Chronicles Of My Days As A Live In Side Gurl

[BigBessy6969]

A few years ago I decided to take time away from the world and find myself. I had just really started getting into dressing and acting feminine and wanted to spend an evening with somebody who would treat me like a woman. I ended up finding just that in a huge black guy named Kenny. Kenny had responded to a lengthy craigslist add that I had put up exaining that I was a CD looking to spend an evening being pampered and made love to. Not super hard fucking, just good sex. I informed him that I was a little on the bigger side but more curvy than anything with a nice round bubble butt. I also made it clear that I was DDF (with exception to weed and some hallucinogens) and wanted somebody who was the same. He replied with his size and stats, told me he was into weed as well and that he was very interested in me by my post. He said he wasn't trying to fuck a whole lot of people but wanted one steady thing. I told him I would consider it if things went well. He sent a picture of his cock with the message. Around 9 inches, a slight curve, massive head and plenty of girth. It looked amazing. 

He asked if I wanted poppers but I assured him that I wouldn't need them as I play with toys every day and it wouldn't take much to fit that monster in his pants in my butt. He talked for the rest of the night and agreed to meet that following weekend. I spent over an hour dolling myself up with my best wig and everything. I had gone for a wax the day prior to so I was sure my skin was smooth as silk for him. I slid a big plug in my ass and threw on a little makeup and then put on my lingerie. Nothing special, just a body stocking with a choker necklace. I gave myself a once over and thought I looked pretty damn good so I threw a pair of heels in the passenger seat, removed the plug  and took off to meet him at his house. When I arrived, I slid on the heels and met him at the door. His eyes grew so wide when he saw me, looking me up and down. 

"Daaaaaaaaamn, baby mama! You look sexy!" I blushed and thanked him as he invited me inside. He offered me a place to sit on the couch and brought me a Rum & coke and a big fat blunt. We smoked the blunt together, talking about what we were into. He told me he was into slow, soft sex but could also get down with some serious fucking. He said he had fucked a couple twines before but nobody like me which made me blush again. He started to caress my thigh and play with my nipples while telling me how much he would love to come home every day to me on his bed with my ass clapping and ready to take his warm loads.

"Do you think you have what it takes to dick this down?" I asked with a devilish grin. He laughed and said there was only one way to find out. I tossed back my drink and we finished the blunt before he put on some music and then came back to me with a smile. 

"Would you give me a lap dance?" he asked. I told him I had never done that before but I was willing to try for him. He smiled and pulled a chair from the kitchen and sat down in his living room. Rick Ross was on the stereo and I was a little nervous because in my head I could imagine me grinding on him, making my ass pop to Ross but I didn't think I could make it look as good as it did in my head  he told me not to be nervous and to give it my best shot. I waited for the beat to drop and started popping my hips and shaking my ass, I really enjoyed myself. I was slow at first, trying to tease him a little, then I went full force, rubbing my ass against his bulge, bouncing up and down on it.... 

At one point, I felt his hands go down and undo his pants, releasing that leviathan of a cock and I slid right up the crack of my ass when it stood up.

"Wow  that's really big" I said. 

"Too big?" He asked. I told him no.

"Daddy, i don't care how big it is, My ass is spreading for you and that whole thing is going inside me tonight one way or another." He smiled and grabbed my ass and kissed me. I kissed him back as his tongue parted my lips and started proving inside my mouth as my ass continued to grind against his cock. 

All of a sudden, I felt the tip of his cock slide through my ass crack and poke just past my first ring which made me jump. Not in pain, not at all, but surprise. He got up inside me so easily.

"Wow, you do like to play with toys" we both laughed.

"That was naughty, daddy."

"Ya. You've been a naughty girl. Daddy will have to spank you. Would you like that, baby mama?" I smiled and nodded. He hooked my legs into his arms and carried me off to the bedroom with one of his fingers sliding into my ass.....

Part 2 Coming Soon!

