Over the next week we messaged on a daily basis, often into the night, our sex talk became filthier and filthier, you know how it can be when you’re really horny, it was like we both had no taboos in the end. I’d refer to her arsehole as a ‘forbidden hole’ at which she’d reply nothing is forbidden with you, I’ve already told you, you can do anything you want to me, I trust you and you turn me on so much I’m horny at the thought of anything you want to do, she went on to tell me how she’d been watching punishment and spanking videos online and certain ones really aroused her. I was interested to know which ones. She said not so much the out and out punishments but the ones that led to sex or involved sex during it, she said how much the cropping stung a few month back but she often masturbated while thinking of it. She emailed me a link to one of her favourites of a woman being caned then fucked. She messaged afterwards and said I think I’d love that, I’ve not stopped wanking to it. I told her the cane really does sting by all accounts, she said I know it’s bloody meant too ! I said I’d love to cane her but I’d need to get one first. Nothing was said to that, I couldn’t order one online as it would probably turn up when Louise was home and I was too embarrassed to go into a sex shop for one.
It was the start of the week now and Jane would be here on Wednesday at 11am we’d messaged all through Monday and Tuesday and I told her I’d see her in the morning.
She arrived alone this time thank goodness but half an hour late, I thought you weren’t coming you should have text me !! ‘I’m sorry she said giving me puppy dog eyes you can punish me later haha she said with a wink.
My cock was already stirring when she said that again she was braless in a white tee shirt and short skirt, we kissed passionately and she broke off and said ‘I better get started’ I said it can wait, she said no I’d rather get it done first there’d be time for fun later. I’d got most of my work done early so there wasn’t much for me to do so I more or less followed her from room to room, touching her and kissing her, I’d joke ‘you missed a bit’ ‘hmmm well you better make a note of the bits I missed hadn’t you’ she cheekily replied.
She finally got finished and asked if it was ok to shower, of course.......then she said my car keys are on the kitchen table, there’s a present for you on the back seat, she winked and trotted off to the shower. I was intrigued, I went downstairs and picked up her keys and went to the car. On the back seat was a black plastic bag with gold stripes on it, I reached in and picked it up, hurriedly locked the car and went inside and locked the door, I had a slight idea what it might be but couldn’t be sure until I opened it.....I was right it was a school style swishy cane !!
I was flushed and my heart was racing, I picked it out of the bag and gave it a few swishes through the air, just the sound, look and feel gave me a hard on.
I heard the shower shut off and I laid the cane on the table. In a few minutes Jane came down wearing just stockings and suspenders gstring and peep hole bra with her glorious nipples poking through.
She walked up to me and kissed me hard, our tongues once again entwined. I see you found your present ‘Sir’ she giggled.
Yes I did Thankyou. I didn’t know what else to say so I just carried on kissing her, she reached down and felt my cock pulsating in my jeans, these feel tight she said as she dropped to her knees and undid my belt and trousers, pulling my trousers down she ran her mouth up and down my hardness in my shorts before I removed them and she got to work as only she could sucking and licking for all she was worth, fingering herself in the process, I pulled her up by her hair and kissed her again pulling and tweaking her erect nipples, I held her hands behind her back as I gently nibbled and bit them in turn, releasing a hand I felt down to her now fully shaven pussy (something I’d said I loved in a text the previous week) I massaged her pussy and played with her clit while she was standing legs apart she trembled and came over my hand as her legs buckled slightly with the orgasm. Oh dear oh dear Jane, look at this mess as I showed her my cum soaked hand. I picked up the cane and sternly said I think you need to be punished for that, and for being late (she was late as she’d been to a sex shop to buy the cane)
She just slowly nodded, I kissed her again and led her into the living room. There was a piano that we’d inherited with the house and an antique square stool that came with it. I pulled the stool out and told Jane to bend over it holding the handles either side. I gently kicked her legs apart and felt her pussy from behind it was as wet as ever I inserted 3 fingers and slowly worked her with one hand while I hand spanked her with the the other mmmmmmm oh god yes she was calling out spank this slut. After a good session with the hand with her still in position, her bottom a nice pink but not too red, I walked in front of her and offered my raging hard on to her mouth I slowly fucked it, being honest I didn’t dare have her suck it too much as I knew I’d cum too quickly.
She was holding on to the stool wiggling her pink bottom as I said right young lady time for your punishment ( I thought I’ll have to play it by ear how many she can take) I said you’ll receive 6 for being late, understood she said yes sir....I said ‘say my name’ yes John she replied, I gave a few whooshes to which I heard her make a mmmmmm sound, I brought the first one down what I thought wasn’t too hard she yelped and sucked air between her teeth, I brought another down with similar force ‘oooh jeeesus’ her legs buckled slightly, I had to ask...too hard? She said no you bastard I want the rest the same I positioned the cane a bit further down and whack ‘gmmmmpphhhh’ and a few heavy pants, ‘you will ask for the next three Jane ok?’ Yes John, ok I’m ready’ whack...,she didn’t make as much noise this time just a few deep breaths, ok John I’m ready number 5 came down and she let out a whimper, please John, number 6, whoosh down it came, she jumped up and held her arse and said ‘ fuck that stung’
I said you did well, I took the mirror off the wall to show my handy work, the whelts now coming out. I guessed she’d had all she could take for one day. But she got back in position and said I need another 6 John, please. On your knees first Jane and beg me. She got on her knees and sucked me, I moved the stool to near where I’d propped the mirror up I positioned her so she could suck my cock while I admired her red stripes, it was all too much as I shot a full load in her mouth she hungrily took it all and with spunk dropping from her chin she said please cane me again John. Whoosh down it came and she cried out oh god almighty.....another please John whoosh, after completing another six I had the impression this was like more of a punishment and she can’t have had much pleasure from it and although she hadn’t cum from it she was still soaking wet. I massaged her pussy from behind, took my time to kiss her deeply, she gasped I don’t think I can take another 6 as my fingers went into her, that’s ok we can build up to more if you want, she kissed me deeply, as I brought her to orgasm with my fingers I ordered her to kneel on the floor with arms stretched into the sofa arse in the air, what a gorgeous sight a striped arse is, as I leaned forward to lick her pussy from behind she almost immediately let out a moan and came again (I wondered where it all came from) as always she tasted amazing., I ran my tongue the full length of her dripping pussy and into her arse licking either side of her bum hole and eventually into her arse itself, I could hear her gripping the sofa over the next ten minutes when I’d licked her pussy and arse to complete wetness with a pussy wet finger I worked into her arse, something I’d only ever done once before and it wasn’t pleasant, but Jane had clearly prepared for what might happen,as I lapped her pussy and worked her hole, she whispered, are you going to fuck my arse baby......of course I had been hard again for a while I said nothing but thought damn I’ve no lube, she must have been reading my mind she said ‘my bag in the kitchen there’s some lube, I’d say go for it without but you’re pretty big it might hurt’ a compliment like that is always nice, I grabbed her lube from the bag and worked some into her hole and some on my cock, this was the first time I’d done anal and I gently pushed my hardness inside her very slowly as she gasped jeez I love your big cock, I slowly fucked her as she worked her pussy she must have had another two or three orgasms before I shot my second load all over her striped canes bottom.
We both lay there kissing for the next 20 minutes before she had to get cleaned up and leave.
There’s more stories of Jane and I if anyone wants them
Writing these makes me realise how much I bloody miss her. But times change I guess. |
Thanks. 
