AudioPornCamsoda AIAI RoleplayAI JerkOff
#Cheating #Mature

Friendly banter

5.0k words | 1 | 4.68 | 👁️
Curious Confusion

Just before my junior year in college I had heard of these low income apartments that were built just a few miles north of campus. Since rent was so expensive, and these were new apartments my girlfriend (Amanda), her best friend (Chloe), and myself decided to see if we could qualify for these new three bedroom apartments. I went to the office and met this heavy set woman, Oliva Anderson, who worked out if a small office that oversaw the apartments. She was friendly and bubbly as she greeted me. We sat down and talked about why I was interested in the apartments. When I explained that the three of us were college students, she informed me they were built for single family homes. I sensed that she was about to turn me down so I pivoted asking if she could at least show me the apartment. It was summer and these apartments were not in too high of demand being just outside of town. Oliva stood up pulling her dress down a bit and took me on a tour. I walked just behind her. She had a nice voluptuous figure. She had waist that tapered into her thick hips, her thighs gently rubbed together, and her ass stuck out as she waddled. It was enormous, nicely curved I couldn't help notice it sway side to side like a pendulum. She opened the door and we walked in. We entered into the small living room slash kitchen. It had all the essentials refrigerator, stove, sink, not much counter space. Olivia talked and I tried not to over stare at her chest. I liked big breasts and she had a nice pair. They giggled a she pointed out things in the room. Her glasses were a big turn on for me. They were red rimmed, big for her face. I imagined that when she was slimmer she must of been a knockout. She showed me the two smaller bedrooms just past the bathroom off of the living room. Oliva pointed out the closet space which was minimal and the rooms could not support a bed bigger than a twin sized mattress. I think she noticed me staring at her in a sexual way. I admit that I was horny all the time and my girlfriend, Amanda, and I fuckdd almost everytime we were together...it was a mutual thing. She smiled at me running a hand through her curl light brown hair. I was standing in the doorway as she stood in the room. When she went by me in the narrow hallway our bodies rubbed up against each other slowly. Olivia tripped up on her words as she described the masterbedroom. She laughed at herself and told me she was getting tongue tied. I said it was cute and smiled at her. She showed me the masterbathroom. It was nothing fancy just a toilet, small sink, next to a walk in shower....not much bigger than the other bathroom that had tub and shower stall. Olivia started talking faster. She asked herself why she even showed me the apartment because I was a college student. I joked that she did because she thought I was cute. She blushed and asked if I talked to all older women this way.

I admit that at the time I considered myself attractive. I was in good shape, ate right, worked out, was not super buff, average looking, but had this confidence especially because of dating Amanda she was the sexiest girl I had dated. She was tall, 5'10" ( just a few inches shorter than me). Long curly blonde hair that went part way down her back, she was slender, nice perky firm tits, a defined abdomen, tiny waist, a trimmed pussy, long lean legs, her face was maybe average looking. When Amanda smiled she had a big overbite. Her top teeth were huge compared to her lower teeth. She didn't smile much being embarrassed of her teeth. Still our physical connection was insane!!

Back to Olivia asking if I always talked this way. I did because I felt like I had nothing to lose and everything to gain. I said playfully, "Only to those women I am attracted to." I said this flirtatiously and hoping it might improve my chances on getting the apartment. Olivia laughed cutely, and smiled asking,

"Didn't you say you had a girlfriend?"

I quickly inquired, "Are you insinuating that you want to be my girlfriend? "

Olivia burst out laughing and slapped me on the chest. I knew she did that to feel how hard my pecs were. She walked up past me again and purposely brushed up against me. We locked eyes as her cheeks reddened. "Ok, come with me and let's go look at the rental agreement."

"I asked her, did I suggest I was interested in the apartment?" I said this straighfaced. She turned and looked a little shocked. I couldn't hold it back and laughed.

"Oh, you're good!" Olivia pointed a finger at me. For a second I had her going.

I was rolling and shot a boldly, "How do you know? You haven't had me yet!"

Olivia went silent. Her one hand began to play with the ring on her finger. Things got awkward. I apologized for over stepping trying to explain that I thought we both were enjoying the playful banter. Olivia was sharp, she piped up"so you thought you could toy with me to get the apartment?"

