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- Dreams and Wishes -
Straight Male / 29

Out Of The Friendzone

I have a best friend who is five years younger than me. We’ve known each other for almost 10 years. We became friends instantly and have gotten closer ever since. She still has the same figure now as when I met her back then, and she looks cute to me. If I could put a face and figure to better describe her, I would say she looks a lot like Lexi Bloom, even down to the sound of her voice.

Before, she never really saw me as a sexual partner. However, after her last few relationships never worked out, she’s come around to the idea. Since last month, she’s been texting even more than she had before. And, though she lives a few hours from me, she has told me that she’s wanting to come and see me when she has a day or two off from work. I asked her, bluntly, what happens if she comes by and we have sex. She said, “I won’t mind. I just have to make sure to tell you all the things I like before I get there.” Since then she and I have been sexting before bed. I haven't asked her for pictures to go along with it, but I'm working up to it.

I have been thinking of the day we have sex ever since. Picturing my hands wrapped around her waist as I pump in and out of her. Having her moan my name and taking my cum. It will be a day to remember. Of course, when it happens, I’ll post about it on here.

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# 49514 - by Inferno_242 / February 8, 2021
- True Sex Confessions -
Straight Male / 29

Supervisor's Naughty Side

In 2012, I was working and there was a supervisor who worked in another department. Her name was Jennifer. She was nice, looked attractive at the time. I saw her often, but never talked to her. A male coworker of mine was obsessed with her; he pretty much made up his mind that she was his soul mate and they would get married and spend the rest of their lives together. They were friends, but he wanted more. She led him on a lot and it was pretty pathetic watching him drool over her when she ignored him, but as soon as he ignored her then she flirted with him. Everyone at work could see what she was doing, but no one had the heart to tell him. They hung out a lot, but, as far as I know, they never slept together.

Based off of what I knew about her, she was nice, but played favorites with the people in her department. When I had to talk to her then she would always have an attitude. Besides all of that she also had medical issues. I went to work one night and word was getting around that she had a seizure and had to be taken to the hospital.

As I said, my coworker was obsessed with her. He thought that he had a good chance of being with her – even trying before I started working there. Eventually, my coworker’s best friend (J) and little brother (Cory) started working there and everything was fine until we found out that Jennifer and J were dating. As you can imagine, it devastated my coworker.

My coworker soon left for another job. He and J still talked, but my coworker just never paid that much attention to Jennifer after that. Jennifer continued to work there for a few more months until she decided to quit due to her medical issues. J soon followed and quit.

A few months went by and, one night, Cory and I were working and one of our other coworkers asked Cory how his brother was. He said he was doing okay, he was dating a girl and they were hitting it off well. We talked about Jessica and how she led Cory’s brother on a lot. He said that his brother was like that with a lot of girls. If any gave him the slightest attention then he would be obsessed with them.

The coworker then told Cory and I that he got a text from another coworker. The text was a link to a porn video. He watched it and thought that the girl looked a lot like Jessica. He pulled his phone out and showed us the video. The video looked like her, but she had given the fake name of Carlynn. Cory looked at it and said, “Yep. That’s her.” So the three of us watched her be interviewed and the coworker skipped the video a few times and we saw her getting fucked. I have to say, personally, she looked better with clothes on. However, that’s just me. I did find it kind of hot that she was getting fucked in this video while her boyfriend was off doing whatever. I believe it was that thought that got me hard while watching the video. Later that night, I went home and watched the full video and saw another video of her giving blowjobs to several cocks.

As far as I know, she and J broke up after dating for a few years. I think they even had a kid (if that’s even his). And she hasn’t done any porn since those videos I watched. None that I’ve seen. Anyway, I’m not one to lie in my confessions so I will tell you the name of the videos so you can watch them and judge for yourselves. All you need to google is:

Carlynn backroom casting couch

And

Gloryhole secrets Kaylin

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# 49298 - by Inferno_242 / January 28, 2021
- True Sex Confessions -
Straight Male / 29

Nursing Student

In late 2019, I met a 21 year old nursing student on a forum. I found out that she was from my area so we chatted a bit. She said that she was almost done with nursing school, and she still lived with her parents. Eventually, we met in a public place and we talked for a few hours. We agreed to meet up the next week and continue our discussions. November 1, she came to my place and I got her comfortable and was taking her pants off when she stopped me and said, “I’m a virgin.” I asked her if she wanted me to stop and she said, “Well, I like where it’s going.” So I continued and fucked her tight pussy. Later that night, we texted and she said that she was surprised she let me fuck her since she was always the person to tell herself she’d wait until marriage. And she said her ex of four years would’ve been pissed if he found out since she broke up with him because he kept wanting sex with her and she kept telling him no.

