Side Chick Troubles [M/F]

I’ve been meeting up with Rick for a couple of weeks now. He’s in a relationship, a girlfriend as far as I know, and he would come and meet me in his apartment whenever he is “unsatisfied” so to speak. He and his girlfriend live together in her house while he keeps this apartment as a back up in case he gets kicked out of the house. That’s what he told me, at least. Rick is only a couple of years older than I am. I’m 29 and he’s 33.

I know I’m the side chick, I’m perfectly fine with that, but sometimes I want something more in a relationship. I don’t know, I haven’t felt “love” as far as I know. That feathery feeling like you’re light on your feet and you have this confidence that you can do anything.

I spent the majority of my 20’s locked away in college, pursuing my career. When I was done, I dated a few guys but I never really felt a connection with any of them. The sex was mediocre, until I met Rick at least. I broke up with him as soon as I found out he has a girlfriend already, but he reached out to me a couple of months ago and asked if I would be alright as a friends with benefit kind of relationship. Honestly, I haven’t been in any sort of relationship since he and I broke up so I agreed. Then, I found out that he’s still in a relationship, but I didn’t mind at this point. Their relationship is not my problem as far as I’m concerned.

I haven’t found it, definitely not with Rick, but I’m hoping to get it from someone else; that feeling in my chest. Someone I can dedicate myself to, and hopefully he can dedicate himself to me. It’s ironic, me wanting a monogamous relationship when I am currently someone’s affair partner, but monogamy is not for me to uphold since I’m the one who is single.

The apartment is nice, well furnished and its in one of the nicer part of town. Rick kept it well maintained, I have to hand it to him. He’s given me a key for it and a few days ago he asked for me to lay in bed, naked, and wait for him. Hmmm, he’s always been kinky. I slipped my red dress off of my shoulder, took off my heels and crawled in between the white sheets and waited.

The anticipation is killing me, but boredom got to me first as sleep took me by surprise. I awake to a gentle hand caressing my face, rubbing my cheeks and when I opened my eyes I am met with gentle green eyes, a stubble covered cheeks and chin, and a pointed thin nose.

Not Rick’s face.

“Who are you!?” I shrieked as I grabbed the covers to me. He only laughed as I see him without his shirt but is still wearing his tailored pants.

“That’s my line. You’re in my apartment, you’re on my bed in fact.” He chuckled as he sat up, “but I guess Rick didn’t tell you did he?”

“Rick? Where is he? What have you done to him?” I said fearfully, trying to find my clothes but I remembered that I left it in the living room.

“He’s in prison, got himself tangled up with drugs. He gave me a call yesterday about some ‘surprise’ waiting for me. I’m guessing it’s you.”

He laughed again as he stood up and walked back through the door and collected my red dress from the couch. He hands it to me with a ‘sorry’ and he slipped back out again.

I dressed myself, somehow saddened by Rick’s incarceration but glad that I wouldn’t have to deal with someone mixed up with drugs. I was about to leave when I see him sitting on the table, a glass of wine poured and reading some papers. He’s got a good figure, a six pack and toned arms, shredded back and a built chest. He’s still wearing his dress pants, but he didn’t pay me any mind.

Finding out that Rick left me high and dry has put a major dent in my arrousal, but seeing this man has gotten my engines started. Maybe I can have a romp with him before I finally cut Rick out of my life? I approached the table and sat, cleared my throat and he just looked up at me from behind the papers.

“You’re not going to offer a lady a drink?” I said and he just smiled at me as he set his papers down.

“The wine glass is in the cupboard, the wine is over on the bottom left cupboard. Pour your own damn wine, you’ve got hands.”

I scoffed as I looked at him. He picked up his papers again and went back to reading it. I got myself the glass and poured some wine in it, and slowly sipped it as I walked back.

“How do you know Rick?” I asked and again he looked up from behind his papers. He gave a sigh, finally figuring out I wasn’t going to leave anytime soon, and placed the papers back into his briefcase.

“Childhood friends. I’ve known him for 30 years. You’re going to ask if this is my apartment, yes it is. You’re going to ask where I’ve been all this time, I was gone for business and I asked Rick to look after the place. Finally, you’re going to ask how long Rick is in prison for, and I’ll answer with 20 years, probably.”

I scoffed again as I took a sip of wine and hooked my left leg over to the right. This guy is a jerk! He didn’t even allow a natural dialogue occur.

