Fair is fair: Her first time flying solo [mf] and [mf]

When was her last text?

I checked my phone. 15 minutes ago, but it felt like much longer. I put my phone down and tried to find something to distract me. Why was I so nervous? I knew why, but my heart and brain were wrestling, trying to reconcile their wants. My brain was freaking out. Anja and I had played with other girls before, even once with a couple we knew, although that time we hadn’t gotten past kissing and oral. We took turns making out with our cute girl friend, and then I had watched Anja crawled over to the boyfriend. I remember how small she looked as he wrapped her in his arms, palming her firm ass, and how much she seemed to enjoy the taste of someone new. It was the first time I had felt that strange headspace where jealousy becomes a powerful aphrodisiac, as my latent toxic masculinity wanted to scream, while my heart pumped blood into my throbbing erection like Pinocchios lying nose. But we hadn’t gone further that night. And now she was out, on her first ever solo date, and I was home, with a head full of anxiety and horny out of my freaking mind.

My phone buzzed, a text from Anja. “Sorry babe! I haven’t been looking at my phone.”

Me: “no worries, how is it going?”

Trying to play it cool or something.

Her: “Goooood, I’m having a lot of fun ;)”

My heart did a little back flip.

Me: “what are you guys up to?”

Her: “still at the arcade. He’s a really good kisser btw.”

And there it was.

Me: “oh yeah?”

Her: “yeah haha we were making out in the back corner, by the games no one plays anymore. They had to send some poor employee over to tell us to cool off after he picked me up and put me on one of the machines LOL”

I noticed my hands trembling a bit as I typed.

Me: “hahaha DAMN. Get it girl.”

There was a pause in the conversation, a few minutes went by and I figured they were making out again or something. Then,

Her: “we’re thinking about heading elsewhere”

Me: “okay cool, just keep me posted”

Another pause, then about five minutes later,

Her: “so I know we talked before I left, and you said you’re cool with everything…. Are you sure? I really like this boy, he’s cute and I want touch him a little more ;)”

This was it, I could either back out now or double down. I had agreed to this, right? It was only fair. I had been on a few dates of my own, and she had only been encouraging. But was I okay with this?

Me: “I want you to have fun. I’m okay with whatever you are, just make sure you tell me everything when you get back ;)”

Her: “oh, you know I will ;)”

That was her last text for the next four hours

Then,

“On my way home!”

I couldn’t ever remember being this frustratingly horny. I had jerked off three or four times, then porn had just started to become boring as I waited for the real thing. I smoked some weed to try and chill out, it just made it worse.

Me: “How was it? You had fun?”

Her: “Yeah!! Can’t text, driving”

She got home 15 minutes later, let herself into my apartment and sat on my bed. I kissed her and asked her how her date went, which felt a bit surreal. Her face was glowing, so I could guess. “It was so so good, he’s super nice and his body was…” her eyes rolled to the ceiling as she made a little ‘unf’ noise. And then, the thing.

“So, we had sex.” Here it was. I honestly didn’t know how I would react until it happened, and now…. I felt fine. More than fine, actually. I looked at her, and her eyes were searching my face, probably thinking the same thing that I was. She had watched me have sex with other girls, even encouraged me while I did it. “Like porn you can touch,” is how she described it. And yet, somehow, her going on a solo date and having sex with another guy, on her own, felt like a bigger milestone. Or maybe that was just me, and she was only worried about my reaction.

“So how was it?” My voice felt thick in my throat. “The sex.”

Her eyes looked away for a second, thinking, then said “ummm, it was good,” grinning and ducking her head slightly as if embarrassed.

“Well, don’t stop there,” I said. Was her shirt stretched, like someone had been pulling on it? Her hair definitely looked a little ruffled. And there, just barely hidden by the neck of her t shirt, I thought I could see a small, round bruise.

“Where did you guys start?”

She laughed, maybe a little nervously. “Well…. We started at the arcade, like I said…. He was cute. Tall, and fit, he said he’s a personal trainer.” I scooted closer to her on the bed. She smelled slightly of the musky sweat one gets from exercise. “And?” I said. “Who initiated?”

She bit her lip slightly, “I did.” She said. “I wanted him, so I asked if I could kiss him.”