From there, she and I would meet up and fuck. And she was a virgin in so many ways. She had never given a blow job, I had her blow me. She had never stroked a cock, I had her stroke mine. She never had cum on her face or in her mouth, I came on her face and shot a huge load into her mouth. She gagged, but swallowed it and said, “I swallowed it like a good girl.” She had never had her size G breasts fucked, I stuck my cock between those watermelons and she pushed them against my cock and I fucked them till I came hard. She hadn’t been fucked in the ass, I took her virgin ass and she enjoyed it so much that when we were heading to my place she said, “Now, to get back to your place so you can bury your cock in my ass.” Whenever she was on her period then she would give me her ass. She never sexted, had phone sex, swapped pictures or videos, I had her do all of that and more. Often, she would send me pictures and videos of her wearing corsets and lingerie she bought to show me, or of her masturbating and saying my name. She had never been filmed or had pictures taken of her while she was being fucked so I filmed and took pictures of her. She had never been cuffed or blindfolded so I cuffed and blindfolded her and fucked her. She never had a creampie, she got on birth control for me so I could fill her up all the time. She had never seen a porno so we watched one while she slowly rode me.

We fucked in various positions. She loved riding me since she knew I enjoyed watching her massive breasts bounce. She would ride me and say, “I’m your whore. You can use me however you want. I’m your little bitch.” She was also a huge squirter and we were always soaked in her juices. And she came a lot, like every few seconds.

She never hesitated to do anything I asked her to do. If she came over and I told her to strip then she would strip. If she was at home and I told her to rub her pussy for me and send me pictures of her breasts then she would do it without hesitation. Once, while she was reading a comic on her phone and I was watching a game, I had her strip and ride my cock while she continued to read and I continued to watch the game. I told her to wear an anal plug when we went out and she did without hesitation.

She always let me take advantage of her whenever I wanted to, and would encourage it. There would be times when she would come over and she would walk in, pull her pants down, bend over, and ask me to fuck her. Times when I would be exiting the restroom and she would be standing in the living room, naked, waiting for me, just so she could get on her knees and suck my cock. Times when we would be asleep, but I couldn’t sleep so I’d lay her on her back and take her shorts off. She would wake up, knowing what I wanted and so she would spread her legs and fall back asleep while I fucked her and came deep inside of her pussy. Times when we would be spooning, watching something on Netflix, and I would take her pants off and put my cock in her and fuck her while she continued watching. She would try to keep her composure, but would ultimately give in and grab my hand gripping her breasts and cum on my cock numerous times. There was a time when she and I went out for dinner. She got drunk off of the margaritas. We went back to my place and I fucked her while she was out of it. Another time, she and I went out again and she was buzzed, but got upset when a friend of hers was complaining about her personal problems. We ended up at my place and she was mad because her buzz was gone and she was texting her friend and her best friend. Her best friend texted me and told me to make sure she’s okay and not upset anymore. I grabbed her and fucked her doggy for about 20 minutes until I came, her cumming multiple times, and she fell asleep exhausted. I later texted her friend and said that she was all better now. Also, when she graduated from nursing school, we had dinner with her parents and she wanted to go back to my place and I congratulated her by pulling her scrub pants down and fucking her ass. And there was a time when she was watching her best friend’s house. Her best friend and her family had flown to a wedding. I went over and she was wearing a long red dress with flowers on it. We sat in her best friend’s room and it didn’t take long for me to pull her dress up, panties down, and fuck her doggy on her best friend’s bed. What made it even better was that the bed was brand new, and her best friend was still a virgin so that bed and bedroom saw action before the best friend had a chance to do anything with anyone in there.

There was even a conversation she and I had where I was wanting to have a threesome with her best friend. She was all for it, but she said her best friend wouldn’t go for it since she was too shy and awkward. We did discuss having her watch us fuck and easing her into joining, but we never told her.

This went on for several months, just nothing but amazing sex. Then it ended because she got a nursing job that took up most of her time and she was wanting to focus on all of that, especially with Covid. We never spoke to each other after, but it was fun while it lasted. And I know that every time November 1 comes around, I’ll think of her.

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# 48808 - by Inferno_242 / January 5, 2021
- When I Was A Kid -
Straight Male / 29

Homemade Haunted House

I had written a confession about when my niece and I had been fucking since we were young. I figured I would tell another confession involving her. There’s a lot, but I can’t remember all of them, and most aren’t memorable anyway. This confession took place when she and I were around 12 years old.

