Over the past few years, Mistress and I have gravitated towards early evening ‘encounters’… primarily because we found that if you always wait until you are going to bed (to sleep) then there’s a greater chance of being too tired or whatever. But the thing with this arrangement is that more often than not Mistress keeps her bra on because she knows she is getting up and dressed again (or maybe she just does it to cruelly deny me the sight of her gorgeous breasts…) either way, at bedtime Mistress will take her bra off because she knows she won’t be getting up again and she’ll be going to sleep after.

So it was on Wednesday night, I was treated to the beautiful sight of Mistress’s very sexy tits as I lay looking up from between her spread thighs. Mistress was reading some stories as I lapped at her clit and fingered first her pussy and then her tight little ass. Mistress really seems to love having her asshole teased with my finger, albeit in a very gentle manner… and it always seems to deepen her breathing when my finger slips between her cheeks and finds that special little spot.

Of course I love touching Mistress’s ass, and I love that it intensifies her orgasms. This is beyond doubt; since I started touching Mistress’s ass again after a long time when it was ‘off the table’ she has definitely had a lot more really ‘hard’ orgasms than before.

After Mistress came, it was my turn and… I guess I should interject here that Mistress decided to revamp the diet incentive program for 2020. So, starting from my new Jan 2020 weight, again every week that I lose at least half a pound means I get to choose a toy to play with, and then every time I lose half a stone (7lbs) I get to choose a reward/rewards from a list.

There were actually two lists, list A and list B, and inevitably I would always choose ‘Ass Worship’ from list A, no matter what. So I suggested a slight amendment to the lists, whereby ‘Ass Worship’ would become a default for each milestone reached, and then the other treats were in addition as before. Further to that I suggested that because I have always been able to ‘ask’ for ass worship (and Mistress generally allows this) it would make more sense if there was something more to the ‘milestone’ ass worship to make it more special.

To this end I asked if these ‘milestone’ treats could be ‘spontaneous’ and out of bed, like she did twice last year. You may remember I asked her when I had reached one of these milestones last year if she could have me worship her ass at some random point when I wasn’t expecting it, and it was really cool when she did it. The second time was even better in a way because it wasn’t even a reward, she just randomly called me into her dressing room and told me to peel down her panties and worship her ass… before sending me on my way. That was awesome, but that was the last time it happened (last August), so I was keen to introduce this and hopefully by the time this year is over and I have collected all my rewards Mistress will have got used to this idea and it won’t slip away again.

When I suggested this to Mistress was quite enthusiastic, commenting how good that was and how she keeps meaning to do it for me, but whenever she thinks of it it’s never a good time. This is the problem with this sort of ‘spontaneity’, it’s easy to forget or as she said only think of it at an inopportune moment. Anyway, hopefully this will be a good incentive for me and a good way to introduce this back into our lives for good.

Anyway, where was I. Oh yes… so this week was the first week of the new scheme and I lost 4 pounds in weight. I would like to have tried the ballcrusher again, but the last two times it was useless and extremely frustrating, so instead I chose something simple that I knew would work; I chose the cock whip.

On Monday when Mistress had teased my cock I had been fairly unresponsive, mainly because it was so cold in our bedroom and I was thinking more about how cold my feet were than anything ‘sexy’. Thankfully we made sure to heat the room up this time and my cock was satisfyingly hard… it also didn’t hurt that Mistress’s gorgeous breasts were on display as she sucked, stroked and whipped my cock and balls…. just look at the top of this page and you’ll see what a lucky man I am! :)

Mistress brought me to the edge and then gave my balls one final whack before leaving my cock alone to calm down. It was fantastic and I’m now 42 days into this particular chastity period… 31 days since my last ruin. Hopefully we are going to have our next Femdom Session this Sunday too, all being well.



Bedtime Sex Has Two Big Advantages