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- True Sex Confessions -
Straight Male / 29

The Freeway

In my last confession, I told of my ex who really liked my kisses. This confession involves the same ex and takes place a couple of months from the last confession.

She and I hung out all day. Out and about, we did various things. As stated before, she was 19, very shy and vanilla. However, once I kissed her, she would cling to me and do whatever I wanted. We had been out almost all day, and as the evening approached, we ended up standing by my parked vehicle. I grabbed her and kissed her. I kissed her softly then intensely then back to softly. She gripped onto me and pulled me close. I grinded against her as she moaned. Suddenly, she grabbed my face pulled away and said, breathlessly, "Let's go back to your place."

Back at my place, she was on her back and taking my cock into her pussy. I had her legs on my shoulders and pumped hard and fast into her as she covered her mouth in an effort to stifle her moans. I grabbed her face as I pumped into her then grabbed her breasts. By this point, we had been fucking for over half an hour, I told her I was close. She removed her hand from her mouth, held onto me and said, "Yes, cum inside me, cum inside me!" I pumped hard and came deep inside of her. I stayed in her for a couple of minutes as I kissed her. She kissed me back, holding onto my face. Finally, I pulled out and laid on my back. She put her arm over me and we rested, catching our breath and talking. Ten  minutes later, we decide to get dressed so I could take her home.

Getting to her place took, roughly, forty minutes. A majority of it was spent on the freeway. As I was driving to get to the freeway, we talked about random things. It was just a regular drive I did with her so nothing out of the ordinary. We approached a red light. Once in a while, she liked red lights because it meant she could ask me to kiss her. This was no different so we kissed; I held her face and gripped my shirt. Thankfully, the red light lasted a while. Once it turned green we continued. It was at this time she let out a playful, frustrated sigh. I asked her if she was okay - knowing the answer. She replied that the kissing just got her excited.

It was after hearing her say that when I began rubbing the inside of her thigh. She didn't stop me. I then stopped rubbing her thigh and said, "I want you to rub your clit." She asked if I was serious and I told her I was, further explaining that it was dark and no one in the other vehicles would see her. I expected her to say no, laugh it off, or be hesitant, but she surprised me by taking her shorts and panties off. She adjusted the backrest a bit and began to rub her clit. We got to a red light before the freeway and a vehicle was next to us, but not lined up. She stopped a bit and I told her to keep going because they couldn't see anything. She continued. The light turned green and I got onto the freeway. I rubbed her inner thigh once again as she rubbed her clit. I passed vehicles, vehicles passed me, she continued rubbing her clit as I continued to rub her thigh. She was enjoying the feeling and the experience; as I rubbed her thigh, I could feel the vibrations being caused by her playing with her clit. She moaned softly. I encouraged her and told her she was a good girl, knowing she liked when I talked to her like that. After a few minutes on the freeway, we approached a tunnel. We got closer and closer to the tunnel. My fingers lightly moving across her soft thigh, her moans escaping her lips, her head back and eyes closed as her fingers worked. She moaned again and said, "Daddy, can I cum?" I continued rubbing her thigh as I replied, "Yes, cum for me. Cum for daddy like a good girl." By this time, we got into the tunnel. She rubbed her clit furiously and moaned breathlessly. As we approached the end of the tunnel, she stopped making any sounds - no moaning and no short breaths. This was followed by her letting out a loud moan and moving her hips as she continued to rub her clit. We had exited the tunnel and she continued rubbing for a few more seconds, her rubbing decreasing in speed. I rubbed her thigh and told her she was a good girl. I then moved my hand from her thigh to her clit. I lightly rubbed her clit, which caused her to jump a bit due to her clit being sensitive. I then ran my finger along her slit and put my finger into my mouth, tasting her. She then held my hand and rested her head on my shoulder a bit as I continued driving.

As we got closer to her place, she put her panties and shorts back on. Once we got to her place, we kissed and said goodnight to each other. She went inside of her apartment and I made the trip home.

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# 57588 - by Inferno_242 / March 30, 2022
- True Sex Confessions -
Straight Male / 29

Seductive Kiss

I had an ex once who was very vanilla, too shy, and very self-conscious. During the times I tried being intimate she'd push me away or give in a bit then say we couldn't do anything more. I wasn't bothered by it because I was always teasing her and initiate it when we were about to go out. Of course, we did have sex, but not frequently or spontaneous.

One day, while I was at her place, we were deciding on where to go to grab a bite to eat. We just planned to get it to go and return to her place. After 20 minutes, we finally decided on a place. We were about to leave when I decided to tease her. She went into her room to grab her phone so I followed her and I grabbed her ass and spanked her. She tried swatting my hand away while laughing a bit and telling me to stop. She was then about to leave her room, but I grabbed her waist and pulled her towards me. She wrapped her arms around my neck and we began kissing.

