I (f) did something when I was 19 that could be considered dangerous, but still makes me giggle like a schoolgirl.

First time here, posted on gonewild too and am tempted to post more, but let’s see how sharing this story goes. Like the title says, I did something when I was 19 (I’m 24 now) that still makes me giggle like a schoolgirl. No one in my real life knows, just you guys and the people involved.

I have always loved sex, have always been extremely fascinated by it. Nothing about it bothers me, and I mean it. I love cocks, I don’t really care about sizes and shapes, I just care that I get to have fun and cum. I love my pussy, I masturbate every day and I have a hard time falling asleep without touching myself before bed. Sex, even rough sex, makes me relaxed, makes me feel in love with myself.

I’ve always been attracted to taboo. The idea of being with someone I shouldn’t be with turns me on, the idea of being treated like a fuck doll makes me wet.

Well, I’ve had my fair share of sex with older men, random men met at parties, I’ve had sex with people who simply came over to me and told me they wanted to fuck me. I hope you don’t see me as arrogant, but I’m used to guys staring at me, wanting me. I know I’m pretty and I use it to my advantage.

So, when I was 19, I was going through this really erratic phase. I was living on my own for the first time, and I felt like I ruled the entire world. I knew how to charm my way into anything, how to sweet talk someone into doing something for me. It’s like I was free to be as deviant as I wanted.

One day my internet modem went crazy. I had to call someone to come fix it. Do you know how many times I’d watched porn where the cable guy forces the poor, helpless girl into fucking him? When I lived with my parents, whenever we called someone to fix something, I always thought of that. I always thought of being alone with a man like that and tease him until he gave in. I obviously never could because I was never alone and because I always thought that there are some things better left at porn.

But then I decided to try it. What’s the worst that could happen? I was 19 and alone in a city where no one knew me. I was allowed to do stupid things.

I called him, and he said he’d be coming over at noon. His name was Jeff. Great. His voice was rough and low on the phone, which made me vibrate a little. I wanted to get in the mood first, and I had time, so I took a shower and stared at myself in the mirror. I have a nice body. Big boobs, round and perky, a nice ass, slim waist. I’ve always prided myself on that. I started teasing myself, pinching my nipples a little, sliding a hand down my body and reaching my pussy, rubbing my clit a little. I then went to my bed, still naked, and started up my laptop. I had no internet, but thankfully I had a folder with my favorite porn videos.

I settled on watching one where this woman was tied up, her arms streched up above her head and her legs spread apart. She was standing like that in the middle of a room, and then this man comes over. He’s wearing a black shirt and black pants, and he’s carrying a magic wand massager. The woman looks at him, she’s completely naked, exposed, and he begins teasing her with the wand, placing it directly on top of her clit. She starts squirming, restrained, and he just speeds up the rythm. He gets her real close to cumming, and then he stops. He takes out his cock, long and hard, and starts jerking off in front of her. After a moment, he moves to stand behind her, licks his fingers and inserts one in her ass, moving it in and out, slowly. Then he inserts another one, and she squirms a bit. This other guy shows up, wearing the same oufit as the one fingering her ass, and takes the magic wand in his hand. He places it on top of her clit again, and she starts moaning. The guy who’s fingering her ass stops, strokes his cock a few more times, and rubs the head on her hole, teasing it, and then slowly slides in, just the tip. She scrunches up her face and moans louder, you can tell she’s loving it even though there’s a bit of pain. His thrusts are very careful at first, and finally, he picks up the pace and goes all the way in. The guy masturbating her with the wand is laughing at the way she’s screaming, and soon she’s cumming, but the guy behind her isn’t done. He fucks her in the ass hard, fast until he loses control. He cums inside her, and the camera zooms in to let us see it dripping from her hole, perfectly.

That is one of my favorite videos and I watched it while fingering myself, rubbing my clit. I got myself real close to cumming, too, and stopped. It was hard, but I couldn’t cum right there, I wanted to be turned on beyond reason so I wouldn’t think twice after Jeff was here.

I put on my favorite robe—a pink one with white roses all over it, and I brushed my hair. Soon after he got here.

I opened the door and he stared at me head to toe, and I felt an ego boost I couldn’t describe. I was still so wet, so honry, so in need. He introduced himself again and I smiled and let him inside. He was tall, olive skin, hairy arms, a nice beard. He was a bit chubby and had a ring on his finger. That only made it hotter. For you guys to understand how determined I was: I didn’t have the money to pay him. I either traded sex for his work or else I’d be in trouble.

So this had to work.

