Spankings while you Wait

It's not long until you hear the next knock on Arabelle's door. She gently picks your head off her lap and lays it on the bed as she walks over to the door.

She says a few words to the person outside you thankfully can't see and then shuts the door behind her.

She slowly strides over to you still laying on the bed and says "Is your head feeling better baby? No longer dazed?"

You sit up off the bed and move your arms out in front of you experimentally. You say "Yeah, I feel fine now, thanks."

Arabelle gives a sly grin and then continues "Good cause Mommy's decided you need quite the spankies for being such a brat earlier."

You say hesitantly "Wait, I thought we came to an understanding earlier??"

Arabelle clarifies "Oh we did, but that still doesn't excuse your behavior earlier and how you spoke to Mama.. your cursing.. your shouting.. Also you shouldn't be hurting yourself, I don't approve at all sweetie."

She continues "Until our futa guest gets here, Mommy will be punishing you so you think twice next time."

You gulp at this and brace yourself for the inevitable.

Arabelle sits down on the edge of the bed next to you and then holds her hands out saying "C'mon baby boy, over Mommy's lap"

You gulp again, unsure what exactly she was planning, and then stretch your body out so you're over her knee, diapered butt sticking in the air.

You remember too late that you have a moderately sized dildo lodged up your ass when the first spank hits you right on the butt of your diaper and right on the base of the dildo in your ass. You yowl at the sudden surprise of getting the dildo smacked further into your ass.

You say in panic "Wait wait, I thought this was a spanking??"

Arabelle says with a cold determination in her voice, "Oh, it is, and Mama's about to spank this big cock up your little hiney in a lesson you'll never forget."

Arabelle must've slammed the dildo up your ass at least 30 times before she finally stopped to let you have a breather.

She let's you off her lap to lay down on your back on the bed. You rub your ass, feeling your hole was getting sore from the beating. Arabelle still sits in the same exact spot and says to you "Now what do you say baby?"

You don't hesitate and say "Thank you Mommy.."

She answers coldly "Thank you for what?"

You say more specifically "Thank you for spanking my buttplug.."

She says "And..?"

You answer "And stetching my hole?" trying to imagine what she wanted to hear.

She replies "Annddd..?"

You answer yet again "And teaching me a lesson not to be a brat"

She says "Good boy. Now get back over here. Breaks over, and it's time for more of Mommy's spankies."

Your asshole already hurt just thinking about it, but you position yourself back over her lap, butt back in the air in your frilly pink dress, white stockings and pink diaper.

Arabelle says "Now hold still and take your dildo spankings like a good boy."

Another 30 smacks later across your diaper and you were back laying on your back. Your asshole was definitely sore this time, feeling like an angry lover had just gone to town hate fucking your ass, and you supposed in a way, that's actually what had happened.

As you lay there recuperating with Arabelle's permission to do so, you hear the next knock on the door and Arabelle finally leaves her seat to go turn her guest away.

You don't even look or care this time as moments later Arabelle closes the door and comes back over to sit right back down in her spot.

You watch her sit in her revealing purple and white lingerie and think how beautiful she is. Sure this wasn't the most convenient relationship you'd ever had, but damn if Arabelle didn't make you feel special and her knockout body only added to your strange mix of feelings for her. You also had to admit having real sex with this incredible woman was 100% now on your bucket list and you supposed you'd stick it out just to have the chance to get closer to her even more. Maybe one day she'd even see you as some kind of boyfriend or partner or whatever. You never know.

Arabelle then says, "Okay baby, get back over here over Mama's lap."

You say to her "Do we have to? My ass is kind of sore now, and I don't wanna overdo it if you're gonna put a bigger dildo in soon.."

Arabelle tsks and says "Remember our deal baby, no whining or complaining."

You shut your mouth sharply, as Arabelle continues "Besides, Mama's taking the plug out for this next part."

At that news, you hesitantly crawl back over to lay over her lap. Just like she promised, she begins removing your diaper and opens up the back. She slowly begins removing the dildo from your hole, suddenly feeling like it had been in there forever and realizing just how used to it you got before having it spanked in your ass.

She pulls the final tip out and your hole gapes and winks at the sudden emptiness.

Arabelle coos at your hole "Goood boyyy, it looks like you can take a far bigger dicking now with no problem sweetie."

You idly notice that Arabelle has been swearing more since the incident earlier and you weren't sure if that was a bad sign or not. Maybe she was still a little annoyed and that was all it was though.

Arabelle then pulls the front of your diaper from between your legs and the diaper is tossed to the ground, apparently having graduated to a bigger size for after your spanking, or so you assumed.

She then rubs your bare ass affectionately, playing with your cheeks and hole until your now free naked cock begins to grow under you, slowly pressing into Arabelle's thigh.

She continues this until she's sure your cock is at its full 3 inches of length. She then opens up her bare thighs slightly and positions your cock in the wide opening between her thighs.

She says "Now Mommy's gonna put a bit of pressure on your tiny little baby willy, you're not allowed to squirt your little load, got that sweetie?"

You're now beginning to get excited, and you nod your head twice in affirmative. The next moment Arabelle's soft thighs close around the end of your cock and her silky smooth thighs are rubbing up against your sensitive penis.

You moan in abject lust as she says "Shhhh, calm down baby, this isn't a reward."

