Runaway Gilbert

Chapter 3

The two of us spent an hour wandering around the boarding house, I took every opportunity I could to tease him in any way. Whether that be running my hand up his arm or bending over to look at anything I could find. 

"You're a terrible person you know that right?" Damon groaned out from behind me, I stood up fully from where I was staring at the lower books on the shelf. I turned to the vampire, his eyes trained on me as he sipped his glass of bourbon, I smirked as I sauntered over to one of the large leather armchairs quickly flopping down on to it. 

"I know it keeps me awake at night." I told him with a hand on my heart. "To be fair this could be worse," Slowly, I got up sauntering up to him and taking the glass from him, I downed it before handing it back licking a stray drop from my lips. Damon gave me a questioning look, but all I did was continue to smirk as I walked out of the room. "I could be naked or you either way I'm happy." I called over my shoulder as headed back into the hall, though I didn't get far as I was pushed up against the wall I stared up at the taller man the smirk never leaving my face. 

"You've been driving me crazy this entire time," Damon growled out gripping my hips tightly as he pulled us close. "I think I deserve a reward." I pulled my lip between my teeth as I looked him up and down. 

"Yeah?" I cooed  out moving to wrap my arms around his neck, running a hand through his hair. "Big bad vampire finally had enough." I mocked with a fake pout he glared at me before grabbing em tightly, a rush of air rushed behind me and for a moment I was confused till my back hit something soft. It didn't take long to figure out what had happened as I stared up at Damon. 

"Yeah I've had enough," Damon growled out my eyes widened as my shirt was ripped in half, I couldn't help the little noise that escaped my throat as his hands began to roam my exposed chest. "I've had enough of your teasing and I think its time that I have a reward for putting up with you." Damon leaned down to kiss the side of my neck sucking a mark onto a sensitive spot that had me moaning.  He pulled away hovering over me as he smirked.

"You really shouldn't have teased me, doll"

~ Time Skip ~

Damon lay on his side next to me casually as if nothing was happening while I was a moaning and stuttering mess, laying on my back under Damon's amused gaze as he idly thrusting three fingers in and out of my hole as he had been doing for 20 minutes now. The pace that he was going at wasn't enough to make me cum, but enough to keep me on edge.

"P-please D-damon ahh Please-" I was cut off by a sharp jab to my prostate that caused me to through my head back with a long sultry moan, he gave the spot a firm rub with his fingers dragging more moans out of me. "P-please just f-ahh-fuck me"

"Oh, but this is so much fun to just watch you moan and squirm on my fingers," Damon teased and gave another jab. "I guess you've suffered enough" He sighed a teasing smirk playing on his face, at the statement I almost sobbed in relief. It had been a long time since I had sex like this I'd honestly missed it, usually it was a quick fuck in a back alley of some club or bar that lasted usually about 10 twenty minutes. Damon moved in between my legs taking his cock out of his underwear that was still wet with my saliva from my teasing earlier, he spat onto his hand and proceeded to rub it onto his member. All I could think about was getting pounded into the mattress by him, when I felt his cock press against my hole gently rubbing up and down teasing me. Just when I was about to beg again for the teasing to stop and for the real show to start I felt him enter me, I hadn't noticed how big he was till he entered me. Slowly, he continued to push in further I could feel my hole stretching to accommodate the large intrusion, once he was fully seated inside he filled me just right the head of his cock pressed right against my prostate firmly. I whimpered at the pressure and squirmed to try and get him to move this was even more of a teasing then when he was fingering me, but just sitting here split open on a nine inch cock being forced to just lay there and take it till he chose to give me what I wanted turned me on even more. Damon glanced up at me quickly making sure I was okay but I'm sure I looked a mess right now, without warning I felt his dick practically yanked out till just the tip remaining inside until all of it was thrust in roughly and fast. The sudden harsh thrust was a complete shock to my system as it jammed roughly into my prostate.

"Damon!" I moaned out the loud noise echoing around the room and probably the boarding house, but I didn't care how loud I was being all that mattered was me getting pounded. After the first harsh thrust it turned into a brutal harsh pace, each thrust never missing my prostate dragging loud moans out of me with every thrust. Within minutes I was about on the verge of cumming and all the while I could feel Damon's eyes on my face, which was scrunched up with pleasure with my eyes closed tightly.

"D-damon I'm- AHH -gonna c-um" I yelled out to him still moaning and stuttering throughout, Damon's face came down to rest right next to my ear. "Then cum" He whispered huskily into my ear and that was enough to make me cum painting my stomach as well as his in white causing me to clamp down on his cock, making him groan and spill his seed inside me it felt as though he was filling me so deep that I would never get him out again. The sensation caused me to whimper, slowly he removed himself from me panting heavily as he flopped down next to me. I attempted to regain my breath as I felt his cum slowly drip out of my hole and onto the sheets, I turned over onto my side to face him before moving so I was pressed into his side my head resting on his chest instantly I felt his arm move to wrap around me.

"Does your sister know your back?" He asked his tone full of curiosity and I could tell he was glancing down at me.

"No me and her never really got along so I plan to avoid her as long as possible." I explained to him while tracing random shapes onto his chest with my finger.

"She mentioned that," He hummed. "How are you going to avoid her if your in the same house?"

"Easy, I'm not going home" I said and finally turned to look up at him meeting his curious gaze. "I'm going to go stay in a cheap motel or something I don't think I could stand going home to, there would be way too many questions that I don't feel like answering"

"You could always stay here it would be easier for you plus your already here and it would really get to Elena," He explained and my face quickly turned surprised at the suggestion, his next reason came out in a low whisper. "Plus I could fuck you anytime I wanted in every room of this house" The statement caused me to whimper softly, his hand came up to my face his thumb tracing my lower lip before slipping inside, I sucked on it lightly and occasionally ran my tongue over it till he withdrew it from my mouth with a wet pop. "What do you say doll?" He asked his tone returning to normal as he inspected his saliva coated thumb.

"Now how could I refuse an offer like that" I whispered before placing a chaste kiss onto his lips, then snuggled back into his chest. His arm tightening around me was the last thing I felt before drifting off to sleep.

~

This takes place just after the end of Season 1 Episode 18 my story was that after Damon talks with Stefan he goes to the bar and meets Kris and Stefan hears, but thinks that the guy is just another fling.