Continuing the story of me and an ex-girlfriend. This one is a big jump in what we proceeded to venture between each other, that’s why it’s considerably longer. You can find previous stories here:
Part II: https://www.reddit.com/r/gonewildstories/comments/3l2fn6/better_days_havent_came_since_the_day_i_m/
The weekend couldn’t have gone by any slower. I was anticipating Monday to come around so that we could see each other again. When it finally did, I didn’t see her until later the afternoon…she was running late that morning. A couple thoughts ran through my head: she might have regretted what we had done, I might have taken things too fast, she wasn’t ready to become that intimate with someone yet, maybe she got into trouble at home? I wasn’t sure, though it didn’t dwell on my mind for long as my day got progressively busy with classes.
Three o’clock came around and so did the bell, I walked around looking for her and nothing. I figured she was stuck with a teacher, so I met up with some of my friends to shoot the shit. After a few hours we all part ways and I headed home, though I didn’t get far without seeing her.
“Hey! Where you going?” “Home. Why what’s going on?” “I’m gonna leave my meeting early. You want to walk home?” “Sure. I’ll wait here.” “Give me five minutes and I’ll be there.” “Instead of waiting, I walked up to the second story classrooms to meet her.”
She didn’t seem remorseful over what happened over the weekend, that was a good thing. I finally met up with her she was walking hastily down the hall. Her gait slowed as she saw me and we met with quite the kiss. Her hug was strong and our tongues tied for longer than I was expecting. She was excited to see me, and I noticed she was wearing a skirt today.
“Why were you late this morning?” “I had to wait for my brothers to leave be I could get out of the house.”
We turned the corner to go down the stairs, but she stops me so she could fill up her water bottle at the fountain.
“I was hoping we would meet up today and walk home.” “I thought you would be busy, so I didn’t let it bother me that I didn’t see you. I figured we’d see each other on Friday like usual.” “Yea, but I wanted to be with you. What we did last Friday had me excited.” “What did we do last Friday?” I said in a questioning tone. “Shut up, you know what we did.” “Maybe I need you to tell me, so that I can remember.” “You licked my pussy and made me orgasm. Is that what you want to hear?” “Ohh yea, I did do that.” “Well I wanted to do that to you today, and maybe something more.” “What more were you thinking?”
We started walking again and she starts walking upstairs. I figured she needed to grab something else before leaving.
“Look.” She said.
She flashed me her ass as she stepped up a stair.
“You didn’t wear any panties.” I whispered. “Yea that’s why I had to wait this morning to leave. I didn’t wear any today in the morning, but I did later on because I didn’t want to get caught in class.” “You really wanted to see me didn’t you.” “Yes I did, and I did this too.”
She steps up a couple stairs ahead of me and bends over a bit. A butt plug? She bought a butt plug? Nope. A Sharpie. She had a Sharpie in her butt, the black cap gave it away. I didn’t know anything about Reddit then, none the less /r/buttsharpies. But apparently she did.
“What is that?” “A Sharpie. It feels really good having it in for a while, and when you’re sitting you can move around with it inside and the feeling gets so much better.” “How did you figure that out?” “I was home alone on Sunday and thinking about what we did made me really horny, so I started rubbing myself and playing. I saw two girls put a dildo in their butt and I wanted to try putting something in by butt but needed something smooth and thin. I found this on my desk and it worked perfect.” “You watched porn and played with yourself on the weekend. Why didn’t you invite me?” “I didn’t want to get caught with you at home. That would ruin my life.” “Well I know we’re not getting home for a while now.”
We walked through the alleys before her house. Us talking about what she did in her horny adventures over the weekend, plus the make-shift dildo in her gave me a hard on the entire walk; my khaki shorts did help hide the stiffness behind, though I’m sure my erection was noticeable. We stopped at a blind intersection and I pulled her close to me.
“What does it feel like when I do this?”
I reached around her, her face in my cheek, and spread her ass to play with the sharpie. I pulled it out and slid it back in a few times. I could hear a breath of pleasure coming out of her. I pushed it in a little further and moved it around inside of her. I nestled it deeper inside her and let her cheeks close on it.
“It feels really good.” “Lets get to our spot, I’m getting blue balls just walking.”