I had two choices. One, I could admit that I was and have no chance at getting the apartment or Two, I could press forward on the connection we had going and possibly get the apartment. As cold as it might seem, I really needed this apartment! I worked at a video store, Amanda was home for the summer and she usually worked food service when at college, and her best friend Chloe didn't work at all. The money we made wasn't much and this was by far the nicest looking apartment I had seen and could afford.

I told Olivia it wasn't just flirting. I felt we had a connection. I told her I found her beautiful and attractive. She looked at me. Trying to see through all my bullshit. "Ok, follow me." she said softly. I followed her past the office. "I want to show you another apartment." She smiled at me oddly. She unlocked the door and I followed inside. The screen door slammed shut. Olivia asked me if I wanted to kiss her. I froze for a second thinking about Amanda. I weighed my options and was extremely curious where this might go. I walked up to Olivia and looked down into her eyes. She had tears in them. I kissed her!!

Her lips were soft and inviting. Olivia was very good! It surprised me and made my cock harden. We broke apart gently. "Do you really think I am beautiful?" she couldn't stop the tears. Before I could answer she interjected, "I haven't had anyone talk to me like that in a long time." I just nodded and we kissed longer. Her trembling lips touched mine more passionately. She looked at me once more and took my hand leading me through the messy living room and into her bedroom.

Ther were piles of clothes, trash everywhere. A small path was cleared to the bed. We kissed fumbling to remove our clothing. Olivia shook as she exposed her huge breasts that sagged down over her belly. She covered herself up with her arms. My shirt was off and I slipped out of my shorts, underwear, stepping on my socks to take them off. I squatted down to remove her panties. She was shaved down there! Her pink flesh was red where her pubic hairs would of been. Olivia sheepishly said, "My husband likes me smooth down there." She then tried to cover herself down there. I removed her hands slowly and told her she looked perfect. We got under her covers. We kkissed. I took her hand to feel my long thick cock. Olivia gasped whispering it was so big. I kissed her neck and moved down to her drooping breasts. Her nipples were very responsive getting hard and puffy. I began to kiss her round belly. Olivia stopped me and asked frantically, "What are you doing?!"

I looked up at her, "I was planning to do oral. Is that a problem??"

Olivia just looked at me like I was insane. "You don't have to do it!" she attempted to pull me up but I proceeded downward. I buried my face into her pussy. Olivia put her hands on my head and gently rubbed her fingers through my hair. Her reaction was joyous! I licked her and probed her with my tongue. Using my fingers to open her open and get better penetration. Olivia did smell bad down there but the way she moaned and how happy she felt crying out my name inspired me to do more. She was so grateful! Olivia described how it felt outloud. She told me when I had found her spot. Then she roared loudly as her legs began to quiver. I never had such a reaction to doing oral on a woman before. I really liked it!! Olivia climaxed, her thighs clamped down on my head, her body fluttered violently for a few brief moments..then she relaxed. Her chest was still heaving as I wiped the goo she had sprayed on my face away. Olivia looked at me exasperated. "You are so good!! Thank you! Thank you!Thank you!" she pulled me up and we kissed. She didn't hesitate to lick some of her juices off of my face. She kissed me all over my face, neck and ears. Then she got a bit somber when she inquired, "would you like me to suck your cock?"

I picked up on something that she really didn't want to. I also felt how her body was tensing up as I gently pushed my cock up against her. It was so pleasurable giving her oral and how she responded so thankful for it...I wanted her to feel special. "You don't have to, I thoroughly enjoy giving you oral." I told her I liked how she cried out her pleasure letting me know how good it felt and when I really hit her target just right. "In fact, if you want to stop I am perfectly ok with us not having sex." Whether or not I truly believed it. I just came out if me. The look on Olivia's face was priceless. I had never seen such a glow on a woman's face! She beamed and kissed me passionately. She wanted to say something but couldn't control the tears streaming down her happy plump face. We ended up just embracing each other for a while. It felt nice being close even though my hard cock wanted more. We almost fell asleep but Olivia woke out of her euphoric state and swore as she shouted, "Oh my fucking !!! I have to get back to the office!!! She jumped up very quickly her sexy body jiggling everywhere. She threw my clothes back at me. Scooping her clothes up she went into the bathroom where she slammed the door shut. I got dressed. Olivia shouted through the door asking if I would go to the office and if anyone was there tell them she was showing an apartment. I ran to the office but when the only car I saw was mine in the lot, I slowed to a walk. I went into the office and sat down. I could still smell Olivia on me. I replayed the events in my head making it more erotic. It made me hard. Olivia gasping for air rushed to open the door. Her disheveled look made her even more attractive. She got a drink of water and sat down exhausted. She smiled seductively. I told her how sexy she looked. The playfulness continued when she asked me to stop.