“Now I’m going to ask you why were you meeting Rick in my apartment? He has a girlfriend, who I got the keys from by the way, so I’m guessing you’re his side squeeze. So now I’m thinking you guys have been using my place as a fuck pad.”

“Rick told me this is his apartment, and I was meeting him here for a, uhhh, business proposition,” I answered.

“That makes zero sense. Why would he move in with his girlfriend on the edge of town when, if this really is his apartment, they can both live here? His girlfriend’s house is smaller than this apartment!”

I froze. I didn’t realize that. Truth be told, I let my hormones and horny self do most of the thinking. Rick and my tryst were so hot that my head wasn’t fully in the game. A few minutes of uncomfortable silence occurred where I nursed my glass of wine and him retrieving his papers for him to look over. He would often pick up another and it looks like he’s comparing the two, pick up a pen and mark on it and write.

“So, you’re still here,” he examined as he gave me a glance, giving a dismissive scoff, “don’t you have somewhere else to be? A job or… another guy?”

“Hmm, no. Rick’s been the only one. Well, *was* the only one,” I said in the most innocent tone I could muster as I traced circles on his oak table, “actually the first.” I chuckled a bit and took a small sip of the wine.

“How many times?”

“I’m sorry?” I asked, I heard him clearly but I just wanted to hear him say it.

“I said, how many times did you and Rick defile my apartment?”

“A few,” was the answer I offered. He probably thought he couldn’t get the number out of me, or he didn’t care, so he left it at that. I couldn’t tell him that we’ve probably started using this apartment for sex when we reconnected earlier this year, and have had sex at least 2 times a week, for three months.

He gave me another dismissive scoff as he went back to his paper. I smiled at him, looking at him fully. He’s handsome, like Abercrombie & Fitch catalogue handsome, with short blonde hair and that same striking green eyes that is now hiding behind a pair of glasses. He’s tanned, meaning he spent a lot of time in the sun, and he seems to be intelligent. Who knows, he probably did some modeling when he was younger.

But he’s such a jerk!

I stood and circled the table, dragging my fingertip along lightly and when my finger met his arm, I traced it along and up his shoulders. He raised an eyebrow as he estimated me, and I draped myself over his shoulders and his back. “Looks confusing,” I said as I feigned ignorance in understanding the paper. It was an expense reports and it looks like he’s making a large amount of profit. He runs, from what I can tell, a software company, and his absence was probably for business meetings. Hmmm, so he’s smart and he has his own company.

“It’s really not, I…. hmmm,” he took off his glasses and looked me over. “I can see why Rick likes you,” he said gently.

“Oh, and why is that?” I asked with a smile.

“He’s not a smart guy, so he likes to fuck girls that are not as smart as he is but he’s drawn to the opposite of what he likes. So while he fuck girls that are not smart, he ends up being in a relationship with intelligent women, such as yourself. His girlfriend is a college professor, the one before her is a doctor and the one before that one is an engineer.”

I smiled at him and drew circles on his arms. “Hmmm. Men are intimidated by intelligence. They all want a dumb bimbo to fuck.”

“Is that what you think?”

“That’s what I know.”

He smiled at me, but not in the same way he did before but a genuine smile where his eyes joined him. He brushed my cheeks and gently held my chin as he turned my head to look at him. “Is that what you think, or is that what you’ve been told? Is that what you really believe?”

“What about you? What kind of women are you attracted to?” I said softly as I gently bit my bottom lip.

“Attraction? That’s a good question.”

I hiked my dress up and stepped over him, straddling him while my long, blonde, curled hair swept over and flowed down and framed my face. I cupped his face and stared into him with intensity. “What kind of girl makes your heart race?”

“What kind of girl? I wonder.”

I leaned in and kissed him, tasting his lips and his tongue. His hands roamed my back while I rest mine on his shoulder. He would hook his pinky on the bottom hem of my red dress, slightly lifting it up and letting it go. I can feel it growing, poking my special place through his pants and I smiled after we separated and he smiled as well.

With little effort he stood up with me and I wrapped my legs around him. We continued making out, with his hands cradling my ass while he carried me towards the bed.

“The girls I like? Are thoughtful, intelligent, sensible and —”

He stopped and threw me on his bed, “is a slut for me, and for me only.”

I giggled as I sat up and watched him finally look at me, as a person and not Rick’s dumb bimbo side bitch.

