10 comments/ 31638 views/ 44 favorites My Fiancé Courtney Helps Ch. 01 By: athf20111 Monday morning I woke up earlier than usual filled with excitement for what the day held. It was my first day starting my first real job so I was understandably filled with angst. I smelled some coffee from the kitchen and got out of bed to find my fiancé, Courtney, making our morning coffee. "Good morning baby, I'm so excited for you!" she greeted me and gave me a hug and a kiss. She always puts a smile on my face, and waking up to a beauty like her is something I'll never get tired of. She looked great as always, even in the early morning. Her long golden blonde hair was up in a ponytail and she still had her nightie on from last night, accentuating her long tan legs and her perfect breasts. To me, she has the perfect body, standing 5'6" 120lbs she's the perfect balance between being fit and having a curvy toned body. Being only 20 her body is flawless with no blemishes or cellulite and to top it off, she has the prettiest face and cutest smile. We met in highschool and were highschool sweethearts, me being a junior while she was a freshman. I always thought she was out of my league, but she has a heart of gold and isn't conceited at all. Along with being one of the prettiest girls in the school she was also one of the nicest, never hesitating to help someone out. We had dated all throughout highschool and college, and got engaged as soon as I graduated college. Excited to start our life together, we got a small, cheap apartment that we could afford. While it wasn't in the best neighborhood, it was our home and we made it special. I held a minimum wage job for many years and saved up to provide us money for rent. I also had a couple internships to get a career started. Courtney was still a junior in college and while she did have a job as a waitress, she could not work many hours, so it was mostly up to me to provide for us. This is why my getting a job at an analytical company close to home was so important for us. "Are you excited to start your first day James?" Courtney asked me. "Yeah I am, but not as excited as I am for my first paycheck! We really could use the money, we can't afford too many more months of rent on what we have saved up." "I know honey. I'm so proud of you, you work so hard" she said while she caressed my arm and gave me a kiss. She moved her mouth closer to my ear and seductively whispered "I'll have to make sure my man is taken care of after work" then gave me another kiss. I thought to myself "wow, how'd I get so lucky?" I proceeded to get ready for work and headed out our apartment's door while Courtney started getting ready for class. Walking down the flight of stairs I passed Chris, our landlord. Chris was never a friendly person toward me, only conversing with me if it concerned the rent. He's probably in his 50's, overweight and balding, and always seems like he's in a grumpy mood. Nevertheless, being in a positive mood, I still greeted him. " 'Morning Chris" He just nodded and I thought "grumpy asshole" but I wasn't about to let that spoil my day. I drove to the company (only about a 10 minute drive) and had my orientation. I met my coworkers and my boss, Calvin. He was the manager of the whole department I was in, and he looked the part - tall, broad-shouldered, mid-40's and with a stern look that said he meant business. Even though he looked pretty imposing, he was a friendly guy, but I had a feeling I didn't want to get on his bad side. I was shown the ropes and the day went by relatively quickly. I was excited to get back to the apartment with Courtney; she had texted me a picture of her in a red lace bra and panties in our bed with the caption "hurry on home ;)" When I arrived back in the apartment, it was dark and I made my way to the bedroom. Courtney greeted me with a hug and kiss. I asked her "Hey babe, how was your day? How was class?" "It was alright. Chris was out getting the mail when I left for class and reminded me about the rent due on Friday. We have it right?" "Yeah we're good for the next two months" I reassured her. "How were classes?" "They were good. But tell me about work! How was your first day!?" I told her all about my day and my coworkers and Calvin. After I was done, she kissed me and said "now it's time to take care of my hard-working man." She then started making out with me while taking off my dress shirt and tie, and then unbuckling my pants. She got down on her knees and slid my boxers down and released my fast-hardening cock. Even though I am the only guy she's ever been with, she's built up a lot of experience with me. She slowly took my cock into her mouth and in one motion, took it all the way down to the base. I'm about 6 inches long and thought it was impressive every time she did that. Courtney kept taking me all the way in her mouth until I was as hard as a rock. Then she got up and told me to lay on my back on the bed. Of course I acquiesced, and then she slowly crawled up on the bed and straddled me. Courtney grabbed my cock and then lowered herself onto me. "You like when I ride your cock baby?" she teased me, beginning to ride me faster and faster, moving her ass up and down sliding my cock in her sopping wet pussy. "oh fuck, your dick feels so good in my pussy. I love riding your hard dick. Oh James that's so good." Even after years of being with Courtney, she could still put me over the edge quickly with her skills and also her dirty talk. I began to tense up after just 5 minutes and felt my balls tighten. "Fuck I'm gonna cum soon if you keep riding me like that, slow down so I can make you cum first" I told her. "No I want to make you cum baby it's okay, tonight is your night." With that she redoubled her efforts and rode me harder and faster. "Cum for me, I can't wait to taste your cum!" "I'm cumming!" I warned her. She quickly got off me and in one motion she put her mouth around my cock, and as soon as her lips wrapped around me I started releasing my load in her mouth while she moaned. She slowly took her mouth off my dick and then slightly opened her mouth, showing me my cum in her mouth. Then Courtney swallowed it and licked her lips, then rested her head on my thighs. "That tasted so good baby, thank you." She continued, pausing only to kiss my dick every so often, "I'm glad I can help out in some way. I feel so bad with you always having to work so hard to provide for us. Once I graduate I'll make it up to you, but for now I'll keep spoiling you this way." I pulled her up to lay on my chest and kissed her, saying "Don't worry about it hun, I'll take care of you. With this new job it won't be so bad." With that, we cuddled for a bit, ate dinner, watched a movie while she also studied, and then went to bed. A month had passed since I started at the company. Everything was going well and Courtney and I were enjoying life. However, when I arrived to work Thursday, Calvin was the bearer of bad news. He had emailed me asking me to meet him in his office. I wondered why, knowing I hadn't done anything wrong. Calvin was sitting behind his desk. "Goodmorning James. Please, have a seat." He waited for me to sit down before continuing. "James, you've been doing a great job. I've been hearing good things about you. However I have some bad news. We're gonna have to start cutting back, our funding got cut short. You've been great, and if things turn around we'd love to have you back. But the way things are right now, we need to downsize. And unfortunately you're our newest hire. We're going to have to let you go for now. You can work for the next two weeks and collect another paycheck. We're sorry James." I was speechless. I had been working so hard and doing a perfect job. The two paychecks I had already collected had hardly been enough to build a safety net. Our car had broken down and needed some fixes, and that really sent us back. We just paid the month's rent, but what about next month? In 30 days how could I make one paycheck last? However, I needed to keep my ties with the company in hopes that they would take me back soon. "I understand, Calvin. I really hope you keep me in mind if things turn around, I enjoy it here" I said. "We'll keep in touch, James. As soon as we get this funding, we'll try to find a place for you. You're a cool guy and we liked having you around here. We'll have some beers sometime and stay in contact." "Sure." I stood up and shook his hand, and then went back to the apartment and waited for Courtney to come back from class. Around 4:00PM she came back and when she saw me she asked "hey hun, how come you're home from work early?" "I got let off. They really liked me, they just had no room for me right now because funding got cut." "Awe come here babe" she said, beckoning me to come to her. She hugged me and said "don't worry, we'll figure this out. We have Chris' rent money right?" "Well I still have one more paycheck coming, but I don't think it will cover the rent, what with groceries and things. Those car repairs really set us back. I'll have to go out and try to find a job so we can pay rent next month. On the bright side, Calvin said he'd like to have some drinks with me and stay in close contact" I informed my fiancé. Courtney, being the ever-supporting fiancé she was, comforted me