Adventures in Digital: “Sweet fucking agony.”

The first AiD can be found here.

Yeah, it's been a while. This chat is probably from about a month ago. Only posting it now because recently I've been thinking about Christopher - and fantasizing about him - a fair amount.

Him putting me over his lap, yanking down my underwear and spanking me with his hand or with something flat and hard, as I'm reduced to overwhelmed, painpleasured tears.

Me lying spreadeaged on my bed, face up, arms and legs restrained. (I really must invest in the Under the Bed Restraints that everyone is talking about.) Blindfolded with no idea of what to expect. Laid bare for him to do whatever he wants with. His to tease, with hands and tongue and toys, until I'm begging him to let me come.

Me fucking him from behind, shoving his face into the mattress as a gag muffles his moans.

Me straddling his face, pushing my clit into his mouth.

Over the weekend I found myself envisioning these things and masturbating to them. I never usually envision myself. I tend to fantasize about anonymous, hot people, or people I have been with before. I think being able to picture us doing some of those things is a step to getting over my whole embarrassment surrounding them.

I probably wouldn't ask, or let, or trust, anyone else do most those of things to me besides Christopher.

---

Christopher: wondering what you were thinking about

Wilhelmina: i was actually thinking about what i'm like when i come. at that precise moment

Christopher: fantastic. i'm pretty sure i have a series of different reactions to cumming. sometimes it feels explosive, and other times it feels like a velvet sin escaping my body. sometimes it's part of a grand motion and i'm very noisy and arching. and other times it's a small part of the whole motion, because i'm so absorbed in the act of entangling with another person.

Christopher: i'd like to make you come in different ways, all in a row… spanking, teasing, licking, fingering, fucking, anal-fucking, dildo-fucking me as the strap-on rubs you into orgasm

Wilhelmina: i've tried to imagine getting spanked by you and it's very difficult... but i'm really looking forward to it...

Christopher: i think i would really enjoy turning you over and spanking you. though i think i would give into temptation and alternately spank you, and then slide my fingers into you. maybe ass, maybe pussy, depending on how naughty i'm feeling.

Wilhelmina: unpredictability is a plus, my dear. teasing, sometimes, is also a plus

Wilhelmina: trying to picture if i would be draped across your lap or splayed on all fours in front of you

Christopher: i'd make sure your legs were spread wide by tapping your thighs lightly… and then hold one hand up high so you could see it from the corner of your eye… and then spank you with the other hand, when you were anticipating the other one

Wilhelmina: i would probably make a muffled noise even if i tried not to… embarrassinnnnng.

Christopher: making noise is good. your restraint is sultry too. i remember you biting one of your knuckles when you came one time

Wilhelmina: more often than not i end up with my knuckle/fingers in my mouth because i don't want to make noise... but need to release pressure somehow. or by grabbing hard onto the sheets, or onto skin

Christopher: i'm a moaner, i have to admit

Wilhelmina: it's very hot

Christopher: it's kinda embarrassing sometimes

Wilhelmina: no, i really like your noises.

Christopher: i can't help them, most of the time-- it's like the feeling of sliding inside you has to escape somehow

Wilhelmina: i think we made the bed move a couple times when we had sex in my room...

Christopher: yeah, we definitely make it do some wacky creaking. and hit the walls

Wilhelmina:  mmm i really like fingering you btw

Christopher: i like the feeling of your finger in me-- it's so tight and intrusive, but so powerful-- it feels like it's running up my entire body

Christopher: okay, dammit, i need to finger myself now

Wilhelmina: i wish i could hear you. i could probably come just from listening to your pants and gasps and moans and murmurs

Christopher: mmm, i'm rubbing myself.

Wilhelmina: i'm imagining the taste and feel of your cock on my tongue.

Christopher: your tongue always felt so warm and slick. and your hands, reaching...

Wilhelmina: sucking you... while one of my fingers is circling your asshole, rubbing softly

Christopher: ahh… i'm looking imploringly at you and groping for your body as well

Wilhelmina: i look up at you and slide my finger inside you... slowly... tantalizingly. i curl my finger up slightly. and then start moving it in and out. slowly. gently

Wilhelmina: what do you want?

Christopher: my cock twiches as you curl your finger… you feel so hard inside me

Wilhelmina: i'm still sucking on your cock. sucking and running my tongue over it

Christopher: i want you to fuck me softly while... ahh, yesss, while sucking on my cock

Wilhelmina: moving my fingers faster now. feeling the pressure of your insides on them, pushing against them

Christopher: faster, god, so hard to keep up typing and not come with you doing all this to me

Wilhelmina: i want to taste your come. feel it spill out from my lips. and feel your ass clench and squeeze my fingers out of you

Christopher: oh, fuck, you're going to make me come so soon… it’s embarrassing

Wilhelmina: three fingers now, as deep as they can go. i swallow you. swallowing and plunging into you at the same time... intoxicating

Christopher: fuckfuckfuck… three fingers is a LOT. and your mouth is going to make me melt

Wilhelmina: i plunge in hard and come out fast, and plunge in again

Christopher: i can't hold back from moaning

Wilhelmina: god, i love your moans. i suck you as deep as i can and spread your legs, fucking you

Christopher: i'm squirming and thrusting and pulling back all at the same time.

Wilhelmina: i want to make it so you can't decide whether to push back or thrust into my mouth

Christopher: sweet fucking agony. my ass is burning and feels so sweet from your fingers. and i can't believe how hard i am

Wilhelmina: i love the feeling of your ass and cock. i twist and flex my fingers inside if you, searching... trying to feel all of you… and suck up your dick, and swallow it again, swirling my tongue

Christopher: i'm gasping over here now, moaning and straining in your mouth

Wilhelmina: i strain to watch you

Wilhelmina: come… come... i go faster, harder… i want you to come so hard that it ripples over your entire body

Christopher: sgagsad… coming, coming… coming inside you as you pull outttt

Wilhelmina: i catch your come in my mouth… can't swallow all of it…so it drools over my chin...

Christopher: i'm still coming, and still hard, want to do you. unfair - you didn't get to come.

Wilhelmina: that's quite alright.

Christopher: also, you're not right here

Wilhelmina: not being there is quite NOT alright. i swear... once we have sex IRL and not online i'm probably just going to...i don't know. implode or something

Christopher: well, here's hoping i don't become horrible at IRL sex in the meantime

Wilhelmina: somehow, i highly doubt that.

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