We continued the banter while we went through the rental agreement. I needed to supply w-2 forms from Amanda, Chloe, and myself. Just based on our income we would qualify for the apartments financially. The only problem we had to be a single family. I joked that Olivia and I should fly off the Vegas and get married. She smiled and thanked me for the proposal. Then she smirked and suggested that if I did it with Amanda that might work and if we claimed Chloe as our dependent (which college aged students could be by a guardian). It sounded plausible. Olivia and I kissed once more. She was cruel when she rubbed my shorts and telling me to masturbate when I got back to my summer dorm room.

I actually did and had an impressive load that I shot into a T-shirt.

I called Amanda that night and we talked about the apartment. I told her if we got married in Vegas our rent would be based on our income which would come out to around just $50 per month, including utilities. If not, we would probably be paying $700 or more barely making it possible to afford food. Amanda sensed how desperate I sounded. "You must really like the apartment!" I tried to sell that everything was small but new. Compared to all the other apartments I had seen, it wasn't even close. Amanda suggested that maybe we just stay in the dorms but I hated the idea of having to schedule sex around roommates. Amanda didn't think we should get married. I told her we could get it enuled right away and just show them the certificate. She was silent for some time until she weakly stated "I just don't think we should." I was somewhat put off. Amanda trying to lighten the mood suggested I ask her best friend Chloe. I thought she was kidding but Amanda laughed "She is crazy enough to do it!"

Do describe Chloe, she was quiet around people she didn't know and crazy fun once you got past guard. It took several months of dating Amanda to find this out. Chloe and Amanda roomed together their year. Chloe was shy, a good girl. She was short 5'4" cute chubby, had a nice tan, straight brown hair, wore glasses (which made her look even more cute), nice ass in jeans, nice handful sized breasts (which I got to feel when playing truth or dare with Amanda and her). She didn't socialize much outside of Amanda and I. Chloe was always our third wheel. She didn't mind when Amanda and I fucked in their dorm room. She would just put on some headphones listening to music to drown our moaning out.

I called up Chloe after talking to Amanda. I asked how her summer was going, joked if she was dating anyone, and lots or small talk. The cool thing about Chloe was that she could keel a secret. If Amanda and I had issues, I could tell her and she wouldn't tell Amanda. If Amanda told her something in secret, she would tell me. It was great especially when Amanda had thoughts of breaking up with me because she was getting hit on by other guys during one of our downswings. Chloe had convinced her to stay with me showcasing my finer qualities. I told her about the apartment. Chloe asked me if I found the woman who showed me around was attractive. Chloe always knew I was horny and asked what I thought of women. I decribed Olivia to her. She joked,"I bet you wanted to tap that ass didn't you?" she talked more like one of the guys which made her so cool. I almost told her what I had done but refrained. Chloe was smart and probably picked up on something did happened. I moved back to the apartment. She viewed it as a great way to live cheap, save money, and pointed out it was new compared to other more run down expensive options. She had grown tired of the dorm scene like me. Then I told her the one stipulation that was holding it up. I shared that I asked Amanda if she would go to Vegas and get married and how she shot me down and suggested that I ask Chloe? Chloe thought about it, she talked things through outloud. She even stated we could get it enuled and just show the marriage certificate. Which is exactly the same thing I had said to Amanda!! We laughed about how Amanda didn't see it our way. Then Chloe said"sure, let's do it!" We were both excited about it.

I took off on a Friday afternoon and drove four hours away to pick up Chloe. When I got there, I was stunned! Chloe had lost weight. She looked fine before but now she looked smoking hot! Her attire was no longer sweatshirts and baggy pants. It was a tight skirt, low cut top, her hair was shoulder length and brown hair with blonde highlights, she wore contacts. She walked up to me and we hugged. I told how great she looked. Chloe told me excitedly that she had lost twenty pounds. I stepped back and had to check her out again. She was very happy at my reaction spinning around. I went inside to say hello to her folks and use their restroom. They asked me what I thought of their daughter's new look. I always felt relaxed around them saying, "I thought she looked amazing but she was much more than just her new sexy looks." Her mom got teary eyed looking from me to her husband. Chloe slid in under my arm and squeezed me.

