Rough Night

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Status: Finished  |  Genre: Romance  |  House: Booksie Classic
Alex and Marisa are trying to spice up their sex life... but then one thing leads to another.

Submitted: May 31, 2015

A A A | A A A

Submitted: May 31, 2015



I sat up slowly, as to not wake Alex up. We’d had a rough night, and he needed his sleep. I, on the other hand, could not stop recalling the previous night’s events. I made myself a pot of coffee, and lit a cigarette. Did we really do that? Did last night actually happen? I looked down at my wrists and saw the marks from where the rope dug into my skin. Last night we went further than we ever had before, tried things we’d never tried before… things I didn’t know if I could do again.

I felt dirty.

Alex had a way of opening me up to a different reality, opening my mind to the possibilities our sex life could hold. I’d always been a vanilla-sex type of girl, always preferred missionary, and always preferred how it felt like we were actually making love, as opposed to just fucking each other’s brains out. But Alex changed that. From the moment I laid my eyes on him, I knew my life was going to get flipped upside down.

When everything started between the two of us, it was pure lust. Even from the first time we fucked, I knew there was no going back to the random guys I would sleep with, no going back to the plain, boring, vanilla, sex that I had been having. All my inhibition went out the window that very first night. He had me at the first kiss, but to this day, I don’t think he knows that.

We met at a coffee shop one afternoon a few months ago. I was there doing homework, and he was there working. When he took my order, I saw a flash of fire in his eyes. It was only there for a split second, but I saw it. When he handed over my scone and espresso, I flashed a devilish smile. I may have specialized in Plain-Jane sex at the time, but I knew how to entice men. After I sat down, I noticed that he kept looking over at me.

At some point while I was taking a break because my head hurt, a male hand set another drink down in front of me.“Oh, thank you.” I looked back down at the assignment on my laptop screen. “What’s your name?” the husky male voice asked. “Marisa, and yours?” I responded without looking up. “Alex. Is there anything else I can get for you, Marisa?” I looked up at Alex, exasperated. “Well, are you by any chance good at German? This assignment is giving me a headache.” He smiled at me. “I’ve never taken any German classes, actually. And I majored in English. That’s why I work at a coffee shop. But I was wondering… I get off work in about an hour. Would you like to go catch a movie?” I nodded. “Sure, that would be great. That should give me enough time to struggle through this assignment.”

As Alex walked back behind the counter, I smiled to myself. I actually came in to get homework done, and I’m leaving with a date. That’s awesome. I slowly slaved away over my German homework, trying not to let thoughts of what could happen later cloud my mind.

A little over an hour later, Alex came back over to me.   “So, what did you want to see?” he questioned. I hadn’t given it any thought, to be honest. “Hold on, let me see what’s even in theatres right now.” I pulled up Google and looked up show times. “Ew. There’s absolutely nothing good out right now. We’re in that awkward timeframe between Halloween and New Year’s where everything comes out on Thanksgiving or Christmas, and everything else is shit.” “I’m actually a huge movie buff… I know it’s a bit awkward, but I’ve got tons of movies back at my house, if you want to come over,” he said. My eyes flickered up to meet his. “Are you sure? I don’t want to impose…” “Marisa, I invited you. Now come on.” He grabbed my hand and pulled me out of my seat. “Hold on, hold on! I’ve got to put my stuff away!” I giggled. I quickly stuffed everything into my bag, and ran out the door behind him.

Forty minutes, and two trains later, we made it back to his apartment. It wasn’t much, a small studio apartment, but we live in Chicago, and with him working at a coffee shop, I imagine it is about all he can afford. I slipped my shoes off and sat down on the floor, admiring his movie collection. I grabbed Cabaret off the shelf. “Can we watch this? I saw the play in high school with my German class, and I fell in love with it.” He took the movie from my hands. “Yeah, sure, I really like this movie myself.” He put the movie in the DVD player and sat down next to me, stretching a blanket over the both of us.

We made it about halfway through the movie, him telling me random facts about the movie and the producer, me singing along, before everything took a turn. One minute we’re watching the movie, the next, our hands are all over each other, our tongues intertwined, and moans escaping our lips. Not long after that, our clothes came off.

He screwed me with such reckless abandon.  He made me feel like a dirty whore… he made me feel exactly how I wanted to. As much as I lived for missionary sex, it wasn’t even an option while we were fucking. Without a second thought, I climbed on top of him and slipped his member inside me. He felt amazing. My mind was gone. I rode his cock as if I were going to die the following day. He said so many things to me that night… so many things that shouldn’t have been said, especially to a stranger the first time you’re sleeping with them. Things like wanting to knock me up and marry me. Don’t get me wrong, hearing those things come out of his mouth was one of the sexiest things I have ever experienced, but it was definitely strange to actually think about once all was said and done.




After the first night we slept together, we were inseparable. We hung out almost every night for the next month, before we finally decided to get into a relationship. The sex was always hot, and Alex remained to be the best lay I had ever had. After a few months of being together, things did start to get a little less exciting… but that’s just how relationships go.

