The Adventures of an Awkward Obedient Nerd 6: Lost Adventures [MF]

[CLICK HERE FOR CHAPTER FIVE!](https://www.reddit.com/r/gonewildstories/comments/ghu6ec/the_adventures_of_an_awkward_obedient_nerd_5/?utm_source=share&utm_medium=ios_app&utm_name=iossmf)

**Sorry in advance for the short stories. Sadly this may in fact be the shortest. Both of these were very brief interactions, but I found them interesting enough to still include them!**

**Study Rubbing**

This little story starts with Adeline. Not the one from [chapter three](https://www.reddit.com/r/gonewildstories/comments/ge9cxy/the_adventures_of_an_awkward_obedient_nerd_3_age/?utm_source=share&utm_medium=ios_app&utm_name=iossmf), but a different one. Lol.

This Adeline was completely different. She was thick, and had miles of just about anything. Total mom body, and man that’s not a bad thing. She has reddish brown hair, dare I say hazel…and green eyes. Drop dead, I promise. [Pic for reference!](https://www.reddit.com/r/BreedingMaterial/comments/gh1m7f/ever_wonder_what_your_nextdoor_neighbors_tits/?utm_source=share&utm_medium=ios_app&utm_name=iossmf)

Well, Adeline and I knew each other, but were never really *friends*. We kind of just knew each other, and that’s it. Well, I sadly no longer has study hall with Mary, and I had switched classes. Now, I had Adeline.

Her and I were the only people each of us knew, so we made our seat assignments right next to each other. She was always a flirt, which I knew…but I never worried. Things started with us just watching YouTube on our phones, and she would snuggle into my shoulder, or lay her head next to mine when I decided to nap.

I let a redditor control my vibe on Thanksgiving day [FM]

Thanksgiving is my favorite holiday of the year! There’s nothing better than food, family, friends, and fun! It’s the time for being thankful. Speaking of giving, a kind redditor bought me the Lovense Lush 2 vibe as a present. Me being the angel I am, I let him know that he could control the vibe the first time I used it. This was last year.

I flew out back home and forgot all about it. A couple days later, I woke up Thanksgiving morning incredibly horny as usual. I was just going to masturbate with my fingers because I was feeling lazy, when I remembered the Lush vibe. A goofy grin landed on my face and I grabbed it from my bag. I messaged the redditor who got it for me to send me some patterns on the app. Ladies and gentlemen, boys and girls! I must say that it was wonderful. :) The patterns that got picked were amazing and had the perfect balance of high and low with short and long pulses. After I came, I took some pictures of my pussy with the vibe inside. He called my pussy beautiful, and it put a smile on my face. I was planning on wearing the vibe to Thanksgiving all day and letting him control it, but I knew my little cousins would be tackling me and playing with me all day (which they did) and would notice. I plan on letting more redditors control it because it was lots of fun! Ah I love cumming and getting gifts? Great way to start off the holiday season.

[F] Online Classes Making Sexting More Accessible

I’m currently taking some extra undergraduate courses to fulfill premed requirements since I’m applying for med school. We had our online physics review today for our upcoming final. I was getting bored and started sexting some guys on reddit and Kik eventually. I slid off my underwear discreetly and started playing with myself. Eventually, I cummed and looked down to pretend I was following along a textbook problem. I’m an exhibitionist and that was thrilling. Also helped that my TA was cute too.

My wife’s fantasy [Group]

Our fantasy [group]. Tell us what we should tweak to make it even more fulfilling.

The night finally arrived! I have been planning this night for a long time. My wife Gracie has been teased with little details, but does not know the whole plan.

I instruct Gracie to take a long bubble bath with a glass of wine and get herself ready. While she is bathing I lay out her outfit for the night, matching black lace bra and thong, stockings, knee high boots, sexy maroon dress and her remote control vibrator. I take a shower and shave which is made difficult because I can’t stop looking at Gracie, knowing the night we are going to have.

After her bath I watch her getting dressed. Gracie is the most beautiful woman I have ever met. 6’tall brunette with legs that go on forever, sexy hips, B cup breasts and a pussy that’s I cannot keep my mouth off of.

I turned down a job offer because I did porn [MF]

A little bit ago, I was in college and struggling to get by. Out of desperation, I started to escort and filming these amateur porn sessions (think girlsdoporn). It helped at the time, but now that I graduated and have a corporate job, I wish I could have done things differently.

Recently, I had this job offer from another firm. You can check all the boxes, better pay, better benefits, more potential for growth, etc.. But I turned them down, because of the customary background check. I don’t know if these kinds of backroom checks would go as indepth as my college exploits… but I didn’t want to take the chance. Maybe I was being paranoid or overly cautious, but yeah I turned them down.

When I got my current job, I had to go through the same background check routine. Sure back then, I had nothing to lose. But I was scared shitless. They would find the videos of me, just getting fucked and railed by dozens of different men, over dozens of different videos. Or the video of my porn interview, just basically confessing that I’m this huge slut. Or the countless times I got facefucked on camera. Or maybe they would find out that I’ve been stripping at this high end strip club, grinding on men’s laps and cocks for $20 each.

[MF] i fucked my friends sister while her boyfriend was sleeping

So a little intro. I have a friend and us two and two other friends usually play cards in his backyard. This day his sister and her boyfriend were there instead of two other friends. We were casually playing cards and drinking some beer. All of us got a little tipsy and her boyfriend got really drunk. He passed out in the chair in the backyard and her brother went upstairs to sleep.