“And he said yes”

“We made out in the arcade for a while, kinda forgot where we were for a minute. I thought we’d be fine in the back, by the games no one plays anymore, but I guess they noticed when he picked me up and put me on an old pinball machine. They were probably worried we were going to start losing clothing right there, and I’m not sure that they were wrong,” she giggled.

I could tell she was enjoying this as she started to open up more. I pulled her into my lap, so I was sitting with my back against the pillows and her nestled into the crook of my arm. From here I could look down her shirt, and now I could clearly see a dark hickey just above where her lacy black bra covered her areola.

“And that’s when you texted me?”

She nodded.

“So where did you go after?”

She bit her lip again. “His car.”

“You fucked him in his car??”

“Yeah I did, it made me feel like a teenager again,” she said, laughing openly. “He drove around until we found an empty parking lot behind a building, pulled in there. I was kinda worried the whole time that the police we going to bust us like a couple of kids, but that kinda added to the fun. We hopped in the back seat and… yeah.”

I ran my hand up the back of her shirt, lightly stroking her spine with my fingertips. “You can’t stop at ‘yeah’” I said. “Don’t you remember our deal?” She arched her back like a cat, slightly wiggling her ass on my lap where I’m sure she could feel my blood swelling.

“And what’s our deal?” She purred. I nuzzled my face into her neck, stroking her skin with my lips and nose. “You,” I said. “Have. To. Tell. Me. Everything.” Punctuating each word with a kiss.

“Yes sir,” her eyes were closed, and head leaned back to expose more of her neck for kisses. My hand was in her hair now, massaging her scalp and stroking her hair between my fingers. “Did he do this to you?” I murmured into her skin. “Did he play with your hair like this?”

“Yes,” she said, her breaths coming a little deeper as she ground her ass against me. “While I was sucking his cock.”

If I wasn’t hard before, I was now.

“Keep going.”

“He felt so good in my mouth,” she was moaning now. “He was really thick, and long, I couldn’t wrap my fingers all the way around him, and couldn’t even get half of him in my mouth. And his abs…. His abs were amazing. I loved running my hands up and down his body as I sucked him in the back seat of his car. I felt so dirty, and so hot at the same time, while I listened to him tell me how good I was making him feel. He held my hair, and guided my head up and down, pushing into my mouth until eventually he was just face fucking me. Fuck, it was so hot.” I imagined my cute girlfriend, sucking her first new cock in over two years. I picked her up off my lap and put her on the bed, pausing to pull her shirt off and unsnap her jeans. I kissed up and down her belly, playing with her hardened nipples over the fabric of her bra, and I could now clearly see not one, but three hickies, dark against the pale skin of her breasts. “Did he return the favor?” I asked.

“He wanted to, but honestly, at this point it was a little cramped in the car, and I just wanted to fuck. We finished getting the rest of our clothes off and I climbed on top of him, and…. God damn he felt so good. I’m glad I rode him at first, because even though I was aroused it still took me a few minutes until I was relaxed enough to fuck him hard. He stretched me so good, he hitting me so deep.”

I was working her jeans off now. She was wearing one of her red thongs, my personal favorite, she knew probably meant to tease me a bit. It was working. I turned her over onto her stomach so I could see her perfect, round, firm ass, definitely red with hand prints, broken blood vessels stood out here and there. It looks like her date enjoyed it too. She yelped playfully as I added a handprint of my own, then climbed up so was grinding myself against her ass cheeks and started feathering kisses down her back.

“Did you just ride him the whole time?” I asked.

“No, just at first. I leaned back over the center console, and used the front seat headrests to support myself as I rode him, that was a lot of fun. But then he wanted to take control, and he was strong. Just picked me up without leaving my pussy, put me on my back and just pounded me. I was ready for it now, and holy fuck it was good. The whole car was shaking, I thought for sure someone would see us. Then he turned me around and fucked me from behind.” She craned around to look at me. “Did he leave handprints?”

“Oh yeah,” I said. “He got you really good, I know how much you love that.”

She laughed. “We must have looked like we were filming a porno. The windows were all fogged up, and I was leaving handprints all over the windows while I tried to hold myself up. He was a fucking machine. And just when I thought it could get any crazier, he opened the door.”

“He what?”

