The Adventures of an Awkward Obedient Nerd 5: Sweet Mary [MF]

I’d like to start this with a quick comment. Sorry about the pornstar pics lol. But I for one love visual aids, and I try to use the ones that best describe the girls in my stories. Not trying to fam upvotes or get more attention, just trying to add a submersible feel to the post. So, sorry about that. Anyways, if you missed the last post, [CLICK HERE FOR CHAPTER FOUR, PART TWO](https://www.reddit.com/r/gonewildstories/comments/gh5kc4/the_adventures_of_an_awkward_obedient_nerd_4_this/?utm_source=share&utm_medium=ios_app&utm_name=iossmf)

I feel like a total hypocrite sometimes. Maybe I’m alone, maybe I’m not. Idk. Sometimes I want a genuine relationship, and I shit on people who only sleep around. But man, I’d love to have a fuck buddy. Or like I mentioned in the previous post, one of top sexual bucket list items is a threesome of any kind (honestly I’d be down for just being in a group chat and just sexting), but I’m also terrified that my partners always want more than just me. But it’s okay. I’m working thought stuff, and I’m learning to live with it. Now if only I can check those boxes…

Well, jokes on you, cuz this story is a personal favorite of mine. A fine ass girl, and a lot of first and fun experiences. Here’s how I got myself a fuck buddy!

I couldn’t wait until study hall. Hopefully I had a friend in there so they could help me come up with list items. I walked in, and I was pretty much alone. But, luckily, one girl arrived late. This girl I knew. We’ll call her Mary.

Mary’s a…strange, but interesting girl. She was decently attractive as well, but due to her personality she wasn’t an A-list type of girl. She kept to herself, and her own circle. Her and I have spoken before, and even we’re friends at once time. She was about the same height as me (5”7), maybe an inch or two shorter. But her height really added to her body. She has amazing breasts, at least a C, if I had to guess. She has a firm, completely shaped ass that had a shift and a jiggle with every step. and Jesus absolute FUCK…the thighs…I don’t even know how to describe them but I’d gladly lose oxygen over them, to this day. [A nice visual for Mary](https://content4.coedcherry.com/cosmid/209073/lexi_lloyd_15.jpg).

She noticed me as soon as she walked in, gave me a little wave. After stopping by the teachers desk to discuss the tardiness, she made her way over towards me. The study hall was in one of the lower floor wood-shop classes. You know, big machinery, tables that are just giant wood slabs with stools for seats, and shavings everywhere. All the desks were taken, so she joined me at my selected wood slab. She sat all of her stuff down, and took a seat.

“So, how was your summer?” Mary asked me.

“It was alright…same old,” I said. “Spent the whole vacation arguing with parents, mostly just sat at home. You know.”

“Nice, haha,” She laughed. “You didn’t spend time with Susie?”

**here’s the action**

“Nah, we broke up a little before the year started. Just want to move on with stuff…kinda just *live* this year.”

“Sounds like a good plan!” She said, placing her tiny hands on my thigh. I kind of choked for a second. I was still a virgin at that point, and as I said before, not a ladies man. So when she slowly moved her hand upwards, and lightly rubbed my now-becoming-hard dick. She gave me the “hungry eyes” look, and just glanced down.

“What, uh…what are ya doing?”

“Don’t worry about it,” Mary giggled. “From where we are sitting, no one can see under the table.”

“I can put that together,” I said, looking down at my now obvious jean outline. “I meant why?”

“You said you wanted to live right?” She said, unzipping my barn-doors. “You’re single, and you wanna have fun. Besides, I know you don’t approach girls, and any time I try to get to you any other way, it doesn’t work, or that bitch Susie snatches you up again! So…this a problem?”

“Not at all,” I said, giving her a terrible smile. She just rolled her eyes and laughed. She took a quick look around, and started to pull my dick out through my boxers and zipper. Thanks to nerves, and her (let’s say spontaneous strategy), I wasn’t full on hard once she pulled it out. Naturally, she gave me the same reaction they everyone had gives me about my dick. Even though I wasn’t fully erect, she just looked at it, looked back up at me and said with a wink:

“Damn…what’s expecting that!”