Last week, Alex and I were lying in bed, trying to come up with things that we wanted to do together. I curled up tighter in his arm, and looked up at him. “Well, maybe we could start doing some anal play. I dunno.” I burrowed myself back into the crook of his arm. I never will understand why even with someone like Alex, someone I am absolutely crazy about, I still get nervous talking about certain sexual things. He is someone I want to share every sexual experience with… someone I want to explore myself with. He is someone I want to explore. “We could do that… maybe we should go buy a butt plug when payday rolls around,” he said as he kissed my forehead.

Payday did indeed roll around, and we went to the sex store. “Alright Mari… pick whatever you want,” Alex said as he pushed me through the door. For being a big city, Merricrest didn’t have many adult stores. The only one within a 25 minute drive was relatively small, but we didn’t want to travel all the way across the city at the time. We were the only people in the store for a little while… but by the time I got close enough to look at the toys, there was another group of people, and I kind of wussed out. We ended up just getting rope for him to tie me up with at a later date.

Last night, Alex and I finally had some time alone together. We were stretched out on the bed making out, when he suddenly leaned back onto his elbow. “Hey sweetheart?” he asked. “Yeah?” I responded. “Do you think maybe I could tie you up tonight? I’ve been thinking about it since we bought the rope the other day, and, I just… my mind won’t rest until I have you tied up and at my mercy while I fuck your brains out.” The flash of fire that I saw in his eye the day I met him was back. A smile twisted its way onto my face. “Yeah, of course you can. I’ve been waiting for you to ask.”

Ten minutes later, my wrists were tied above my head and attached to the headboard. My legs were tied at the ankles, and tied to their respective bed posts. I was vulnerable. I couldn’t protect myself from any of his advances, and he was free to do with me as he wished. I was so incredibly turned on, yet I was so incredibly terrified at the same time… and that just seemed to turn me on even more.

Alex checked the four knots to make sure they were tight, and then leaned in and kissed my forehead. “Do you trust me?” I looked up into his eyes, for the first time seeing the darkness in them replaced by genuine concern. “Sweetheart, of course I trust you. If I didn’t, you wouldn’t have me tied up like you do right now. Now come on… fuck me like you mean it!” I wiggled my hips in his direction, he laughed. “Oh, Mari, honey,” was all he said before setting a vibrator against my clit, turning it to the highest setting, and walking away.

It took every ounce of willpower I had to not instantly orgasm at the thought of him leaving me tied up, with a vibrator to my clit, unable to move away from it once I did orgasm. I did everything I could to stave off the impending and unavoidable. After about five minutes of thinking about anything from a saggy scrotum to a heavy Russian grandmother in a bikini, I was having trouble holding onto reality. Alex was less than five feet away from me, playing video games, and ignoring the fact that I was tied to his bed moaning, on the brink of an earth-shattering orgasm.

Right before I actually came, Alex pulled the vibrator away from my body and kissed my clit. It was so sensitive that my hips bucked at his touch. “Aww, looks like somebody needs some dick,” he teased. He started rubbing the tip of his cock along my extremely slick slit. I kept trying to move my hips down to capture his head in my cunt so he would fuck me, but every time I tried, he seemed to be one step ahead of me, moving his cock out of my reach. After teasing me like this multiple times, he finally slipped his dick entirely inside of me, causing me to let out a long, exasperated sigh. Every time he got as deep inside of me as he could, I could see his dick poking out of my stomach. That sight has always been so hot to me.

Alex untied my legs, flipped me over, and pushed my head down into the sheets, forcing my ass up in the air for him. He placed a finger against my asshole. “I know we haven’t really talked too much about this, and you freaked out a bit when we were at the sex store, but I really want to start experimenting with ass play… now.” I looked over my shoulder at him. “How about you fuck my pussy for a little while, and use some of my wetness to lube up my ass, and you can stick a finger in while you’re fucking me? That’s a good place to start… right?” He slowly slid his cock inside of me. “Yeah, that works.”

A few minutes later, I felt a light pressure against my ass. I tried to calm myself down a bit, and his finger slipped inside. It felt so good to have him in both holes at once. I kept bucking back against him, trying to move his fingers deeper inside me, but instead, he put two more fingers in with the first one. I moaned loudly. “Baby… you should just fuck me in the ass.”


I heard rustling and snapped out of my daydream. Alex had woken up. He sat up in the bed and looked over at me, bleary eyed.  “Morning, Mari.” He yawned. “Morning sweetheart, did you sleep well?” Alex nodded, stretched, got out of bed, and joined me at the table. “Did you need a cup of coffee, hun? You look a bit dead.” I laughed as I stood up and got him a mug from the kitchen. He quickly drank his coffee, took a cigarette out of my pack, and lit it.