and told me it'll be okay and that she'll help out in any way she can. "I can up my shifts at the restaurant!" she offered enthusiastically. "No, I want you to focus on school. That's what is most important." The rest of the night was somber. We relaxed and tried to concentrate on a movie instead of worrying about how we were gonna make ends meet. It was the beginning of the month and rent was due. We were short, however. I called Chris our landlord and asked him to come up to our room. Courtney and I decided to talk to him and try to explain what happened and that we would be short and ask him for a break. I did not have much hope, as our old grumpy landlord didn't seem like the type to cut a young couple a break. There was a knock on our door and I let Chris in. He took a step in and asked "Why'd you two call me in?" I responded "Chris, I was let off at work about a month ago and then we ran into some car trouble that set us back. I am starting work at the store next week, but right now we're a little short on rent. We were hoping you could give us an extension." Chris made his way into the center of the room and sat on the couch. After waiting for what felt like an eternity, he replied "I don't give out freebies." At this point Courtney chimed in, "We're not asking for a freebie! We're just asking to postpone the rent for us!" Chris looked at Courtney for what I felt was too long, and then spoke up. "How old are you Courtney?" We were both caught off guard by the question. Why was our fat landlord in his 50s asking how old my fiancé is, and what did it have to do with our rent? Nevertheless, Courtney stuttered out an answer. "I-I-I'm 20. Why?" Then Chris said something that really surprised us. Turning to Courtney he said "Hmm. It's been a long time since I've had anyone that young or that good looking. I'll give you a choice. Either you come here and blow me, or you and James are evicted for not paying the agreed-upon rent." I was totally stunned at what he just said. I already disliked Chris but now he really crossed the line. "Now wait a minute! You can go fuck yourself!" "Wrong answer, start packing up your shit" replied Chris, and he got up and made his way to the door. I was too furious to worry about getting evicted. I shouted "Go fu-" then was cut off when Courtney said "Wait!" I looked at her with a questioning look on my face, and she took my hand in hers and said "James, you've been taking care of us and supporting us this whole time. Let me help out this once until we're on our feet again. We can't get evicted, we have no choice." Before I could respond she looked at Chris and said "okay, deal." Chris looked at me and gave me a sly grin that made my blood boil. This was happening so fast and I didn't know what to think. Courtney sensed that and again looked me in the eyes and said "don't worry baby, let me help us out for once. It's just a blowjob." I didn't know what to think. My 20 year old fiancé just told me she was going to give our fat landlord a blowjob. I'm the only guy she's ever been with. How can my sweet fiancé do this? Then I looked at it in a different light when I remembered her words. She is doing this for us. Chris started to walk back to the couch, to which Courtney said "can't we go to the room?" "No, I want James here to watch while you blow me." Then he looked at me and ordered me "Get naked, you might like seeing your sexy fiancé blow me." Courtney gave me a look that said "please just do what he says." I got naked and sat on a chair facing Courtney and Chris on the couch. I watched as my beautiful sexy blonde fiancé sat on the couch in complete contrast to our old, fat, balding landlord. She was wearing a short pink skirt and a white tank-top which showed off her tan 34C tits. Chris put one hand on her thigh and started rubbing her, and then his other hand he snuck under Courtney's bra and started kneading her breast. "Mmmm I've been waiting to do this for so long" revealed Chris. "You're a sexy little slut aren't you?" he asked Courtney. She didn't reply. He took the hand off her thigh and took her hand in his and placed it on his crotch. "Take it out" he ordered her. She started to unzip his pants and then slide them down his legs. He partially stood up to help slide them down. What Courtney and I saw took us both by surprise. His cock wasn't even fully hard and it was about 9 inches long, and incredibly thick! I expected him to have a short fat cock, mirroring his body. Courtney let out an audible gasp when his dick was unveiled. She started to stroke him up and down, making that monster cock get even bigger. Chris then took his hand and grabbed some of Courtney's blonde hair and then pushed her down to his crotch. She opened her mouth, having to stretch it as wide as she could, and took the only man beside me into her mouth. "Yeah that's right bitch, suck my big cock" grunted Chris. He was answered by little squeaks from Courtney, whose mouth was fully occupied. Chris started to force her up and down his cock faster and deeper, and then let go. Courtney took him as deep as she could, which was about 9 inches deep, and he still had an inch or two to go. I wasn't sure if she was getting into it, or just trying to end it faster, but she started to moan seductively and look up at him. "You like my cock don't you, whore?" he asked. "Mmhmmm" was all Courtney could manage with her mouth so full. "Suck my balls while you stroke me" he ordered. Courtney went down to his huge, low hanging balls and sucked one and then the other into her mouth, alternating between the two, all the while stroking him off. "Look at your fiancé, I think he might like this as much as you!" said Chris. This all happened so fast and I didn't know what to think. Here I was, naked in a chair watching my gorgeous blonde girlfriend blowing our overweight landlord in his 50s. But something about the scenario was having an effect on my body. I became aroused at some point and my cock was as hard as it's ever been. Courtney looked over at me and had a shocked look on her face. She turned back to Chris and kept going to work on him. Finally Chris started to grunt and I saw his huge balls start to tighten. Courtney started to moan more to encourage him. "Ah I'm gonna cum, you slut. You want my cum?" he asked her. "Yes! Give me your cum!" she shouted which made me even harder and feel like I was going to cum without even touching myself. She took Chris' huge cock all the way down her throat again and then he grunted one last time and started to unload in her mouth. He must have come so much in her mouth because it started to cum out, and then he pulled out and had one last spurt go on her pretty face. "Ahh fuck baby that was so good. Now clean me up so I can leave." Chris stood up and Courtney stayed on her knees and sucked him for a couple more seconds, and then Chris pulled up his pants and said "That was good. You're good on the rent until next week." "Next week!?" Courtney and I both exclaimed in unison. "We thought we'd be good until next month!" "I never specified." retorted Chris. "I'll be back her next week" he said, and then he gave me a look and made his way out of our room, slamming the door behind him. I looked at Courtney, with Chris' cum still on her face, and she looked at me, with my semi-erect cock, and we both knew we had a lot to talk about that night. My Fiancé Courtney Helps Ch. 02 Courtney stepped out of the bathroom, freshly showered with a towel wrapped around her, her wet blonde hair hanging to the side, and walked toward the bed where I was laying. "I love you," she said to me as she crawled on the bed and laid her head on my chest. Just an hour earlier, I had witnessed her on her knees with our old, fat landlord's huge cock in her mouth. After my boss, Calvin, had told me I was laid off, I was out of a job and our landlord Chris came to collect what we didn't have. Courtney accepted his indecent proposal and swallowed his cum to give us some time and protect us from being kicked out onto the street. She looked like a dirty slut on her knees for our landlord, but I knew she did it for us, and I knew that I still loved her. "I love you too, Court," I replied, lowering my head down to plant a kiss on her forehead while she wrapped her arm around me and cuddled up next to me. Everything earlier that night had happened so fast and I was still in shock, not knowing what to feel, but having my loving fiancé cuddled up against me made me feel that everything was alright and that we'd get through it. "I think we should talk about what happened," Courtney said, always the one to think everything needs a discussion. On this occasion, I wholeheartedly agreed with her. "I think so too," I answered. "You really took me by surprise when you agreed to what he wanted. I was ready to knock him out, but you're right; we have nowhere else to go. It sounds weird and I can't believe I'm saying this, but thank you for doing that. I promise I'll try really hard to find a way to have his rent next week." "Trust me, I was surprised Chris asked that, and I knew how you'd react. But I also knew we had no other choice, and you've supported us for so long single-handedly. I'm glad I could help out when we're going through these hard times. We'll hang in there and work hard and hope