She is short, has quite big tits, brown hair, she is not really fit, but not fat either. She wore blue hoodie with zipper which revealed her cleavage and yoga pants. I was 18 and she was 23.

Only me and her were awake at this point and i was thinking about going home. We talked for a little and i said that i am about to go home. She told me that she would lead me out. We went to the door of the house and we talked there for another 5 minutes. We were joking all throughout the conversation. She then said that i should stay a little more because she is not sleepy and everyone else is sleeping. I accepted and we went to a living room and sat on a couch to watch some movie.

[FM] I finally pegged my boyfriend

My first post here described the first time I rimmed and fingered my boyfriend, Henry. After that incredible evening, we occasionally incorporated anal play into our rotation of sexual fun, but it was not an everyday occurrence. I think we kind of wanted it to remain special – something rare for when we wanted to switch around our usual power dynamics. I didn’t post this story immediately after my first story because I didn’t want to give you all the wrong impression. Nine times out of ten, Henry takes the lead in the bedroom. Whether he is bending me over my desk or pushing me to my knees, we are both usually happiest when I am submissive and he is dominant. So, when I’m pegging him or fingering him, it’s a fun and rare change of pace.

[M]aking us late [F]or a party.

I can’t keep my hands off my girl.

We’ve been together for a few years now, and by all rights should have settled down to some slower pace, but somehow I end up five and a half inches into her every single day I see her.

A bit of description perhaps. Kathy is in her mid 30s, 5’7″, pale as can be with gorgeous red-auburn hair, and the most beautiful face. She gets off on me objectifying her, so hear the admiration in my words when I tell you she’s got a body meant for fucking. She’s athletic, with nicely toned arms, a flat stomach, and legs built for going uphill. This pale white girl has ass for days, perhaps only exceeded as her sexiest physical feature by her boobs.

Kathy’s boobs deserve their own paragraph. She’s got light pink nipples perfectly positioned to point straight ahead, each about the size of a US half-dollar. Her nipples are very responsive, and she loves having them sucked or bitten. These lovely nipples are positioned on some very large breasts. I once asked her measurements so I could bring her something nice from a trip, and she told me she was a 36c. She was not. After complaints of back pain, and a trip to a lovely store nearby, we’ve learned she’s actually 32g. A mere 32f in euro sizing. She’s got boobs that take over any shirt, and the boob / hip / booty ratio of this woman draw stares everywhere we go.

First time being a sub to a woman [MF]

Meeting Heather was just like meeting anyone else at a Meet Up type group. Except for this was a Munch and she was a little over 20 years my senior. Being 23 and talking to a 45 year old knock out about kink, fetishes, and sex was a new experience for me. I wasn’t used to talking to adults like adults, and having them treat me the same. It was a little odd with the age difference, but that was what also made it exciting.

Life was going well for me. I was going to community college, working a day job, and my social life was in transition and changing. So like any other horny as fuck 23 year old man I fell down a rabbit hole and decided to seek out others to find out if I’d be into kink. Now I’d done some experimenting a couple of years before with an older male friend, but no one in the area or outside of that room knew. So, when Heather pulled me aside after chatting in groups the last few Munches I figured it was good sign.

[M] I masturbated to watching my ex [F] fucking another guy

My ex and I have a really close relationship even though we aren’t dating so we kinda just stick together a lot and hang out a lot, although it’s a little difficult bc I still have a lot of feelings for her still even though we broke up 2 months ago. This happened like 2 days ago and still I don’t know what to feel about what has occurred, and I’m confused about weather I liked it or not so entirely I’m conflicted about myself now. Let me describe her to you, shes 5″0, great breasts,really small and tight waist,the softest sorta tan skin, latina,great thighs and a plump little butt. She is a great tease just by looking at her and her coy smile, it’ll make you feel like she’s going to jump on you at any moment.Anyway,we go to a small party with a couple of friends and then other people started coming along. We were smoking and drinking until then I see her getting really close to some other guy,he was some tall, ridiculously shredded guy and good looking guy too. They get really drunk and then she asks if she can use my room becasue my house is close to the party we were at and me being stupid allowed for it to happen. The thing is I was getting completely turned on and kinda sad at the same time even way before we got to my house I just don’t understand my feelings at all and I don’t know how to label it. They go upstairs into my attic and go to the room that had a couch in it, from downstairs I heard a lot of moving and and kissing it had my heart pounding and got me really horny. I opened the door to the attic and I started hearing more and more kissing and her moaning to his lips on her breasts and to her neck. I heard the belts drop and I knew then that this was happening and I was seeing her getting fucked missionary with her legs wrapped around the other guy and she was losing control of herself when she was clawing his back and biting his shoulder. Then she moved on top of him to ride him and the noises felt like ecstacy because I started messaging my dick as if it was involuntarily and it only made my heart pound quicker and it make cum so much faster. She then saw me looking and masturbating she didn’t stop or anything but only began to ride quicker on him and moan louder, I think she was getting turned on by it too. By the end of it he had came 3 times inside her and I was left feeling confused about my emotions. Even today thinking about it turns me on and I masturbate even thinking about it.
Honestly I need help figuring myself out,this post was just for me to vent out how I was feeling.