“This man literally opened the door and fucked me with my bare ass hanging out of the car. He pulled me so that my legs and ass we’re hanging there, my feet on the pavement, and fucked me right there. Standing bare naked out in public. I was trying to be quiet, literally biting the car seat trying not to scream, but it probably didn’t matter because his hips clapping against my ass were so loud anyway that I’m sure someone heard us.”

I couldn’t wait any longer, I had my pants and underwear off, almost painfully hard as I spread her legs and started to play with her pussy over the fabric of her thong. The red was soaked to a deeper shade, and I pulled it aside so I could feel with my hand. She was super wet, she must have gotten really turned on telling me this story. Unless…

“Did you guys use a condom?” She tensed up, and I knew the answer.

“He said he got tested recently, and I…”

“So, no.” I said, cutting her off.

“I’m sorry, I’m sorry.” She sounded upset. “I wasn’t thinking, I was just so horny that I wasn’t thinking and then he was inside me then…” she stopped talking as I flicked her clit with the tip of my index finger, then dipped the tip inside her. She was dripping.

“Where did he cum?”

Silence. Then, “inside me.”

She was quiet for a minute, as I gently probed with my finger, finding the spongy flesh a few inches inside, gently stroking. I knew she was wondering what the hell I was thinking. She had told me that they would use a condom if it came to that, and now was probably worried that I was mad. I knew I should just tell her that I wasn’t, or maybe I was, but something primal inside of me was rising, enjoying the power play, and as I fingered, her ass started to push back against my hand, ever so slightly. The game was still on.

“I’m sorry,” she repeated. “I knew I should have stopped him, after realizing that we weren’t wearing protection, but then I just told myself that I would make him pull out, cum in my mouth or something. But it felt so good…. And I just kinda got lost in the feeling. His hands were so strong and gripping my hips so tight, moving my body back and forth and pulling me back into his hard cock, he was hitting me so deep, it hurt and I almost wanted him to stop for a minute, but it was so good. I came just like that, hard, really hard, like legs and whole body shaking hard, and I kinda lost myself for a minute. Then he just groaned super loud and pulled me back, pushed himself all the way inside and stopped moving. Then I could feel his cock pulsing in my pussy and that was it.”

She craned back to look at me, and started to say “he felt really bad, started apologizing and said-“

Her words were cut off as I probed her opening with the head of my cock and pushed in. Her head fell back down and buried her face in the bed as I stroked in and out, picking up speed. She was slick and wet inside, loose, already warmed up. I leaned down close to her ear.

“So you came?” I whispered.

Her eyes were closed, her mouth open, gasping slightly. “Yes,” she said, breathlessly.

“How many times?”

Now her mouth curled into a smile.

“Three.”

I fucked her roughly now, smacking her ass as I imagined her in the back seat of his car, grinding her hips down on his cock, the same way she had done with me so many times before. I could imagine her tight back muscles straining to push back against his thrusts, trying to get him deeper, and I imagined the sounds she must have made, heard those same sounds coming from her now. I looked down at her, watching as her pussy lips gripped around my shaft, and knew that this was what he had seen as he fucked my girlfriend in this same position. And then, she said,

“can I tell you something?”

“What?”

“I liked it when he came inside me.”

My vision was going red, every muscle in my body tightening as I got close.

“I ground my ass back against him, like this,” she demonstrated. “As I felt him pulsing. I knew what it was. And when he pulled out, I rolled over and fingered myself, and he watched me as I used his cum to play with my clit. That was the third time I came.” Boom.

Later,

A mixture of my cum, what must have been his, and her arousal dripped onto my leg as she lay on top of me. Her sweat was savory on my lips as I nuzzled her neck, her small body rising and falling on my chest. “How do you feel?” I asked.

“Good,” she purred. “Sore, tired, and so so good. If it can be this good every time, I’m really going to like this.”

“Do you want to see him again?” I asked.

She laughed. “Actually…. He invited me to come hang out with him this weekend. He said he’s got a cabin a few hours away from here.” She propped herself up to look at me. “I told him I would need to check with you.”

“You should go.”

Thanks for reading! I use this blog to get some writing practice from time to time, so feel free to leave a comment. Some reader context, this was my first open relationship, and her first time doing anything like this. I tried to recapture what was going through my head at the time.

Source: reddit.com/r/gonewildstories/comments/nikj3b/fair_is_fair_her_first_time_flying_solo_mf_and_mf