that Calvin can get you the job back." "I'm gonna go out tomorrow and get the first job I can; I don't care what it is. I'll flip burgers if I have to. You heard what Chris said about rent next week," I reminded Courtney. "Okay baby. Try not to stress, we'll figure it out. I'll do whatever I need to for us." "I love you Court." I kissed her and started to hug her tightly, but I felt her tense and look back at me. "Um...there's still one more thing I think we should talk about.." she began. "What?" I inquired. "You know how Chris made you undress and sit on the couch?" "Yeah." "Whenever I looked at you, I saw you were hard.." My cheeks reddened as I got embarrassed. "Well I noticed you moaning and looking like you enjoyed sucking his dick," I said quickly. "Hun I'm not mad at you or think any differently about you; I'm just curious as to why you were hard. And I did it for us and was trying to get him to cum as fast as possible - that's why I was moaning and everything." Courtney, sensing my defensiveness, rubbed my chest to coax me into opening up. "I don't know why I got hard," I confessed to her. "I honestly don't. I was still mad he was making you do that and I felt powerless. So many emotions were going through my head. Maybe it was because I think you're so sexy, and seeing you do something so naughty made me hard." I stopped talking, thinking I had said too much. "Okay I understand James. To be honest, when I saw that, I was initially really shocked. But it actually made me feel a little better because I knew you didn't hate me. It let me relax, which helped because his cock is REALLY big and getting it down my throat was hard!" she informed me all the while her hand went from stroking my chest to caressing my thighs. At her last sentence, I could feel my body react. Blood started to surge through my penis causing it to get a little hard. Courtney's hand must have noticed it, because although she didn't say anything, she started focusing her efforts on my crotch, continuing her light touching. "Yeah I noticed he was pretty big. I'm surprised you were able to take him all the way," I commented, surprised at myself and where our conversation turned. "Well it was my turn to help us out financially. I wanted to do a good job." She wanted to do a good job? Did she just say that she wanted to make sure she gave our landlord a good blowjob? My cock got harder. I convinced myself it was because of her continued stroking, which was heavier and more direct. Wanting to switch the subject, and also release the strain in my pajamas, I said "I can't let him be the only one who got a blowjob from you. Why don't you help me out and do a good job?" I felt I needed to reclaim my fiancé. Courtney gave a seductive smile and said "Of course baby." Wow - she could go from being so cute to incredibly sexy in a split second. She took off the bath towel that was wrapped around her, revealing her perfect figure. She pulled down my pajamas, and slid down my chest toward my waist, kissing me all the way. Her perfectly round and tan boobs were brushing up against me and I could feel her hard nipples, signifying she was just as turned on as I was. She kissed my down to my dick, kissed it all over and then down to my balls. She returned back up and engulfed my cock in her mouth. It felt better than I had ever remembered it; I was so turned on for some reason. Courtney took my cock down all the way easily. Suddenly I thought about how our fat, old landlord was able to see all of her sexy athletic tanned body. I thought about how he had his big cock in her sweet mouth, and how he came down her throat and got a little on her pretty face. It filled me with jealousy and rage, but at the same time made me even harder. I went into a frenzy and grabbed her by her hair and forced her up and down on my cock. After just 20 seconds, I unloaded down her throat, and my loving fiancé swallowed it all effortlessly. She kept her mouth on my cock until I was done, making sure she got all of it, and then came back up to lay next to me. "FUCK baby that was so good, I came so fast," I told her. "You were really rough there!" she exclaimed. "Sorry hun I-" "Don't apologize, I liked it" she said in a sultry voice while lowering her eyes and biting her lip. I could tell she was very horny, and so without warning I got down between her legs and kissed her picture-perfect hairless pussy. She gasped as soon as I licked her, which encouraged me to really go to town. I liked her clit, and just after a couple minutes she was writhing around and moaning loudly. She gripped my hair and let out one last moan before she shuddered into a massive orgasm, which I licked her all the way through. Once she came down from her orgasm, I kissed her from her pussy up to her boobs and to her lips. "You came really fast too!" I said to Courtney. She shied away cutely, covering herself up to her neck in covers. "I guess we were both really worked up tonight." "Yeah," I chuckled. "I think we'll sleep real well tonight." I turned out the nightstand light, kissed Courtney on the forehead and wrapped my arms around her. "Goodnight, Court. Thanks for everything. I love you." "I love you too," she cooed as she wiggled her cute butt up against me. We fell asleep right away, sleeping peacefully all night. Everything was going to be alright. ------------------------ We had great sex all week, from the morning when we woke up, until the night before we fell asleep. However, before we knew it, it was Friday; the day rent was due. I had gotten a job at a local restaurant bussing tables, but only started on Monday. I wouldn't get paid until next Friday, so unfortunately we did not have the rent money. Surprisingly, any time Courtney or I happened to see Chris in the hallway leaving or entering the apartment, he didn't say a word to either of us. This was uncharacteristic of him; especially given what had happened last Friday. Foolishly, I had a little hope that maybe he had forgotten about the rent. Courtney had class until 2pm, and I worked at the restaurant until 6pm. When I got home, I found Courtney sitting on the couch watching TV, although she did not look completely relaxed. She turned and greeted me when I came in the door. "Hey James, how was work?" "It's going well, how was class?" "I was good," she answered. Both of us sensed that there was an elephant in the room. We both knew that we didn't have the rent money, and so I figured I'd address what we both had on our minds. "Did Chris talk to you today? I asked Court. "No, did he talk to you?" "No. We don't have the money. I don't get my paycheck until next week. But he hasn't said anything to either of us all week, think maybe he forgot about it?" "That'd be nice, wouldn't it?" said Courtney. "Let's hope we can just have a quiet night together." "Sounds good hun. I'm gonna get a shower. Why don't you find a movie on TV for us?" I told her as I made my way to the shower and began to wash the restaurant smell off of me. I was wondering what movie she was going to find for us. My thoughts ran: "Maybe a comedy, that'd be nice after stressing about today all week. I could really use a laugh. We can have a nice quiet night toge-" BANG BANG BANG My thoughts were suddenly interrupting by the unmistakable banging on our door. I knew it had to be him. My stomach got tied in knots, but I knew I had to get out there so Courtney wouldn't be there with him by herself. I heard voices from outside the bathroom in the living room, and draped a towel on and quickly made my way to make sure Courtney was okay. Chris walked in the room and sat on the couch. He was wearing an old stained beater that looked to be a size too small and some jeans. He directed his attention toward me. "So James, it's Friday. It's been a week since our...agreement. What's it gonna be? You paying the rent, or am I getting your fiancé again?" Courtney knew I couldn't answer this question without losing all of my dignity, so she interjected and spoke up. "We're short again this week, Chris. James got a job at the restaurant, but his paycheck isn't coming until next Friday since he just started. Is there any way we can just pay next Friday?" "Yes, you can pay next week..." replied Chris, much to our astonishment. Courtney and I looked at each other and it felt as if a weight was removed from our shoulders. However Chris was all too quick in replacing that weight, as he continued: "but until you pay next week, Courtney will be on her knees sucking my cock. And not just tonight, I'll be stopping over randomly until you pay off your debt." There was a moment a moment of silence between us as we processed this news. Courtney was the first to speak up. "Let me talk to James for a second, Chris." We walked into the kitchen to be in private and Courtney said, "James, baby, he knows he has us and we can't do anything about it. We can't refuse or else we'll be out of our apartment with nowhere to go. I know this sounds bad, but it's only until next Friday when you get your paycheck. I mean, he's in his 50's, he can't want it THAT often. Plus I won't always be home, I'll be at class. Let me help us out this week and then we're gonna be fine, okay?" Courtney looked at me with pleading eyes; eyes that asked for me to let her take care of us. I relented and