Trigger Warning: Reluctant Consent
We all have that one relationship, sometimes more, that we regret. We look back on it and go, “What the hell was I thinking?” For me, it was my college boyfriend. I dated several guys my freshman year, but sophomore year, I ended up with a guy who was super controlling and domineering. We dated right up until the end of my senior year. He didn’t like where I was going with my life (and he was cheating on me), so he dumped me, five minutes before graduation started. It was heartbreaking. My whole family was there to witness it, too. It was a college version of that scene at the beginning of Eurotrip, except my boyfriend was dumping me.
But I had moved on from that. Tomorrow was my 30th birthday, and I was looking forward to starting a new decade. Leave the old behind, bring on the new and all that jazz. I was single, I was living in Boston, and I had good friends to celebrate with. Even though we lived in the city, they wanted me to have a spectacular time, so they had booked us a room in an old hotel right near the center of Boston. It overlooked Boston Common, and it was beautiful, though some said the rooms were haunted. I had stayed at this hotel only once before in my life, on the eve of my 21st birthday, courtesy of my terrible college boyfriend, Richard. He had taken me to a show nearby and booked us a room. Sometimes he had been quite the romantic. But thinking back on that night nine years before, I only had vague recollections of why I had dated him so long. Generous nights like that one were part of it, but I knew there must have been more. The memory was too fuzzy to really identify.
I laid down on the plush queen-sized bed and reminisced. Even though I hadn’t had a guy who I really connected with lately, I was pretty lucky. Of course, what I really missed was a good orgasm delivered by someone other than my Battery Operated Boyfriend. I drifted off to sleep thinking of Richard and college and the wild nights we used to have.
I woke up to a beeping alarm that didn’t sound like my own. It sounded like an alarm from a far-off dream. Why had I set the alarm? I wasn’t supposed to. It was my birthday. I was allowed to sleep in on my birthday. I rolled over to turn off the alarm and encountered a warm body. Panic filled me. A cold chill that went from the top of my head to the tips of my toes. I couldn’t see the stranger in my bed. No, not my bed. Where I was I? The hotel. I remembered that. The warm body was entirely wrapped up in the blanket, just like Richard had always done. And then the covers were tossed aside as the figure grumbled and rolled over and it was Richard! Oh my god, it was Richard in the flesh. He looked just the same as he had the last time I had seen him. There were no signs that he had aged at all. I couldn’t believe it. I knew that I looked completely different. My hair was shorter, I had gained weight, and I had crow’s feet around the corners of my eyes. But Richard looked exactly the same. What the hell was he doing here? I hadn’t seen him in years!
He was mumbling something as he woke from sleep, but I couldn’t make it out. I rolled off the bed and got to my feet. I looked down at my body, and I was naked. And thin. I couldn’t make sense of it. I escaped to the adjoining bathroom and shut the door. I took a deep breath and tried to figure out what was going on. Why was Richard here? Had I gotten drunk last night? I hadn’t remembered drinking at all much less drinking enough to have invited Richard back to my room. I couldn’t imagine what was going on. I braced my hands on the edge of the marble counter and looked at my hands. They looked different. I wasn’t wearing any jewelry. I took a steadying breath and looked in the mirror. There were no crow’s feet around my eyes, and my hair was long again. I blinked at my reflection and came to the reluctant realization that I wasn’t 30 anymore; I was reliving my 21st birthday.
By the time I was done washing up, Richard was knocking on the door. “Lina, are you okay?” he called.
“I’m fine,” I called back, my voice shaking.
He didn’t respond, and I breathed a sigh of relief. I tried to remember all the things that had happened that day but nine years was a long time to think back. I steeled myself to face Richard and opened the bathroom door.
“About time,” he grumbled and practically pushed past me to get into the bathroom. I had forgotten how gruff he could be.
I listened as he ran water and washed up. My mind felt like it was frozen. I had pushed so hard to remember the past that now I couldn’t even think about what I was going to do when Richard came out of the bathroom.
“What’s wrong?” he asked, looking at me just standing there.