Now, I’d like to say I hate posts that boost up the OP’s confidence, personally. You know which ones I mean:

*She touched my toned abs*, or *my cock was just 12 inches, so average*

Maybe I’m just an asshole, but it takes me out of the story. So, I really don’t try to build myself up. I’m scrawny. At the current time, I’ve got a bit of a belly. Not big, but a small gut. I’ve got glasses, and maybe…*maybe* a six, possibly a six and a half inch cock on me. I personally think I’m below average. But man, it really confuses me when everyone I hook up with seems to be impressed…

So, anyways, here I am, in the middle of study hall, with Mary’s hand around my partially hard cock. She just kept staring at it, almost like she was imagining all the things that she could do with it. I rested my hand on her thigh, and started to rub my way up her legs. We both met our eyes, nodded that this was okay…but not right now. So she zipped me back up, and we proceeded to make out furiously in the back of the classroom. And I mean *borderline ready to rip clothes off* kind of make out.

We did this probably every single day. It was a nice little schedule. We even got our homework done still. We’d both help each other on an assignment, and whoever got their work done the slowest had to be the one who felt the other up when we made out. It was a blast, and dare I say my grades actually improved!

Finally, one day, we took it a step further. She takes a seat next to me, and rests her hand right on my dick. She leans in and whispers:

“So how about you let me suck that cock of yours after school?”

“Hell yes you can,” I said, jokingly confident. She continued to trace the outline of my cock while I finished by biology report.

It wasn’t until a while after Mary and I hooked up that we were sitting behind my choir instructors church. (I look back on this and I both hate and love myself at the same time lol).

We quickly moved to the backseat of my car, and just talked for a bit. She was fine as fuck so I was nervous and she seemed very interested in me so she was nervous. She had a white tank top on under her school shirt, and I could see that she hadn’t worn a bra today, and her nipples were clearly seen through it. We started to make out slowly, but eventually we were going at it like crazy. This was the first time a woman had bitten and sucked on me to leave a mark. Boy was I proud to show that off.

Finally we decided we had enough kissing and we wanted to get freaky. I lifted her shift, and her tits *dropped* down, and I could just stare in awe for hours. Without missing a beat, I quickly climbed on top of her, and just started sucking on her tits. I licked them all over, and made her to suck on her nipples the best I can. I won’t lie, I love sucking on titties…so she had to shove me away to get me to stop.

She threw me on my back, and at this point the windows were starting to get foggy. She tore open my pants and exposed my dick, which was now completely oozing of pre-cum (I’m told my dick looks it’s most delicious when this happens lol). She took me into her mouth, and started pleasing me like my dick was an ice cream cone that was melting before her very eyes. She wanted to make sure she didn’t miss one inch of me. Then…she sucked my balls. Almost straight out of a porn, she made eye contact while sucking my balls and stroking my dick.

We didn’t have condoms, so we just were doing oral and foreplay. She had to stop sucking me to answer a call from her dad, which led to us rushing things. Sadly, I didn’t get to taste her that day, but she wanted me to finish today by straddling above her, and fucking her face (another thing I’ve never done till then). I came so hard inside of her mouth that she couldn’t hold it all and some of it had to be spat out onto her tits. Luckily she’s a fun girl, and I drove her across town to her home with her completely topless next to me, as she’s getting the rest of my cum from her chest like it’s a bowl of brownie mix. I couldn’t wait to continue…

The next day, Mary was a little bit upset that she didn’t get to cum yet. She didn’t stay upset too long, because she definitely put me to good use.

The windows were already foggy to the point where I felt like they were tinted. She had just came up from deep throating my dick, and started to remove her pants. Let me tell you, I’ve never enjoyed watching a woman taking off her clothes as much as I did with Mary. The very fact that she was struggling to get out, despite her best efforts, turned me on so much. It didn’t help that this was really the first time I had seen her without her bottoms on.

She finally squeezed out of her jeans, and she began removing her royal blue panties. There was a wet spot right in the center, and when she peeled them off, I drooled at [her juices](https://www.reddit.com/r/grool/comments/7ld6rw/in_a_good_position/?utm_source=share&utm_medium=ios_app&utm_name=iossmf) as they strung away, and plopped onto her thigh. Her ass jiggled with every shift of her legs as she crawled towards me.

“I need to cum today,” she told me.

“I’d hope so…” I laughed. “What do you want from me?”

“Lay down,” she said. I instantly knew what was coming. I lied down on my back, and straightened myself out. As she shuffled over above me, a trickle of her liquids dripped on my dick, and I got the heavenly sight of very pussy, and magnificent asshole. With both of her heavenly thighs to my right and left, I stated to breathe heavy with excitement.