nodded. We walked back in the living room and stood in front of Chris. I felt embarrassed still only in my towel. "Okay, Chris. But this ends next Friday. And you do know I have class and am not always home, right?" asked Courtney. "I know. But when you're home, you answer when I knock and give me head. Now let's get started now, take off your clothes," ordered Chris while he got naked and sat down on the couch. "You too, James." He patted next to him on the couch. "And come sit here so you can get a good view." I removed my towel, exposing myself, and sat down next to Chris. He seemed so large sitting next to me. His stomach was jutting out, and his broad hairy shoulders were almost touching mine. I couldn't help but notice his huge flaccid cock hanging between his thighs. He was bigger soft than I am hard. I broke my thought by looking over at Courtney, who was finishing pulling her panties down. Despite the circumstances, I had to admire how sexy she looked. Her long blonde hair was in a ponytail; her flawless skin a golden brown. Such a contrast between Chris' pale, fat, hairy body. "Crawl over to me and take my balls in your mouth, slut," Chris ordered. I winced at my fiancé being called a 'slut.' Nevertheless, Court got down on her hands and knees and crawled in between his thick thighs. The moment her mouth sucked one of his big balls into her mouth, he began to harden. And he wasn't alone. Courtney continued sucking his balls while simultaneously stroking his big shaft, encouraging his growth and bringing a good amount of precum to the tip. She then started kissing her way up to the head, planting loving kissing all the way along the shaft as if she was worshiping his big cock. "Fuck yeah, slut. Suck my big cock into your mouth, take it all the way down. Show me how you love daddy's cock." Courtney let out a moan and licked the precum off the tip of his cock, then took him into her mouth and took his entire length, gagging at the base. I was constantly reminded of how painfully hard my own cock was, though I would not touch it. "Do you like sucking my big cock, slut?" Chris asked. Courtney stopped sucking his cock for a second to gasp, "Yes, I love it." "I think James likes it too." She looked over at me and again saw her fiancé sporting an erection at the sight of her blowing an old, fat man. "You know what? You're giving me such good head, and I'll be stopping by this next week, so I'll let James get in on this too. After all he is being a good sport. Switch between blowing me and James, slut." Courtney took Chris once more down his whole length, gagging and getting his cock real wet. She used her spit as lubricant to stroke him while she moved her head over to my cock. The moment her mouth went over my cock, it felt like complete bliss. She would bob up and down on my cock, then switch over to Chris and suck his while stroking mine. I knew I couldn't last much longer. She switched over to me and began fucking my dick with her throat while stroking Chris. "That's it, slut. Suck our cocks you whore," ordered Chris. Listening to him dirty talk my fiancé got me even closer to the edge. "Cum all over her face, James. Cum on this slut's face." That proved to be too much for me, and I took my cock out of Courtney's mouth a shot my cum all over her face. The psychological and visual stimulus was too much for me and I felt like I was going to collapse. As I regained my senses, my head became clearer as it always does post-orgasm. Now I really understood the gravity of the situation. My fiancé had my cum all over her face, and still had our landlord's huge unspent cock in her hand. "Now make me cum, bitch." Courtney turned her attention toward Chris and innocently said, "Please give me your cum" before taking his cock in her mouth. After a couple moments of taking him all the way, Chris began to grunt and grabbed her head and fucked her throat hard. "Ah yeah take my cum, whore!" He removed his cock at the last second and shot rope after rope of his hot cum onto her beautiful face. He milked the last drops from his cock and smacked it on her face a couple times. Then he used his cock to wipe our cum from her face into her mouth and she sucked it off. Chris then reached down between her legs and felt her pussy. "Looks like this slut wanted a little more. She's soaking wet." As he removed his fingers I could see that he wasn't lying; they were glistening in her wetness. Courtney blushed and turned to put her clothes back on. Chris patted her on the butt. "You did good, I'll be seeing you soon, sexy." With that he got dressed and then left. "Let's go take a shower" I suggested to Courtney. We took a long shower and held each other in bed. After laying in silence for a couple minutes, I spoke up. "Thanks for helping out again, Court." "It was my pleasure," she replied, a little too quickly. "I mean, I'm glad I was able to help. And glad I got to take care of you too," she added as she patted my crotch. "I love you, Court." "I love you too, James. We'll get through this week. I'll take care of it." My Fiancé Courtney Helps Ch. 03 When I awoke, I felt refreshed, both physically and mentally, and I felt awakened, both literally and figuratively. The events that had preceded the past couple weeks had been confusing to me. I thought that I should have been infuriated at what Chris proposed. I thought I should have been equally infuriated that Courtney went along with it. I was telling myself that I should react this or that way. But deep down there was something inside of me that allowed it to happen; for I cannot truly say that there was no other alternative. At least, I did not think of anything we could do the first night because it had happened so fast and I had all these emotions running through my head. But after that night, leading up to the second time Chris stopped over for his "visit," there were ways that I, and surely Courtney as well, could have thought up to have gotten us out of our debt with Chris. The money that we had been saving for our wedding in June could have been tapped into. We could have asked one of our parents for a personal loan; surely they would have understood and generously helped us. And I'm pretty sure what Chris was doing was pretty damn illegal, and with an elaborate plan we could have set him up. But I did not see those options. Rather, I chose not to see those options, whether consciously or subconsciously I know not. And as I lay in bed with this realization, it started to make sense why I did not take any number of routes to pay off the debt or record Chris' devious extortion and callous debaucheries. It started to make sense why I got painfully hard both times I saw my girlfriend giving him head. Courtney was so naturally beautiful and sexy, and I loved watching her. Watching her dress, watching her shower, watching her swim, giggle, jog, do yoga, etc. It would make sense that I'd find it alluring also watching her get naughty, especially in a scenario so forbidden. I recall back in the summer when we went on vacation and were staying at a hotel, the room had a big mirror near the bed, and I watched us through the mirror the whole time having sex and remember what a rush that was, to see my sexy fiancée from a different perspective. As I watched her naked and on her knees for Chris, I again got to see this sexy blonde from that perspective, and something very perverse, very voyeuristic in me was awakened. Was I truly looking for a way out of the situation with Chris? Obviously not. The next question was, was Courtney? Did she too see the many ways we could have gotten either enough money to pay Chris, or recorded him blackmailing us? Or did she really think this was the only way? Perhaps she was so enthusiastic about finally receiving the opportunity to help out, albeit in a scandalous way, that she was blinded from seeing our options out. Or perhaps, something very perverse was awakened in her as well? There was no mistaking the way she looked at how big Chris' cock was. Hell even I had to give it a double-take. But the way she looked at it wasn't just in astonishment, there was also a hint of admiration, of adulation. The way she moaned sounded genuine. The naughty things she's said sounded very believable, like when she begged for his cum that second night. And there is no way to fake just how wet she was that night... I had come to terms with our situation with Chris. A part previously hidden deep inside me showed its face, and it was revealed that there was something unexplainably erotic about watching my fiancée, the woman I love, with another man; our older overweight landlord, at that. But therein lay my conundrum: Courtney was my fiancée. My soon-to-be wife, and the love of my life. And yet I enjoyed watching her with another guy. It felt like my body was betraying me. It felt like I should be upset, but couldn't. Strangely enough, I attributed my acceptance and newfound embracement of this to the closeness of our relationship. I did not consider what Courtney did as cheated, for she did it with my knowledge and consent. I trusted her with my life, and she would never go behind my back or hurt me. Because of our closeness and strength of our relationship, it made it possible for me to be turned on by the situation. Courtney was not some