I had never chatted with a girl as inexperienced as this one. She was almost 22 and had only had one serious boyfriend in the past. It had been almost a year since she had hooked up with anyone. She couldn’t even express how horny she was. She was dying to suck a dick and taste some cum. One of her favourite things to do. She had read some of my other stories and showed an interest in trying anal. She had some plugs and used them every once in a while. She told me how it felt really good but how she wanted to know what it was like to have her ass fucked.
Being a fan of anal this was so exciting for me. We exchanged tons of dirty messages with each other. We shared links to some of our favourite videos and things we wanted to try. This would go on for an excruciating 2 weeks before we finally scheduled a meet up. She was a bit anxious about doing anal the first time we meet. I told her not to worry. If it happens, it happens, and if not we have all the time in the world to try again.
The day finally came and we parked at my place and walked to a nearby restaurant to have a drink. Even though she was nearly 9 years younger than me at the time, we got along really well. We spent an hour just chatting about school and work and the craziness of the pandemic. I paid the bill and walked down the street back to my place.
I made a couple more drinks and we talked some more. We make our way to my couch. She verbalized how nervous she was. I did my best to make her feel comfortable. We start making out and peeling clothes off. I kiss her neck and bite her lip. She relaxes and I can feel the tension and stress leaving her. We kiss for a while and our tongues get to know each other. We take our shirts off and for the first time our skin touches in a significant way.
I get up off her and take my pants down. I tell her I want her to suck my dick. She has hungry eyes and just goes right for it. She slips off the couch and onto her knees. She takes me in her mouth and starts licking my shaft and stroking it with a free hand. She sucks really well. I know she wants to taste cum so I let her know I’m going to cum in her mouth soon.
I push the hair out of her face and start fucking her mouth. My cock touches the back of her throat and she gags. She opens it up and I feel it go further down and back. I ask her if she likes that. She says its perfect and immediately gobbles me up again. At this point I really start fucking her mouth. She has tears down her face and her makeup is running. I tell her I’m going to cum and she tells me she wants it. I slow down and feel myself erupt inside her mouth. She moans and swallows it all up. We aren’t done yet though.
I ask her to come to the bedroom and she lies down. I start licking her tits and put my right hand between her legs. Absolutely soaked. I push two fingers into her and start fingering her gently. She absolutely loves this. I stop to briefly go down and put my tongue inside her. I put her legs up over my shoulders and start really licking good. I slide down enough so that I can still finger her while licking her young pussy. She is going wild at this point. I guess the last guy had zero skills. She later told me that was the best fingering she ever had. I spend some time on her like this. I needed to recover from earlier.
She tells me she feels like she needs to pee and asks me to stop. I tell her she might be a squirter and she should relax. She doesn’t really want to do that so I let it go. I lie beside her and just run my hands up and down her. I ask her if she wants me to finger her ass. She says yes. I grab some lube and put it on my right hand. We lie on out sides face to face and I reach around behind her and spread some lube on her virgin asshole.
I start slowly, knowing this is her first time. We make out while my fingers explore this new area. I know she had been playing with herself so it wasn’t a complete surprise that it was pretty easy to get my first finger in. I asked her if that felt good and she nods. We continue making out. I start working my second finger inside her. I’m pushing them slowly in and out at this point. Tenderly fucking her asshole with my fingers.
I keep checking in with her. Making sure she feels good and is not uncomfortable. She assures me it’s nice. She likes it. I’m completely hard again at this point. We haven’t had PIV sex yet and I’m wondering if the first time we are going to fuck is in her ass. I can now easily use 2 fingers on her and she is clearly having a good time. I tell her she is ready for my cock.
She turns away from me and her ass lines up with my dick. I spread some more lube on me and shift so that I can press myself inside her. There is some resistance at first. Then I pop inside. She moans. For her first time this could not have gone better. She sits still for a little bit just letting me slowly fuck her ass. Getting deeper and deeper with each stroke. I ask her how it feels. She tells me it’s amazing and better than she expected. I pick up the pace slightly. It feels unbelievable.
She asks me to fuck her harder. She wants me to fuck her ass for real. I roll her slightly more on her side so I can get a bit more leverage behind her. I fuck a little faster and deeper. God this is amazing. I ask her if she likes getting her ass fucked. She tells me yes. I ask her if she wants my cum in her ass, and she does. I fuck her a little faster still. Even after cumming just 20 minutes ago it is hard to hold back.
I let her know I’m going to cum. I’m going to cum in her ass for the first time. Her hips push back into me in sync with my strokes. She wants it. She loves it. We are both making animalistic noises now. I can’t hold on any longer and I feel myself dumping my 2nd load of cum deep inside her. We lie there, post orgasm, and I ask her how it went. She said it was her new favourite thing and can’t wait to go again. We both laugh about our first time together being in her ass. It’s special though. She gets up to wash up.
We do end up doing it again that same night. We didn’t have PIV sex until the second time we got together. I always wanted to finish in her ass though and she agreed with that since she wasn’t on birth control. What a great time!
Source: reddit.com/r/gonewildstories/comments/m34qeu/mf_in_her_mouth_and_then_her_ass