To describe her, she was 19, 5'8", average body, glasses, and was wearing a blue shirt with black sweatpants. Her hair was brown, long, down and brushed.

Normally, she and I would kiss for a few seconds then she'd pull away and we'd go on our way. However, during this particular kiss, a thought occurred to me. A few weeks prior, she had said how she really liked how I kissed because it felt sensual and intense. She also added how she really liked how I held her face in my hands. It wasn't anything special, it was just how I always kissed previous girlfriends or hookups. However, thinking of her words, I decided to continue kissing her, switching between slowly kissing her and increasing in intensity. I had one hand on her waist and the other holding her face. I wanted to see how long I could keep it up in this manner before she said we were going to leave.

We had been kissing for four minutes. Our lips enjoying each other, our tongues dancing together every so often. I continued switching between slow and intense. I held her waist with one hand in such a way that told her body I didn't want to let her go so easily. I held her face as if to say that I was enjoying her on my lips and didn't want it to end. During this time, her arms had moved from around my neck to my chest.

As I was kissing her, she slowly pulled away. I looked at her, expecting to see her smile and walk out of the room. Instead, without saying a word, she slowly pulled away, eyes locked onto me with no emotion on her face. She then pushed her sweatpants down, turned, and bent over her bed. Though in shock about her doing this, I immediately got behind her, undid my pants and pulled my hard cock out. I aimed it at her entrance and slowly put the head in as she moaned softly. I steadied my feet and, without warning, I rammed the rest of my cock into her pussy. She let out a light squeal, I pulled out just to the head, I rammed it back in, and she let out another light squeal. From there, I began to fuck her. Her head was face down on her bed and she was using the bed to cover her moaning. Her hands were gripping the bed sheet. I reached under and around her shirt and grabbed her breasts, pinching her nipples, as I continued fucking her. I then had one hand on her waist and the other hand was soon grabbing her hair and pulling it. She moaned hard and began to push herself towards me as I pushed my cock into her. I pushed her head down onto the bed and I leaned against her. I grabbed both of her hands and she held onto my hands as I kept fucking her. After a while, I then grabbed her waist and pumped harder and faster into her. It was during this time that she finally spoke. She moaned and said my name followed by, "...it hurts so good." It had been several minutes since we started and I kept it up for another three minutes before I told her I was going to cum. She then said, breathlessly, "Yes, cum inside me. Cum inside me!" I gripped her waist tightly and I shot my load deep inside her. She moaned as she felt my cum. I pumped several more times to make sure I emptied into her completely.

I rested on top of her for a minute. I then pulled my cock out of her pussy and stood up to pull my pants up. She then pushed herself up. I grabbed her sweatpants down around her ankles, along with her panties, and pulled them up around her waist for her. She thanked me and wrapped her arms around my neck and we kissed again. This kiss lasted about 15 seconds and we both stopped and said we had to leave to get some food so we did.

From then on, I would make sure I gave her my way of kissing. It never failed to get her out of her shell. Every single time, she would melt in my hands and do whatever I told her to and let me fuck her whenever I wanted to. Unfortunately, she was getting too busy with school and I had moved for work so we ended it. We enjoyed it while it lasted.

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# 57516 - by Inferno_242 / March 26, 2022
- True Sex Confessions -
Straight Male / 29

Being Sneaky

A few years ago, I had been seeing a girl on and off. I was at her place one night and we were watching TV in her room. It was just her and her mom there for a few days as her dad had gone on a trip for the weekend.

So, she and I are sitting there and talking while watching whatever was on tv. Her mom was two steps away and in her bedroom watching TV while on the phone. As the girl and I were sitting there, I was honry. Of course, nothing could be done about it since the girl's mom usually walked into her room at random times just to talk about the most boring things.

I don't remember what led up to it, but I remember the girl and I ended up making out. Obviously, she was scared her mom would walk in, but she was also turned on. We made out for a very hot minute, me feeling up her breasts as she lightly moaned, until I couldn't take it anymore. I listened and heard her mom still on the phone and, without saying a word, I grabbed the girl and pushed her down to the ground, turned her over, pulled her shorts down, undid my pants, pulled my cock out, shoved it into her already wet pussy and began fucking her hard and fast. I gripped her waist as I pounded away and she tried covering her mouth to keep from being loud. Watching her ass bounce off me with each thrust, hearing her mom on the phone, knowing she could walk in at any second, her thinking her daughter and I were just watching TV when, really, she was getting fucked just two steps away, I came so much inside the girl's pussy. I probably lasted not even two minutes in her - the fastest I've ever cum. Once I emptied in her, we immediately got up and fixed ourselves then went back to watching TV. A few minutes later, her mom walks in and talks about who she was talking to.

