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I had Carly go shower while I waited, and then I dropped her off at the bar. I left and went to grab Anne, who had a few hours she was available and said she'd be happy to come hang out.
The night was uneventful, since I was driving, the drinking was kept to a bare minimum. I did manage to get Anne all riled up under the table, and she was soon begging me to take her home and fuck her. I gave everyone the bad news that I was leaving and took off.
Anne was quick to pull my cock out and happily slurped on it the entire drive to her place. (Donโt do this, itโs fun but dangerous) Soon after we walked in, she was on all fours on the bed. She loved it rough, and I took full advantage, forcing her face into the pillow and both arms trapped behind her back. The first thrust caused her to cry out, muffled by the pillow, and I didn't take it easy. My hips smacked up against her ass repeatedly as she made little noises, punctuated by occasional hard smacks on the ass.
I let one of her hands go, "Pinch your nipples...NOW!" I barked out at her, reinforcing it with another hard smack.
She quickly complied and moved her hand between her lovely tits, stroking and pinching her nipples. She was not gentle and soon came, quivering around my cock. Between the earlier Carly blowjob and the condom, I was in no danger of finishing soon. A finger on her clit as I plowed in and out caused a second and third orgasm, her body starting to slump down.
I reached my hand up, using her hair to lift her face out of the pillow. "Since you want to be tired, I guess I'm going to use your tight little asshole to get off."
She nodded and seemed to get a little energy back with my announcement. I grabbed the bottle of lube and pulled off my condom. After making sure my dick was thoroughly lubed, I used my slick fingers to get her ass ready. She loved the feeling of my finger pushing into her ass and began to whine and mewl.
I grabbed her hips and pulled her into a good angle, and slowly pushed myself into her tight ass. She gasped as the head popped through and then cried out as I kept pushing deeper, until I was filling her. I was far more gentle on her ass than I had been on her cunt, but the sound of skin on skin still left no doubt what was occurring.
Between her nipple play and her asshole being properly reamed, she managed a few tiny orgasms before I spent myself into her, the feeling of hot cum spraying her insides triggering the last small one.
She closed her eyes and laid there, properly used, like a good slut. I didn't bother to wake her and just cleaned up a bit and went home.
I didn't see Carly or Anne for a week or two after that. Between finals and holidays, my time was spent in actual academic pursuits.
I did, however manage to talk to Carly quite often on IM. I kept her in a constant state of arousal with tasks, teasing and making her tell me her fantasies...all while not allowing her to finish herself off. She was relegated to bouts of edging and only getting off when her increasingly busy boyfriend could find the time, energy and inclination to helping her out.
Needless to say, she was both miserable, but also loving every second of being owned, if that makes sense.
That changed when our group decided to get away for a weekend. We rented 4 rooms at an indoor waterpark/hotel and splurged on a mini vacation, quite rare for poor college students, but hey...you only live once.
I couldn't convince Anne to come, so I was rolling solo. Carly and Rick, Jeff and his girlfriend and 2 of Jeff's friends (another couple), completed the group.
I rode with Carly and Rick, and kept it casual. Rick drove, I read in the backseat, and Carly slept for the first hour and a half of the 4 hours we would be in the car. Rick's bladder is like a child's sometimes, and he was the first to want to pull over. As soon as he hopped out of the car and slammed the door, Carly woke up...or wasn't really sleeping, not sure which it was.
She turned and smiled at me, "Do you have any plans for me this weekend?" she asked hopefully.
"I do...actually." I said. "Starting now. Go inside and take off your panties and bring them to me."
She gave a gleeful laugh and sat up quickly, almost skipping across the lot to follow her orders. She seemed giddy at the prospect of playtime after so many weeks of teasing.
I waited until Rick got back, and told him I may as well grab a drink and hit the restroom too, rather than have to stop a half hour down the line.
I passed Carly as she was coming out of the ladies room, and gave her jean covered bottom a good grab. "Put them in my pocket." I told her.
She reached into my pocket with her small hand, panties hidden inside. She slid them deep into the front pocket, and make sure to get herself a good feel of my half-hard cock as well. She shivered as she stroked it once, then again.
"Now," I told her. "When you get to the car, and once it's warmed up again, remove you coat, cover you lap with it, and I want you to tease yourself until I say you may stop."
Carly gave me a sad pouty face, but i could tell she was into it. "Yes Sir....anything else?"
"When you get to the car, give Rick a tease like you just did to me. Don't stop until you see me coming back."
"Yes Sir...I like that." she almost moaned as she thought about her tasks..and I assume whatever else awaited her this weekend.