  

 

[BigBessy6969]

He carried me down a long, dimly lit hallway, kissing and fingering me. We get to a doorway that lead to a dark room, the only light being a few candles that were on a table near the bed. I noticed a plethora of vibrators and other sex toys on the bedside table. There was a bottle of anal lube, anal beads and an ashtray with three more blunts. This was going to be the best night ever. 

 

He sat down on the bed with me in his arms as he kept kissing me. He positioned me on his lap where he could get his hand around my ass to finger me a little easier. He surprised me when he reached around with his other hand and slid another finger from his left hand inside me. He started sliding one finger out while the other went deeper into my ass and would then switch. He fingered and probed, opening my boipussy for the next ten minutes while his tongue invaded my mouth. 

 

I hadn't realized how massive he was until now. Huge bulky chest, broad shoulders, easily around 6'6, 6'7. I was so excited to be taken by such a big man. I couldn't wait for his cock. 

 

He pulled away from kissing me to take a long breathe. 

"Damn, baby. I almost want to skip getting my dick sucked just so I can get up in that ass!" I laughed. 

 

"You'll just have to wait, daddy." I said as I slid down out of his arms and onto my knees. "You'll get this ass soon enough."

I then came face to face with his massive big black cock. I could smell his musk and I wanted to be enveloped by his entire body. I took his cock in my hand and guided it towards my lips. When I felt the tip press against my lips, I stuck out my tongue and gently lapped at it, teasing him. "Oh baby" he moaned. "Ya?" I said as I slowly took him inch by inch in my mouth. I closed my lips around his pulsating shaft when I felt the tip touch the back of my throat, slowly pulling back out.  I started bobbing my head ever so slowly down onto his dick and went around with my tongue as much as I could. I felt him start to twitch and I pulled his cock from my mouth and laughed. "Don't want to get you off just yet, big daddy. You still need to taste this pussy before you get to come." He laughed. 

"Then get up here, baby. Sit on daddy's face." I was a little taken back as I had never done anything like that before but I was willing to try. I couldn't pass up that hurricane tongue wriggling all over my ass. I straddled his head and looked down at him to make sure I was ok. He smiled, quickly grubbed my hips and forced me down as he furiously ate me out. I moaned in ecstasy, waving back and forth while he went to town. I remember thinking that I never wanted to move from that spot, I just wanted him to eat me out forever. If you've never been rimmed before, try it. It is AMAZING. I couldn't believe what I was feeling. It was like sex for the first time all over again. He finally pulled his face away, taking in deep breathes of air. I giggled and moved so he could breath better but before I could go anywhere, he slid a finger back in my ass. "Where do you think you're going, bubble butt?" I laughed. "Nowhere. I want that cock before I go anywhere."

"Wish granted, baby mama." He then pulled out his finger and grabbed the bottle of lube. He squirted a lot into his palm and then started rubbing it all over my ass and my crotch. He grabbed my cock and played with it a little with his other hand while he lathered me up. Then I heard the vibrator turn on. "It's my turn to tease you now, sexy." He helped me get up on all fours and then started sliding in the vibrator. He just used the tip at first; slowly probing my ass with it, pushing it in just past my first O ring. I giggled "Please fuck me daddy." He slid it farther in, past my second ring and then all the way in. I let out a moan and leaned back. He slowly pulled it out and then pushed it back in again and then back out.... he turned up the power after a few pumps and I let my body go. I lay there limp as he fucked me with the vibrating toy. I fell deeper in love with every pump he gave me. 

"Please daddy, please fuck me." 

"You got it baby" and I heard the toy click off. He then slid both hands up my back and back down to my ass and guided the head of his cock to my winking pussy. 

"You ready, baby mama?"

"Yes. Fuck me." And I felt the massive shaft push past both rings and slowly plunge deep inside me. I thought I felt it push my belly out at first. He was so big. It didn't even hurt, it felt amazing. I couldn't believe how good it felt. He slowed down and I felt my ass touch his hips. He was almost completely in me. He then gave a quick but gentle push to force himself in all the way. I threw my head back and let out a sigh and then a series of moans that wouldn't stop for the next few hours. He fucked me doggy style and eventually moved his hands back up my back to grasp my shoulders in order to plow as deep into me as he could. I pushed back against him as best as I could. I didn't want to waste an inch of that cock. "Lay on your back" I said. "You can get even deeper that way." 