For the next two hours, we continued watching TV and talking. Finally, it was time for me to head home. So I told her I was leaving and she was a bit disappointed. She said she'd walk me out. As we left her room, we heard her mom talking on the phone again.

We got to the kitchen and I grabbed her, pulled her towards me, and we started making out again. I got hard again. I knew she wouldn't let me fuck her again because she was already sure we used up our luck for the night with not getting caught earlier by her mom. So I had the thought of stroking my cock and cumming on her pussy. As I was kissing her, I pull her shorts down mid-thigh and pulled her panties towards me. I then took my cock out and began stroking it. She didn't protest and continued kissing me back. After a few minutes, I felt myself getting close and I told her. To my surprise, she suddenly got on her knees and opened her mouth. Seeing her like that got me going even more and I pushed my cock into her mouth and I began to fuck her mouth. She grabbed my legs and held on. After a couple of minutes, I finally shot my load into her mouth. I tried as hard as I could to stifle my grunts, but it was made difficult when she swallowed my load and then took my cock in her mouth again and began swirling her tongue around the head. I let her do it for a few seconds then I picked her up and kissed her. She had a devilish grin on her face. We made out as I pulled her shorts back up for her and spanked her ass. We then decided to head outside. We could still hear her mom on the phone.

We talked a bit more then we kissed again. I finally got into my vehicle, we said goodnight, and I headed home.

2
# 57456 - by Inferno_242 / March 23, 2022
- True Sex Confessions -
Straight Male / 29

Apartment Guest

In December 2016, I had been hooking up with a 17 year old. She and I would get together and fuck like animals. It was a fun arrangement. We always fucked at my place because she still lived with her parents in their apartment.

One night, she and I were exchanging texts when she said she was bored at home. I then made my way to her place and told her I was there. She was surprised but happy. She said her parents were visiting her aunt and uncle down the street and I could go in for a bit. I just expected to sit outside in the vehicle and chat with her, but I didn't expect her parents to not be there.

We went to her room. Before long, her parents got back. I had no plans of leaving and the girl didn't want me to leave so I hid in her closet. Her mom came into her room and just started talking about random things. Suddenly, she mentioned how she had cleaned the girl's closet and wanted to show her so she reached for the closet, but the girl blocked her and told her she saw it already. Her mom didn't think anything of it so she left the room to go watch television with the girl's dad.

As it got later, the girl's parents went into their room, which was right next to the girl's, shut their door and continued watching TV in there. Meanwhile, the girl and I just sat in her room talking in low voices as her television was playing some random program. We could hear her parents talking about random things. Around 11pm, the girl's parents were asleep. You could hear her mom snoring loudly and her dad snoring, too. We waited about 20 minutes more until we couldn't take it anymore.

I told her to turn the television off and she did. We stood in the middle of her dark room, me taking her clothes off until she was completely nude. She asked me if I would take my clothes off. I did. We stood there naked and started kissing again. I then had her lay down on her bed. I climbed on top of her. She spread her legs and I slowly pushed my cock inside of her. She moaned softly and held onto me.

I started slowly, going in and out, but I began thrusting faster into her. She gripped her bed sheets and tried not to make any noise. Our bodies creating a slapping noise throughout the room, and the bed lightly knocking against the wall with each of my thrusts into her. It was during this time where the thought got to me. I'd never done something like this before - hiding in a girl's closet then fucking her as her parents were in the next room sleeping. As the thought ran through my mind, I felt my urge to cum even greater. I grabbed onto her breasts and continued thrusting, her holding onto me then pulling me to kiss her. It didn't take long for me to shoot my load into her. I stayed buried in her pussy for about two minutes and then pulled my cock out and lay down next to her. She lay her head on my chest and thanked me for going over to see her.

We lay there for several minutes and talked a bit about random things. Her parents were still snoring in their room. Before long, I decided it was time to leave. She didn't want me to leave, but she gave in. Rather than go through the way I came in (she had little dogs in their cage and they bark at the smallest things near them) she opened her window and removed her screen so I could get out that way. Once out, I gave her a kiss and told her I'd see her again later. She smiled and said, "I hope so." I got home and we continued to text each other until we fell asleep. I did sneak into her room late at night through the window two more times that month.

