Hard to believe after going six months without a session, but Mistress and I got ourselves right back on track with two sessions in a month!

We were originally going to have our session last week, but we put it back to this week because in the UK there is a Bank Holiday Monday and also because we both felt we would benefit from a week of healthy eating / no alcohol / exercising daily, after several weeks of going off the rails. We certainly have, I lost half a stone and am already feeling much improved, but annoyingly last night Mistress and I went to bed feeling really, really tired… both of us were yawning our heads off and struggling to keep our eyes open, but half an hour later we were both still awake. Finally I gave in and moved to the spare room where I got to sleep pretty quickly and didn’t wake up until 6:55AM. Next time I woke up it was 9:45 and Mistress was just getting up, at least we got some sleep even if it took a while to get there!

We started our session at 12 and Mistress told me to wear a blindfold but left everything else up to me. So I began the session with my blindfold on, my wrist and ankle cuffs, a simple cock ring and the ring ended glass dildo in my ass. Last session I was disappointed that I had to tell Mistress that my ass was off-limits, sometimes you just know it isn’t a good idea and this was one of those times. Besides, better to do that than delay a session that was already five months overdue, even if it isn’t really in the spirit of ‘surrendering control’. No such trouble today, and I was hoping this would lead to a good ass-fucking later in the session! :)

We have two bottles of lube in our drawer, one is silicone lube and the other is ‘liquid satin’ which is from Ann Summers. I usually go straight for the silicone lube for some reason, but today I decided to use the booty lube and boy is that stuff slippery! Which is exactly what you want for anal penetration obviously, but maybe not if you’re trying to keep a dildo in your ass!

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I didn’t even use that much and since I haven’t even had anything in my ass for six months you’d think I’d be as tight as fuck, but this stuff… man, I had to take it out and wipe it clean, but it was still sliding out, so I had to take it out again and wipe it and my ass and then put it back again… and it was still sliding out for the first ten minutes of the session.

Mistress came into the room, though obviously I couldn’t see her, and she started rubbing her foot against my cock and balls. She asked me if I had been thinking about what she might be wearing and then checked to see if I had anything to confess. Unlike last time, my conscience was clear and so I got away with a slightly less thorough whipping, although Mistress still likes to whip and paddle me to remind me of her control – and just because she enjoys it, basically…

Mistress got on the bed and I knelt at the foot of the bed, reaching round now and again to ensure the dildo didn’t fall out while I was worshipping her beautiful feet. Meanwhile I could hear Mistress playing with her glass dildo and teasing me about how badly I want to get my tongue into her pussy and her ass. With her feet thoroughly worshipped, Mistress had me lick and suck her dildo clean, then had me up on the bed.

Once tied down, she straddled my head and told me to lick her pussy. She was clearly already very turned on, her pussy was super wet and she tasted wonderful. Her juices were really thick too, which is always a good sign and showed me she was really into this already… as I licked her I felt my cock starting to stir into life and soon she had turned around and started teasing my cock with her hand while she brushed her ass against my face.

I always love this part of the session, when Mistress whips, slaps and strokes my cock, while occasionally straddling my face and having me lick her delicious pussy. At some point she removed my blindfold so that I could see her standing over me, in her leather skirt and my favourite cupless bra which makes her gorgeous breasts look even more AMAZING than they are normally!

I watched as she slid her dildo up inside her pussy and then licked it clean before she returned to abusing my cock. Then she got some lube on her hands, which was a great move as the cockring meant my skin was pulled really tight, and started jerking me hard and fast. That felt incredible and she kept pumping, slapping and whipping my balls until she got me to the edge. I think that is a first for us in a session, I don’t think I’ve ever been edged before mid-session… but I loved it, and I love that Mistress is starting to give me multiple edges when she’s teasing me too!

Then Mistress grabbed the pegs off the bedside table and clamped them in place, before leaving me alone for a few minutes. I still had the dildo in my ass, thankfully it had stopped trying to escape and it felt really comfortable… but I noticed Mistress hadn’t taken the RodeOh strap on pants with her when she left – still, she might put them on later.

Mistress came back about 8-10 minutes later, which flew by for me… I was totally relaxed, even with the pegs on my nipples – because of course, they don’t really hurt until you take them off! When Mistress came back she made me beg her to take the peg off my right nipple and as soon as I said the words I clenched my teeth because I knew it was going to hurt, and sure enough it did. Then she made me beg her to take the other one off, twice… and again it hurt like a bastard, but only for a few seconds.

Mistress untied me and told me to take the cockring off, then climbed onto the bed. She had removed her leather skirt now, but still had the awesome cupless bra on. She told me it was time to worship her pussy properly and make her cum, and I sank down between her thighs, glancing up to see her hand cup her left breast as I started to taste her. Mistress came super hard (for the third time in a week no less, I must be getting good at this!) and then she got off the bed and told me to get up on my hands and knees. She gave me a spanking with her hand and then pulled the dildo out of my ass and told me to turn over onto my back.

Earlier in the session Mistress had told me that I should be thinking about where I would choose to be allowed to cum should she decide to allow it, and before she left me alone she asked me if I had decided. Despite how amazing her tits looked in that bra, and how much I would love to shoot all over them, I had already decided that if given the choice I would say her beautiful feet. It seems like forever since I got to cum on her feet and that is probably the one place I love cumming more than any other… yeah, anyone would think I was a sub with a foot fetish or something, huh? :)

Now Mistress asked me if I had changed my mind, but said that since I couldn’t cum on her feet while I was worshipping her ass I would have to choose one or the other. Aaargh, so fucking mean! She told me I had five seconds to choose and started counting down from 5 to 1, when she finished I told her I wanted to worship her ass.

I know that sounds crazy, but…. as much as I wanted to cum on Mistress’s feet, these sessions are supposed to be about pleasing and worshipping Mistress, and jerking myself off on her feet seems kinda ‘selfish’ in that context. Besides, I fucking adore worshipping Mistress’s gorgeous asshole and my cock was soon hard as she pumped it while my tongue lapped between her cheeks. I managed to stay away from the edge for quite a while before I had to tell Mistress to stop, and after a few seconds she sank down onto my face again but I only managed a few more seconds before I had to tell her to stop again. This time she quickly moved off me and knelt next to me, then she gave my balls seven or eight slaps before telling me the session was over.

So I didn’t get my ass fucked, but I did edge three times and Mistress did let me suck on her amazing breasts a few times during the session and actually after the session ended too, which I really loved. They would have looked so good spattered it cum though….!

FEMDOM SESSION: 31st August 2020

The Ultimate Male Chastity Key Holding Experience

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