Then her dad joked,"So I hear you two are getting married? "

This threw me off a little at first. I looked at Chloe and she reminded me how open she was with her parents. I smiled and was about to open my mouth when handed reached into his pocket and handed me a ring. I just looked at blankly.

Her dad interjected my thoughts, "Well, aren't you going to propose?"

It all seemed surreal, I took the ring got down on my knee and lightheartedly asked Chloe if she would marry me. She brightened up even more and said yes offering her finger to me. Her parents rushed over and congratulated us jokingly. Her dad handed me an old little box that held two wedding bands. The male ring was loose fitting as I was asked to try it on but the other one fit Chloe perfectly. She played along acting giddy then asked for a kiss. We had kissed before as friends. This one felt totally different! The kiss went longer than expected because she threw her arms around me. When we broke, I looked at her questioningly. .she gave me look stating she would explain it later. Her dad told me seriously to bring the rings back because they had been a family heirloom. He shook my hand firmly and yanked me towards him, don't break her heart he whispered in my ear as Chloe hugged her mom goodbye. Her mom gave me hug and kiss on the cheek. She whispered in my ear as her dad embrace Chloe just staring at me, "You do know she has had a crush on year since your freshman year?" I had known but never really validated it till now.

Finally I packed Chloe's bags and we hit the road. Chloe was energetic and was excited for our six hour trip. We picked up some food before leaving town. We talked about her new look and what she had done to lose the weight. She had changed her diet, lifting weights, and running. Her toned legs looked very nice. There was almost a glossy look to them. She begged me to feel them. They felt silky smooth and firm. I shook my head as drove and telling her she looked stunning. Chloe apologized for her dad's behavior. He understood we were doing it to save money while going to college but wasn't overly fond of us getting married in Vegas. Chloe was very good at making selling points to her parents and it didn't hurt she was an only child. We joked about our engagement and listened to music singing to them in the car. The hours flew by. We stopped into a gas station. Chloe had her arms around me as we walked in laughing. We went up the isles and joked about stuff on the shelves and getting something to snack on and drink. We walked up to the counter. The lady told us how cute we looked. Chloe showed off her tiny engagement band stating I had just proposed and we were on our way to get married in Vegas. The lady's smile faded probably from the countless others before. I paid, we walked out and kissed before I opened her door. She got in and I saw her like for the first time. Chloe was extremely good looking and her matching wit made her even more attractive to me. Was I being too superficial?

As we closer to Vegas I think our moods got sober. I was deep in thought when Chloe broke the silence between us. "Amanda has been hooking up with her ex-boyfriend." I did say a word, I had my suspicious from how she was talking on the phone but didn't want to get into it. Chloe piped up, "She's planning to break up with you. I tried to talk her out of it." I could tell their was a painful tone in her voice. I stewed in silence. Chloe pleaded with me, "please don't be upset with me!"

Confused, I asked Chloe why I would be upset with her. She wanted to tell me as soon as I arrived at her house. My instant reaction to how Chloe looked made her feel so good. That my approval meant everything to her. She just wanted to spend more time with me, that is why she chose not to tell me until now. I appreciated her being honest and thanked her. Then she said there was one more thing....

I kept driving in the dark towards Vegas. The road was a blur as I wondered why I wasn't as upset as I should be with Amanda. Chloe began sobbing,she covered her face in her hands. I reached over and tapped her leg saying I wasn't upset with her at all. "You will be!" Chloe looked at me scared of what she was about to say. "Do you remember that night before we went on Thanksgiving break?" It was really fuzzy, we had gone out drinking Amanda, Chloe, and myself. I barely recall it because we all got plastered. We walked back to Amanda and Chloe's dorm room. I fell asleep on Amanda's bed almost as soon as I hit the pillows. Amanda and I must of fucked because I awoke naked next to her the next day.