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# 55547 - by Inferno_242 / December 18, 2021
- My Cheating Heart -
Straight Male / 29

Drunk Fun

A couple of years back, I had connected with this girl who lived near me at the time. We chatted and sexted fairly often at night. At this same time, I had a girlfriend. I fucked my girlfriend once in a while, but she was very prudish and the sex wasn't that fun when we had it. To give you an idea, she would say she wanted sex and so we would have sex, but, after sex, she would complain and be upset, claiming that I just wanted her for sex.

So, this girl I had connected with talked about how she would fuck her ex every so often, but she wanted new cock because he just wasn't that good. She then told me how she had been fantasizing about me fucking her. She said how she wanted to let me control her and do whatever I wanted to her for a night. It was during this time that I suggested to her that she get drunk for me when we did get together. She said that she'd happily get drunk if it meant I would actually do whatever I wanted to her. I told her I would. We agreed to get together a couple of nights later.

As she made her way to my place, I was texting my girlfriend. She was complaining about her parents arguing all day and how she was wanting to see me. I thought my plans would change. I told her she could come over if she wanted to, but she said her mom wanted her to go with her to her aunt's early in the morning so she was going to sleep since it was already late at night. After that we stopped texting and I waited for the other girl to show up.

At around 11pm she knocks on my door. I let her in and she's carrying a bottle of vodka and two cans of something. She sits down and says how she got started already and was a bit tipsy (she took a lyft). We talked for nearly an hour as she got more drunk. She then lay down on my couch and was talking about something. During the whole time we talked, my cock was struggling to get free. Finally, i got tired of waiting.

As she was lying there talking, I unbuttoned and unzipped my pants. I waited for her to stop talking. Luckily, I was watching a movie and she got hooked on a scene and stopped talking. I then pulled my cock out, stood up, and stood in front of her, blocking the screen. She immediately saw my cock. Without saying a word, I pushed my cock toward her and she opened her mouth. She took my cock and began swirling her tongue around it in her mouth. She grabbed the base with her hand and moved it in and out. As she did this I reached down and undid her pants. I then shoved my hand into her panties and began rubbing her clit. She moaned and continued sucking my cock for about three minutes or so. She then pulled it out of her mouth and began stroking it slowly. She looked up at me and said, "Take me, daddy."

I took her pants off and she took her shirt off. Her breasts were pretty big and her nipples were nice and hard. I pulled her off the couch and pushed her against the wall. I lifted her right leg up and shoved my cock inside of her. Due to her being so wet, my cock slid right in. She moaned and held onto me as I fucked her. She would kiss me every so often. I kept this up until she said she couldn't stand anymore. I took my cock out and she slid down to the floor. She looked as if she was in a daze. She then tried standing again, but, being drunk, she couldn't get up so she resorted to crawling to the couch. However, I got behind her and shoved my cock back in; she gasped. I began fucking her doggy. I then reached around and wrapped my arm around her neck and used my other hand to squeeze her breasts. As I did this, she moaned loudly. She then got quiet and, suddenly, her body went limp and her face hit the ground. She was snoring for a few seconds. I didn't stop and kept fucking her limp body. Then she suddenly came to and said, "Fuck, did I just pass out?!" I told her she did and she laughed, talking about how it's never happened before. We stopped for a bit as she said she wanted to regain her composure - my cock still inside her. She was catching her breath for a few seconds until I started fucking her again. I pulled her hair as I slammed my cock into her. She screamed and cried that she was cumming. Her body then shook as I held still, feeling her pussy squeeze my cock. I then pushed her off of me. She fell forward and flipped over onto her back. I then slapped her breasts and shoved my cock back inside her pussy. As I fucked her, I looked into her eyes and they rolled into the back or her head and she held onto me. Soon after, her body shook again, her pussy gripped my cock again. After she stopped cumming she said, "You're better than my vibrator. How can you keep going like this?" I don't know why, but I held her close to cover up me trying not to laugh at what she said.

Before long, I felt my buildup and told her i was close. She replied, "Cum in me, daddy." I then shot deep inside of her and collapsed from exhaustion on top of her. She then said, "I'm so drunk. I need another drink. You're amazing. I'm going to sleep good tonight." We then got up off the floor and sat down on the couch. Before long, she was passing out so we went to my room. She fell asleep immediately and I was awake for a few minutes, just feeling her up. I got hard again so I pushed her onto her stomach. I then pulled out some lube I got for the occasion. I put it around her asshole and some on my cock. Before long, my cock was buried in her ass and I fucked her. Her asshole was tight and I fucked her hard and the bed was shaking with each thrust. Finally, I came deep in her ass and collapsed next to her. Before long, sleepiness took over and I feel asleep. The next morning, we woke up. I told her I fucked her ass and she laughed about it, saying that not even her ex was allowed to fuck her ass. She gave me a hug and thanked me for the amazing night and she left.

