Playing Hooky or Bunking Class

“I’m so bored.” I complained to my boyfriend. “I don’t want to go to class.”

He looked around. We were alone. He put both his hands on my ass and kissing me. “What do you want to do?”

I shrugged.

He grinned. “I know what you want.” He moved one of his hands around to the front of my jeans and rubbed it across my pussy.

I pressed against him and gave him what I hoped was a sly smile. “Let’s cut class.”

We did this sometimes when we were bored. Since we’d been together, we started to experiment and get one another off in a sexual way. What we did was safe. There was no way I could end up pregnant. Not the way we pleasured each other.

We discuss where to go.

“What about your house?” I asked.

“No, my mom is home. She doesn’t work.” We walked along. “What about your place?”

“My grandmother is staying with us. She might hear and try to investigate. Then my parents would find out.”

“We could go to the park, lock ourselves in the bathroom.” He suggested.

Published
Categorized as Erotica

Fun afternoon for Mom. [MFM]

I had Jill’s birthday party today which went great. After the party, the kids went to my parents and John was still working. It was a beautiful day as I was enjoying the quiet and cleaning up. I was lost in my thoughts when I suddenly noticed a young guy walking up to my door. I just assumed that he works for John and came out all friendly and chatty. Then he said he was talking to all the parents and teachers in the area and do I have a few minutes. Well at that point I was completely lost in his beautiful eyes and said yes before I even thought about it.

Anyway, so of course he is on summer break from college and selling educational books for kids. The books were pretty cool, actually, but yeah, I don’t really need any books…. But honestly this company is GENIUS for sending hot young guys to knock on the doors of SAHMs all summer long. He was so ADORABLE and hot and to top it off, he was super duper sweet and from Missouri so had this lil twangy accent. OMG. He must have played sports of some kind because I could tell he was in amazing shape.

Girlfriend’s Mom Invites Me to Inspect Her Tattoos

After I broke up with a college girlfriend Randi, I found myself hanging out with her mother Carissa. This isn’t as odd as it sounds. Carissa was a pretty middle aged widow, semi-retired already, in her mid 40’s, who spent a lot of time gardening, volunteering, and cooking. She and I got along from the git go, often better than Randi, who was often a high maintenance cunt on wheels. So after I was no longer banging her slutty daughter, I was spending afternoons and occasional evenings over with Carissa, doing handyman work, mowing lawns, reaching for things off high shelves, or just hanging with her watching TV or playing cards.

There was never anything sexual or inappropriate between us, not at first. Not that I would have minded, since Carissa, although plump, had amazing curves, huge breasts that she kept locked away in monstrous bras, lovely black hair, great skin, flashing eyes, and a glinting smile. She was smart and funny, and, I think, a little lonely, and she appreciated having a young man hanging around. As for me, it was a good place to escape my loud dorm at college, a quiet place I could read or study, where there was always a fridge stocked with great food, and the pleasant company of a well-rounded (in all aspects) and friendly, good humored woman.