Chloe painted a different picture. When Amanda had gone to the bathroom, Chloe had expressed feelings for me and I said something to where Chloe and I began to takeout. She kept her eyes on the bathroom door and broke it off before Amanda saw us. Amanda saw Chloe's face and asked what had happened. I joked that we had made out. Amanda knowing how I liked to joke figured I was just being my normal idiotic self. When we got back Amanda needed to throw up. I was out on the bed, so Chloe took her. Amanda puked her guts out while Chloe held her hair up. When Amanda finished she passed out onto the floor of the girls bathroom.. Chloe took the opportunity to come back. She saw me there, I had reached out for her and pulled her on top of me. I told her I loved her and we kissed. Chloe said she had dreamy of this happening. She chose to go with it. We both got naked and Chloe said took my cock and guided me into her. She said that I asked what was going on when I discovered it was Chloe not Amanda. Then I said I always wanted to be with Chloe because we were a better match. That was the last thing I said. Chloe rode me and somehow during it my body jerked and twisted. Chloe knew I had just inseminated inside her. Chloe rested beside me for a while then brought Amanda back into the room. She undressed Amanda to make it look like we had sex.

What Chloe didn't expect wee when she discovered her period was late. Chloe was pregnant! She asked if I knew. I really was that oblivious. Chloe said she got a medical exemption from the college to finish the last month of classes from home. Amanda had told me Chloe was sick. That was why she always wore sweatshirts and baggy pants. Of course Amanda knew Chloe was pregnant. Chloe had fabricated a story of hooking up with a strange guy one night on a walk while Amanda and I were being less discrete. I was equally stunned that Amanda never told me Chloe was pregnant! Chloe cleared her throat, "I had the baby!"

I couldn't process this all and pulled over on the side of the road and got out as I felt like I was going to throw up. Chloe got out. I began to ask aloud, "so your parents knew I was the father? Why didn't you tell me? How could you keep this a secret? What the hell am I doing?" Chloe tried to console me even though she was equally terrified. I bent over and began spitting as if I was about to throw up. Then something in me just switched on. I WAS BEING A SELFISH PRICK!!! I was only thinking about myself and not about Chloe. She had taken care of everything on her own (her parents help too). I refocused apologizing for being an ass. I hugged her and kissed the top of her head. I told her I wanted to be a part of her life, I wanted to help in anyway I could, and I asked her what she needed me to do.

Chloe dropped to her knees, taking my hand with tears streaming down her face, "Will you marry me?" The joke had turned serious. This was the right thing to do. I needed to step up! I shook my head and pulled Chloe up. Then I got down before and proposed. Just then a cop pulled up on us. He turned his lights on asking if everything was all right. He asked for identification, insurance, and even had me take a sobriety test. We explained what had happened. I passer all his tests. Then he said he could let us go on one condition. He had us wait in silence for a long minute. He looked at Chloe and asked what he answer was. She said yes!! He congratulated us and told us to not do this stuff on the side of the road. He tweeted his siren as he tore off.

We got back into the car and drove to Vegas. Chloe had her father's credit card. We checked into a modest hotel room. We were both excited! We both undressed each other slowly. Our breathing was quick and shallow. I noticed the small scar below her belly button. I touched it. Chloe shivered and I saw her glow bright. "You are so beautiful! You are the one I am meant to be with!" Chloe told me she loved me. We kissed. On the bed, I kissed her neck down to her milky breasts. I sucked on one and some came out. I stopped immediately apologizing. Chloe assure me she had pumped enough before hand and found it stimulating watching me suck on her. Her breasts leaked fluid after I had taken some. I kissed her down to her trimmed clit. She moaned as I navigated my fingers and tongue. Olivia was invaluable because everything I did worked on Chloe. She lost control of herself. Her brown eyes sparkled when she asked me how I did that to her. I smirked and said it was a trade secret. Chloe offered to do me orally but I wanted to put my cock into her. I moved up. Chloe grabbed my thick long cock. It seemed to recall her touch. I went in slowly. She moaned excitedly telling me how she dreamed of this. I found it flattering. I took my time remembering this moment. How sexy she looked, how it felt to be connected to her physically with my cock deep inside Chloe, how she looked at me and how her fingers felt on my skin, and most importantly how I felt about Chloe.

We got married that next afternoon and headed back to her home. We ended up not getting the apartment. I ended up moving in with her folks. We both finished our digrees at a nearby community college.

Amanda did end up with her ex-boyfriend. They did get married and divorced within two years. She works at small town bank in the town she grew up in.

Chloe and I have been married for twenty years and have three children. Chloe is a teacher and I have my own real estate business.

We both have struggle with infidelity in our marriage. Somehow we still come back together. Our story is one we will never share with our children....

🔞 Candy.AI 🔥 AI Sex Chat - Roleplay, Erotic Stories, Try for Free 🕹️

Comments (1)