Both of us were completely nude, and it was his nudity that shocked me into responding. “Nothing,” I said and put on a fake smile.
“Good,” he said. “Happy birthday.”
“Thank you,” I said. Richard leaned down to me and kissed me, angling his mouth against mine forcefully. I melted against him, my breasts pressing against his chest. He was warm and hard, and I felt my pussy clench with desire for him. This is what I had forgotten about him. This is why I had stayed with him so long. He was exactly what I wanted and needed in the bedroom. “So,” I said, breathlessly, “what are the plans for today?”
“I already told you it was a surprise,” he growled.
“Right, sorry,” I apologized immediately.
“But before we go anywhere, I want to fuck you.”
My pussy clenched again. He was commanding, but I loved it. I nodded, even though I knew that his statement didn’t really require a response. He practically picked me up off my feet and deposited me on the bed. I spread my legs to him, and I could feel that my pussy was slick and ready for him. He slid his cock right into me, and I shuddered. He was bigger than any other guy I had been with, thick and long. He filled me so completely. I wrapped my legs around him to give him better access, and he pounded into me. I had no preparation for him, and I expected that I would be too tight, but then I realized that this wasn’t my 30-year-old pussy that had been barren for the last few months, this was my 21-year-old body that was used to having sex with Richard almost daily. My body accommodated him easily, and I felt my orgasm building.
This was something I hadn’t experienced in years. I had forgotten how much an orgasm from Richard would build. If he stopped, I thought I would die. “Richard,” I gasped out, “don’t stop, please don’t stop.” He didn’t respond, but he seemed to fuck me with more forcefulness than before. My memories were coming back, and I remembered that he liked to feel in control. He liked to feel like he was the one I was orgasming for, and of course, he was. “I’m going to cum for you,” I panted.
He shoved his cock into me harder, his pace quickening. With my arms wrapped around his back, I felt his muscles contracting. I knew that he was getting close to orgasm himself. I felt my orgasm rise and peak.
“Oh god,” I screamed, “Richard, I’m cumming!” Wave after wave of intense orgasm washed over me. I clenched around him, and I saw that he was steeling himself to keep from orgasming himself.
He pulled out of me and straddled my body. I had forgotten how quickly he could move. And then he was pumping his cock with his fist right in my face. I knew what he wanted, and he was going to have it. I opened my mouth and stuck my tongue out, watching his face closely. He loved to cum all over my face. It turned him on to watch me lick it up afterward, too. As I saw his eyes squeeze shut and heard his breathing alter, I knew that he was close and I closed my eyes.
I felt the first bit of cum hit my tongue and I braced myself as the rest came. He coated my lips, tongue, and cheeks. When he finished, he rubbed the head of his cock against my tongue, and I licked him greedily. I felt so degraded by having him cum on me like that, and I loved it. No one else had made me feel this degraded ever in my life. At 30, I had spent years dealing with those feelings and figuring out how to handle that, but at 21, I couldn’t process those feelings and desires. So I just let Richard do what he wanted and didn’t complain. I licked my lips and as far around my mouth as I could. He watched me with rapt attention. Then I used my finger to wipe up the rest of his cum and then sucked my fingers clean. When I finished, he leaned down and kissed the tip of my nose, then got off of me. I slipped off the bed quietly and went to the bathroom to wash my face.
When I came back, Richard was laying on his back, his cock already semi-hard again. Virile 21-year-olds had their perks! I moved to the bed and stood looking down at him.
“Hi, beautiful,” he said.
“Hi, handsome,” I replied.
“Climb on,” he said. I climbed onto the bed, straddling him, my wet slit sliding across his semi-hard cock. He reached up with both hands and pinched my nipples hard. I moaned and arched my back.
“Oh, god,” I groaned. I wanted Richard to be hard and fuck me again. He pinched harder. I moaned louder. Every pinch felt like a shot of fire straight to my pussy. After a little while, he abandoned my nipples, and one hand moved down between my thighs. His thumb found my clit easily, and he rubbed it. I groaned and rocked back and forth. “Oh, please, Richard, make me cum!” I cried.