“Do you need to talk about last night, Marisa? You’re awfully quiet and dismissive.” For the first time since we started sleeping together, I looked up at him, shyly. “I don’t know, Alex. I think I’m just baffled. Ass play has always scared me, but it was something I really wanted to share with you. I’m glad that we did, and I’m glad that we actually went completely through with it… so far as you actually sticking your dick in my ass, but I think now I’m just having trouble trying to process the fact that it actually happened.” He sighed and rubbed my shoulder. “Marisa… I wouldn’t have gone for it if I thought you would be uncomfortable with the fact. I’m so sorry.” “Alex… it’s not you. I never told you this, but the reason that I am so scared of ass play… the reason why I froze up looking at the butt plugs at the store, is because when I was in high school, someone anally raped me. I had agreed to have sex with him, but he pulled out and stuck it in my ass without saying anything to me. I begged him to stop, I tried to reach behind me and pull him out myself, but he just held me in place and kept going for it, even though I had started crying.” His eyes went wide. “Oh, Mari, I wish you would have told me beforehand.” I placed my hand on top of his. “Sweetheart, I was the one who brought up that I wanted to explore it. Clearly I trust you enough to share that experience with you.” He smiled at me. “Marisa, I never want you to be uncomfortable.” I took the cigarette out of his hand and took the last drag from it. “Don’t worry, darling. If I didn’t want it, I wouldn’t have even brought it up. I just need you to bear with me on my feelings afterwards. I hold nothing against you.”



I excused myself from the table to go get ready for work. As dirty as I felt because of the prior night’s events, I was glad to be able to get away from Alex for once. It’s true, I don’t hold anything against him. I’m the one who brought up ass play, but I’m happy to be able to go to work, where I have the salon to myself for the whole day. Sure, I’ll have a few clients throughout the day, but they’re mostly stuffy bitches who don’t care to hold a conversation with me, so I’ll basically be alone with my thoughts anyway. After sharing that experience with him, I’ve been starting to think things that I shouldn’t be thinking… we’ve only been together for a few months.


At about noon, my first client wandered in. I was completely lost in thought and almost didn’t notice. I went through all the motions of her service, just a simple women’s cut, but I just wasn’t into it. I was busy thinking about how out of nowhere, I really badly wanted to marry Alex. I couldn’t stop myself from thinking about wearing that white dress, and seeing him standing at the end of the aisle I was about to walk down. I couldn’t stop thinking about him carrying me over the threshold on our wedding night, and again on our honeymoon. I couldn’t stop thinking about how I wanted to have children with him. When I finished with my client’s cut, I finally snapped out of it for a few minutes. I checked my phone, and I had a text from him. When you get off work, go home immediately. Instructions are on the bed. I’ll see you at 7:30. I smiled.

 I had a couple more clients between that text and 6 o’clock, when I finally got to go home, but I rushed back to the apartment he and I were now sharing, and found a gorgeous dress on the bed. The instructions told me to go to the coffee shop and talk to his coworker, Abigail. I quickly donned the dress and did my hair and makeup. I made it to the coffeehouse by 6:45. Abigail handed me a piece of paper that said that I needed to go down to Pier 35, a restaurant I’d been dying to try since it opened a few years ago. I ran out of the coffee shop and hailed a taxi over to the pier. I was very worried I wasn’t going to make it there on time. It was all the way across town, and there was still some traffic throughout the city. I managed to slide through the door at 7:29 and was pleased to see him sitting at the bar, in a nice button up shirt and slacks. He always looked so nice when he dressed up. I walked up to him and put my hand on his shoulder. He turned around. “Hey sweetheart, how do I look?” I quickly spun around for him. “Phenomenal. I knew that dress would be a good pick.” I sat down, and we shared a drink and recapped our days while waiting for a table.

 When we were finally seated and had picked out our meals, Alex reached across the table and placed my hand in his. “I hope you’re feeling a bit better about last night. I really do. We don’t have to do it again until you’re more comfortable, if you’d like. But I want to let you know that I care about you more than anything in the world.” Here it comes. I thought. He’s going to ask me to marry him. I quickly shook the thought from my head. We’ve only been together for a few months… what the hell are you thinking? Sure as shit, I’m bat shit crazy. He didn’t end up proposing to me, he was just trying to console me. 

When we got back to the apartment, I went straight to sleep. I felt completely drained between thinking about what happened the night before, and then for some reason having all those thoughts of marriage and children. I’d never wanted to get married or have kids before, so I couldn’t even wrap my head around where these thoughts came from.

The next morning, I curled up closer to Alex, and decided to just… hope for the best. “Hey baby?” I asked him. “What do you want, Marisa?” Oh, yikes. He’s not a happy camper. That’s okay, Mari. Go for it, you’re never gonna have the guts otherwise. You have to do it now. “So I know this is out of the blue and is absolutely terrifying, and I am well aware that I may cause you to walk out on me, but, I just can’t help myself. Alex, I want to marry you. I know we have only been together for a few months, but I am my happiest when I am with you. And as strange as it sounds, what we did the other night… that’s what made me realize I wanted to spend the rest of my life with you. I used to sleep around before I met you, I used to get guys to fall for me, and then I would throw them out like yesterday’s garbage when I got bored of them. Multiple guys would want to do anal with me, and I just never was able to bring myself to do it after what that guy did to me in high school. The fact that I was the one that offered that we maybe try it, and that we actually ended up going through with it, and that I’m okay with it now, even after my initial reaction… that tells me you’re the guy I need to be with.”

“Anal made you want to marry me?”


© Copyright 2018 Rebecca Jadofsky. All rights reserved.

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