We were at my home and her brothers, my sister, and my parents were all there. It was during the summer and we were bored. We decided to go into my room and convert it into a small haunted house. Two would go in and decorate it how they wanted to, put a dark curtain over the window, move the bed on its side to serve as a wall or someone hides under it, and loud music. It’s amazing how creative we all got with it since my room was very small. Anyway, my sister and one of my nephews went in and moved things around and the rest of us waited for less than a minute or so and we went in to be scared. We all did it more than once. Eventually, it was my niece and my turn to go in to decorate.

She and I entered, shut the door, and locked it. We started moving things around, and removed the curtain from the window to readjust it, and grabbed a bunch of my clothes and threw them on the floor so one of us could hide under it and jump out. The plan was to be done with it in two minutes, but it was the one time she and I were alone so I decided to take advantage of it.

It didn’t take long for me to grab her and kiss her; like always, she would kiss me back. I reached under her shirt and grabbed her breasts. I then told her to lay down on the pile of clothes. I unzipped her pants and pulled them off, followed by me taking my pants off. I climbed on top of her and put my cock inside of her. I began thrusting into her quickly, knowing we didn’t have time, but, in that moment, I didn’t care. I was just enjoying how she felt. She held me at my waist and moved her hips up to meet my thrusts.

Suddenly, we heard a knock on the door and she and I stopped and looked at the door. The knock was then followed by her little brother asking us if we were done setting up. I said, “Not yet.” We heard him walk back to the living room and I resumed fucking her. I leaned down to kiss her and she held onto me. As I was fucking her, I was wanting to finish quickly not because the rest were waiting for us to be finished setting up, but I didn’t know if she was comfortable lying on the lump of clothes. Another knock came at the door. I didn’t stop fucking her and we heard her little brother again asking if we were ready yet. I told him, “We’re almost done.” We heard him walking back to the living room. I continued fucking her. I picked up my pace, knowing that I just wanted to cum. Again, I didn’t know if she was comfortable on the pile of clothes or if she was even wanting me to keep going. She continued holding onto me; our eyes locked onto each other. I felt the buildup nearing. Then another knock that was followed by her little brother asking if we were done yet. I didn’t stop fucking her, our eyes still locked, and I was about to answer when she looked at the door and shouted at her little brother, “Damn, fucking wait! We’ll be done in a bit!” She then looked back up at me. That’s all it took for me and I felt the buildup so I pulled out and came on the pile of clothes and the rest on her thigh. We kissed for a few seconds and I got off of her and we got dressed quickly. The whole thing felt like it lasted forever, but it lasted, probably, 7 or 8 minutes. We finished what little decorating we had to do, which was one thing, and we told them they could come in. None of them knew what we had just finished doing in my room.

As I stated in other confessions involving her, she and I fucked for several more years; it’s been another several years since we fucked. We moved to different cities and she was in a happy relationship with her kids and boyfriend of several years. She and I still talked occasionally, but it was never more than 5 minutes.

Notice how I said she WAS in a happy relationship. I recently found out that she stays at work really late since most of her coworkers quit due to Covid concerns so she, along with those who remained, had to go in early and stay late. Her boyfriend thought she was lying and accused her of cheating each time she got home just wanting to sleep. She got tired of it and so she finally left him. I’m waiting a bit before I text her and casually invite her to travel here and hang out with me for a weekend. I know it’s been years since we fucked, but I know that she wouldn’t say no.

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# 48748 - by Inferno_242 / January 2, 2021
- True Sex Confessions -
Straight Male / 29

A Memorable Pay Back

Around the ending of Spring 2016, I had been browsing an app late at night. It didn’t take long for a girl to post. The post asked if anyone was able to get her a bottle of liquor and she would pay the buyer back in any way. The profile stated that she was 18. I was hesitant at first because I didn’t know if she was serious about it, but I was horny so I decided to message her. She responded right away and we talked about me getting her what she wanted. I asked her for her picture and she sent me a bathroom selfie. In the selfie, she was wearing a white, button up shirt with the first three buttons undone so you could see just the black bra she was wearing, covering some nice breasts. She had dyed, blonde hair and had a bit of meat on her, but she was cute, especially with her black framed glasses.