He kept rubbing, and I kept rocking, and before I knew it, his cock was hard again. I shifted my hips enough that he could slide inside me. He began to fuck me, and the feeling of being filled by him along with his thumb on my clit pushed me over the edge again.
“I’m cumming, Richard; I’m cumming for you!” I was gasping and writhing as he fucked me, but he wouldn’t move his thumb off my clit. He kept pressing against it, and I wanted him to leave it alone. I was so overstimulated. But he wouldn’t stop until I was a blubbering mess, soaked in my own juices, and probably his. My hands gripped at the blankets, anything I could get my hands on. It was all I could do not to push him away, but I had done that once, and the results were unsatisfying. The details were fuzzy, but I definitely remember a night of being denied orgasm because I had pushed him off before he was ready to be done. It had been hot as hell, and I almost hadn’t regretted it, but I wanted the orgasms. It had been so long since I had been with a guy who would really get me off, and I wasn’t about to jeopardize that.
He rubbed my clit, and I was already quivering, and my pussy was clenching, but he fucked me anyway. Even from the bottom, he was able to thrust his hips upward and fuck me. It felt amazing. I was overwhelmed. If I hadn’t been gripping the blankets, I probably would have just fallen over, but that gave me enough balance to stay upright as he fucked me.
My orgasm had subsided enough that his thumb on my clit wasn’t driving me completely crazy. His cock felt so good inside me. I wanted this feeling to last forever. “Oh Richard,” I gasped out, “you feel amazing.” He fucked me harder, and I continued stroking his ego. “Richard, god, you are incredible. Your hard cock feels so good.” I moaned and bit my lip. “You know just how to touch me.” Every word I said caused him to thrust harder into me until I was pretty sure he couldn’t fuck me any harder.
I knew for sure he had reached the fastest he could fuck me when his thumb left my clit, and he stood up off the bed holding me against him. I had forgotten how strong he was. He picked me up like I was a rag doll. I wrapped my arms around his neck and held on, but I definitely felt him slide even deeper inside me. He bounced me up and down on his cock, and the angle felt better than any other. I knew that another orgasm was building, but I wasn’t sure if he would cum first. And honestly, I didn’t care. This had been the best sex I had had since… well, since I had actually been 21 and had been dating Richard.
Less than a year after this day, Richard would be breaking my heart in front of my family. I tried hard to push the thought aside, but a little bit of my good feeling slipped away.
“Cum for me,” he directed, and I felt my pussy spasm despite my melancholy thoughts. When Richard took control of me, I always melted for him. It just felt so right.
He thrust into me over and over, and I felt the orgasm building, but not quickly enough.
“Cum for me,” he directed again.
I wanted to yell that I was trying, but I swallowed the words. I grunted and moaned, and then I felt Richard release inside me. His body tensed, his arms wrapped around me tightened. And when he had cum, we both collapsed onto the bed. He pulled me into his arms, and whispered against my hair, “Happy birthday, baby.”
“Thank you,” I whispered back.
He seemed to drift off for a bit, and I lay there with my head propped up on my hand, looking down at him. It was setting in that I wasn’t in my time. I was nine years earlier and what the hell was I going to do about that?
Half an hour later, I was still laying there staring down at Richard, and he was drifting between asleep and awake. It was surreal. After half an hour of intense thought, I couldn’t come up with any way to go back to my own time. Maybe sleeping would do it. But even if it did, I had a whole day to get through. I tried so hard to remember what had happened on my 21st birthday, but I suspected there was too much alcohol for me to have any real clear thoughts.
I was conflicted. On one hand, I should dump Richard’s sorry ass now before he would have a chance to dump me at graduation. On the other hand, how much would it change my future if I broke up with Richard early? And if it did alter my future, would it change it in a good way or a bad way? There was absolutely no way to be sure. But since I couldn’t remember what happened, it seemed likely I was going to fuck it up anyhow, so I might as well do whatever I wanted. Maybe this was all a dream anyway.
“Hey, baby,” he said when he woke up. “Are you okay?” he asked.