We talked a few times after that, but she said she was getting back with her ex and she was wanting to get off her birth control so she could have a baby. After that, we didn't speak at all. And my girlfriend and I didn't last long. Her and her parents moved and I didn't want to do a long distance relationship.

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# 55197 - by Inferno_242 / November 30, 2021
- True Sex Confessions -
Straight Male / 29

The Coloring Book

A while back, I had dated a girl for a short time. She was 21 at the time. We went out to a few places together and it always ended with her coming back to my place and getting fucked. We would text often and talked on the phone when we weren't able to see each other.

She was really into anime, tik tok, reading stories made up by people and posted to some site, and coloring pictures on her phone or even coloring on an actual coloring book. Often, we would be relaxing at my place. I would be watching whatever was on tv or Netflix and she would be on her phone looking at videos or reading. If I was horny, I would just begin rubbing her legs and move closer to her pussy. She knew what it meant and would lay back as I took her pants and panties off. Sometimes, she would be on her stomach and watching tik tok videos in just her panties. I would be watching a movie or something and I'd get horny. I would then take my boxers off, pull her panties off, and shove my cock in her. She would immediately start moaning and drop her phone as I fucked her. I fucked her till I filled her pussy. Once I was done, I would pull out and put my boxers back on. She would just lay there for a bit then, once she caught her breath, she would grab her phone and go back to watching her videos. If she was horny, she would show me multiple pictures of anime characters fucking. I would tell her to get on top of me and ride me.if she's horny and she would. Riding me till she came and collapsing on me as I continued fucking her, making her cum again, until I would finally cum.

One day, she came over. I was going to watch the game and she was wanting to just enjoy the day with me. She brought her coloring books over. As I watched the game, she was coloring. She had just finished coloring her first one and was set to start on the next one. I was getting horny, but I wanted to watch the game and didn't feel like moving. I then looked at her and rubbed her back. She turned around to face me, leaned over, kissed my cheek, then went back to coloring. I then pushed my pants and boxers down to my ankles. She looked at me and smiled at seeing my cock. "What are you doing?" She asked, in a playful voice. I told her I wanted her to sit on my cock. She was about to put her crayon down, but I told her to keep coloring as she rode me. She smiled and leaned over to kiss me and then said, seductively, "Is that what you want?" I told her I did and she stripped her clothes off and faced away from me as she sank down onto my cock. She then put her coloring book in front of her on the coffee table and began coloring as she slowly rode me. I sat back and watched the game then watched her ass slowly move up and down on my cock when commercials were on, she got my cock nice and wet the more she rode me. I grabbed her waist as I pushed my cock further in to her each time she sank down. She would continue coloring, changing her crayons every so often, and let out soft, little moans. This went on for about 20 minutes until she put her crayon down, lay back against me, and said, "I'm done coloring." I grabbed her breasts and rubbed them then fingered her clit as she grinded on my cock. She then got up and off of me and lay down next to me, rubbing her pussy. I got on top of her and began fucking her for a few minutes She held onto me and moaned, squirting all over my cock. I didn't last long and fucked her for a minute or two after that until I shot my load inside her pussy. She held onto my face and kissed me. We then got up, got dressed, and I watched the rest of the game as she lay on me and watched her videos.

As I said, we dated for a short time. She was way too clingy. And I mean talking about marriage, living together, and waiting for me to tell her to get off her birth control so she could stop taking it immediately and have kids, telling her family and friends how our lives would be together, and planning our holidays already. And all of this within a month of us meeting each other.

I still think of her once in a while, but just the sex. And I still have the picture she colored while she was riding me. It always takes me back to that day whenever I look at it.

3
# 55139 - by Inferno_242 / November 27, 2021
- Evil Thoughts and Deeds -
Straight Male / 29

Patience

I'm not one to consider myself an expert when it comes to the opposite sex, nor am I one to consider myself as someone who can get all the women and anything I want from them at the drop of a hat. However, I will say that I am patient and it pays off.

I tend to encounter the stubborn women who just like to talk about anything, but will stop talking to someone who asks for nudes or wants to sext. I chat with these women and, after quite some time, I have them revealing their sexual fantasies or confessions, sending me their nudes, and begging to sext with me. I'm often surprised at how they become so willing.