I went to the store and bought the bottle she asked for. She gave me her address, which was a 15 minute drive. I got to the area and it was in a developing neighborhood. I would say that 90% of the houses there were under construction. I park down the street from where the girl’s address was and told her I was there. She soon walked out and to where I was parked; she looked the same, other than her hair color – this time it was brunette. We greeted each other and I was about to mention the bottle, but I decided to give it to her after she asked for it. Interestingly enough, she didn’t ask for it right then and there. I asked her where we could go to have her pay me back. She suggested that we could go into any one of the houses under construction, but I told her we could go back to my place. She hesitated, but agreed to it. We drove back to my place and talked for a bit. She said how she was going to a party, which is why she wanted the bottle. I asked her what she did for work and she said she worked as a delivery driver.

We got back to my place and headed to my room. I sat on the edge of my bed while she climbed on top of it. She seemed shy when we first met, so I figured I would take it slow. I turned to talk to her a bit more, but I saw her crawling towards me with a cute smile on her face. From there, I knew she wanted it so I grabbed her face and kissed her. She kissed me back deeply. It didn’t take long for our clothes to come off. She climbed off the bed and got down to suck my cock as I sat on the edge of the bed. She kept it up for about three minutes – stroking it and licking the tip then moving down to my balls and licking up. I picked her up and put her down onto the bed and I ate her pussy for a good while and she moaned in a shaking tone. I then climbed on top of her and put my cock inside of her pussy. I didn’t wear a condom; I figured I would pull out if she wanted me to. I fucked her, thrusting harder and harder into her. She held onto me and kissed my shoulder as I did. We kept this up for a few minutes then I pulled out and flipped her over onto her stomach. She stuck her ass in the air and I shoved my cock back into her wet pussy. I reached around to grab her breasts and continued fucking her. Suddenly, I felt her moving to meet my thrusts so I leaned back and watched her ass bounce off of my pelvis, my cock going in and out of her pussy. She moaned, “Fuck, daddy. You feel so good.” I rubbed her ass then slapped it, telling her to keep going. She kept it up for about another minute until she said, “Daddy, fuck me.” So, I grabbed her waist and thrusted hard and fast into her, the sounds of her sloppy, wet pussy echoing in the room. I moved one of my hands up to her hair and got a handful of it, pulling it hard, and continued my thrusts. She let out a hard moan and said, “Yes, daddy, hurt me.” I pumped in and out of her, trying not to cum. I kept it up for less than a minute until I slowed down and pulled out. I flipped her back onto her back and put my cock inside of her. I fucked her hard again as she held onto me. I picked up my pace and felt the buildup. I remembered that I didn’t have a condom on. I then asked her if she was on the pill. She said that she was and said, “Fill me, daddy. Fill me.” It didn’t take long for me to stiffen and feel my cum shoot deep into her pussy. She wrapped her legs around me as I bent down to kiss her. After, we got dressed and were back on the road to her place.

We were heading down the freeway and she said that her friend had blown up her phone, asking her where she was because she was ready to go to the party. She told her friend to wait at her house and she would be there soon. We got there and she got out of the car and was about to walk away, but I reminded her about her bottle. She returned to grab it and she said, “Thanks for the bomb ass sex.” I watched her walk away to her house, knowing she was full of my cum, and I left. A few weeks later, I followed her on snap for a few months and saw her posts about moving and meeting her boyfriend, whom she later married. The last time I was on snapchat, she had dyed her hair blonde again.

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# 48586 - by Inferno_242 / December 25, 2020
- True Sex Confessions -
Straight Male / 29

The College Athlete

In early 2016, I had connected with a 19 year old college student; we chatted back and forth for a few days. She stated that she was bisexual, but that her and her girlfriend were taking a break. She also said that she was attending school on a basketball scholarship.

Somehow, we ended up talking about sex. She said that she had only been with two guys and her girlfriend, and, other than that, she didn’t have time to look for another person to be in a relationship with since she was busy with school, homework, and basketball. Boldly, I asked her if she would mind if we met and it led to more. She knew what I meant and replied that she wouldn’t mind since it had been a while since she had sex. I then asked her if it would be a one time thing or ongoing. She replied that we could make it an ongoing thing so long as I understood that she may or may not ask me to help her out with funds. I told her that I didn’t mind.