The next thing you know, Arabelle is pulling her wooden hairbrush from next to her body and starts rubbing the flat side of it across your ass. Suddenly you become a bit more nervous than you felt a second ago.

She squeezes down again on your cock, making you moan a 2nd time and then she says "I want you to count the strokes baby, ready?"

She spanks you with the wooden hairbrush, making your ass sting and likely already putting a mark on your ass. You say "One!"

She spanks you again on the other cheek and this time the stinging sensation instinctively pushes your body and penis forward into her soft smooth thighs, causing a mixture of pain and pleasure in the action. You say "TwWwooo"

This continues for awhile, the stinging getting worse and worse with each consecutive spanking of the hairbrush. It was already becoming unbearable by the 20th stroke, but the feeling on your cock was helping you get through it.

She spanks you again. You say, "Twenty One!"

Arabelle, this time, adds "And what do you sayyy?"

You immediately answer in a flustered "Thank you for the spanking Mommy!.."

She says "Mmmm good boy."

You couldn't see your ass, but you were sure it was red as could be. To make matters worse, you felt like you were gonna cum any second just from the feeling of Arabelle's thighs.

She spanks you again and this time your body pushes forwards a bit too much and your cock feels nearly full stimulation from her soft thighs. You shout "Mommy!.. I'm gonna cum!!"

You grit your teeth trying to hold back your orgasm and Arabelle says "Don't you dare baby! Hold those cummies!" She then surprisingly spanks the wooden hairbrush frantically across your ass at least six times in a row, and you say pleadingly "Okay okay owWw!! I'm not gonna cum anymore"

Arabelle says "You can count that as two sweetie, now where are we?"

You say hesitantly "Uh.. Twenty three..?"

You feel another spank, as the count continues.

You then get to supposedly the last one and Arabelle spanks you across both cheeks a bit harder than the others and your eyes tear up at the stinging soreness. You say "OwwWw! Thirty!"

Arabelle drops the hairbrush to the side and begins rubbing your ass lovingly. She coos "Awww such a big strong boy for Mommy." She squeezes her thighs once more and says "Well.. maybe just a strong boy in any case."

The jab hurt your pride, but you knew you at least now didn't have any other guys to compete with.

Arabelle sees the hurt in your face and says "Don't worry my special boy, Mommy loves your little willy just the way it is, I wouldn't have it any other way."

She squeezes her thighs again, and suddenly you feel like your gonna cum again. She notices your expression and say "Woops, you better take your break baby" and helps you crawl off her lap back onto your back.

You put your legs in the air, rubbing your red sore ass. You really really hoped she wasn't going to make you do a round two this time.

After a few minutes with no knock coming, Arabelle looks over to you, still nursing your sore butt, and she says "Okay sweetie, we have time for one more round of spankies, and I saved the best for last."

You look up at her pleadingly and say pathetically "..pleeaasssee mommy.."

She doesn't budge though and says "Back on Mommy's lap, no whining."

You close your eyes and sigh, supposing this could be much worse than just spanking your raw ass.

You reluctantly stretch back over lap, but this time she doesn't even position your cock between her thighs, just letting it rub against her outer thigh.

You braced yourself for the hairbrush. Arabelle says "Ready sweetie?" and you get ready for some real pain, when the spank comes it's nothing but a light spank over your ass with her hand.

It still stung but nothing like it did with the hairbrush.

After a silent moment, Arabelle says "C'mon count baby"

You say hesitantly "Oh uh One.."

You were unsure if this was the actual punishment, but when another light spanking of her hand went over your left cheek, you counted "Two..?" Then another, and another until you got to ten.

Then Arabelle did something unexpected again. She reached out her left hand towards your face and inserted her middle finger into your mouth, hooking it in. She said "Get Mama's finger all slippery baby."

You did what she asked and coated her finger in your saliva. She then pulled it out and pulled on your asscheek with her dry hand.

She continued to insert her wet finger into your still stretched asshole and it sank in with your own surprising delight. You had to admit it felt good after your hole had been empty for half an hour.

You then see a popup:

Skill Level Up: Sissy Buttslut Lvl 3

Description: You can now take bigger thicker cocks and objects up your ass. You now receive a +35% bonus to feeling pleasure from taking things up your ass. WARNING: Higher levels of this skill could cause a sex addiction debuff.

You moaned in pleasure from Arabelle's finger sinking into you. When her finger had fully inserted to the last knuckle, she says "Ready baby?"

You then feel a light spank of her other hand across one of your sore asscheeks. You catch on right away and say "Eleven!"

She spanks again across your other cheek while her finger rubs across your insides. You say in pleasure "MmMmmm Twelvvve!"

This keeps going for 15 more counts.

She spanks you lightly yet again, giving a jolt of mild stinging and Arabelle's finger curls into your hole and brushes against your prostate. You practically scream out "Ohh gooddddd! Twenty seven.."

Arabelle says playfully "Oooo looks like I found baby girl's little button."

She continues "You sound like you'll soon be ready to be Mommy's obedient little slut."

She slaps your ass again and you say "Twenty Eight!"

Two slaps later and right as you were about to count the final number, a knock sounds on the door.

Arabelle says to you excitedly "Looks like Mommy's futa visitor has finally arrived. C'mon baby, we gotta get you plugged and tucked into your crib before we begin."