over the end of the bed .. nowhere to fall. I whisper in her ear .. you didn’t ask to cum .. did you …. no Master she replied … time for punishment then I said

I picked up the slightly bigger butt plug and showed it to her … she says oh. no. I dont think … I say shall I put a lot of lube on it beautiful ? I ask … she says yes please master …. so I lube it up well and gently remove he smaller plug and ease in the medium one with out a whimper of complaint …. to a sigh of oh my …. followed bay a firm smack on each cheek to remind her this is punishment for not asking permission to cum not just pleasure.

I turn on the medium butt plug to medium vibration and take out nipple clamps and put one gently on her clitoral hood and tern the screw slowly to increase the pressure till it stays put and insert a finger inside her vagina … slowly finger fucking her pussy and bumping the nipple clamp slightly
she moans in pleasure I can feel the but plug vibrating in her arse through her vaginal wall … I’m getting aroused … its too soon …. I pick up a rabbit vibrator and slide it into her pussy making sure the external bit is firm against her clitoris held in place by the nipple clamp she starts to moan

I ask would you like permission to come ? … yes please Mmmaster …. just hold in there a little longer beautiful and I will give you permission I move the rabbit vibe back and forth in a nice gently rhythmic motion the but plug in her arse moving slight back and forth with the motion should be adding a nice sensation and help relax her some more … maybe even enough to get the larger one in …. I remove the nipple clamp off her clitoral hood … and say you may come now

holly cow she squirts and cums like a steam train …. her fluids are running down her legs to the pillow .. I say that is fantastic … what a beautiful responsive body you have as I stoke her clit with my fingers and tongue she tastes fantastic like honey … she passes out …. I keep licking

she come around again as I can hear her moaning again … I keep licking and make her come again
she comes loud oh god oh god .. I think I should have gagged her .. the neighbours might hear … then I think .. its a hotel .. who cares but I’ll gag her next time… time for the next but plug … which is as big around as I am if this slides in she’ll be ready for full anal sex … I lube up the largest vibrating but plug in front of her …. and ask are you ready for this beautiful ? … yes master .. she says .. I cup my ear and say speak up I cant hear you … please master she says …. I say please what .. use your words beautiful … please master put the large butt plug in my arse … I continue to lube it up and move to the foot of the bed .. I turn the large butt plug to full vibration …. and slowly remove the medium but plug setting it aside and press the large but plug slowly but firmly into her not so tiny arsehole until it slides home with a gasp of oh my… my you have a greedy arse .. next you’ll be wanting me to fuck it now instead of next time as we agreed ….

yes please master if you think I’m ready would you please fuck my greedy arsehole … not today beautiful .. today I’m going to test out your oral skills whilst you hold my next toy in place if you do a good job and don’t drop my toy I will send you home with the butt plugs so you can get ready for our next session … would you like that …. yes master she replied … I picked up a slightly larger rabbit vibe with a bulbous end on it and coated it with lube and gently inserted it deep in her pussy… knowing full well its only coming out after the but plug comes out with out some help …and turns the vibrations up to full and smacks her arse hard on each check and gives them a little rub and massage

climbs up onto the bed and lifts her head into his lap and she opens her mouth to accept his cock which instantly starts getting hard he releases the wrist cuffs and lets her use her hands whilst she attempts to bring him to orgasm using just her mouth whilst worrying about toys falling out of her before he cums in her mouth … thinking to her self I must swallow every drop