It started with me heading over to her place one night when her roommates weren’t home. I climbed up the steps to the second floor and knocked on the door. She opened it and let me in. Now, I knew what she looked like before meeting, but she looked better in person. She stood about 5’7”, black hair done in a bun, thin, tan, with B cup breasts. She wore a grey shirt and tight shorts. She led me to her room. She stated that her roommates weren’t going to be home for another two hours. She spoke in a soft voice, almost shy. I grabbed her and kissed her. She kissed me back and I took her shirt off and took her breasts into my hands. We made out for a while and she held onto me tightly. I pulled her shorts down and I was leading her to the bed, but she stopped me and got onto the floor. Her bed had her homework and laptop on it, which she didn’t want to move out of the way. I took my clothes off and rubbed her pussy then began licking her clit. She let out short breaths and put her hands flat on the carpeted floor. I did it for a while till I decided to climb on top of her. I put the condom I had on and was about to put my cock in, but she grabbed me and kissed me deeply. While she kissed me, I put my cock in slowly and she moaned as each inch went inside of her. I stopped kissing her and thrusted into her in a steady rhythm; she held onto me. I started picking up the pace and she tried suppressing her moans. As my thrusts got harder and faster, the sounds seemed to echo throughout the room and even made a thumping noise on the ground, which I’m sure the neighbors downstairs heard. She held onto me and whispered, “You’re so big.” Honestly, that surprised me so much that I almost stopped and told her that she didn’t need to lie. Personally, I don’t consider myself big, just average. Either way, I kept fucking her till I came hard. After, we got dressed and I left.

The next day, we texted back and forth again. I did ask her about what she had said and she stated that the two guys she had been with were small so she never cared for the sex with them. I told her that I wanted to get together with her in a couple of days and she said that I was always welcome to go see her. She did ask over and over if the condom stayed intact. I told her that it did, but she was still worried that it didn’t and she was going to get pregnant. She calmed down eventually.

Three nights later, I texted her and told her that I wanted to see her. She responded that I could head over in two hours since she had barely gotten home from basketball practice and she had to get homework done. She also mentioned that her roommates were home so we would have to fuck in my vehicle. Two hours later, I was in the complex parking lot waiting for her. I parked in the front office area and it was pitch black there. You could see anyone in their apartments, but they couldn’t see you. She texted that she was heading over. I got in the back seat and she came. She wore a white shirt and shorts. I expected to talk for a bit just to get her comfortable, but she had other things in mind. I turned and put my keys on the front seat and I turned to her grabbing me and kissing me. I kissed her back and reached under her shirt to grab her breasts again. My hand then moved down, expecting to reach inside of her shorts, but I found that she had already taken her shorts off. I pulled my pants down immediately, put a condom on, and pulled her on top of me. She sank down on my cock and rode me like a pro for about three minutes. She then got off of me and laid down while I got on top of her and began fucking her; she was very wet. She rested her hands on my shoulders and moaned as I went in and out of her. We kept this up for quite a while, rocking the vehicle back and forth. She then whispered to me, “I missed you... and that dick.” I thrusted faster and it didn’t take me long to cum, as her pussy tightened around my cock. I stayed inside of her and sucked on her breasts till I got soft and I pulled out. We kissed, got dressed, and I left as she went back to her apartment.

For four months, she and I would meet and fuck. We knew we weren’t in a relationship and never would be, but we enjoyed our arrangement. What I really liked was that I could text her whenever I wanted and tell her I’m going to head over that night to fuck her. Sometimes, she would tell me to wait an hour or two because she was doing homework or had basketball practice. However, she never said no to me going over, even if it was last minute late at night. A few times, she would text me and ask me to go over because she missed me. Often, I would head over, and I would sit in the back seat while she rode me for several minutes, even as the complex security guard was doing his rounds. It ended because she transferred to a different school hundreds of miles away. She also had gotten back with her girlfriend. We lost contact after that. I enjoyed those four months and all that sex.

And, in case anyone is wondering, I mentioned in the beginning that she said she may or may not ask for funds. She did, but during those four months, she only asked for $40 altogether. Best $40 I’ve ever spent.

2
# 48519 - by Inferno_242 / December 20, 2020
- True Sex Confessions -
Straight Male / 29

Drunk Stranger

A few years ago, I had been chatting with a college girl named Lisa for about a week. We didn't know anything about each other, but we both knew what we wanted. We picked a night when we would both be available. The only night that worked for her was on a weekend, and on a day when I was leaving town to visit family. I told her that I would be back later that night and we could get together.

I left town and spent time with my family. I texted Lisa and asked her if we were still on for that night and she said we were so I was eager to get going. I left my family's at a pretty late hour and I didn't get back to town till late due to the long drive. On the way, I texted Lisa and asked her if she was still up for meeting because I was on my way back to town. She texted back and said that she was out with her friends, but she would head home in a few minutes.