I gave her cute ass a hard smack and sent her on her way and then took my time.
I took my time buying a few Pepsis and walking back to the car. As I approached I could see Carly straightening up and Rick frantically adjusting himself, or possibly zipping his jeans.
I hopped in and handed one drink up to Rick and one to Carly. Since Rick had already stopped once, I assumed another drink would probably work it's way through his system pretty quickly. I had Carly in close quarters and doing as told...I was in no hurry to arrive and have to give that up...
About 10 minutes after we got back on the road Carly started taking off her coat, stripping down to her sweatshirt. She turned onto her side in the front seat, pulling her coat over her like a blanket. I could see her wriggling about a little before settling down, only occasionally shifting almost imperceptibly as we continued on.
Rick was focused on the road and his favorite cd that he had blasting, while I was "reading", but more so watching Carly. Every few minutes she'd twitch a little, her breathing definitely faster than a nap in the car warranted.
"Hey Carly," I called out. "You can stop....sleeping now. You have all weekend for that." I grinned evilly when she sat up and turned to look at me. Her face was flushed and pupils definitely dilated.
The three of us chatted about plans we had, mostly concerning hot tubs and water slides, but definitely a lot of drinking. Carly told us about the new black bikini she'd gotten over the summer, and had barely worn. I managed to get a glare when I told Rick I might have to see if I could meet a strange woman while we were so far from home.
Not an hour after our last stop, Rick was already hungry, he said. We drove another 10 before finding an exit with acceptable food choices and a gas station. He pulled us in for gas first.
As soon as he got out to go pre-pay, Carly reached down and began fiddling under the coat.
"What are you doing?" I asked.
"Buttoning my jeans, it was hard enough unsnapping and unzipping when he was right there, I couldn't get them back together with him watching."
"No." I said, simply. "Show me first. Show me what you were doing."
She looked a little panicky, but saw he was still in line to pay. She moved her coat and slipped her hand below her jeans. "Mmm...still wet...I was close when you told me to stop."
"If you can cum before he gets back to the car...I'll allow it." I told her with a smile. "If not...I'm going to use your mouth as soon as I get you alone again...and make you beg before you can cum."
Her hand moved a little faster under her jeans and she made smalll whimpering noises hearing my threats. She started to cry out, and her slick fingers were making delicious sounds under her pants.
"I'm...close" she whined.
"Too late...here he comes." I warned her.
She sat up and quickly snapped and zipped up. Her face even redder. I reached forward into the front seat and grabbed Rick's cigarettes, quickly lighting one and trying not to cough.
"It smells like your delicious pussy in here...we need to cover that up." I told her. I blew as much smoke as I could into the car before Rick noticed and gave me a weird look.
He finshed pumping the gas and got in. "I didn't know you smoked."
"I don't often, but I was feeling a little car sick. Carly said it might settle my stomach." I said.
He shrugged and pulled us out across the street to a sandwich shop. We had a quick meal and got back on the road....of course he'd hit the bathroom before we even ordered, so I made sure he got another refill on the way out the door.
We stopped one more time before we got to the hotel, but I decided not to take a chance with the smell of her hot pussy giving anything away.
Instead I trapped her against the wall in the hall way to the bathroom and rubbed her throbbing cunt through her jeans until she whimpered sexily.
"Tease over your jeans until we get to the hotel...only an hour or so." I whispered in her ear.
She whined, "OH god...I don't think I can take it."
I frowned. "You will, or I'll make sure you don't cum again this weekend."
She got a nervous look on her face and then looked at the ground. "Yes Sir. I will do it."
I nodded and let her head back to the car. I grabbed a case of beer, orange juice and some vodka to make sure we could start the party off right when we arrived.
Te rest of the ride was uneventful, besides the uncomfortable squirming from the front seat. Carly did an excellent job hiding it, but I knew what was going on, so it was readily apparent to me.
We pulled into the hotel, and I jumped out to stretch. Carly was a little slower to stand up, and her eyes were slitted in desire and a bit of annoyance.
As soon as Rick took the first bag and started to walk in, she turned to me, "I am soaked through, and I can barely think straight...PLEASE...."
I gave an evil smile. "Soon. After you take my hard cock into your throat...you know...for not finishing.
She whimpered sexily again as we walk in carrying all the remaining bags. I drpped back a litle, and watched as she shook her ass a little more than required.
We checked in and found our way to our rooms, Rick's room adjoined mine with the door between. Jeff and his girlfriend were across the hall, with their friends in the other half of the double rooms.
