This story continues directly from the first two parts. It is highly suggested that you start at the beginning.
Samantha was snuggled up against me, her head on my chest, our fingers intertwined. I ran my other hand up and down her back, giving her bright red, recently spanked ass a little squeeze as my hand passed over it. Sam responded to each squeeze with a little moan.
It was lovely to just hold each other and recover our strength a bit. We were both pretty worn out by all the fun we'd had so far, her more than me I'm sure. But that didn't mean it was the end of our activities, I had promised Sam one more load of cum in one more hole tonight.
I gently slipped my fingers between her ass cheeks and lightly rubbed a tip against her opening. Her ass instinctively pushed back against my hand. I pushed forward more firmly, just barely making her hole open. She moaned.
I brought my hand to her mouth and lightly rubbed my index finger against her lips. She moaned as she opened them and sucked on my finger, getting it nice and wet. I moved it back down to her ass and pushed against her again. Her bottom gave way more easily with her saliva acting as lubrication. I slid it in to the first knuckle. She grunted slightly.
"Has anyone ever played with your asshole before?" I asked as I wiggled the little bit of finger I had inside her.
"Mmm. No, sir. Nobody but me."
I pushed my finger in to the second knuckle. "And what have you tried?"
"I've used a finger. And my smallest dildo. Have never gotten very deep with it if I'm honest."
"Why not?" I began slowly fingering her ass, but not going any deeper than the second knuckle.
"I was scared."
"But you keep trying?"
"The idea of it thrills me. And it always feels good, right up until it doesn't."
"Are you scared now?" I pushed my finger in a bit further.
"Ungh. Yes, sir, I am."
"Good. You should be. By now you know I don't do things halfway. And this night isn't over until I fill your ass with cum."
I pulled my finger out of her and gave her ass a slap. She twitched next to me.
"The more important question is: do you trust me?"
She lifted her head and looked at me before answering, "yes, sir, I do."
I tilted my head down and kissed her deeply.
I brought my hand back to her mouth and fed her the middle finger this time.
"You're gonna want to get it nice and wet."
She moaned as she slobbered on my finger. When it sufficiently lubricated I slipped it back down between her cheeks and thrust it into her asshole.
She grunted and her face scrunched up. I continued moving my finger inside her.
"Just think about how wet you'll have to get my cock..."
She looked at me surprised, "wait, what?!? You're not gonna use lube?"
"Lube would be my preference, unfortunately I don't have any."
She groaned.
"You wouldn't happen to have any in your room, would you?"
"This may sound ridiculous but I didn't come to my little sister's wedding expecting to get fucked in the ass," we both laughed.
"No, I suppose not," I chuckled before my expression turned more serious, "I guess this will be less enjoyable for you than I'd hoped."
Her face dropped, "No! Please, sir! You can't! Not without lube!"
"I can't?!?" I slapped her ass hard, "I thought you were my good little Sammy Slut. I can, and will, do what I please," I slapped it again.
"Ow fuck! You're right, sir, I'm sorry! But please, there must be another option."
I smiled to myself, she had walked right into my trap.
"Hmm, perhaps..." I got out of the bed and went into the bathroom, I found the smallest robe the hotel provided and brought it back to her, "here, put this on."
Sam had a questioning look on her face but hopped out of bed and slipped it on. This robe may have been intended for a child, it just barely covered her ass and pussy. She cinched it tight around her waist, I thought her tits might pop out.
"You look good, slut," I gave her a sloppy kiss before walking to the door. I opened it and gestured into the hallway, "go find yourself some lube."
"What? Nothing around here is going to be open at this hour. And I don't even have any money on me."
"I didn't say 'buy some', I said 'find some'. I'm sure somebody in this hotel, at this wedding, thought ahead enough to bring lube. If you're lucky you'll find them."
Sam looked at me incredulously, "you want me to go door-to-door asking my friends and family if I can borrow their lube?"
I closed the door and moved over to her, "fine, if you don't want to find some lube why don't you take the robe off and get on all fours," I said with a smirk as I stroked my cock.
She was defeated, "ok, ok, I guess I'm going on a lube hunt."
"That's my good Sammy Slut," I punctuated with a kiss. I put my arm around her and we walked to the door, I opened it again. "I expect you back here within 30 minutes. At which time I
will
be fucking your ass, lube or not. Do you understand?"
"Yes, sir."
"Good girl," I pushed her out the door, "have fun," I closed it in her face.
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What the fuck had I gotten myself into?
30 minutes to find lube? Behind some random door in this hotel.
Fuck!
I could have stopped this, used the safe word, but then our night would have ended and I don't want that. Being his slut has been some of the best few hours of my life.
I reached my hand between my legs feeling my wetness.
Even now I'm more turned on at the thought of being exposed and embarrassed.
I licked my fingers.
Ok, who might have lube? And where are any of them staying? Dammit!
I looked up and down the hall.
I'm pretty sure all the wedding guests are on this floor, of course there are some I'd very much not like to see me like this. Ok, my room is up there, I think Julie's college friend Trevor had a room between mine and Sir's. If anybody is gonna bring lube to a wedding it's the gay single guy. Plus asking a non-family member feels safer. Let's try some doors.
I lightly knocked on the door of the room next to Sir's. There was some movement and murmuring behind the door. At least I wasn't waking anybody up. I heard them move to the door before some more muffled speech, finally the lock was removed and the door opened revealing my cousin Daphne.
Daphne was always a stunning girl. Tall and slim with long tanned legs and perky b-cups. Much like me she was wearing a hotel robe but hers fit better. Her long blonde hair was disheveled, clearly that robe didn't indicate a recent shower.
"Hey, cousin Sammy," she was much more perky in her greeting than I'd expect at this hour.
I immediately felt self-conscious about everything to do with this situation, "oh, Daphne, uh, sorry to bother you, I thought somebody else was staying here, I'll, uh, let you get back to bed."
As I tried to turn away she grabbed my arm and held me, "don't worry about it, cuz, I wasn't sleeping. Whose room were you looking for?"
"Um, Trevor..."
"What would cause you to bother him this late?"