gentle squeezes – Page 3 – Old Enough to Be Your Father

By Thomas Oldenough | August 25, 2019

There being no boobies in view Tumblr may not see this the way we do, hmm, pinebough?

Posted in Post and tagged Daddy's daydreaming again, gentle squeezes, my strong hands, rough play

By Thomas Oldenough | August 24, 2019

Daddy mode is tricky…

Kinda wanna stare into your eyes as I choke you, fuck hard, and breed you deep. Yet somehow kinda wanna sit you in My lap, call you sweet things, and leave a billion pick kisses on your face.

Oh but this isn’t really very tricky, is it, tumbletoes. Part of the fun of D/Lg is we can do both. Sometimes at the same time! But usually one after the other after the other!

Shall we dance?

We shall!

Posted in Post and tagged come for me, cuddlefucking, cuddling and snuggling, D/Lg play, Daddy's daydreaming again, daddy's good girl, daddy's lap, fucking your mouth, gentle squeezes, grinding your clit against me, kissing you, let's do this, my strong hands, rough play, touching you, your wet little pussy

By Thomas Oldenough | August 22, 2019 |

Because an older, experienced gentleman understands how important head and neck support is during a proper spanking, doesn’t he?

Posted in Post and tagged art of topping, bending you over, Daddy's daydreaming again, gentle squeezes, let's do this, my strong hands, spanking you, your cute little upturned ass

By Thomas Oldenough | August 8, 2019

Tumblr won’t let me show what I really want to do, skeeterbite, so here’s a G-rated (ahahah!) re-creation.

Oh wait! No. Would you like me to do this first!

Posted in Post and tagged art of topping, Daddy's daydreaming again, gentle squeezes, my stong hands, touching you

By Thomas Oldenough | August 3, 2019

So many ways to have you over, on, and in my lap, sugarbeet. This is just one of my favorites…

Posted in Post and tagged Daddy's daydreaming again, gentle squeezes, grinding your clit against me, in daddy's lap, my strong hands, strong hands on your hips, your cute little upturned ass

By Thomas Oldenough | July 13, 2019

We hear a lot about the D/S couplet in BDSM, and a fair amount about S&M too. The bondage side of B&D gets plenty of coverage but this is a lovely reminder of why Discipline is so often paired with it in the acronym.

Because sure, I could wrap you up in hemp like your grandma’s macrame plant hangers…

But a roughly growled “your hands stay here” works nicely too, doesn’t it?

Posted in Post and tagged art of topping, binding you, Daddy's daydreaming again, daddy's good girl, gentle squeezes, my strong hands

By Thomas Oldenough | July 11, 2019

I feel sorry for folks who think all spankings are supposed to hurt. Nothing wrong with cathartic spankings, and most straight-up masochists would probably disagree. But there’s more than one kind of intensity, isn’t there? Sometimes it’s about letting you know how I feel about you, cherrystem.