"Damn. You live to get dicked, huh?"

"Daddy, I am the baddest pussy you will ever have." 

He laughed and lay down on the bed. I sat on top of him, sliding his cock up and down my ass crack, feeling it twitch with every motion.

"Now that isn't fair, bitch" he laughed. 

I smiled down at him and slid a little farther forward and then slid back as his cock slid right back up inside me. Oh, he was deeper alright. I leaned all the way back into him, taking him all in and then him twitch REALLY hard before I felt the warm flow of his cum blast into my belly, making me feel so warm. He groaned and roared, gripping my hips as he pushed as deep as he could go (probably trying to ensure my impregnation lol) and then he looked into my eyes and smiled. 

"I guess you really ARE my baby mama now." I laughed. 

"That's right" and I started riding him rather aggressively. 

"Oh, damn." He gripped my hips tighter.

"Fuck me. Fuck me, daddy! Fuck your little bitch! Cum in me again! Get me all big and fat with your babies!" He started pumping his cock faster and harder. He then hooked his arms back under my legs and lifted me up as he stood from the bed. He started fucking me in the air and I wrapped my arms around him and kissed him deeply. 

"You gonna be my bitch?" I smiled. 

"Ya, I'll be your bitch."

"Good. Cause I want to dump a load in this pussy every day!" He was fucking me as hard as he could with me being in his arms. E turned around and laid me in the bed and stayed on top of me while we fucked and kissed. 

After hours of changing positions, we were finally winding down and he had me in his lap again, bouncing me off his cock when he pushed me down into it and wrapped his arms around me, burying his face into my neck and he came WAY harder than he did the first time. It felt like a gallon of his jizz was just dumped into my belly. So warm, so wet,.... soooo so hot. I don't even remember him pulling his cock out before we both fell asleep. The next morning, just before dawn, I started to get ready to leave. 

"You were amazing" I heard from the bed. I giggled. 

"Thank you. So were you."

"Hey I wanted to ask you something, sweet ass."

"Oh ya? What's that?" 

"Well, I know this will seem kinda weird, but I want somebody who will live with me and be taken care of. No rent, no utilities, just stay here and be my fuck toy. I want a secret side gurl staying with me, somebody who I can fuck that enjoys fucking with me, somebody who I can get into any other stuff with that could make them feel more girly. I want that to be you, baby mama."

 

TO BE CONTINUED.

[cdpasiv]

Hot story. Cant wait for part 2.

[BigBessy6969]

36 minutes ago, cdpasiv said:

Hot story. Cant wait for part 2.

Just posted part two last night and part 3 will be on the way soon

Edited January 16, 2018 by BigBessy6969

[BigBessy6969]

I was stunned. Did he seriously just ask me to be his concubine? I will admit, at first in a fantasy kind of way, I absolutely wanted to. It sounded really hot, living for fucking and paying rent with my ass. He reached out and stroked my thighs with his fingers. 

"Sorry if that freaked you out"

"No, you didn't freak me out, daddy. I'd be a liar if I said it didn't turn me on."

"Do you want to give it a try? We won't do anything you don't want to."

"You said getting into other things that make me feel girly... like what?"

"Well, I have a really good job, so I could buy you some lingerie, some new toys, some thongs and g strings and even a couple new wigs, I will bathe you and worship that plump ass of yours. You would be mine to fuck and breed every day. You will be daddy's little whore and your ass will feel like something is missing when this dick isn't creaming you."

I felt my pussy wink. 

"That sounds amazing daddy. I could definitely ride your cock every day."

"Well, it's the weekend now. Why don't you crawl back into bed and we'll fuck the days away like we tryna get you pregnant. When the weekend is over, you can make a solid decision."