Will you teach me about sex

‘Will you teach me about sex?’
‘WHAT THE FUCK?’ my mind screamed as I looked across the breakroom table and away from my email to see Meghan looking directly into my eyes.
‘Ummm excuse me what exactly did you say?’ I asked.
Meghan obviously embarrassed and nervous said again ‘Will you teach me about sex?’.
Now I’m really confused. Here’s this barely 18 year old extremely attractive young girl asking me a question I have absolutely zero reference to.
A little back story on me. I’m ‘fuck you ‘rich. I had a couple of lucky breaks in life such as investing in Google heavily early pretty much on a dare and coming up with a design program that revolutionized the industry I was in. I got tired of the rat race and moved to a very small town and decided to live simple and not ‘show off’ my wealth and, in fact, make it look like I was a poor working class guy so I didn’t have to deal with putting on airs or running with the rich and shameless. I’d had enough of that in my late 20’s and just wanted to chill out for the most part in my day to day life. For my ‘fun’ times I had a slew of contacts in the high end swinging community (I craved the simple life but I wasn’t dead yet). So on my weekends off from my ‘job’ I’d head into the big city and hang with my swinger friends seeing what kind of trouble I could get into. It was a fun dichotomy of life. Now why was I slinging groceries for a minimum wage job? Well pretty simple really. A couple of years of pretty much doing nothing other than surfing the internet, going to parties on the weekends, and long hours of solitude and I was bored. I needed to do SOMETHING to get out and interact with people. Quite frankly I was bored, soft, and had reached the end of the internet. I needed human interaction with real people so I got a job at the local grocery store. It was physical enough to keep me fit and just getting to know and work with real people was actually fun to me.
‘Teach you what Meghan?’ I asked.
‘Teach me about sex’ she said chewing on her lower lip.
I looked around the break room. We were alone and nobody was coming and I had no idea where she was going with this so I asked ‘Don’t they teach you that in high school?’.
‘Well yes’ she said ‘but it’s all books and how not to get pregnant or how to not catch a disease. I need to know what real sex is all about’.
‘Meghan I don’t know what I can do about that’ I said ‘I guess you’re going to just learn the old fashioned way. Frankly I don’t think this conversation is appropriate between you and I’.
‘Stop it please. I’m 100% serious here’ she hissed ‘I’m going off to college next year, I’m a virgin, and I’m scared to death about what I know is eventually going to happen no matter what. I don’t want to learn on my own with a bunch of fumble fingered boys that are just trying to get their rocks off. I want to learn about sex and how to be good at it so I can actually enjoy it instead of being a cum dump for a local jerk’ . Her eyes were shimmering with tears now. ‘You’re always so nice to everyone even us young kids and with your stories about traveling and your club life I figured you would know more about it than anybody. I want you to teach me about sex. Real sex not just books and talk’.
Was I hearing her right? Was this young girl who was barely 18 actually asking me to fuck her? This absolutely had to be a set up and I have to admit I had enjoyed a passing fantasy or two about her. But that would be normal for any heterosexual guy. Honey blonde hair to her waist, large B or small C cups, an angelic face with full pouty lips, a thin waist and flat tummy that flared out to great hips and a tight little butt. Ya I had considered it. I had to think fast because if this blew up in my face I was finished in this town and I loved my life the way it was. Fortunately I was always a quick thinker and the basis of a plan formed in my mind.
‘Meghan’ I said a bit sternly ‘if you’re serious about this I think you need to talk to a friend of mine. She’s very open and very understanding. If, after you’ve talked to her, you are serious then we can talk and see where that goes but I really think you should talk to her. Here’s her address. I’m going to call her and tell her you’ll be there shortly after you get off this afternoon. Go see her and talk to her. She’s a friend and very discrete. Let me know how it goes’.
Of course the address I gave her was mine. We were definitely going to have a talk away from work. While I didn’t want to manipulate this girl I did want to help her and it was an opportunity I was going to have a very hard time passing up.
Over the next four hours I did a lot of thinking and came up with a plan to keep both of us safe and discrete but, if she was 100% serious, I would teach her about sex. All aspects of it. And how to always enjoy it no matter what.
I got home, took a quick shower, tossed on a pair of sweats and a t shirt and waited. My driveway was very long, gravel, and couldn’t be accessed without a gate code (which I had written down for her) so I wasn’t worried about random people showing up.
About 30 minutes after I got out of the shower I heard the ‘beep’ that announced that the gate had been activated. I checked my cameras and it showed Meghan pulling up the driveway alone with no cars on the main road so I was pretty sure she was alone. Boy was she in for a surprise.
I watched carefully as she walked up to the door to be 100% sure she was alone. Then I heard her knock. Of course my dogs went nuts and I had to quietly hustle them out back then I walked to the front door and opened it.
The look on her face when she saw me was one of confusion and surprise which was my intent. I wanted to keep her a little off balance for the coming conversation so I could trip her up if this was some kind of teenage set up.
‘Meghan’ I said with a smile ‘come in’.
She stepped into the hallway and I ushered her to the living room offering her a seat on the couch. I asked her if she wanted a drink and she wanted a bottle of water, understandable. She was obviously nervous and very confused so I decided to start the conversation.