She lowered herself into my face, and I went to heaven. Her pussy tasted so good, just even remembering the taste makes me salivate. She was clean of course, but she has just the right amount of cum, sweat, and musk to make me want to [devour her](https://www.reddit.com/r/facesitting/comments/bbr2uv/that_tongue_action_when_licking_leads_to_grinding/?utm_source=share&utm_medium=ios_app&utm_name=iossmf). She held her thighs against the side, making it hard to hear. But as I kept going, she eventually got loud enough for me to hear. I glanced up, and saw her rubbing her tits. As I continued working her, I began to slobber so much on her pussy that both of our juices were costing my lips and her pussy. I wanted to show Mary how much pleasing her made me happy, so in one fell swoop, I sucked up all the juices, and went for her sensitive areas.

I guess she had never tried facesitting before, and I’ve never been sat on (well now it’s a favorite, more please!)…I began to work her so hard that she was having trouble controlling herself. She was trying to be nice and gentle with me at first, but eventually she said fuck it, and [just bounced on my face without a care in the world](https://www.reddit.com/r/facesitting/comments/6zedpt/all_day/?utm_source=share&utm_medium=ios_app&utm_name=iossmf), and I couldn’t have been happier. She came hard, squirting all over my face. She then quickly tried to get off of me, but I [held on to her](https://www.reddit.com/r/facesitting/comments/1voj0j/holding_her_in_still/?utm_source=share&utm_medium=ios_app&utm_name=iossmf), she wasn’t leaving my face until she was screaming. And eventually, she started grinding harder and harder on my tongue, and I felt a flow of her fluids come at me, and I took it all in stride…

Then I felt a hand in my cock. I glanced up, and saw her reaching behind to grab it. Now, ive seen porn prior to this hookup, obviously, and I knew what was about to happen. But man, we were still in the damn church parking lot! But, Mary didn’t care.

She spun around, almost using my tongue as a pivot, and I got a full view of [everything I’ve ever wanted](https://www.reddit.com/r/facesitting/comments/g7x91p/your_pov_before_i_sit_down_oc/?utm_source=share&utm_medium=ios_app&utm_name=iossmf). She plopped down back on my face, and I immediately circled her asshole with my tongue. After [my experience with Taylor](https://www.reddit.com/r/gonewildstories/comments/gecisz/the_adventures_of_an_awkward_obedient_nerd_4_this/?utm_source=share&utm_medium=ios_app&utm_name=iossmf), I was not gonna lose the chance to take a delicious ass in my mouth if they case ever arises. By golly, let me tell you, it’s not something I’ll do often…but with the right woman, it’s amazing. And man, was Mary one of those right women!!!

As I pressed and squeezed her ass into my face even more, I felt her familiar warm lips on my tip of my cock. She started to tongue my urethra, ever so lightly, and lightly kiss-sucking near the sensitive glands. I decided I was going to meet her, and I licked until my tongue was all the way inside her. I guess this sent her over the edge, because she immediately began gagging on my cock, taking every inch down her throat, and frankly…[going to town on my dick](https://www.reddit.com/r/CircumcisedSenpai/comments/ba0bta/when_you_lick_her_clit_just_right_and_she_goes/?utm_source=share&utm_medium=ios_app&utm_name=iossmf).

Now I won’t lie…like I said before this is one of my favorites. Many reasons, as you can probably tell. Another one was how intimate this all was, ironically. As we were in 69, we began to just pull closer, almost like we were trying to curl into a ball. We wanted to keep going, but the pleasure was too much, yet at the same time we refuse to let go and even tried to get closer. I don’t know why, but man that is a way to my heart, let me tell you!

I could feel myself getting ready to cum, and I knew that my cock and balls were completely soaked from Mary’s saliva. But, I wanted her to cum before I did, so I quickly pulled on her ass cheeks, took a deep breathe, and literally took all of her pussy and ass into my face. I knew that I wasn’t gonna last long (for cumming or oxygen), so I knew I had to make this count. As I began to go crazy on her, I nearly had her sitting up straight from pleasure, and I kept going. Eventually she crashed back down, almost like she was passing out, and proceeded to [please me while I worked my last bits of magic](https://www.reddit.com/r/GirlsFinishingTheJob/comments/dr0l36/a_helping_hand/?utm_source=share&utm_medium=ios_app&utm_name=iossmf).

We both lied there, still in 69, just lying there. Another thing I loved was we weren’t trying to make each other cum anymore, but we spent about 10 minutes just fiddling, playing, and lightly licking, as a way to just relax.

Mary and I continued this for nearly two months. I’ve never felt like more of a man, cumming nearly every single day. It was a fun time, and time that I look back on fondly. I always wanted to take it one step further, and actually have sex, but we sadly never did. Mary and I fell off pretty much right after Christmas. We were still friends, and we flirted, but never anything more…

Source: reddit.com/r/gonewildstories/comments/ghu6ec/the_adventures_of_an_awkward_obedient_nerd_5