I get back to town and I'm tired. I thought of just heading straight home and rescheduling, but I didn't want this opportunity to pass me by so I texted Lisa again and told her I was back in town. She gave me her address and said that she would be waiting. By this time, it was almost 1AM, but I made my way to her place. Finally, I made it outside of her apartment complex and I found a place to park, which I wasn't sure if I was supposed to park there or not. The parking spaces were unusual.

I texted her and told her I was there. She didn't text back. I waited for about four minutes then I texted her again. No reply after a while. By this time, I'm tired, but I decided to call her. She answers and sounds tired, but she says that she's heading out to meet me. She stays on the phone and eventually finds me parked. She's wearing a pink spaghetti strap tank top and blue jeans. She gets in the vehicle and tells me that she's drunk and almost passed out while waiting for me. She also said that her roommates were home so we couldn't go inside. We get into the back seat.

I take her pants and panties off. She lays back and spreads her legs. I eat her out for quite a while. She moans and runs her fingers through my hair. I then unzip my pants and pull them down, put a condom on, and insert my cock. She holds onto me as I thrust into her. I pull her tank top down and expose her breasts then proceed to suck on her nipples. I keep this up for a bit until I decide to grip her waist and fuck her furiously. She moans as I grunt, the vehicle rocking back and forth, no one outside at this hour so I'm really fucking her. I thrust and thrust as she moans and holds onto my arms. We keep this up for a few minutes until she tightens around my cock and lets out a harsh breath. Knowing she came on my cock just gets me going and I pick up the pace and keep going till I cum. After I cum, I stay buried in her till my cock softens then I pull it out and I sit back. She lays there and catches her breath. We both stay in the back seat for a bit then we both get out pants on. She kisses my cheek and thanks me for the sex and then she heads back to her place. I head home and go straight to sleep.

A few days later, she and I texted again. We met up one more time, but we didn't get to fuck. A few days after that I was browsing social media and she was a friend suggestion. I clicked on her profile and I saw that she was in a relationship and had been for over a year. I browsed her pics and I saw one of her wearing the pink spaghetti strap tank top and blue jeans. The picture was taken before she went out with her friends that night we fucked. What made the picture even better was seeing her boyfriend react to it, not knowing that some other guy got to fuck her that night instead of him.

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# 48368 - by Inferno_242 / December 8, 2020
- True Sex Confessions -
Straight Male / 29

Girl I Met

A few years ago, I was on an app before a lot of bots and scammers invaded. I was 26 at the time and browsed it often, talking to various women. I chatted with this one 17 year old girl, named Kim, for a bit till we decided to meet up one night. She was at the mall with her friend, but she wanted me to pick her up so we could hang out together for a bit.

It was dark and I picked her up and took her to a place that was just off the main street and near a hill where no one ever went to. We talked for a bit then we fucked. I took her back to the mall, where her friend was waiting. The friend knew we fucked, but she didn’t care.

A few weeks later, while I was at home, she texted me and said that her mom, stepdad, and little sister left to a relative’s house for the night and if I wanted to come by. I decided to head over to her place. Got inside and we sat on the couch just talking; some anime was the tv. I then pulled her onto me and pulled her shirt off; she had some big breasts for a 17 year old. We then went to her room and fucked. As I was fucking her, I couldn’t help but think about her mom and stepdad who were miles away not knowing that Kim had let an older man into their place and now she was getting fucked. I came on her breasts. She had wanted me to spend the night, telling me that her family wouldn’t be back till later the next day, but I had work the next morning so I left.

About a week later, she texted me and told me her family wasn’t there for the night again. I went over and fucked her ass on the living room floor. After we got dressed, we sat and talked for a bit. She wanted me to stay, but she didn’t know when her family would be back the next day.

We fucked a few more times after that. I even started talking to her friend that I had met at the mall that first time. She wanted me to fuck her, but we never got to do it. The next few months were wild. Kim enjoyed sex and would get fucked by other guys, even going as far as getting a train ran on her in a hotel room. She would send me pictures of her sucking her friend’s breasts. She would text me and tell me about a married guy she started fucking, even telling me that she wore a skirt to go see him, but his family was home so he told her to wait in the alley so she did and he came and fucked her behind the dumpsters, came in her, then went back to his family. And I remember texting her and she sent me a picture of her naked and lying on a couch. I asked her where she was and she said that her and her friend were at a guy’s house. Her friend was in the room with the guy getting fucked and she was waiting for her turn. After a while, she sent me a video of her pegging the guy’s ass.