I dropped my bags and collapsed on the bed, mind wandering about how to keep tormenting Carly ths weekend and not get caught doing so. I laid down for about 10 minutes, allowing my hard on to subside and then got all of my stuff put away. Warm beer is the worst, of course, and luckily they had a small fridge in the room.
I was about to knock on the door to Rick and Carly's room when I heard the bed shifting and creaking. I stopped and listened at the door and could hear low moaning, a bit of flesh on flesh smacking and then definite bed hitting the wall.
I chuckled and went to back away when it stopped. I waited a few moments and heard a door shut in the room. I knocked, and after some shifting around, Rick answered the door in just a pair of shorts.
"Hey, you interested in checking out the water park? I was going to do a walk through and see what they have." I told him.
"Carly is just about to jump in the shower, then I'm going to follow." He told me, as the water started up in the bathroom. "After that, I am down for that."
He waved me in, and I sat in the chair, noting the crumpled sheets and blankets. We bullshitted for a few minutes while Carly showered. He handed out a few beers from his cooler, and talked as we drank.
15 minutes or so later, the water stopped and I could hear the sounds of movement and unpacking of girly stuff in the bathroom. She emerged in a bit, changed into some tight sweats and a t-shirt, that did nothing to hid her hard nipples peeking through.
I winked at her when she saw me. She gave me an embarassed look, and went back to brushing her hair as Rick got up to get his shower.
"Give me about 10-15 minutes to wash the road stink off, and I'll be ready," he called over his shoulder as he grabbed his overnight bag and popped into the bathroom.
The water began running again and I soon heard him splashing around.
I stood up and walked to where Carly was brushing her hair. "Did he make you cum, you naughty little slut?" I asked, with a grin.
She shook her head. "It was too quick, Sir." She started to say something else but stopped herself.
I raised an eyebrow. "But?"
She looked at the floor. "I played with myself in the shower. I was so wound up I couldn't handle it anymore."
Igave her ass a hard smack, which caused her to jump and her tits to jiggle nicely.
"On your knees...NOW." I told her.
She quickly complied, dropping to her knees dutifully. She looked up at me, her face red with embarassment and desire.
I unzipped my pants and pulled my half-hard cock through the zipper, grabbed her by the hair and pulled her to it.
"You are in trouble, young lady. You know that right?" She nodded as she took my cock into her mouth, licking and suckling the head, before pulling it in deeper.
I pushed myself deeper as I hardened inside her eager mouth. Since time was of the essence, and she'd been a misbehaving little slut, I was not gentle.
She wasn't expecting me to push so deep, and began gagging as the tip hit the back of her mouth. I let her up for a breath and then pushed deep again.
"I told you I'd be fucking your throat," I said to her. "Especially now after you came without permission."
I began pushing in and out of her mouth a bit faster, a hand still in her hair. Soon I was full on face fucking her, her eyes watering as her mouth was used properly.
After all the teasing I'd put her through and how it affected me, it didn't take long for my cock to begin swelling, approaching orgasm. I held it in her mouth as I began pumping load after load down her throat.
I let her go and stepped back, wiping the last dribbles on her cheek before zipping up. She wiped her eyes and stood up.
"I'm sorry Sir," she said, her fingers wiping her cheek before licking them clean.
"That was just a warm up, young lady." I told her. "You still deserve real punishment for the shower." I winked at her to let her know I wasn't as angry.
The sound of water ended abruptly, causing her to jump. I sat back down as she adjusted her hair and ran to grab her hair dryer. Pluggng it in and starting it as Rick walked out in his fresh clothes.
We spent the day rotating between the wave pool, water slides and the rooms to keep our buzz going. After wearing ourselves out by 8, we went and grabbed a late dinner across the street at a local Italian place.
The ladies split a bottle of wine, while I slowed down and stuck with water. Rick was not messing around and pounded another 3 beers while eating his lasagna.
We headed back to the hotel and played some cards, while getting our buzz back on. Eventually it was suggested we hit the hottubs. Luckily, all of our rooms were on the first floor, and if you looked out the window in Rick or my room, you were practically in the tubs.
Everyone started changing into their still damp suits and piling into the hottub right outside of Rick's room. We made sure to smuggle some beer out there, before finding out that it was ok in the hottub area, as long as it wasn't in glass.
We chatted, drank and enjoyed the warmth, occasionally jumping into the cold pool nearby to cool off before returning to the tub. Rick started to get super sloppy, and was getting the evil eye from Carly. I started moving the beers further away to slow him down, but I can only do so much.