He began to de-pants himself, not breaking eye contact with me as I remove my red dress and let my breast free. I’m not blessed in terms of breast size, I’m on the large size of A-Cup to be honest, but it seems like he doesn’t really care as he kissed each of my nipples. “We’re going to have intercourse, now and what happens afterwards is up to you,” he said as he slipped his pants down finally. My eyes went wild as I looked down. He’s hung, longer and thicker than Rick that’s for sure. I licked the top of my lips and I leaned back into my arms and I looked back to his face.

He roughly grabbed the back of my head, bunched up my hair and he gave me another kiss and he looked at me in the eyes again and grinned as he pushed me to my back. He hooked his arms down around my thighs and roughly pressed himself into me. His tongue rolled down and up my slit, flicking my clitoris with speed and he sucked on my southern lips. I groaned and moaned softly, Rick never did anything like this to me before. I bit my lips and rubbed my chest and pinched my nipples.

“Ri-Rick never did this for me, oooh yes! Rick is a selfish person, he wanted blowjobs and handjobs.” I gasped softly as my hands went to his hair. My body moved on it’s own, squirming and writhing against his sheets. Such pleasure, gentle pleasure and eventually he has me screaming, and I don’t even know his name nor does he know mine.

“Forget about Rick, and I always try and make a woman come before I do,” he said, slightly agitated at the mention of Rick’s name. His tone kind of shifted, from a bit whimsical to a more serious tone. Did I just press a button I shouldn’t have? He pulled me over by my legs, forcing me down to my knees and he presented his penis rock hard and ready.

I gulped hard from just looking at it. He has two thick veins running up his length and a thick, and a fat head. The skin is smooth, and it has such a manly scent. I rubbed it across my lips and slapped it across my face.

“Mmmmm, Rick’s cock isn’t nearly as big as yours,” I moaned as I gave it a lick, “and yours taste better.” He pushed my hands away and he playfully swung his penis across my face. I giggled as I tried to catch it with my mouth, and when I finally did I sucked on the head softly, making sure to keep his eyes trained on me. My hand went up to massage his balls, it’s heavy! I’m guessing he hasn’t come in a while.

But he has other plans. At first he slowly pressed it in and I savored that flavor of his. But then he sped up, and eventually he’s straight up fucking my face. My saliva started to pool and my chin is a sloppy mess. My chest is dripping with my saliva. He’s rough with me, but I am thoroughly enjoying this. I’ve never had a man take charge with me before, as I’ve always had to do most of everything with Rick.

“Ungh, you know what…”

He grunted as he grabbed the back of my head and pressed me into him deep. He fucked my face, and he fucked it hard. I usually don’t feel some sort of euphoria from giving a guy head, but I’m starting to feel wet when I started to finger myself. God, his dick in my mouth just felt right, like it belonged there, and when I feel it twitch I can feel a tingle in my crotch. Then, I felt his cock slide into my throat and he held me there for a good amount. I could hardly breathe, I’m starting to choke and starting to cough, and only when he released me did I take a deep breath in and felt that euphoric rush of fresh oxygen coming into my brain. I’m swallowing all the spit my mouth has garnered and looking up at him with teary, red eyes.

“Shut up about Rick. If I hear you say Rick’s name one more time…”

He dangled his words like he dangled his cock head in front of me and I gladly took it in. He did it again, fucking my face with reckless abandon and then holding me against him and for a bit longer this time, and that rush is so good. He gave me a firm but playful slap as I catch my breath when I dislodged from his erection. He stood me up, kissed me again and then he turned me around then leaned me forward. He took his rod and rubbed it against my pussy.

I felt him push himself in as my pussy lips separate and my walls spread to accommodate his girth. He gave a hiss as he continued, while I moaned softly and hummed when he stopped his entry. He leaned me forward a bit and held me by my arms and he started impaling me. He pumped into me for several minutes until a thrust from him propelled me forward and into the bed. I looked back at him, slightly in shock, and he pushed my head down into the bed and mounted me.

He sat on the back of my thighs and he slithered over me and wrapped his hand against my throat. He pressed gently on the side of my neck, against the carotid arteries, and put slight, pulsing pressure. He brought his face over to my left ear and gently nibbled on it, breathing a bit hard on me. “Here is what’s going to happen. You’re my bitch now, understand? You’re not going to fuck anyone else but me. That’s final.” He released his grip and I felt that exhilaration come from blood rushing to my brain. He started rubbing his dick in between my ass cheeks, god that feels good. That warmth from his engorged penis just going in between my ass. Sometimes his scrotum would gently tap my asshole and that would give me a slight tingle.