“Yep, I’m good,” I lied.
“Good,” he said.
I wanted to ask what he had planned, but he had been clear already that he had planned a surprise, and I didn’t want to push him any further. So I just waited out the silence until he said something.
“I want to fuck your throat,” he said.
Typical Richard, I thought, but I didn’t voice the thought. Instead, I nodded.
“Get on your knees,” he directed, and I slid off the bed and did as he told.
He came up to me then, pressing his cock to my lips. He was already hard. I opened my mouth to him, and he pushed inside. He was bigger than I remembered, but my body handled him instinctively. He gathered my hair up into a makeshift ponytail that he held in one hand as he began to fuck my mouth. I remembered how this was very different than giving a blowjob. He was in charge, and he would not let me forget it.
Pressing his cock against the back of my throat, he twisted the hair in his hand until it was just a touch painful. I felt my pussy spasm at the thrill of the pain and loss of control. Then he started to move, holding my head still and thrusting his hips. I gagged periodically and felt my eyes water, but I didn’t protest, and I felt my pussy getting wetter and wetter as he fucked my throat.
“Take it all, my little slut,” he grunted. I was momentarily shocked, and then I remembered that this was normal for Richard. It was how he had always talked to me. “I want your ass next,” he said.
I don’t think he was actually talking to me. He certainly wasn’t asking permission, just stating his desires as though I would give it to him unconditionally. The truth was, I wanted him to fuck my ass. I didn’t crave anal sex often, but once in a while it was excellent, and it had been quite a long time for 30-year-old-me. I decided that I was going to let him, and then after that, I might have had all I could stand of his bullshit.
He pulled my head back by my hair until I was bent back enough that his cock popped out of my mouth, slick with my saliva. “Up on the bed,” he said and let me go.
I climbed up on the bed and wiggled my ass in the air at him. He slapped it hard, and I moaned in response. My pussy was so wet I was sure I would drip on the bed. He pulled me so that I was right on the edge of the bed and he was standing behind me. He slid his cock along my slit until it was coated with my juices, too, and then he was pressing against my puckered hole.
I had a moment of apprehension that he hadn’t done anything to prepare my ass for his cock, but then I remembered that this was 21-year-old-me. When I was dating Richard, I kept my ass ready for him all the time. He slid his cock into me slowly, letting me adjust. I moaned lightly as he first entered, and by the time he had pushed all the way in, I was panting heavily. It wasn’t totally painless, but it wasn’t what I had feared. I had forgotten how much I loved feeling so full. The sensations were completely different. He fucked me slowly at first, being gentle with me. This was the Richard I remembered fondly. He gradually increased his pace until he was fucking my ass almost as quickly as he had been fucking my pussy earlier and my throat most recently. I panted and moaned, slipping my hand underneath me without him noticing. I began to play with my clit, and I felt my orgasm build almost instantly. I slowed down, wanting to cum at the same time he did. I got myself right to the edge and then backed off until I thought I could handle a little more stimulation.
After cumming so many times this morning, Richard was taking his time getting close to orgasm. I thought I was going to go insane with need before I felt him grip my ass with his fingers hard and start grunting. “Oh yeah,” he groaned.
“Fill my ass with your cum, please!” I cried out as I rubbed my clit hard and fast and fell over the cliff into orgasm. As my pussy and ass clenched in orgasm, I felt him spasm inside me and begin to fill my ass with cum.
I collapsed onto the bed in front of him, and he collapsed on top of me. “Good girl,” he murmured, stroking my hair lightly.
After a minute or two, he got up and went into the bathroom. I sat on the bed, trying to figure out what to do, and then I made up my mind. I stood up from the bed and got dressed, finding my clothes scattered around the room where I must have dropped them the night before. I could feel Richard’s cum in my ass still, and it turned me on to know that I was about to dump him with an ass full of his cum. But I didn’t care what the consequences were. I was done with him and his bullshit. I wasn’t going to let him run my life anymore. With that resolved in my mind, I smiled to myself as I waited for Richard.
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J R Vincente 