"Fuck it." I think to myself. "If he wants to be drunk, I'll take advantage of the situation."
The next time I get back into the tub from a jaunt in the pool, I grabbed a beer and slipped next to Carly. She looked up at me with a weird expression, but I just smiled. I reached over and turned the jets up, making the water froth and bubble, then quickly slid a hand under the water.
By now, Jeff's girlfriend and two friends were over the hottubing, and headed back to their rooms to relax. This left a very drunk Rick, a slightly less drunk Jeff, and Carly and I. There were a few others in the area, either swimming or enjoying their own hot tubs, but it wasn't super busy either.
I slid a hand over to Carly, and she jumped as my finger slid up her thigh. I let my hand roam under the water, teasing up and down her inner and outer leg, squeezing her ass on occasion. This soon prompted her to reach under and slip a hand under my suit, firmly grasping my cock, slowly pumping it up and down.
Rick was completely oblivious for now, too busy slurringly discussing football with Jeff, who was arguing back. I slipped a finger under Carly's small black bikini and ran it up and down her slit. She shivered under my ministrations. I pressed a fingertip against her tight opening, teasingly pressing it lightly, never entering her.
She sat up a little and then pressed down, forcing my finger inside her. Watching her face as she started grinding on my hand made my cock twitch, the look of lust was intoxicating.
She released my dick and just enjoyed herself, stealthily sliding up and down, and pressing herself against my hand. Soon, Rick wanted to go to bed and was encouraging her to accompany him.
I slid my finger out of her and motioned for her to stick behind for a moment. As soon as he and Jeff half stumbled through to the door, I turned to her.
"Open your curtains a little. I'm going to stay in the tub...and you are going to put on a show for me."
Her eyes got big and she shivered, before nodding and walking away without a word. They'd left me about 4 beers, so I settled back and waited.
I didn't have long to wait before I could see her hand sneak behind the curtain and give it a tug. Scooting to one edge of the tub gave me about 3 inches of space, more than enough for a clear view of half the room, including the bed and bathroom doorway.
She glanced out at me, her face a little red and got a evil smile from me in return. She smiled back and walked across the room, untying her bikini top as she moved, a definite extra wiggle in her step. She dropped the top and then bent completely over to push her bottoms down, giving me a lovely view of her ass, pussy lips peeking through the gap in the thigh.
Rick soon walked out of the bathroom, naked as the day he was born, and grabbed her for a kiss. She reached down and began stroking his cock as the locked lips, bring his respectable sized dick to attention very quickly.
She led him over to the bed, pushing him onto it before kneeling, keeping him turned away from the window. I had a decent view of her mouth bobbing up and down as he played with her face, before finally lying back and letting her go to work.
After a few minutes of very sloppy head, including her taking his entire cock into her mouth, burying her face in his trimmed pubes. She snuck a hand down between her legs and began stroking herself as she bobbed up and down.
I could see him motion her up onto the bed, and she stood up, as he rolled over. She glanced at the window and sucked her finger clean before climbing up next to him.
They continued to make out as he began to caress her from top to bottom, before stroking her pussy. She thrust her hips up to meet his hand, I couldn't hear it, but I could easily imagine the moan she made as he stroked her clit.
One...then a second finger slid inside her, which she squirmed against, mouth open and head thrown back with her eyes closed.
Rick's head dropped down to suck on one nipple and then the other as his hand moved between her thighs. Her hips thrust up against his fingers as he mouthed her tits.
I moved a hand under the water to slowly stroke myself as I watched them get it on. Seeing no one nearby due to it nearing closing time, I slipped my trunks down a bit, freeing my cock.
I wished then that I had told her to leave the door ajar instead of the window, so I could hear the squishing of his fingers pistoning in and out of her wet cunt, the sound of her moans, the slurping of her mouth, but I took what I could, and just enjoyed the view.
A few more minutes of fingering and the he moved down her body, lapping at her wet pussy. Carly ran her fingers through his hair, and looked up, making eye contact with me. She shivered when she saw me watching, pushing her hips up against his mouth. I could tell by her body language that she needed more, and she must have indicated it to him.
He got up on his knees, pulling his fingers out of her. She nodded to whatever he said and rolled onto her tummy. Carly pushed her ass in the air, wiggling it at he and I. Rick spreadher cheeks and lined his cock up at her wet hole...and slid inside.
I can clearly see his cock sliding in and out of her, glistening with her wetness. Carly grabs a pillow which she buries her face into, pushing back to meet his thrusts. He grabs her hips and jackhammers in and out. I see her start to tense up, but he's already spasming inside her.