slut; I am the first and only person she has ever had sex with, which pales in comparison to most other girls around her age. She has only given oral to me and now Chris. She is a sweet angel, not some whore, which seemingly contradictorily made it all the more appealing. But what would Courtney think if she knew I felt this way? She had of course seen me hard on both occasions, and had given me oral to (my quick) completion while giving Chris oral. Would she think less of me? We had had some great sex that whole week after Chris visited us the first time. So Courtney must have enjoyed some part of it too. We needed to have another talk. As I lay in bed contemplating my feelings and how to address them, I thought more about how Courtney might be on the same page as me. I thought about how she was stroking Chris while sucking me, and would alternate between us. I thought about how she made me cum all over her face, and then went straight to sucking Chris' big cock until he too came all over her face in copious amounts. I thought about how Chris revealed just how wet she was. I thought about the likelihood of him stopping by and using her mouth all this week. By this point I had rolled the covers down and had begun stroking my hard cock, filling my head with these forbidden fantasies. Just then the bedroom door opened. Court came in carrying a plate of English muffins and scrambled eggs, our typical Saturday and Sunday morning breakfast. "Goodmorni-" she began, then stopped at seeing me stroking my cock. "Oh! A little excited this morning I see!" she teased, then came and lay in the bed with me. "What's gotten you so worked up?" "Just thinking of you," I told her as I moved my hand up and down her thigh. "Mmm what about me?" she said while removing her shirt and her shorts, getting naked as she had no bra or panties underneath. She lay back down next to me and I resumed rubbing her thigh. "About how sexy you are...and about last night..." There was a split second pause, as if she was processing that last sentence and calculating the outcomes of how she responded. "Oh," she said lowly, and I started to question if maybe I shouldn't have said that last part. But then she reached over and started slowly stroking my cock. "What about last night?" she probed. "About you giving me head until I came all over your face..." "Mmmmm," she moaned while I continued. "...and then Chris cumming all over your face." There. I put it out there. I felt vulnerable, exposed. How she reacted would tell me everything; if she found me disturbed, or if she was thinking the same thing as me. She stopped stroking my cock, and I thought that I just ruined everything and it was about to be real awkward. But it was only a momentary halt. She resumed stroking my cock. "Did you think that was hot, baby?" Court asked me. "Yeah, your face was covered in cum." "Mmmm I know it was. I loved it," she admitted. This was like a breakthrough for us. The tension had disappeared and we could now freely talk about this dark secret we had. I moved my head back and moaned and she continued. "There was so much cum, and Chris made me swallow it all." "You love cum, don't you?" I asked her. "Yeah, I do." "Chris cums a lot, huh?" Yeah he cums so much, I love it. His balls are huge! I was afraid you'd tell that I was getting turned on while sucking him." "I thought you were, but I was sure after he showed me last night how wet you were." I reached between her legs and felt her pussy. It was soaking wet. "And looks like you're pretty turned on thinking about last night too!" I teased her. "Mmhmmm." This conversation was getting me close to cumming, and fast. She then looked at me with some sexy eyes and whispered in a sultry voice, "He's probably gonna make suck his big dick today, baby..." I tilted my head back again and gripped her inner thigh letting her know to keep stroking me because I was about to cum. "...and I can't wait until he does." I shot my load all over her hand as she stroked me through my orgasm. I bucked up and down hearing my loving fiancée talk about how she can't wait to make our landlord cum. When I was finished, she brought her hand up to her mouth and licked the cum off, then licked the cum off of my stomach. It turned me on so much hearing and seeing her act like a wanton slut, that I got a burst of energy and threw her back on the bed and got on top of her, holding her hands down beside her. She feigned a scared look, roleplaying her submissiveness to me. I sucked on her ample breasts, flicking my tongue on her ultra-sensitive nipples. This always gets her soaking wet, though she needed no help getting there as she was already dripping wet. I kissed her down to her slim, tan stomach, past her belly button piercing, and kissed all around her pussy, making her shudder with anticipation. Finally, not wanting to torture her, I moved to her clit and licked and attacked it with my tongue. Moments later she was convulsing in a mind-blowing orgasm, built up from all the dirty-talking and enhanced by the freedom of being completely open about our situation with Chris. When she came down from her orgasm, I moved up and held her in my arms. "Did you mean everything you said?" Court asked me as she looked up at me with her blue-eyed puppy-dog eyes. "Yeah..I did...Did you..?" "...Yeah" "Even when you said you can't wait to blow him again?" I asked her? "...Yeah" she meekly answered, making my cock twitch with excitement, refusing to go completely limp. If she had any doubts I was previously only speaking out of lust with an aroused state of mind, they were quelled. "You know I only NEED you right? she asked me. "This is exciting but you are what's truly important to me and I don't want it to affect our relationship negatively in any way." "I know that Court," I reassured her. "And you know I love you more than anything in the world right? I don't know why I find it arousing watching you...probably because you're so sexy...but it definitely doesn't mean I love you any less. In fact, I love you even more that we can share something like this and come out stronger. The fact that I love you so much makes it even more taboo and exciting. I don't know if I'm explaining it right, but you know what I mean, right?" "I know what you're saying James, and I love you so much too. Now let's get outta bed! Your breakfast is cold!" The rest of the morning after our discussion was pretty relaxing. I mostly watched TV while Court studied. At 5:45pm I got ready to leave the apartment to go to the restaurant for my 6pm-11pm shift. I kissed Courtney, who was still sitting on the couch studying, goodbye and headed out the door. As I was walking down the hall toward the stairwell, I saw Chris lumbering my way. "You heading out James?" he asked me as we drew nearer each other. "Yeah, work." "Have fun. I know I will be," he snickered as we passed each other. I was heading to work as my landlord was heading to our apartment to get a blowjob from young fiancée. I suddenly felt slightly light headed as I made my way down the flight of stairs and could feel the blood rushing to my penis and my imagination started racing. It was hard to concentrate at work, not that the job required much thinking. It was pretty mundane work, just bussing tables. But knowing, or rather not knowing exactly what was happening back at my apartment made the time pass extremely slowly. Finally at was 11:00pm - closing time. I clocked out and made my way back to the apartment, but not before grabbing some leftover soup for Court in case she was hungry. I made my way up the flight of stairs and down the hallway to our door, not knowing what I'd find when I opened it. However, a little anticlimactically, I found Courtney sitting on the couch studying, almost exactly how she had been when I had left her. Had Chris not stopped by after all? But then I noticed that her hair looked particularly tousled. "Hey hun! How was work?" she greeted me energetically. "It wasn't bad. I brought you some soup if you're hungry" I said, setting the soup on the table. "Awe thanks, what kind is it?" "Chicken Pot Pie soup. It's really good, I had some earlier." "I'm definitely gonna have some. Thank you!" "No problem. You hungry?" I asked her. "Not really. But my throat is sore.." she said and paused for a second before continuing, "...Chris stopped over right after you left for work.." "Yeah I know, I actually ran into him right as I was heading out and he said he was coming here. To be honest I didn't know what to expect when I came home. What happened?" I asked her as I plopped down on the couch next to her. "Well I had my head in my book and when I heard the door open I just figured that you had forgot something here and came back to get it. Then I heard him say 'Miss me?' which really caught me off guard and scared me! He told me he was here for his blowjob and told me to take my tanktop and short shorts off, which I did. He slid down his pants and asked if I missed his big cock and I said I did, and got off the couch and onto the floor in front of him on my knees and - Oh wow looks like you're getting excited! Why don't we go into the bedroom and I'll tell you all about my night?" I got up and said "Sure, but you can have your soup first, I gotta get a shower." I made my way to the shower