In 2020, I had started up a chat with a 19 year old about a year ago. We talked about anything and everything. She was one who let it be known that she wasn't looking to send nudes or anything like that. And she said how she was tired of chatting with guys and guys pretending to be lesbians asking for them. We had odd times of interaction because she was from India so the time difference was a hassle. Still, we made it work. She said she enjoyed talking to me because I gave her a sense of security and I wasn't forcing her to do anything sexual. I kept it that way until she asked me if I wanted to see her body. I told her if she was comfortable showing me then I would like to see her body. She replied that she was very relaxed and comfortable with me. She sent me a picture of her wearing a t-shirt and underwear. Eventually, the more we talked the more comfortable she had gotten until she was sending me videos of herself rubbing her pussy, showing me her breasts, and even her humping her pillow. We still continued to talk about anything and everything, and she had become so comfortable with me that she was always eager to show me her body and was excited if I liked what I saw. She also revealed to me how, when she was a teenager, she would go to a few house parties and pretend to get drunk and be asleep as her guy friend would fuck her, thinking she didn't know. She said what made it hot was that it would happen when everyone else was drunk and asleep around them.

One day, I got a video from her. In the video, she was on her knees. She showed her face a bit as she bent over to have her ass in the air. I told her I enjoyed the video and she said she wanted to play so we did. A few days later, she sent me a couple of videos of her rubbing her pussy as she was in bed. And the next day she sent me another video of her showing her pussy and breasts on full display. She sent these videos as a signal to me that she wanted to play. A few weeks later, she asked me if I wanted to play again. I told her yes and she asked me what I wanted to see. I told her to sit on her bed and take off her shirt. She then sent me a video of her sitting on her bed - her face in full view. She wore a green shirt. Next, she took off her shirt and had her bra on. She then pulled her breasts out of her bra and massaged them.

This went on for a few months. I enjoyed chatting with her, but the time difference took its toll and we stopped chatting near the end of 2020.

Around this time, I began chatting with another girl who was the stubborn type. She was 21 and had stated to me in the beginning that she didn't want to be sexual. She was pregnant from a random hookup and was mad about him not wanting to claim the baby as his.

We had been chatting for a few weeks when she suddenly told me that she was horny and wanted to show herself off to me. She went on a rant about how I was the only guy she chatted with who didn't keep trying to get her nudes or sext her, and how she felt like I was really nice. She then told me her fantasies of wanting to be bred and controlled, but she couldn't tell anyone else because it was a secret of hers. She then said she was horny all of the time. She soon sent me pictures of her before she got pregnant and during her pregnancy - her nude in almost all of them. I was surprised since I didn't ask for them, but she said they were a g*ft because I was really nice to her. We then exchanged numbers and she wanted to have phone sex so we did quite often. She often enjoyed roleplaying. She would want to have a setting where she was forced and bred.

Eventually, I got too busy with work and we slowly stopped talking about two months before her baby was due.

Despite not having spoken to them, I do enjoy that I did to begin with. It's always a satisfying feeling when I can think back knowing I was able to bring out the naughty side they kept so many others from getting out. They weren't the first and they certainly aren't the last.

1
# 55087 - by Inferno_242 / November 24, 2021
- Evil Thoughts and Deeds -
Straight Male / 29

The Schoolgirl

In 2018, I was chatting with a girl who said she needed someone to talk to. We talked for nearly a week and she said she liked the attention I gave her. From then on, she would confess that she wasn't that pretty. At least, not pretty enough to get attention from any guy at her school, especially when she mostly focused on school and getting good grades.

She was a senior. She was Hispanic, chubby, but cute, and wore black rimmed glasses. She liked to dress nicely, but few ever noticed or cared.

One night, she confessed to me that she was a very horny girl. As in, masturbating every chance she could. She confessed how she was wanting someone to watch her. Naturally, I agreed and so she sent me a video of her rubbing her pussy through her shorts. From there, she wanted to show me more and more. I would wake up and find that she had sent me pictures or additional videos. She said how she really liked being so open with me. Some nights, we would be texting and she would say how she couldn't do homework because she was horny and wanted to show me. I never turned her down.

There were even times when I was busy and she would say she's horny and wanted to show me. She would show me and, of course, it got me revved up so I couldn't focus. She would ask me if I liked the videos and pictures and I would tell her I really did. One day, I was on my lunch break and was messaging her. I told her I had to head back to work, but she should send me a video of her teasing me so I could watch it when I got off of work. She messaged back saying, "Yes, daddy." Fast forward, I'm clocking out and I see her message. It's a video of her looking at the camera and she lifts her sweater up and shows me her breasts. Now, she was wearing her bra, but it still looked amazing. She then puts her sweater down and smiles.

A couple nights later, we're sexting and she sends me a video. I open it and it's a video of her sweater up with her bra on. Suddenly, she pulls down her bra and reveals her pink nipple. She then pinches her nipple and moans. Obvously, our sexting went on for another hour that night.