I showed him my room where the modem was, and even though I knew the problem was in the modem, I decided to play dumb. I picked up my laptop from my bed and showed him with the intention of clicking at the Firefox icon and going **aww, see, there’s no internet!**. Of course my video was still open, of course it was showing the frame of the woman’s ass dripping with cum and of course he looked stunned for a minute, embarassed. I had to fake my embarassement, too.

I apologized, faked a nervous laughter and told him I’d forgotten about the video. Since that the tone changed. He was visibly shaken. I wasn’t just a pretty little girl who needed help with the internet, I was a pretty little girl who masturbated to videos of forced orgasms and hardcore anal. I showed him my problem with the internet, he said it was probably the modem. I showed him the device, and sat on the edge of my bed, watching him. He’d steal glances at me every now and then, and there was a moment when things got a bit too quiet and I was nervous I’d screwed up, so I told him I hopped I hadn’t made him too uncomfortable.

He seemed relieved I said that, and laughed, made a silly joke and kept working. I was getting frustrated. I asked how old he was, he told me 44. I felt hot, my cheeks were burning, I was still wet.

I told I didn’t get to finish. He looked at me with raised eyebrows, and I smirked. I explained I was about to finsih when he rang my doorbell. He stared at me for a while, got flustered and mumbled a small ‘sorry’.

I couldn’t wait anymore, so I walked up to him, got real close, he stopped what he was doing but didn’t look at me. I told him that he should help me, it’s only fair. He looked at me, called me miss, said he was married and wouldn’t cheat on his wife.

I grabbed his wrist, and I told him that even though I understood his position, then he had to understand mine. I then guided his hand to my pussy, I asked him to feel how wet I was. I asked him please. I said I was alone, I’d been left behind by everyone and now I was on my own and I had no money and I just wanted a bit of comfort. I pleaded to him to give me some of it. He stayed still, listening to me, his hand still on my pussy. I moved closer, I could see he was hard. I let go of his wrist but he kept his hand on me, which was a great sign. I palmed his cock through his pants, I put on my best sweet look, told him that if he gave me a little comfort, if he fixed my problem, he could have me however he wanted. I told him I’d make him lose his mind. I said there’d be no problem because it was a favor, not cheating, and he’d literally never see me again.

He shook his head, but didn’t say no, didn’t take his hand off me, I begged him please, I said he could do anything to me, I just wanted some help, some comfort, it’d be a favor, nothing more. He stayed quiet for a while and then, as if something had snapped, he told to go sit on the bed and spread my legs while he finished his work. He told me to finger myself like the little slut I was.

I was giddy and I complied. I sat on the edge of he bed, took off my robe, spread my legs, and started fingering myself, slowly, two fingers in. He’d work and look at me, ordering me to go faster, and then he’d tell me to stop and wait. I was beyond turned one, I was beyond reason.

He then told me to get on all fours and spread my ass cheeks. I asked him if he wanted to fuck my ass, he told me that he’d fuck whatever he wanted, like I promised him. I wanted to scream at how much I wanted to be fucked. He told me he was almost done, and ordered me to get back to the edge of the bed and play with my breasts and my clit. I happily complied, and when I started to moan a little faster, he told me to stop. He didn’t want me to cum now. He said sluts don’t get to cum whenever they want. I secretly found it funny how he thought he was the one in control.

He told me to get two fingers inside my pussy and then to lick them slowly, like it was his cock. I did exactly that and I could taste myself, sweet and addicting. I could barely wait for what was about to happen.

Soon after Jeff was standing in front of me, taking his cock out. He had a good cock, average sized but thick and veiny. He said I’d just gotten a free new modem, so I’d better suck him good.

I wet my lips, grabbed his cock, felt it hot and heavy in my hand, and inched my face closer. I licked the underside from base to head, pressed my tongue hard and repeated the motion a couple of more times. Jeff was breathing hard, his hand on the top of my head. One of his fingers got tangled in my hair, but I didn’t care, I urged him to hold tighter.

I then looked up at him, stroking him slowly, smiling as sweetly as I could. Then, I started teasing him with the tip of my tongue. I swirled it around his cock head, and then let it inside my mouth, just the head, and sucked lightly, just to give him a taste. Finally, I let him go in all the way, slide far down until was all in and hitting the back of my throat. I held him like that for a moment, my eyes watering, held him until I gagged and backed up. There was a thread of spit linking the tip of cock to my lips.

He called me a little whore.

I asked him if degrading me makes him think he’s not cheating his wife.

He got so red and mad, it was so fucking fun. He grabbed my face, told me to suck him, called me a little slut. I did what was asked of me, sucked him. I took him all in, and then backed up slowly, letting himslip out of mouth with a pop, and did the same thing again, hollowing my cheeks this time so there’d be more pressure. My head was bobbing up and down and he pushing me further with his hand, controlling the rythm.