and was shocked to find how excited I was to hear about Courtney's night. I took a quick shower and joined Courtney in bed, delighted to find her in a sexy little sky-blue nightie that came to about her mid-thigh and accentuated her curves. I slid next to her and she wrapped her hand around my soft cock and started: "So after I got naked, I got on my knees in between his legs and started sucking on his huge balls. His cock started getting hard so I took it into my mouth and went up and down on it. He asked if I missed his big cock and I told him I did, and then he started fucking my throat and making me gag. He slapped my face with his dick a couple times, and then fucked my throat some more. After about 10 minutes he pulled out and came all over my face and chest. There was so much cum; I don't know how he cums that much every single time. Remember when you didn't cum for like a week and when you did, you came a lot? It's like that with him, but every time, even though he just came on my face last night too. Anyway, after he came on my face and tits he told me to lick it off and so I did." By this point in the story, my dick was rock hard and Courtney was stroking it slowly to keep me from cumming. "I thought he would leave after that, but he sat on the couch, with his pants still down, and put the TV on and started flipping through the channels. I gave him a quizzical look as if to question what he was doing, and he told me that he didn't have anything going on and so he was going to stay for a couple hours. He put on a movie, I couldn't even tell you which one, because he leaned back and told me to keep sucking him. Even soft his dick is real big, and something about that just really turns me on. So I was still on the floor resting back on my knees sucking on his cock while he watched the movie. It was turning me on sucking his big cock and I wanted to make him cum again. After about a half hour, he told me to come up on the couch and keep sucking him, but to arch my ass out. He started slapping my ass and calling me dirty names, and then he started fingering me. He said something like 'I knew you'd be wet, you slut' and that made me suck him harder. His fingers are kinda pudgy and thick so it felt real good with him fingering me while I was giving him head. I told him that I wanted him to fill my mouth with his cum, and he must've liked that because he started fingering me real hard and used his other hand to force my head down onto his cock. He did that a couple times and then groaned real loud and pumped another big load into my mouth, I can't believe I swallowed it all. He smacked my ass real hard one last ti-" "Fuck baby I'm cumming!" I yelled. Courtney quickly replaced her hand with her mouth and took my cock down her throat in one motion while I unloaded my cum into her mouth. "Mmmmm. Do you like coming home and hearing about your slutty fiancée?" she asked me in a sexy way. "Yeah, I do. Did he leave after that?" "Yeah, he said I was a good little slut and then left. He did say he might be back later though." "Later as in tonight?" I asked. "I guess so. He must like having a young girl to use." My dick twitched when she said that. Court had already had my cum in the morning, made Chris cum twice, then me again, and might have to make Chris cum again. Thinking about that made my dick a little hard again. Courtney noticed. "I'm never gonna get any studying done with you two horny men around! I only read 10 pages today!" "Haha okay hun, go study," I told her. I watched as my sexy fiancée went back into the living room, still in her nightie, to grab her textbook. Her ass looked so good in that nightie; as she walked her ass swayed and the way the nightly lightly clung to her ass made it look so delicious. I knew I needed to fuck her. I'd let her study first though. She made her way back to the bed and started to study as I lay in bed. Neither of us had anything planned for the next day, so I figured I'd stay up late with her. However my plans of staying up with her went out the window as I drifted off to sleep. I didn't even realize I had drifted off to sleep until I woke up in a start, probably from a dream. The lamp was still on so I turned to see if Courtney was still studying or if she too had fallen asleep, but she wasn't in bed. Her book was still open, so maybe she went to get a snack. I checked the time and saw it was 1:00am; I had only been asleep for about an hour. Then I noticed some faint noises coming from the living room, and as I tuned in to what it was, it became clearer. I heard some slurping noises and a man grunting. I got out of bed and walked into the living room and saw Courtney naked kneeling in front of Chris who was sitting back on the couch sucking his cock. "I decided to stop over for a late night snack," Chris informed me as he noticed me entering the living room. "Come join me." Courtney looked up at me, but never stopped sucking his big dick. I acquiesced and sat on the couch next to Chris and Courtney stopped sucking Chris and switched to me. After about 10 minutes of her going back and forth between us two, Chris told me, "Get behind her, this whore needs fucked while she has my big cock in her mouth." Court moaned at this, and I didn't argue as it had been some time since I had fucked my sexy fiancée. I got behind her and felt her pussy, and it was soaking wet. I lined myself up with her and easily slid with how wet she was and began fucking her. Her moans were gargled since she had Chris' huge dick down her throat, but something about that sound turned me on so much. I was behind her, grabbing her shapely hips, looking at her perfectly tan skin and arched back, and seeing her blonde head bobbing up and down in our fat landlord's lap. She doesn't usually orgasm from me fucking her, but this time must have been too much for her. She stopped sucking Chris and made a loud moan then shook all over while I pounded into her convulsing pussy. "Fuck yeah baby, cum on my dick," I encouraged her. "You like getting fucked, don't you?" Chris teased her. After she came down from her powerful orgasm, Chris grabbed her hair and roughly brought her mouth back down on his dick. "Now it's our turn. Make us cum, slut." My Fiancé Courtney Helps Ch. 03 Court redoubled her efforts on Chris while I kept pounding her from behind. The sight was so erotic, and having just witnessed her have a massive orgasm got me close. Chris was apparently close as well as his grunts got louder and he got rougher. He pulled her off his dick by her hair and asked, "You want my cum?" "Yeah baby, I want both of your cum in me. I love cum, and I love your huge cock. Give it to me, daddy." Then she went back down and deepthroated his cock in one motion. Hearing her talk so naughtily and then call our old landlord "daddy" made me lose it. I gripped her hips tighter and buried my dick deep inside her, unloading my seed. Simultaneously, Chris grunted loudly and shot his load into her mouth. Finally we were both spent. My softening dick slipped out of Courtney's cunt, and she was planting kisses all over Chris' softening (yet still large) cock. "Thank you, boys," Courtney purred. Chris stood up, pulling his pants back up and responded, "It's gonna be a fun week! 'Night kids." With that, he left our apartment, while Courtney and I retired to our bedroom. I reached for the lamp while Courtney pushed her textbook off of the bed. "I guess I'll study later," she giggled. "Come her babe," I told her, gesturing for her to come lay on my chest. "Mmmm that was a fun distraction from studying. Did you like waking up to that?" "Yeah that was hot. I like finding you acting like a slut. But we better stop talking about this before I get hard again! We need some sleep!" "Haha goodnight hun. I love you," she said as she kissed me. My Fiancé Courtney Helps Ch. 04 Friday and Saturday's events were fresh on my mind as I woke up next to Courtney Sunday morning. It was such a phenomenon to me - seeing my beautiful, angelic fiancée sleeping peacefully next to me, looking as innocent as could be, but at the same time knowing how slutty she had been the last couple of days, swallowing mine and our landlord's loads and even fucking her while she sucked his dick. Thinking of this of course made me unbearably hard, and so I put my arm around her as we spooned to pull her closer, gently nuzzling her neck to wake her up. As she started to wake, I grabbed her hip and rubbed up and down her thigh, moving closer to her pussy. She gradually became more awake and as horny as me, her pussy becoming wetter. I kissed her from her neck down to her sensitive nipples, then down her tight stomach and to her pussy where she gladly welcomed me with open legs and a gasp as my tongue flicked against her pussy and tasted her sweet wetness. She moaned as I lapped at her pussy, grabbing her perfect breasts and pinching her nipples. Her hand moved to my wrist and gripped it hard and she arched her back and let out one last loud moan before shuddering into a blissful orgasm. "Mmm that was a good morning," she purred. I moved back up to lay next to her and gave her a kiss, and she moved down to return the favor for me, eagerly taking my cock into her mouth and taking it all the way to the base. After only a couple times taking my whole