The next night, she tells me that she really likes how comfortable she is with me since I was nice to her without asking her for nudes or making things sexual right away. I expected a casual conversation, but she then messaged, "I have homework to do, but I want to be your slut tonight, daddy." I'm turned on now so I tell her to start playing with herself. She sends me a video of her doing as I asked. In the video, she's wearing a blue shirt and black sweats. In another video after that, she has her shirt up and she pulls her white bra down to show me her breasts. Again, she pinches her nipple.

A day later, as I'm working, I message her and tell her I'd like to see her breasts again. She then sends me a picture of her wearing a blue flannel with the top buttons undone and her braless cleavage on display. Of course, they weren't hanging out. She knew I like to be teased.

Our messaging went on for a couple of months. Eventually, work got in the way and I took more hours and she got more invested in school so our conversations decreased until we stopped messaging. Still, I'm glad that I got to chat with her and it lasted as long as it did.

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# 54280 - by Inferno_242 / October 16, 2021
- True Sex Confessions -
Straight Male / 29

House Call

In late June 2019, I was chatting with an older woman. She was 55 years old and she said that she was wanting to get fucked because it's what her boyfriend wanted so he could go see her right after and fuck her with another man's cum in her. Happily, I volunteered since I had never been with an older woman; she said she'd let me know. It only took less than an hour for her to message me and tell me that she was fine with me going to her place later that day. Luckily, I was working so it would make the time go by faster. We messaged back and forth during my shift. She said she was going to wear "short skirt sexy panties and bra". Obviously, that got me excited and made me want the time to go by faster so I could clock out.

Finally, I get out of work and head to her place. Didn't take me long to get there. I pull up to her house and park in the front of the two story home. I got out of the vehicle and headed to the front door. She opened it and let me inside. We exchanged hellos and she lead me to the kitchen to have a drink.

She was caucasian, 5'6", bbw, short, white hair, had glasses, and dressed in a short, black skirt and a medium sleeved shirt. Had I seen her in public, I'd have never guessed she was the type to want to get fucked, especially in the way she wanted.

As we were in the kitchen, we started talking. I asked her what her boyfriend did for a living and she said that he was a police officer. I asked how long they had been together and she said that they had been together for almost a year. She said she was very submissive to him. Anything he wanted she did for him. She said that he liked fucking her and hearing her tell about the guy who had just fucked her. She said he enjoyed using her just for sex. I asked her if she had an issue with that and she replied that she didn't because he was her Dom and whatever made him happy she would do. She then said, "I don't even have a choice when it comes to being fucked. He comes here, and fucks me right here on this counter. We never make it to the bedroom. I don't mind; I'm his to use however and whenever he wants."

It had only been about 10 minutes since she and I had been in the kitchen. She then asked if I was done with my drink. I swallowed what was left of it. She took it and set it to the side then took her glasses off. She then got close to me and I grabbed her waist and pulled her towards me. We then started kissing. As we kissed, I reached around and lifted her skirt up and squeezed her ass. She held onto me and moaned. We kissed for about 3 minutes and she pulled away. She then said, "You're a very good kisser." I pulled her close to me again and resumed kissing her for just under a minute when she pulled away and said, "Let's go upstairs." She then took me by the hand and we went up the stairs. As I was being lead by her, I watched her ass then glanced to the wall and saw pictures of her with, who I figured were, her adult kids and grandkids.

We got to her room and she pulled me inside. I closed the door and we continued kissing. She stopped me and said that she had to take her earrings off. She went into her bathroom and was taking her earrings off when I decided to go in. She saw me enter and smiled as she took an earring out. I went up behind her, lifted her skirt, and pulled her sexy, black panties down. She bent over the sink slowly and moved her ass back and forth. I slapped her ass and rubbed it. She laughed a bit and stood up straight and took my hand to go to her bed.