We made our way to our new secluded spot. She quickly pushed me against the wall and was already undoing my shorts. I had less work to do and simply pulled her skirt up. As she stroked my cock, I encircled her pussy. The wetness was already on her lips allowing me to slide my finger though her clit. I took my other hand and wrapped it around her butt. My wrist braced her cheeks open as my fingers took grasp of the sharpie. Little by little I took it out and slid it back in. She stopped stroking me and basked in the feeling as I pushed my finger inside her pussy. Both hand were working hard playing in double pleasure, I knew she was enjoying it with the quiet heavy breathing I could hear. I could feel her pelvic muscles tightening and my hand was getting tired from the contorting position. My mind quickly moved to tasting her again and I positioned her on the wall with my arms bracing her weight. This by far was my favorite position. She locked her arm on an adjacent wall and put a leg over my shoulder as I knelt below. I dove my tongue deeper between her legs. It took no time until a rhythm of licking and ass fucking ensued. She didn’t last quite as long this time with my mouth wrapped around her clit and the sharpie fucking her ass, though she was more violent, so to say. With her orgasm nearing she gripped my hair with the free hand she had and pushed my head as far as it’d go into her legs. She started to shudder. With every shake my tongue flicked her clit harder heightening the sensation. Her weight fully fell on my arms and I let her down to sit.
“Oh God!” was all she could get out between breaths. “Wow you really liked it that time.” I let her catch her breath for a minute. “It’s never felt so sharp. The feeling went through me so much harder this time.” “When you put your leg up over me, it made it so much easier to lick you.” “Yea it made the whole feeling that much better, I couldn’t take it that long before I knew I was going to shake.”
After a while of sitting and her playing with my cock, she stood up and pulled me with her. She squatted down and took me in her mouth. Bobbing her head, I could feel the pre-cum being forced out of me. It was a feeling like no other. She got up put her back to me grinding a bit on me. I widen her legs to play with the sharpie but it was gone. Her bare asshole greeted me and well you don’t have to ask twice about what I was going to replace that with. She knew what I wanted to do and whispered, “Put it in me slowly.” before she kneeled down and wet me up with her mouth again. I pushed her ahead and she braced herself on the cement wall. With her legs widened, I pulled her cheeks apart to view her pink asshole. It was clean, without smell. It was the best anal I’ve experienced. I squatted down to moisten it up a bit more with my tongue and didn’t taste a thing. I slid my tongue from her pussy to her anus lapping a few times.
“Stop teasing me, just put it in.”
I teased a little more and got up. She could feel me sliding around getting lubricated and pushed back. I found the spot and my cock slid in with the greatest feeling of pressure around it. Her anus tightened as I slid half way though and I pulled out a little.
“Don’t pull it out, go all the way.”
I pushed further in and she tightened more and pushed back on me. She released a second and that’s all it took before I was all in. She stood up with her back to me, her ass cheeks on my pelvis.
“Lets stay like this for a second. I like the feeling where it’s at.”
She wriggled a little on me and I could feel the sensation heightening. She moved forward as I pulled out and she braced her arms on the wall. My head came out with a ‘pop’ as she opened her legs. I guided myself inside again and started to push in and out. One of her hands reached back to grab my thigh but she couldn’t reach, so she grabbed her ass cheek. With her hand on one cheek, I used mine to open the other. I pushed in even further. I didn’t take long before I was going to cum, and the feeling was coming harder than it ever has. With a few hard pushes, I felt my shaft pulsing and she could too. She moaned as my cum rushed out from me and into her. I couldn’t move as the sensation grew. Pulling out was the hardest part as the sensitivity grew sharp. I quickly pulled it out as quickly as I could to relieve the sensitivity.
I could tell she was happy with me cumming inside as she turned around smiling. She fixed her skirt and slid on her panties before I could get me shorts back on. As she bent over to grab her backpack her mouth met my cock, she wasn’t reaching for her backpack as I thought.
“I get to clean you up, ok?”
You think I’m going to say no to that?
“Do it softly, it’s really sensitive.”
She started by licking the sides and down to the base. As everything got clean to her content she moved towards the head and took it in her mouth. The pressure she put caused me to tense and she moved downward. This being the first blowjob she’s ever given and I cant even last without twitching. She finished up to her content and stood up bringing my shorts with her. I buttoned my shorts and got my backpack. She stood there staring at me in awe, showing an expression of lust, happiness, pleasure behind a smitten smile all at once. We shared one more kiss before leaving – that kiss being the best. The fire in our souls met, time stopped and our bodies became one entity. By now hours had passed by, darkness surrounded us, we were both going to get interrogated once we got home, though it all didn’t matter. We kissed once more, she whispered, “I love you” into my ear, and I nibbled her earlobe and said, “I love you more.”
Source: reddit.com/r/gonewildstories/comments/3lc3i2/better_days_havent_came_since_the_day_i_m
Sounds like high school, for sure. But the anal first, no lube, no condom just sounds unlikely.
I don’t know what to tell you really. As much as it sounds to you as unreal, it was real. Also, I’ve never done anal with a condom…then again, I don’t sleep with many women, nor dirty women. It’s news to me that people use condoms for anal.