length, I erupted down her throat, of course with the help of again envisioning the previous night's events of her sucking Chris' big fat cock while I fucked her from behind. "Yes it is a good morning!" I joked. Courtney moved up and we cuddled in bed, sharing the post-orgasm relaxation. "I woke up hornier than usual," I informed my fiancée. "Yeah I could tell, you got me going pretty fast too. Last night was pretty crazy, huh?" "I sure was a surprise waking up to you and Chris. Not a bad surprise though," I confessed. "It got me really hard, and that was really hot fucking you while you sucked him." "Mmmm I liked it too. A lot. It was hot being filled from both ends. I never thought this would turn me on so much but it does." "Believe me, me either!" I exclaimed. "I thought you'd be repulsed by Chris. I mean, he's not exactly in the best shape or the best looking." "I know. He's fat. A lot older than me. And just sloppy. But something about that makes it naughtier and turns me on more," Courtney admitted. "I think I know what you mean. This whole scenario is so forbidden that it turns me on even more. And knowing that he must love being with such a young, gorgeous, sexy girl like you," I complimented her. "He's probably never been with anyone like you, and especially now with him being all old and fat." "Thanks baby. Yeah something about it just makes me horny. I feel like I should be repulsed, but I don't know. He's bossy and I like that, and his cock. Oh my god, I've never seen one that big! I never would have expected that on him!" "Haha I still don't know how you get it down your throat, he's like twice my size." "I just try to concentrate on making him feel good," she explained, which sent a surge through my dick and got me thinking. "I wonder why he's not here now. I thought he'd be here when we woke up, or I'd wake up to you two like last night." "Maybe he's busy?" "Yeah, maybe... Why don't you go down to his room and see if he's there?" "You really want me to?" she asked me. "Yeah" I said with a dry throat. "Do you want to?" "Mhmm," she purred. I reached down to her pussy and could feel her pussy still soaking wet. Obviously she did want to. "Get dressed and then let me know how it goes whenever you get back," I told her and kissed her forehead. "I'll be waiting here." With that, I watched as my beautiful blonde fiancée got dressed for the day. She quickly threw on some yoga pants and a top and straightened her hair before putting it into a ponytail. She told me she'd be right back and gave me a kiss before heading out the door. I lay in bed, wondering if Chris was even home or not. After waiting five minutes and Courtney not returning, I figured he must be home and wanted the company. My mind was racing just imagining what was happening, and I started to jerk off picturing Courtney on her knees for our landlord. I blew my load on my stomach, and then waited for her to return. I waited for about 15 more minutes until I drifted back to sleep. I woke up when I heard the sound of our door closing, and Courtney walked in the room. Her hair was disheveled and her mascara was a little smeared. I looked at the clock and she had been gone for about two hours, which was much longer than I had thought she'd be gone. Courtney removed her clothes as she got closer to the bed, revealing bite marks over her perfect tanned breasts, and red hand prints on her ass. She got in bed next to me under the covers and immediately began kissing me. "I need fucked hard, baby," she begged. "Mmmm tell me what happened," I ordered her. "I knocked on his door and he was surprised to see me there, but he welcomed me in. He asked what I needed and I just started taking off my clothes and got on my knees in front of him and pulled down his sweatpants and started sucking his huge dick. It was pretty hot surprising him like that and I could feel my pussy getting wet." Courtney started stroking my hardening dick while she continued. "I gave him head for about 15 minutes before he pulled out and came all over my face and tits, and they were covered. I don't know how he cums so much. I asked him if he liked the surprise and he said he loved it, and I started to get my clothes to leave and come back to you, but he told me to stay. He had me fix him breakfast and clean up around his place naked, and then had me give him head again while he did some work and talked on the phone with some potential renters. In between doing work, he'd occasionally slap my ass really hard, or pull me up and suck on my titties and finger me. I was so horny that I orgasmed when he started fingering me and he kept calling me dirty names and made me keep sucking him. After he came the second time, in my mouth, he said I could leave because he was going out, but he'd stop in later. Oh yeah, he also asked if you had work and I told him that you do at 6pm, and he said he'd probably be stopping in sometime around then. I'm excited, his cock is so big and he cums so much. I can't get enough of it. Now fuck me baby, I REALLY need it!" Needless to say, I was rock hard by this point, and she climbed on top of me and easily impaled herself on my dick. Apparently recounting her story made her incredibly horny as well as she was soaking wet and was able to take it all in one stroke. She rode my dick with such enthusiasm that, coupled with her retelling of what happened earlier, I came in just five minutes, even though I had already cum twice before. I embarrassedly apologized, and made it up to her by flipping her on her back and eating her out until she came with a violent orgasm. We relaxed the rest of the day until I had to get ready for work. I kissed her goodbye and told her to have fun, knowing Chris would be stopping over shortly. Work again seemed to take forever, and I eagerly rushed back to the apartment when I clocked out. Chris and Courtney were both on the couch naked, playing cards and taking shots of liquor. They both seemed to be in good spirits and greeted me as I came in. "Come join us, James!" Chris offered. Before I couldn't stand him, and he always seemed so morose, but he was cheerful as of late, and I can guess why. He was a lot more likable now though; he didn't just scowl when passing in the hallways, and we'd actually greet each other. I joined them and we half-heartedly played poker, focusing more on drinking and conversing. It did seem a little strange, my fiancée and my much older landlord sitting comfortably naked next to each other, as if it was normal. But the alcohol loosened me up too, and we were all having a good time. Chris shared some stories of horrible tenants he's had in the past, which actually made me understand where he was coming from when he first gave us the ultimatum. I saw Chris in a different light, and we got along, which I thought wouldn't ever happened. Courtney must have really sparked a fire in him and brightened him up. "You know James, Courtney told me that it was your idea for her to come down and surprise me this morning. So, er..thanks." It sure was a change hearing Chris use manners. "Yeah, I figured you'd like that. And she was pretty horny this morning so I knew she'd enjoy it too," I explained, glancing over to Courtney who blushed. By 1am, we were all pretty drunk and slurring our words. I was surprised Court had stayed up this late and gotten so drunk since she had class in the morning, but I didn't want to ruin a good night by bringing it up. Chris, still sitting next to Courtney, grabbed her breast and told me, "You're a lucky guy James. You got a sexy slut for a girlfriend." "She's been real slutty lately, haven't you babe?" I directed toward her. Courtney was drunker than both of us and just nodded with her eyes closed and her head leaned back. "Mmmmmhhmmmm. I loooovee taking care of my mennn," she slurred. Without being directed, she grabbed Chris' big cock and started stroking it to hardness. I got up and walked in front of her and offered my dick to her mouth, which she greedily accepted. I could see her pussy glistening with wetness so I got behind her on the couch and had her arch her ass up. Chris scooted back on the couch and lay back. I sank deep into her wet pussy and she moaned then started bobbing up and down on Chris' fat dick. I fucked her like that for about 20 minutes, eventually cumming inside her right as she had her orgasm. Chris still had yet to cum, and in my post-orgasm state with the alcohol taking its toll on me, I sank down into the couch opposite them and watched as Courtney worked to make him cum. Finally Chris bucked his hips and emptied his load into her mouth, which turned out to be the fifth load of the day that he gave her. I found out later that while I was at work, she had blown him twice. We all drifted off into a deep sleep. I was the first to awaken, feeling the terrible hangover. I looked toward the opposite couch and Courtney was lying on Chris' big chest, which was a strange sight to see. Up until then, I had only seen her doing sexual acts with him. Now I was looking at her sleeping peacefully on his massive frame, which dwarfed hers. I made some coffee for us all, and woke them up when it was ready. Chris thanked us for the coffee and for the fun before parting. "See ya," he said to me, and then kissed Courtney goodbye. "How're you