I stood there, not sure what to do. I wanted it, sure, but what would I do with life back at my apartment? I didn't really care to think about it as I found myself undressing and climbing back under the covers and laying in top of him. 

"That's daddy's little slut." He wrapped his arms around me and kissed me. I felt his cock rising again, the tip sliding up the crack of my ass. 

"Make love to me, daddy."

"You want daddy to fill you up and get you all nice and preggers?"

"Yes" he salted to squeeze my tits and rub my belly.

"Get this belly all fat and make these titties swell up. Watch you walk around the house all chubby with babies. Sexy as fuck."

I felt his cock press against my ass again.

"You want that, baby mama?"

I sat up, pressing back against his cock. 

"Give me your baby, daddy." He pulled me back in for the deepest kiss and I felt his dick slide back up my ass. He started pumping me full his warm cock again and I felt him spank me. I moaned and leaned into his kiss. This was a little different from the last few hours as this wasn't just sex, he was truly making love to me; bouncing my ass off his dick, I think he really believed he might get me pregnant lol 

I sat up and spun around in his cock so I was facing away from him, got on my knees and started gyrating my ass on him, doing my best that I could at twerking. He started moaning heavily as he gripped my hips, guiding my movement. I sat down hard on his lap as to push his cock further into me. 

"Oh my god baby, you feel so good. It's so warm inside you. I'm gonna cum right into your belly."

I was moaning and breathing heavy.

"Do it! Do it daddy! My ass is ripe and ready for you! Make me yours!" He sat up and wrapped me in his arms from behind and leaned back with me. I got my legs straightened and I just rocked my ass back and forth on him and then I felt him pump my guts full of his hot seed. For the sixth time that night, he had filled me and now I felt like I had to stay and keep taking his loads. Nobody had made me feel so feminine before. 

"You can do that to me forever, daddy. I always want that dick in me." 

He pulled me back in for a kiss and we both fell asleep. 

When I woke up, he was gone but a note and a paper back was sitting next to the bed. The note read:

"Good morning baby mama. I had to go to work but I will be home around 6. I have a new outfit here for you and I will have more when I get back. Make yourself at home and feel free to find something in the house to eat."

I opened the bag and inside was a black thong, a small black bra and a pink set of sweat pants that said "candy" on the ass and a pink hoodie along with some burgundy lip stick. 

"Wow" I thought. "He's really serious." I threw on the outfit and applied the lipstick before modeling for myself in the mirror. I looked good. I was imagining walking into a room dressed like this while my new daddy had a burn of friends with him just waiting to gangbang me. I like the idea of being the fuck toy for daddy and his friends. 

 

 

I found some breakfast and sat down to eat. Not long after that, the phone rang. Since it wasn't mine, I didn't answer. When I came through to voicemail, it was Daddy. 

"Hey baby mama, it's me. If you're there, pick up." I picked up the phone. 

"Hey daddy."

"Hey there baby girl. Did you get your gift?"

"I did. I love it! Thank you, daddy."

"No worries baby mama. I can't wait to get home and see you in it. I wanted to let you know that a friend of mine is coming by to drop off some more green." I panicked. 

"Should I leave?"

"No, no, he knows what I'm into and he's cool. That's actually part of why I called."

"Oh?"

"Ya.... show him a good time if you're down with that. He's clean."

I was a little confused. 

"You want me to fuck him?"

"Only if you're ok with it. I like to share. It's hot."

I thought about it for a minute.

"Baby?"

"I'm here.  What does he look like?"

"He's tall, likes to work out, VERY discreet and he says he's hung like a horse. You don't have to do anything you don't want but I figured it would be some entertainment for you while I'm gone. Besides, it will be some practice for you if you're really down for living to get fucked." He laughed. 

"I'll be watching for him, daddy."

"I'll see you and that fine ass soon, baby mama."

"I can't wait."

As I hung up the phone, a car pulled in the driveway. 

 

TO BE CONTINUED. 

 

[BigBessy6969]

I stood next to the door waiting on Daddy's friend. I knew it was him when I saw a chiseled ebony god step out of the car. He knocked on the door. I grabbed the handle and hesitated, wishing I had put on my wig first. I opened the door and greeted Daddy's friend. 