She and I fucked a few more times after that. Once she turned 18, she got with an ex and we stopped talking as much. Occasionally, she’ll still text me, but she’s not as wild as she was before. She’s no longer friends with the other girl since she tried to get Kim’s stepdad to fuck her and he told his wife. Kim’s not as wild as before, but she and I still talk about getting together to fuck. Hasn’t happened with everything going on, but we’ll see where it goes.

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# 48263 - by Inferno_242 / November 30, 2020
- Evil Thoughts and Deeds -
Straight Male / 29

Long Lost Blog

A few years ago, I had an account on a blog that I didn’t post on. I just created it to look through the content others were posting. It didn’t take long for me to come across various users who posted their sexual conquests and such. Many kept anonymity, or put their faces out there for all to see because they loved the attention. Saw a woman who loved showing off in public with her husband, and asked for anyone in the area (who was big) to meet up and fuck her while he filmed and took pictures. Another woman who enjoyed cucking her husband, a college student who did sexy cosplay, a single mother who enjoyed pleasuring herself or having her friend fuck her, a woman who wanted to be bred, and so many other kinds of woman and couples.

I had come across this one particular young woman who was 18 years old when I started keeping up with her blog. She looked like your typical shy, quiet type, but a total tease when she was alone. She lived at home with her parents, but she loved showing off her body in her room. She would post pictures of her wearing a sexy outfit or nothing at all, and she would tell of how sexually frustrated she was in that moment. Initially, she didn’t post her face since she was 17 when she started her blog, but then she decided to show her face after she turned 18.

It wasn’t long till she posted that she had started dating a guy in his 30’s. She said that she had fallen in love with him and wanted to spend the rest of her life with him. He didn’t mind sharing her so she wanted other guys to fuck her, too. Others would ask her about her relationship, like how they met, how the sex was, and if she wanted him to get her pregnant. She had responded that he had given her the tattoo she had above her pussy and they got together after that, she also said that the sex was great and posted a video of her getting fucked, and she said that she wanted him to get her pregnant, but he had a vasectomy done so she was upset about that. I kept up with her for a year; countless pictures. During the early year that I had started keeping up with her, she complained about high school and homework and how she just wanted to see her boyfriend so she could get fucked. Eventually, she graduated and was happy about it.

One day, a guy posted on her blog that he knew who she was. They had gone to high school together, and he mentioned the name of the class and teacher. Initially, she laughed about it since she didn’t know someone from her high school was keeping up with her. She still posted pictures, but slowly removed her face from them, as well as her videos. And it didn’t take long before she deleted her blog entirely. However, I managed to save a couple of her pictures and the video of her getting fucked.

Nowadays, I still look at those pictures and the video; they always get me going. A few months ago, at a job I used to have, I worked with a girl who was 18 that looked like the girl from the blog, with slight differences. If she and I were in the breakroom together, I’d be slowly stroking my cock through my pants while she was sitting a few tables away on her phone. I would imagine violating her in the breakroom, on the tables, her enjoying it. I imagined it and, since she looked like the girl from the blog, I’d hear the girl’s voice saying what the other says in the video: “Fuck that little teenage pussy with that grown man cock.”

Since it’s the giving season, if anyone would like to see that video, comment your kik and I’ll happily share it. It’s a shame she no longer has her blog up. Or that I didn’t save her other pictures; she was one of my favorites.

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# 48216 - by Inferno_242 / November 27, 2020
- True Sex Confessions -
Straight Male / 29

After Work Relief

Early 2019, it had been about a week and a half since I had seen Angelica. She and I had differing work schedules; she worked at her job from 8am to 6pm on the weekdays, while I worked at mine from 6pm to 2:30am on differing days. I had wanted to go over to her place again, but she was either busy, too tired, or with family.

One night, I was enjoying my shift because I would be closing earlier than 2:00am. This night, I would be closing at 12:00am. While I carried on with my shift, I texted Angelica and asked her what she was up to. She texted back and said that she was just at home with her cat. I asked her if it would be okay if I went over to hang out. I knew that she knew what I meant by that and I expected her to say that she was just wanting to relax that night, but she texted me back not long after and said I could go over. I was even more eager to close early. Now, I don't care for condoms; I prefer to give nice creampies, but I'll wear them if I have to. I didn't know if Angelica was on birth control so I asked her if she had condoms or if I should get some. She texted back and said that I would have to get some. Next, I asked her if she was on birth control and she replied that she wasn't. I told her that I was working, but I would be off by 12:30am. She said that that was fine and she would wait up for me.

