Inexperienced reader with holland or any of the rygos really
Holland would be so gentle and patient. He's a romantic and his first priority would be that you feel comfortable and special and safe when you're with him.
He's experienced, of course, not only personally since he was married, but also from years of working as an investigator dealing mostly with people in the sex industry, so theres not much he doesn't know about or hasn't seen.
With you, he will really take his time to ease you into sex. He never puts pressure on you, checks in regularly, and talks you through it. This also comes with a great deal of praise because he wants you to know how good you make him feel. So I've added a few little examples below!
nsfw, afab!reader, fingering, hand job, oral, penetrative sex, Holland using pet names for reader, premature ejaculation
The first time he fingers you he's extremely thorough about explaining what he's going to do - I'm gonna touch you here now, okay sweetheart? Tell me if it feels good... oh you're so wet for me- I'm gonna slide my finger in, alright? Okay, that's it, you're taking me so well holy shit- I'm gonna try a few speeds okay? You tell me what feels good- I'm gonna rub your clit, I'll be gentle don't worry- mmh that's it, oh you're makin' me so hot sweetheart, your legs are shaking... gonna fuck you on it again now, okay?
When you jerk him off for the first time he shows you how with his hand wrapped around yours but you have a knack for it that he doesn't expect and just sits back to enjoy the ride. Let me guide you, that's it- mmh, oh- you feel so good, don't stop- just like that- ohh! and it's over pretty quickly because he hasn't felt a touch like that in a long while.
With his head between your legs for the first time, he give a few gentle laps to test the waters first. Do you like that? You want me to do it again? and then you hear faint mumbles as he keeps swirling his tongue around your bundle of nerves.
When you want to suck him off, his fingers tangle in your hair as he falls apart but he still talks you through it. Jesus- ohh, fuck! Yeah just a little slower sweetheart or I won't last- that's it, ohhh you've got it- and what follows is a string of incomprehensible moans until he cums and then tries to tell you what a good job you did for him.
And the first time he buries himself in you he spends so long preparing you with his fingers and tongue, not letting you cum just yet because he doesn't want to overwhelm you but also so he can feel you clench around him. He almost cums in his pants just from pleasuring you but manages to wait until he's inside. You're sure you're ready? Yeah? Okay, I'm goin' in! Mmh god- you feel so fuckin' tight, baby, I'm not gonna last-
He is still Holland, so sometimes he's funny without meaning to be, but his heart is in the right place. And he does sometimes get a little overexcited and it's over quicker than he hoped, but he always has time to give you what you need and will never leave you wanting.
^^ this is my favorite holland look btw, since I know everyone was wondering
When you ask Holland to let you suck his cock while it’s soft, he’s not quite sure he heard you right.
You have to repeat yourself three times for him to finally understand- or maybe he just needed to hear you say it that many times for him to believe it.
Of course he said yes. The only problem was, by the third time you repeated yourself, his cock was already straining against his suit pants.
So you try again another time, asking him if you can try.
Again; immediate erection.
Several failed attempts were made before you decided to not ask and just do it.
But that doesn’t work either.
The second you trap him unexpectedly against the kitchen counter and your fingers brush over his belt, he’s hard.
There was only one other thing you could think of doing to get your wish.
Holland looked heavenly in the golden morning light. He looked particularly ethereal one morning; sprawled on his back in nothing but a pair of tight boxers, snoring softly and hair ruffled in sleep. His legs were already so graciously parted for you, leaving a perfect gap for you to lay in.
You took extra care to not wake him as you tugged his boxers down his thighs, just enough to free his cock. It laid dormant against the fabric, soft and flaccid; asleep just like the rest of him.
This was something you had discussed wanting to try before, but you were always on the receiving end up until now. Holland would wake up and couldn’t keep his hands to himself before you woke up so you’d be roused from sleep with his cock rutting into you or his head between your legs as he ‘ate his breakfast’ as he so lovingly called it. This was the first time you were returning the favor.
Feeling Holland’s soft cock was exhilarating. Gone was the usual firmness, the pulsing heat and the rigid structure. It was limp in your gentle hand; still heavy but squishy instead of being rock hard.
You saw a muscle on his inner thigh twitch at your touch but he stayed still otherwise.
The brush of your lips on the tip was light. When you guided the soft shaft further onto your tongue, you had to stop yourself from groaning.
He slid into your throat so easily like this.
You didn’t need to worry about choking or bruising the back of your throat. The length went exactly where you wanted it to and stayed nice and silky smooth as you did.
A noise grumbled in Holland’s throat- not a moan but a sound of confusion. His hand shifted where it lay on the bed to feel the sheets, sliding to your side of the mattress and searching for your body.
When his hand found nothing, the man’s head lolled to the side. Still asleep but brain quickly beginning to piece together that something was off.
Running out of time, you tried to make the most of his soft cock. Keeping as gentle a rhythm as you could, you bobbed your head steadily, not trying to work him up to an orgasm but just to savor the taste of his skin and the squish of the shaft. You had to keep a rather firm hand around the base though, to give the length some sort of structure.
“Mmmm-“ Holland hummed blearily. His legs shifted against your body but you stayed planted where you were so he couldn’t roll away.
The cock in your mouth started to rapidly change, much to your disappointment. As it filled with blood, your mouth adjusted to accept it.
“Wha’s- huh?”
Holland’s eyes fluttered and his brow pinched. The hand that had been searching for you moved to your head, feeling your hair and tiredly grabbing hold. You didn’t release your seal on his cock but did look up to watch the PI’s eyes open and attempt to blink the sleep away.
“Baby?” He groaned, lips smacking and head lifting to look down at you. His eyes remained heavy but his eyebrows skyrocketed. “What’re ya doin’?”
You didn’t respond. You didn’t need to. You just swallowed around his cock, constricting your throat, and began putting your back into the blowjob.
Holland whined and grabbed at your head with both of his hands this time, bending his legs to bracket your head and lower back arching off of the bed.
It didn’t take long before he was painting the back of your throat white.
You decided that Holland’s soft cock had not seen the last of you.
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