"Daaaamn, bitch. He said there was a sexy ho staying at his place but he didn't explain just how sexy. I'm Kevin by the way."

I giggled and thanked him as he entered the house. 

"Can I get you anything?" I asked. 

"You can roll us up a fatty out of this." He tossed me the bag. 

"Will he be ok with us smoking his weed?" 

"Hell ya. There's two ounces there." It was a big big. 

I went to the kitchen and found some rolling papers and rolled a fat joint for the two of us. When I brought it out, he smiled and complimented my rolling skills. I thanked him and lit up the joint. I took a couple puffs and passed it over. 

"So how long you gonna stay here, sexy?"

"I'm not sure actually" I laughed. "I hadn't planned on staying here this long."

"Dick that good, huh?" I giggled 

"Something like that."

He smiled and passed the joint back. I started to take a drag and he asked: "Can I touch you?"

I blew the smoke and crawled over toward him and stretched out belt down across his lap. "Of course". 

He smiled and stuck a finger in his mouth before sliding a hand down the back of my pants, probing my boipussy with his fingers while I smoked. 

He started to slide the wet finger past my first ring and I sighed in sexual release. He slowly made it past the second ring and started rolling his finger around, loosening me up. Amidst my heavy moaning, he slid his other hand down the front of my hoodie and began playing with my nipple. I was a fucktoy at his mercy. 

"Mmmmm I'm gonna eat that ass like I'm starving." 

"Let's go to the bedroom." I said. 

We got up and went to the bed and sat where he gently grabbed me and started kissing me, working his way down to my neck, ravishing me. I sighed and moaned while his big hands explored my body, making me feel so feminine. He squeezed at my tits, groped my ass  and licked my face.

This was perfect. 

"Stand up" he said  

I slowly stood up as he reached  for my pink sweatpants. He slowly pulled them down to the floor along with my thong. God that felt so good. He positioned me in front of him. "Now part your legs just a little bit."

I put about 2 feet of space between me feet "That's right. Right there is perfect." and then he hurried his face into my ass and his tongue went wild. 

"Oh my god!" I gasped. "Wow"

He had his arms around my waist holding me in place. I could have gone completely limp right there. It felt so incredible. His tongue was all over my little pussy, lathering it for the intrusion is was surely about to experience. I could hardly believe how good this little arrangement was turning out. 

After about ten minutes straight of being eaten out, he stopped and stood up. I never realized he had undone his pants. I felt the tip of his cock touch my lower back and it was so warm and a little cum had already seeped out and he was using his cock to smear it onto me. 

"Mmmm what have you got back there for me." 

"Something long and wide, baby."

"Mmmm I like long and wide" 

"The. You're going to love this." I saw him reach for the lube Daddy had used on me the night before. He squirted some into his hand and then lathered it all over my pussy. Then he took a little more and covered his cock with it. 

"You ready for this dick?"

"Only if you're ready for this ass."

He kissed my neck again and flopped me onto the bed, belly up. He then lifted my legs a little and slid a slightly shorter but much thicker cock than Daddy's into my boipussy until I felt his balls slap against my ass. He stated there for a moment while I lay there wide eyed, realizing just how big this thing that now lay in my ass was. 

"Wow" I moaned. "You're so big"

"You got that right" and he slowly started fucking me. Me body shifted up and down with every pump. This was so amazing. I could definitely live the life of a live in whore. It was perfect. 

He began picking up his pace, fucking me a little harder. 

"I can see why he wants you to stay. You take dick like a real slut." 

"Mmmm you like how I take that dick? You like fucking this chubby little bitch? You gonna cum in me? Huh?"

"Ooooh ya, baby. I'll have cum gushing out yo pussy soon enough. Get up on your knees, bitch."

He pulled out and I flipped over on my knees and just as I was getting ready to lean forward on my hands, he grabbed my wrists and held them back as his cock filled my ass once again. 