feeling, hun?" I asked my stunning fiancée. "Like shit," she groaned. "You?" "Same. Maybe you should just skip class today and nurse the hangover. I know that's what I'll be doing before work tonight." "Yeah, I think that's a good idea," she chuckled. The rest of Monday was uneventful. We stayed in bed for most of the day, taking naps and Advil every couple of hours. When I came back from work that night I was kind of surprised, and admittedly a little disappointed, to find out that Chris had not visited. I figured he must have been sleeping off his hangover too. Court and I made love gently that night before falling asleep. Tuesday through Thursday we were back to our normal selves, and the routine picked up where it left off. Courtney and I fucked like rabbits, and Chris stopped over frequently for some oral relief. Wednesday and Thursday morning Courtney visited Chris and gave him a proper 'goodmorning' before coming back and riding me while telling me about it. Thursday night he spent the night again, knowing it was his last night before I got my paycheck and paid him back. I lost count of how many times she swallowed Chris' load or took it all over her face and chest those last couple of days. Our sex life was through the roof and I was reaping all the benefits of Court taking care of our landlord's needs. However, Friday soon arrived. I stopped in at work to collect my paycheck and there was enough money in it to pay the rent for last month and this month. I cashed it, and stopped at Chris' room on the way back to ours. "Hey Chris, here's the payment for last month and this month. Um..thanks for giving us a little time.." I awkwardly said to him as I handed over the envelope with the payments. "Yeah, no problem.." he responded. "See you around," I said as I left his room. I made my way back to my apartment and found Courtney on the couch reading her textbook. "Hey babe, I just paid back Chris, so we're all good on our debt." "Oh, great!" she replied, but something seemed a little off in her response, as if she feigned excitement. I admit, I too wasn't as thrilled as I had imagined I'd be a week ago. Everything was so exciting and wild. But it was for the best. We were getting married in some months, after all. Life was back to normal. However, the next couple of days seemed a little different, as if something were missing. I thought maybe with school on her mind, Courtney was a little stressed. We still had sex, but it wasn't as electrifying as before. Our sex life was still healthy, but it was lessened from what it just was. Courtney hadn't orgasmed from me fucking her since the last time with Chris, and I felt I was just not cutting it. Friday evening, a week after we had paid our dues, I called down to Chris' room. Besides passing him in the hallway for short greetings, this was the first time we really talked. "Hey Chris, it's James." "Yeah?" "Can you come up here and take a look at the window? It's not shutting all the way. It's letting cold air in." "I'll be up in a minute," he responded. About five minutes after I hung up, Chris knocked on the door and I let him in. "Which one?" he asked me. I pointed to the one in the living room. He walked over to it and studied it for a second before turning back around and facing me. "What's wrong with it? It's closed, there's no air coming in." Just then, Courtney came out of the bedroom in her sexy lingerie; decked in stockings and a tight nighty. "Hey daddy, I've missed you," she purred at him with a sultry tone. Chris looked to me as if to question what was going on, but I cut in before he could answer. "We talked last night, and we both think that as oddly as it sounds, our sex life was better when you had your visits with Court. And she wants to keep seeing you. Also, we're okay with you going further with her than just oral. I don't need to mention that it's obvious you're a lot bigger than me, and I haven't been able to make her cum or last as long as I wish, so maybe you could help out. If you want, of course." The expression on Chris' face looked like he had just hit the lottery. He composed himself and replied, "Fuck yeah. Come here you little slut, I missed you too." Courtney went over to him and they made out for a couple minutes, and I could see Courtney was getting really into it. She really must have missed servicing our old fat landlord. And no doubt she was excited and nervous to experience what it felt like to have him inside of her; the only other person beside me to do so. I was very excited and nervous as well. We moved to the bed and Courtney sucked on his fat dick while he lay on his back, and I got in between her legs and lapped at her already-wet pussy to get her ready. Once Chris was nice and hard, Court stopped sucking him and then got up and straddled him, resting her hands on his big belly. It was the point of no return. Using one hand behind her, she grabbed hold of his monstrous dick, and guided it to the opening of her hovering pussy. I switched my gaze between her face and her pussy, watching in amazement as she slowly lowered herself on his huge cock, impaling herself. The look on her face was what really got me; her eyes were closed and she had an expression as if it were the first time she were being fucked. There was a hint of pain, but mostly pleasure as she went deeper and deeper on his big, thick cock. Moans and short breaths were escaping her mouth as she finally lowered herself completely on his massive member. She rested on the base for a while, and then placed her hands on his big belly and retracted her pussy, coming all the way back up until the head. I watched in amazement and wondered how she could fit that huge thing in her tight little pussy. She lowered herself all the way back down, a little faster this time, and this repeated until she got into a rhythm. Not even two minutes later, she was slamming her pussy down on his cock and cried out in the loudest orgasm I'd ever heard. I was jerking off watching my sexy blonde fiancée riding this old fat mans big cock, and erupted in a massive orgasm that coincided with hers, covering my stomach and hand with my cum. After she came down from her orgasm, she lowered her body onto Chris' and he grabbed the back of her head and made out with her while she moved her hips up and down on his cock. In no time, I was hard again watching them in action. Chris grabbed onto her and flipped her over in one motion, remaining inside of her. His massive body covered her tiny frame, completely hiding her from view except for her arms and legs wrapped around his torso as he pistoned in and out of her tight pussy. After she came again, they switched positions and she got on her hands and knees facing me and he got behind her, holding up his belly and placing it on her ass as he entered her from behind. "Fuck yeah daddy. Fuck your little girl. I missed your big cock. Oh!" Chris slapped her ass intermittently. "You just couldn't stay away from my big cock, could you?" "No, it's all I kept thinking about. I couldn't wait to have it back in my mouth and feel it in my pussy." "Show him what a slut you are," I encouraged her while moving up and offering my dick to her hungry mouth. "Mmmpphhh," she moaned onto me while getting fucked hard by Chris, only taking her mouth off my dick to talk. "You fuck me so good daddy, I want to make you cum. I want to make you both cum!" She put her mouth back on my dick. Every time Chris pounded into her, it propelled her forward and my dick slid down her throat. "Fuck I'm gonna cum in your tight little pussy. You want it, whore?" Chris grunted. "Yeah give me your cum! Cum in your little slut!" she urged. All three of us seemingly came simultaneously. My first spurt filled her mouth, but her orgasm caused her to release my dick and so my next three spurts covered her face, and Chris filled her pussy up with his cum. After we had all come down, Chris sat back, plopping his softening cock from her pussy. She turned around and said "Let me clean you off," then plunged down and sucked his dick. With her ass now facing me and her back arched, I could see just how much Chris filled her up. Her pussy was gaping from his fat cock, and it was absolutely leaking with cum. Seeing this made my dick refuse to go down, and I scooted behind her and sank my dick into her slippery pussy. I slid in all the way easily, and could feel her pussy wasn't as tight as I was accustomed. My loving fiancée continued bobbing up and down on Chris until he was hard again. I watched her sexy little tan body and blonde head move up and down on his shaft while I pounded into her from behind, wondering if she really even felt me. Nevertheless, this previously unknown sensation of a slippery pussy got the best of me and I was emptying myself inside her soon, adding my cum to Chris'. "Let me feel that little pussy again. C'mere back on my dick," Chris ordered her after I fell back. I watched my sexy blonde fiancée ride his dick again to orgasm, and then make out with him until he came for the second time inside of her. My Fiancé Courtney Helps Ch. 04 Chris stayed the night in our bed, and I awoke to find them fucking in various positions throughout the night, joining them too. It was the most sex and wildest night we had in a while. And it was just the beginning.