[F] Good girls get to lose their anal virginity

Sharing something I’ve written like this publicly is a bit daunting. A friend of mine all but begged me to share this story so I’ve decided to give it a go.

When I post photos of myself it’s pretty normal to get messages from guys. Very rarely are they in SoCal and even more rare than that, in my city. I don’t remember what picture I posted that prompted him to message me but I’m extremely happy he did. We got to chatting and hit it off fairly quickly and a few times I fell asleep while talking to him…more on that later. Before I knew it we were making plans to meet. As fate would have it, I had a hard time getting things settled at my house and didn’t make it to his place until nearly an hour past the scheduled time.

M met me outside and wrapped his arms around me to give me a hug. I remember inhaling, he smelled good and felt safe. I’m a pretty good judge of character and can usually tell if I like someone after just a few minutes. All he did was hug me and I already didn’t want his hands to leave me. He knew I was shy and that it would take time for me to warm up. I was so nervous, the first time is always just as nerve wracking as it is exciting. M took his time touching me, wanting me to feel comfortable. Gentle caresses and kisses on the back of my neck while I played with the dog he had (which was such a cutie!). We chatted for a few minutes and he asked if I wanted a drink to which I accepted. I hate that I get so shy and wanted to shake it off. Finally he turned me around, cupped my face and kissed me. I can still feel his strong hands on my jaw, moving down my neck and into my hair. One kiss, and I was desperate for more. M led me into his room and he asked the best way to take off my dress. Thinking it’d be easier to just do it (normally what I do anyways) I started to take it off and he stopped me saying he wanted to do it. I don’t know why, but it sent a surge through me when he said that. Slowly he stripped me down, running his fingers over me and kissing me until I was naked. M soaked in every inch of me standing before him completely naked. He told me to get comfortable while he undressed and while I scooted up to the pillow he stripped down to his boxers.

He got on the bed next to me and began touching and kissing me. I was absolutely intoxicated by his kissing and could already feel that familiar sensation building between my legs. Even though i was enjoying every minute of him, he could sense I was still feeling shy. M pulled my hand to his boxers which had a large spreading wet spot and whispered “feel all that precum? That’s what you do to me.” At that moment I wanted to lick every last bit of it up and finally wrap my lips around his cock. After a few more minutes, he had me scoot to the edge of the bed and he got between my legs. My heart started to race. He slid his hands over my thighs, kissing, biting and avoiding my pussy which was getting wetter by the minute. It was torture but I loved every minute of it. I’ve never truly begged a man to fuck me, there was no need as they always gave in. With him however, the control he displayed, i knew tonight would quite possibly be the first. When he couldn’t take it any longer he ran his tongue along my slit before pressing it between the lips. As he did so, I felt a finger enter me coaxing out a moan. Quickly he found a rhythm to drive me crazy but that didn’t last long.

I was disappointed when he stood but also curious because right away he was in the bedside drawer. M pulled out velcro wrist and ankle cuffs. While being restrained was something I had been dying to experience, I had expressed concern and some anxiety about being “stuck”. These were a kind I had never seen before. They cuffs clipped to velcro bases that stuck to his sheets. M put them on my wrists and ankles but did not attach them. He wanted me to get comfortable just feeling them on. I was told to get onto all 4s.

Almost as soon as I got into position, he began eating my ass while fingering me. Immediately my head rested on the bed as ecstasy began washing over me once more but my nerves got worked up just a bit. I knew he was getting me warmed up so he could take my anal virginity. This scared me a bit. It’s something I’ve wanted but the last few guys who had tried either didn’t know how to prepare my ass or rushed it so I always shut it down. Every touch and toy was deliberate. He used toys on both my pussy and ass, fucking my pussy every now and then but would stop before cumming. He wanted me to cum first. My only rule was that I had to ask permission to cum. Finally he said you’re ready for my cock. It didn’t occur to me he meant my ass was about to get fucked. Before I knew it he had a firm grip on my hips and was fucking my ass.

It was incredibly intense and felt so good. Hopefully the walls in this apartment were thick or he had understanding neighbors because i’m sure the whole neighborhood would have heard me at this point if the window was open. Much to my surprise it didn’t hurt at all because he was so patient getting me ready. He continued edging me and using various toys and fucking me. Felt like hours he was torturing me and I was getting drunk from pleasure. I’ll be honest, most of this is foggy for me. I remember gripping the sheets and asking to cum several times to which his response was to stop what he was doing. I heard him getting something out of the drawer.

He told me to scoot to the edge of the bed on all 4s and get comfortable. He placed the bases onto the bed and began hooking my cuffs to them. At this point I couldn’t move, face down, ass up, and wobbly legs. He kissed up my thigh and up my buttcheek. He said it was time for my punishment. See, I had fallen asleep on him twice while talking and I was almost an hour late like I mentioned earlier. Now I’ve been spanked but I’ve never been punished like this. He spanked me until my thighs and ass were red and stinging. Some slow, some quick. He was careful though, he watched my body language so he knew he was reaching my limit.

M asked if it was stinging, I managed a nod, feeling exhausted from the squirming. he kissed my rear,and massaged me with coconut oil which immediately stopped this stinging. I was still sore but the burn was gone. Plus it felt amazing.. I heard him chuckle as he ran his finger down my slit. ” wow baby girl. That was supposed to be a punishment and you are soaking wet. Gonna be late again next time? I bet you’ll be two hours late.” I couldn’t help but grin. I enjoyed it more than I thought I would.

He held a vibrator to my clit and started to fuck my ass once more. My body was almost spent by this point and I was barely able to stay up for him. He had already been playing and edging me for well over an hour. I asked to cum and he allowed me. My whole body shook as I came. The most intense orgasm I’ve ever had. I collapsed on the bed, or at least as much as I would while being restrained. He unhooked me and told me to lay on my back so he could see my face. He held my hands above my head and fucked me until he came. I could feel his cock pulsing, pumping his load inside of me and then the cum spilling out of me. He gazed at his cum, a wicked smile on his face and returned to my side where he then wrapped his arms around me while I came down from my high. I closed my eyes and listened to his heartbeat and breathing calm down as he stroked my hair whispering “Good girl” into my ear. Once I had mostly come back to reality he suckled my nipples for quite some time which only got us both ready for round 2 when I also got faced fucked for the first time but that’s another story.

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I apologize for any grammar or spelling mistakes and blame the wine I’ve been drinking

Source: reddit.com/r/gonewildstories/comments/f0mhrr/f_good_girls_get_to_lose_their_anal_virginity