“Why? Why shouldn’t I fuck anyone else?” I teased him as I shook my ass left to right against him. “I’m a single gal, I can do whatever a single gal can.”

He grunted and brushed my hair away from my face as he kissed my cheeks. “Hoh, then I guess we’re done here.” I felt his weight that he put on me start to lift, and his hands started to move away from me but stopped when he felt my hand touch his hands.

“It’s a rhetorical question, and fucking you is something a single gal can do,” I said with a playful wink and he growled at me as he pressed himself against me again. I gave a low moan and an *oooh* when I felt his warm body push down onto me. He softly and slowly dragged his soft lips across the left side of my face then I felt him penetrate me once again. I couldn’t help but moan just a little louder as he pumped himself into me, thinking that he’s just taking what he wants right now.

“I haven’t cummed in a while, so I hope you’re free for the whole night.”

“Well then – unh, fuck – you’re welcome to empty yourself into me.”

“You’re on the pill?” He said as he glanced south and up to me again.

“I am. I didn’t want Rick knocking me up.” I laughed, but it’s true. Rick isn’t one to wear a condom, and while I enjoyed being fucked by him he isn’t something that I would want a child with.

“Smart,” he grinned. I felt his pace start to speed up and I know he’s getting close. He started closing his eyes, and then he started closing it tighter as I can see the wrinkles around the edge. “Nnngh, gonna come…”

As soon as he said that I felt him tense up a little as he slammed into me and he began throwing his yogurt against my twitching walls, painting it white. He dug himself deep, grinding himself and groaned. God, that warmth oozing into me, I can’t get enough of it. I reached over and spread my cheeks for him as he continued pumping his hips. I couldn’t help but feel my own orgasm coming as I started to shake and shudder under him. He didn’t stop either, he just kept thrusting into me as I finally achieved my own climax. A mind shattering electricity washed over me, taking hold of my core and my limbs as I trembled and spasm.

I thought he was joking when he said he hasn’t ejaculated in some time, but the amount of semen that oozed out of me when he pulled out was tremendous. I didn’t want to waste any so I scooped up as much as I could and brought it to my lips. It tasted so good and I licked my fingers. More, I wanted more!

When his helmet left me, I felt a little pang of pleasure that made me groan. He pulled me down and off the bed again and I kneeled down while I cleaned his cock with my lips. God we taste good, sweet and salty just the way I like it.

“Round 2,” he said, he didn’t even ask if I was ready as he got me up again and took me over to his dresser. He sat me up on it and I spread my legs for him, cum still dripping from my cunt. He gave me a kiss, a passionate kiss that yearns for something more but I’m sure he’s holding back, then he lined up his tool and shoved it in. That initial penetration felt so wonderful and so intense that I couldn’t help but scream out in pleasure. We’re both sensitive down there, I heard him moan softly. He held me by the hips and I wrapped my arm around his neck.

He thrusted hard and fast into me and it felt so good. He’s kissing me while he fucks me, something Rick doesn’t do, and I just started to slowly fall for this man. Maybe I’ll stay with him, he’s clearly a lot better than Rick and not a drug dealer.

“I’m Drake, by the way,” he said as he pulled his face away from my lips, still fucking me by the way. “Nice – unh – to – guh – meet – ahhh shit – you – fuck you’re still tight!” came the words with each thrust accompanying it.

“I’m… oh god, fuck that’s so good….I’m Lydia,” I managed to say, “it’s nice to, unhhh tsssshhh ahhhh, get fucked by you.”

Our wet slaps echoed throughout the place as his hip kept slamming into me. I looked down as his thick girth continually penetrated me. I moaned every time it went in and I looked at him and he looked at me. He kissed me, again, and I felt this elation in my heart. I embraced him and leaned my forehead against his shoulder, moaning and screaming against him. He shot another load into me and that warm feeling just made me shudder and shake. I licked my lips as I felt my climax arrive, and I closed my eyes and focused on it. I can feel my vagina tighten around his twitching rod, trying to milk him dry, and it’s still hard after coming.

He carried me over, his penis still in me, and he started fucking me again. I can feel his sperm being fucked out of me and at the same time deeper into me, and he just kept thrusting and thrusting. I’m starting to go crazy, my mind is in a haze and I could feel myself starting to loose it. I just wrapped my arms around his neck as my moans started to come out of my mouth without my input. He just looked at me and kissed me again, and I managed to reciprocate it.