He pulls out, a lne of cum connecting to her pussy, then he lays down. She looks back at him and collapses to the bed. She looks out the window at me, frowning. She rolls onto her back and begins stroking herself, but stops when he says something to her and scoots up, grabbing for the lights.
I tug my shorts back up and grab the couple remaining beers and head back inside. Keeping the towel to cover my erection that shows no signs of relaxing. I make my way inside and hop in the shower, in an effort to calm my raging hard on.
When I emerged I laid down on the bed and watch some tv, still naked and not quite ready for sleep. After about a half hour I heard a light knock on my door. I looked out the peephole and saw Carly, dressed in her tight sweats and a thin t-shrt. She looked nervous, rocking back and forth.
I opened the door, standing behind it. "What can I do for you?" I ask with a smile.
"Please...can I come in? Rick is passed out like the dead."
"Are you ready for your punishment?" I ask.
She looks a bit nervous, but nods. "Yes Sir...if I can come in.."
I nodded and waited for her to enter before shutting the door, she giggled seeing me already naked. She walked in front of me towards the bed. When she got close, I gave her a quick shove, pushing her onto the bed, then pounced, pinning her face down.
My hand tugged her sweats down to her knees, and my hand dived between her thighs. She was still soaking wet, a mixture of her own and Rick's cum. I pushed the coated fingers between her lips, which she cleaned dutifully.
"I'm not taking sloppy seconds, little slut." I told her. "And I already had your talented mouth today...so...you know where I'm going to fuck you...right?"
She shivered and nodded, fear and lust warring on her face. "I've never had anything that big in my ass."
"You will soon." I informed her.
"Get your ass up on the bed. Face down in the pillow and ass in the air." I told her frmly.
Carly kicked her sweats the rest of the way off and rolled over onto her stomach, sticking her ass out towards me. Her freshly fucked pussy peeks between her thighs, and she gives her ass a wiggle.
I opened my travel bag and took out a tube of lubricant, opening and squirting some onto my hand, then rubbing it on my hard cock.
"Play with yourself. Since you want to be a wanton little slut...act like it."
She pushed a hand between her thighs and began sliding her fingers up and down her mound, one pressing between her lips to stroke her clit. She gave a low moan as she flicked it.
I climbed onto the bed behind her, my lube coated hand tracing down the crack of her ass to brush her tight rear opening. She gave a shiver as my finger pushed against it. I squirted more lube, letting it run down and then massaged it in. Soon my finger slipped inside her ass easily, stroking in and out slowly.
She gasped and stroked her pussy faster. The one finger became 2 after a little more lube and teasing.
Before I could get a 3rd into her tight ass, "Please can I cum?" she moaned into the pillow.
"Not yet."
She whimpered and shook, trying to hold it in. "You may cum when this other finger is in you..."
"Please Sir...I have to cum...PLEASE." she begged.
I pushed the 3rd finger into her ass, stretching it a little further. "Now." I told her.
She shook and quivered, face buried into the pillow to hide her cries. My fingers never stopped, continuing to ream her tight ass as she came, squeezing down on them.
She started to relax, and I pulled the digits from her asshole. I rubbed fresh lube onto my cock and kneeled behind her, spreading her cheeks wide. Carly's face was still buried in the pillow, little after shocks making her twitch.
I pushed my hard cock against her asshole, and slowly...ever so slowly...entered her. She whined a little, then gasped and moaned when the head popped through. I let her adjust to the girth, squirting more slippery goo onto myself...then resumed a slow push forward.
Her hand began furiously stroking her clit again before I was halfway inside her. After what seemed like hours, my pushed hit her ass, and I was fully buried in her tight ass. I held like that for a few moments, then started slowly pulling out. Her whimpering became constant, between the frigging of her clit and the cock in her ass, she was in a state of near orgasm the entire time.
I pushed back into her a bit harder, my skin slapping her ass. Her asshole clenched around me as I began actually fucking her. Her one orgasm became two....then a third. She shuddered and yipped into her pillow. I couldn't hold it much longer and began pounding her tight little ass harder, our skin slapping against one another, bottoming out in her tight hole.
I grabbed her by the hair and made her look at me as I reamed her butthole. "This is mine, slut. No one else fucks your ass but me...do you understand?"
She nodded and moaned out a "Yes Sir", her eyes glazed over.
I pushed her face back into the pillow and fucked hard, slamming into her ass once...twice...and finally erupting hot cum into her. Groaning I unleashed all of the saved up cum from her teasing.
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