"Oh my god baby" I moaned. He started humping my ass with heavy thrusts, making the bed creak. I love that noise of hips slamming into ass and making that *clap* noise. 

"Damn, bitch this ass was MADE for fucking." 

Just as I was getting ready to answer, there was another voice in the room "Isn't it though?"

It was Daddy, standing naked in all his glory in the doorway. Kevin turned to look at him "Hey bro what's up? Just having a taste of your little side gurl here. You got good taste."

"Well I was going to stop by and grab some lunch but I suppose I can grab something when I head back to work."

I smiled at him as he walked up and kissed me. "Room for one more?" He asked. I nodded and he stood up straight, letting his hard cock gently press against my cheek. I turned and took him in my mouth. His cock was so warm and veiny. He started gently fucking my mouth with his hands on either side of my head while Kevin kept filling my ass. 

"Didn't I tell you Kevin? The best boipussy you'll ever have." 

"Can I take her home with me?"

Nope.  She's all mines. By the way, trade me." They switched places and Daddy fucked me while I sucked on Kevin. It was the first time I got a good look at Kevin's cock. It was indeed a little shorter than Daddy, but so much more girth. It filled my mouth with ease. 

 

After a little while of getting fucked from both sides, Daddy asked: "You think you want to try a DP?"

I could t speak because I was enjoying Kevin's cock so much but I was able to muster "Mhm" through my full mouth and slobber running down my face. Kevin removed his dick and Daddy hooked his arms under my legs from behind me, his cock still firmly inserted inside me. Kevin approached from my front, walking up and helping Daddy hold me up, pressed his cock against Daddy's and they both started stretching my hole a little bit. Before I knew it, I could feel Kevin's cock start creeping up into me. It hurt just a little bit but I knew I wanted to know how it felt to get fucked by two dudes at once. 

"Come on boys, you know I can take the both of you." 

Daddy let me down just a little bit and sure enough, Kevin slid right up my ass with Daddy. For the first time ever, I was getting a DP. It felt soooooo good. They started pumping away, filling my ass in a way that I had never dreamed. 

Suddenly, I felt very warm and Kevin started bellowing "I'm gonna cum! I'm gonna cum? Where y'all want this?"

I put one arm around his neck "In here" I said as I kissed him deeply. I felt him explode in my ass, filling me with his hot jizz. "Aaaahhhhh" he moaned as he kept fucking me, squeezing out every last drop. Even then, he kept fucking me. He didn't lose any hardness in his cock. This is what I wanted all along, to have my body worshiped by multiple people at once and be bred by the best. It was nearing the time that Daddy had to return to work and he had said he was about to cum so we laid down with Daddy on the bottom, Kevin on top and of course me in the middle. Daddy was starting to give me heavier thrusts and I knew what that meant. Kevin said he was going to cum again and I told him "Cum on my face when Dadd cums. It will be so hot. Please cum all over me Kevin." Kevin threw his head back, pulled out and sprayed cum all over my chest and face and in that moment, I felt Daddy dump a load right into my ass and I felt my belly get warm again. Daddy and Kevin highfived as I headed to shower off. Kevin got the bright idea to hop in the shower with me and ended up fucking me again in there while the hot water ran over us before he decided it was time for him to head home. I wrapped up in Daddy's robe and sat down to watch some tv when I started thinking about all the loads I had taken and how Daddy had made mention of getting me pregnant. In that moment, I thought up something hotter than any fantasy I had made up before and I couldn't wait to show daddy. 

 

TO BE CONTINUED. 

[rawbtm52]

Excellent story.. 

[Guest Anarko99]

Please write the next part I can't wait to see what happens next. I'd love to do this in real life and be someone's fuck toy xxx

 

[Guest bigbessy696969]

On 10/26/2018 at 9:35 AM, Anarko99 said:

Please write the next part I can't wait to see what happens next. I'd love to do this in real life and be someone's fuck toy xxx

 

Anarko99, I just started a new page and I will be writing the next part as soon as I can. I lost my info for the page I wrote all of this on, so i started this new one