He brought me back to the bed and laid me on my back once again. He started fucking me in missionary position. It’s a very vanilla sexual position, but when done right it feels so amazing. He brought my legs over so they’re almost to my ears, well he brought them up as far as I can go, and he kept thrusting himself into me deeper and as he thrusted in he would dig his pelvis downward so his dickhead would rub against the roof of my vagina upon withdrawal. God that felt great and I’m starting to feel myself getting closer.

“C-coming again,” I groaned almost like how a zombie would and he just kissed me again. I think he’s marking his territory, claiming me for himself, and really I’m letting him. We rolled our tongues together and when my climax came I just screamed into his mouth and embraced him tightly. Again he threw ropes of cum into me, and I felt his groan roll into my mouth as his own climax followed mine. I trembled under him, that amazing feeling of warm electricity just running wild all over your body.

He’s panting as he finally took himself off of me and I looked down and he’s about halfway erect. He brought himself over and offered me his cock which I gladly took into my mouth. I sucked him off as I fingered myself and feeling his semen just drip from me like an avalanche.

“You’re mine, Lydia, don’t forget that,” he growled into my ears as he gave me a kiss on my cheeks. I felt this shiver roll down my spine, a mixture of excitement, being turned on again, and fear.

***

Drake started seriously dating me after a few months of knowing each other. He’s been a gentleman since that day, not once asking for a booty call or demanding sex like I thought he would. He took me on dates, at first it was expensive dinners and even a play but I told him that sometimes coffee or a walk in the park would be an awesome date. He had me pegged for someone who, for lack of a better word, is a gold digger but I’m trying to change his mind.

Our sex is always amazing. It made me feel complete and satisfied. In bed he’s dominating, determined and he knows what he wants. Outside of bed he’s sweet, gentle and kind, definitely not the jerk I met on the first day. He told me that that is his usual demeanor when meeting Rick’s side girls, which he’s informed me that I’m girl number 15. It seems that he would cheat on his girlfriend constantly, this is his 5th girlfriend by the way, every chance he got. Drake has been trying to get him to be monogamous, but Rick has a mean bone in him. Well, I’m glad he’s in prison.

I think I’ve found him, the person for me. I can honestly see myself marrying him, having a future with him. As for children, we haven’t discussed it. It’s really something that we need to have conversation about, but it can wait.

Once he found out that my major in college is in finance, he’s been asking me to look over some of his finance report. I’ve pointed out several missteps and offered solutions and he was surprised, not that I know what the fuck I’m talking about but the speed in which I delivered and deduced the problem. He then hired me as his personal secretary.

I’ve also found out, ever since I’ve started working for him, that he has several younger staff. Young female staff that desired him. He didn’t disclose our relationship to his staff, but some of my co-workers have expressed their interest in him. I’ve kept my lips shut and while they do have an interest in pursuing him they are also afraid of his intense seriousness and is generally afraid of being in bad terms with him.

I took great pride in knowing that I’m in a relationship with him, but I don’t plan on souring my relationship with my co-workers. I mean, I think they’d eventually figure it out when he regularly calls me into his office to fuck me for nearly an hour. We would do it twice a shift most of the time, but on days where he is stressed out he would fuck me on his desk a third time. I love having him take me while I’m wearing my blouse and pencil skirt, and he has told me that whenever I’m wearing my fake black rimmed glasses is where he is the most arroused. Growing up, he’s had fantasies of fucking a secretary and I fit the bill so far. He always comes inside me, and I go back to my desk, it sits outside his office, with cum dripping down my leg or there would be bit that I missed outside my mouth if he cums in my mouth. I would often scoop it up with a pen and eat it as a snack and it always taste so good. On weekends we spend the days wrapped in each other’s arms. Sometimes we go on dates, sometimes we stay in, but both days we fuck.

I don’t know if I’m keeping an eye on him or he’s keeping an eye on me, but with us spending so much time together it’s impossible for either one of us to cheat, and I have no desire to! One of his past relationship, before he started this company, ended in a horrible way when she cheated on him and basically shattered his heart. But I wonder why he kept me around? I mean, I was Rick’s side chick so I’m technically a cheater too. I don’t know, maybe I’ll ask him some day.

I think I have a good thing going for me, and I don’t plan on doing anything to sabotage it. I found him, I really did, and I couldn’t be happier.

~End~

Source: reddit.com/r/eroticliterature/comments/pszv0d/side_chick_troubles_mf