12:00am came and I never closed so fast before. I texted her and told her I was leaving work; she texted me back and said that she was still up. It took about 30 minutes to get near her place. I looked for a gas station so I could get some condoms. I found one just down the street from her place. Just then, she texted me and asked where I was because waiting was getting her sleepy. I told her that I was just down the street at the gas station and I would be there in less than five minutes. I got the condoms and got to her place. I got to her apartment and knocked on the door.

Angelica opened the door and I saw that all the lights were off. She hid behind the door a bit and let me in. I walked in and it was pitch black and it took a while for my eyes to adjust. She asked how I was and I told her that I was good, just glad to be off of work. I then asked her for some water. We went to the kitchen and she gave me a glass of water. My eyes were slowly adjusting to the dark, but I still couldn't see that well. It didn't cross my mind to ask her why it was so dark. She told me that she was close to just texting me and telling me that she was going to sleep, but I had said I was down the street so she waited. We stood in her kitchen and talked while I drank my water. She said that she and her girlfriends had a small party the past weekend with decorations that she hadn't taken down yet. I had finished my glass of water and we continued talking. It was around this time that my eyes adjusted completely and I could make out the decorations hung up that she had mentioned, and I saw her black cat walk past me. I had been looking at her the whole time while talking and it took me till then to realize that she was wearing a gown that was open. I kept looking at her while she talked, trying to take in her figure and what she was wearing, but I couldn't see as much in the dark. It took a few more minutes, but then I realized that she wasn't wearing anything besides the gown. Instantly, I got harder than I already was. I asked her if she was dressed (or not) like that for me. She laughed and said, "This is how I always am when I'm alone and about to sleep." And I then understood why it was so dark.

I put the glass I had been holding down and I grabbed her, pulling her towards me. I turned her around and held her against me. She laughed a little and said, "You're so random." I opened her gown even more and moved both of my hands up to her breasts, massaging them softly. She moved her head to the right and I kissed her neck. I then moved my left hand down past her stomach and between her legs. I moved my middle finger up and down her pussy then put pressure on her clit, rubbing it. By this time, her breathing had changed and she leaned her head back onto my right shoulder and moved her left hand up to hold onto the back of my head. So there we were, standing in her kitchen with my left hand rubbing her clit and my right hand holding onto her right breast. She let out soft moans and continued to lean her head back.

By this time, my cock is trying to break free so I unbutton, unzip, and push my pants and boxers down. I then lift the back of her gown up, exposing her ass; I run my right hand over her ass and I pull her back against me, making sure my cock is between her ass cheeks. I resume fingering her clit and massaging both of her breasts, continuing to kiss her neck. At this time, she slowly moved her ass around my cock. I rub her clit even faster and she moved her ass faster and moaned. She then stopped and turned around to face me. She grabbed my face and kissed me; I kissed her back. I pulled her close to me and my cock was pressed against her body. She then broke off the kiss and we both headed to her bedroom; it was only fifteen steps away. During the short trip, I took off all of my clothes and left them behind one by one - my shoes and socks in the kitchen, my pants and boxers in the living room, and my shirt in her bedroom doorway.

We got into her room and we resumed kissing, moving towards her bed. We somehow moved to where the bed was behind me. I had the thought that I could sit down and make her suck my cock, but she had something else in mind. Without a word, she broke off the kiss and pushed me back onto her bed. She then climbed on top of me. She grabbed my cock and lined it up to her pussy. I didn't have the condom on and I didn't know if she was really going to put my cock in or tell me to get the condom on first. I didn't wonder long as she put the head of my cock in and sank down; I could feel her wetness. She rode me as I grabbed her waist and held on. I tried not to think of the sensation, but feeling her ride me, seeing her ride me with her tits bouncing, while she was still wearing her gown, it took a lot to not cum right then and there. Her breaths were shallow and then she said, "Do you like it?" I told her that I did. She continued to ride me then she asked, "What do you like about it?" I was at a loss for words because I was trying to focus on not cumming, but I told her that I liked how amazing her pussy felt. She moaned and kept riding me. I reached up and grabbed her breasts. She then leaned down, her hands placed on the bed to the left and right of my head, then she started shaking and moaned. She stopped moving for a few seconds and then moved her hips a few more times. Now, I had wanted to say, "You came like a good girl", but I was lost in feeling my cock buried in her that all I said was, "You came..." She must've thought it was a question because she said, "Yeah, I did."

She then got off of me and I climbed on top of her and kissed her. It was my turn to fuck her, but I figured I should get the condom so I got off of her and went to the living room and grabbed the condom out of my pocket. I got back ..(continue confession)

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# 48181 - by Inferno_242 / November 25, 2020
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