She then took my shirt off as I unbuttoned my pants and took them off, along with my boxer shorts. She lay on the bed as I pushed her skirt up to reveal her nice pussy. She then took her shirt off and showed me her big breasts, with hard nipples. I sucked on them for a minute until she had me stand up straight. She took my cock and began licking it up and down, getting it nice and wet. Her head went up and down as her mouth engulfed my length; I stood there enjoying it. Next, she put my cock between her breasts and made me fuck them. As I did, she kept her mouth open so each time I thrusted upward I put the tip of my cock in her mouth. We kept this up for, maybe, two minutes until she stood up and turned around. I pushed her down and shoved my cock inside of her wet pussy. I fucked her with a steady rhythm so as not to cum so fast. She, however, came almost immediately. I stopped to allow her to catch her breath, but I started fucking her after a few seconds, and she began yelling, "Oh yes! Fuck!" I gripped her waist and fucked her as she came again a couple of minutes later. Once more, I stopped for a few seconds then resumed. She screamed into her bed sheets and reached around to spread her ass. I grabbed her arms and pinned them to her back and rammed hard into her. She screamed, "Ooohhh yes! Yes! Shit! I'm cumming!" Rather than stop, I kept going. I still had her arms pinned behind her back and I saw them roll into fists as she looked forward and yelled, "Oh fuck!" It was during this time that I pushed her off my cock and watched her lay there, exhausted. I slapped her ass as she twitched with my hit. She then rolled over and I saw that her face was red. I then spread her legs and shoved my cock inside her and began fucking her missionary. As my cock entered her, she grabbed onto me and pulled me to her. We kissed as I began fucking her again. She then pulled me close to her and grunted as I pumped into her. Her voice became raspy as she came again. After that one, she then lay there, fully exhausted, arms to her sides hair a mess, and breathing hard. I continued fucking her for another four or five minutes as she lay there. Finally, my rhythm became faster and faster until I came inside of her grunting hard. She wrapped her legs around me as I emptied into her. I then collapsed onto her and licked and sucked on her breasts. We stayed in that position for a while until I got up. She sat up and watched me get dressed as she tried fixing her hair. She said, "You really know how to fuck." I thanked her as we both laughed.

After I got dressed, we headed back downstairs. She then told me her boyfriend would be over any minute to fuck her next. She gave me a hug and I left, feeling exhausted but satisfied.

I never saw her again, but we did message a few months later. At the time, she said that she had broken up with her boyfriend a couple months prior since she found out he was cheating on her with his ex wife and he was lying to both of them. However, she also said that she was talking to another guy who she really liked and was hoping it would work out.

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# 54221 - by Inferno_242 / October 12, 2021
- Dreams and Wishes -
Straight Male / 29

Kissing A Stranger

One night, several years ago, I was at home and browsing an app. I soon came across a post which had a woman asking if anyone would like to hang out since her friend changed his mind. She said she just wanted to sit around and talk. I messaged her and we agreed to meet up at her place, which was about a 15 minute drive from mine.

It was around 9:30pm when I headed to her apartment complex. I parked in an area that was fairly lit. I told her I was there and she said she'd be out in a few minutes since she had to put her son to bed. I waited for about 5 minutes and there was no sign of her. I messaged her again and she said she would be right out. Finally, after another 5 minutes, she comes out. She's thin, brunette, cute face, about 5'6", and wearing a pink sweater (this was during winter) and blue jeans. We exchanged greetings and she tells me that her son just wouldnt lay down so she had to sit with him till he got comfortable enough to sleep. Then she said she'd have to go back to him in a few minutes because she didn't like leaving him alone for long, especially since he could wake up and try to look for her. She apologized a lot, but I told her it was fine.

She then got into my vehicle and told me we could park further down. We did and I chose to park in an area of the complex that wasn't lit by any lights, unless it was the occasional vehicle coming or leaving the complex. I parked the vehicle and got out then went to the passenger side; she opened the door and sat sideways on the seat, facing me. We talked about various things.

Before long, it was time for her to head back inside. She asked if she could hug me and I told her I would prefer to kiss her as well. She said she didn't mind that so she stood up and I grabbed her as she wrapped her arms around my neck and we began kissing. Our kiss was slow and pretty sensual for two complete strangers. Feeling bold, I decided to see how far I could get so I moved my hands to her hips and then moved them under her sweater and started fondling her breasts. They were big, and her nipples were hard and puffy. I squeezed her breasts and lightly ran her nipples between my fingers as we continued kissing. This all lasted for about four minutes until we stopped. She still had her arms wrapped around my neck as she looked up at me and said, "Wow. I definitely want to see you again. You're an amazing kisser." I laughed and told her she wasn't so bad herself. We then hugged and she gave me her number and headed back inside to her apartment. I then went home.

We texted each other for a few days, but we never saw each other again. It was during this time, at work, that I was moved from night shift to morning shift, which meant I slept early. And late night was the only time the woman could meet. After a while, we stopped texting and I never heard from her again. I still have the picture she sent me that night when we first started chatting, and I think of her once in a while. She really was a good kisser. I also, sometimes, think if I should've just bent her over and fucked her over the passenger seat. I mean, I know I easily could've if I wanted to and she wouldn't have protested, but, at the time, I was still fairly new in my sexual explorations so I chose to respect her, at least in that sense.

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# 54063 - by Inferno_242 / October 4, 2021
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