He stopped, then, grabbed my arms and pulled me up, then turned me around, had me at all fours on the bed. He started licking my pussy, holding my asscheeks. He’d lick my clit, making me moan, begging him to let me cum. He didn’t, he positioned himself behind me, held his cock and rubbed over my ass, teased my hole and then slid in my pussy, thrusting hard without giving me a chance to breathe.

His right hand was holding me by the waist, his fingers digging at my skin while he reached with his elft one to hold me by the shoulder. He pounded into me like an animal; He went balls deep, and then slided back enough so he cold amost slip out, leaving only the tip inside. I took the opportunity to give him that squeeze, make it tight and nice, and I heard him gasp at that. I was so good, so tight around him, so wet, he thrusted all the way in again, harder this time, faster,

I tried to follow his rythm, move my hips and back up my ass against him, but I was completely powerless. The hand that was on my shoulder went back down, and he slapped my ass three times, leaving it red, marking me. He then spit into my whole, and while thrusting into my pussy, slowly eased his thumb in my ass. He started fucking me like this, cock in my pussy, finger in my ass and it was so fucking good, so amazing,

I was moaning louder, and when I told him I wanted to cum, he again stopped. He slipped out, and I almost cried, I was aching so bad for some kind of release, I just wanted to cum, I’d been turned on for so long, but he didn’t care about that, about how long it’d been. He wanted to torture me.

He asked me if I ever had anal.

The answer to that question is a big yes. I’m one of those girls who absolutely loves anal. I grew up surrounded by friends and other people who would tell me anal wasn’t something you could give up so easily, it had to be with someone you loved. Fuck that. I was so anti-love when I was younger, the first time I had anal was out of spite, all because of those words. It’s my body, my ass, I can give it to whoever I want.

But to Jeff, I shook my head no. I shook my head no because I knew he wanted to treat me like an object, and if he treated me like an object who already had anal, he wouldn’t be too mean about it. It sounds weird, I know, but trust me. Jeff wasn’t getting anal from his wife. And if he was, it was a rare occurence. If I’d told him I’d done anal before, he’d fuck my ass like all the other guys who had fucked it before. It would be just another hole he could use.

But if I was willing to give up my first anal experience to him, well, that made the situation a little unique. He had been treating like a whore to deal with his guilt, and now he’d have to take my anal virginity and be a jerk about it, he couldn’t be nice to me, he couldn’t show me that comfort I was talking about, otherwise he’d be cheating on his wife, not taking my body as payment for his work.

So he said:

“You’re about to, and you better not fucking complain.”

He took a little time to prep me. Two fingers in, wet with spit, he fingered my ass until I was moving to help him fuck me better. Then he made me face him and suck his cock, he told me to get it wet, slippery, and I did. Spitting on it, I took him all into my mouth once again, tasted my own pussy on his cock, so fucking sweet, and then, once I’d completed the task, he turned me around again. He held his cock and teased my hole three times before pushing in, letting just the tip. I’m not gonna lie, my gasp of pain wasn’t fake. It’d been a while since I’ve had anal, and he had a thick cock. But then the pain disappeared and he began to move. He moved slow at first, moved until he was balls deep in my ass, and then he started fucking me properly, fucking me with no restraints. I was moaning loud, screaming, both out of pain and pleasure, I was so close, I told him I was going to cum and he told me to, I was so happy, he told me to cum while he fucked my hole, and I did, I cummed so hard and he picked up the pace, he looked like a maniac going off on me, his grip on my body was tight, and he was pumping in and out fast until his entire body jerked a bit, and he went still. He was cumming, I could feel him throbbing, pulsating inside of me, his hot load filling me up nicely.

When he slipped out of me, I barely registered the world outside. I was exhausted, I’d been aching for that. I fell on the bed, stayed there, on my stomach. I could hear him zipping his pants up and picking up his tools. I told him that he knew where the door was, and that I couldn’t move right now.

The only thing he told me before letting himself out was that if I kept doing this, I’d get in trouble some day.

I laughed and he left. He was mad. Mad that his work had been for free, mad that he cheated on his wife, mad that I didn’t care how dangerous what I did to him was, mad that he got to cum in my ass and especially mad that he loved every minute of it.

Since then I’ve had a lot of similar experiences, but this one was the first that was really different, the one that put me in this path of looking for sex in places I shouldn’t be. Have a lot of stories to share about that. ;)

Source: reddit.com/r/gonewildstories/comments/547yzl/i_f_did_something_when_i_was_19_that_could_be