‘Meghan’ I said ‘I lied to you. I didn’t want you to know you were coming to my place just in case you got a case of the teenage blabs. I don’t invite people here because I value my privacy and my solitude but I wanted to continue the conversation away from work and potentially prying eyes and ears. So I want you to repeat what you asked me today. If you have changed your mind we can talk about what made you say it. If you are serious we can discuss how to proceed. I want you to know that I’m going to record our conversation for my protection and yours because this is quite possibly the most serious decision you’ve made in your life to date. So do you want to repeat what you told me at work today or do you just need an older and more experienced friend to talk to?’
She sat there for a minute thinking things over and I think gathering her courage then she said ‘I want you to teach me about sex. I’m going to college this fall and I’ve never so much as let a boy touch me. I’ve been thinking and feeling more and more about going ahead and doing it but I don’t want to be bad at it and I don’t want to learn about it in the back seat of some clumsy guy that will run around town the next day bragging about it’.
‘Fair enough but why me? I’m old enough to practically be your grandfather and I’m not particularly good looking. I’m sure there are plenty of college aged or even 30 year old guys in town that if you acted interested would both have sex with you and are mature enough to be reasonably discreet about it’.
‘Because you’re you. You’re always so nice to everyone but there’s something about you that’s different. The guys I go to school you work with told me about your past like it’s a legend or something. You were a somewhat famous DJ, you traveled all over the country, you’ve met stars, raised a child on your own. They all look up to you. Then there’s the way you treat all of us girls at work. Not like an uncle or a father but you make us feel safe when you walk us to our cars at night and look out for us. Every girl there has a little bit of a crush on you but you never flirt or hit on us like every other guy of all ages there at least try to do. You’re different and I bet you’ve had lots of sex so you probably know a lot about it. We all wonder why you’re not married or ever seem to date but you never even crack the door for anyone to explore. I have to admit I’ve thought about you sometimes when I’m, um, alone and horny and that fantasy has built up. I know you’d never hurt me and would protect me so over the last few months I built up my courage and today it just came flying out when we were finally totally alone. I’m so embarrassed and please don’t think bad of me. I just want to learn and I want you to teach me’.
I sat as if considering but of course I’d already made up my mind so I reached for my phone and the script I’d written for her but before handing it to her I wanted to push one more time to be sure she was 100% serious and could keep her mouth shut.
‘I’m inclined to help you Meghan but I want you to understand the ground rules. I will teach you all about sex. The theoretical, the practical, and the philosophical. But I want you to understand that you will be doing things you’ve never thought you’d do. If we agree to this you are not allowed to say ‘no’ or hesitate at any time. Whatever I arrange for you to do you will do. Now there’s a reason I want you to give me this kind of control. If I’m going to teach you about sex I am going to push your limits. You’re young and some of the things that you may think are ‘icky’ or ‘gross’ now will be things you’ll want to try later in life and may not have the opportunity. The reasons vary. You may marry a guy that is set that he doesn’t want to help you with a fantasy because he thinks it’s ‘icky’ or ‘gross’. You may have kids that you can’t let yourself go around. The reasons for why I need total control vary but those are the basics. If we do this you’re going to get a good all around education about sex and all of the different things people do. I will never hurt you nor allow you to be hurt. I will be discrete and protect your privacy. I will be stern but kind to you. Think of me as one of your soccer coaches. They push you beyond the limits you think you have to make you a better player. If you cooperate with me fully when you go to college and you decide to have sex with some guy you’ll wind up making him your bitch. Do you agree to all of what I’ve just said?’
She sat there thinking and absorbing my words for a few minutes then looked up at me straight into my eyes and said ‘yes. Please Mr. Q I want you to teach me all about sex. Theoretical, philosophical, and practical. I’m 100% sure I want to do this’.
I stared into her blue green eyes for a minute then handed her the script I had written and the instructions for how she was to deliver it. She read it, blushed quite a bit, re read it and nodded. I put my camera on record and pointed it at her and said ‘you can start whenever you want’.
She took a deep breath and said ‘I am Meghan Johnson. I am 18 years old and I have asked Mr. Q to teach me all about sex. I’m 100% serious and I swear I’m doing this of my own accord. Mr. Q has in no way coerced, drugged, or pressured me. I’m doing this because I want to learn the right way with someone with experience instead of figuring it out on my own with boys who don’t know what they’re doing. To prove that this statement is true and accurate please watch further’.
She stood then hands shaking a bit and pulled her t-shirt up over her head exposing a lacy white bra that barely contained her breasts. Next she bent down and took her shorts to the floor stepping out of them and her cute spanky panties were in view. She reached behind her and unclasped her bra letting it fall down her arms exposing her almost perfect breasts. Round, firm, with dark dime sized nipples that were already erect. Then with a slight hesitation she pushed her panties to the floor blushing fully now in her first time being totally nude before a man. She looked at me, sat down on the couch, and with a slight hesitation she opened her legs and started fingering her pussy. I let her go for a few minutes because I wanted her excited but a bit frustrated. As her breathing started to get deeper and I could tell she was really getting into it I said ‘Stop’.
She stopped obviously a little frustrated and edgy and looked at me wondering.
‘Okay you can get dressed’ I said ‘and we’ll talk some more’.
She got dressed a little jerkily then sat down and looked at me still blushing furiously.
‘I bet you’re wondering why I had you do that aren’t you?’

How I went from busboy to boytoy for the MILF waitress [MF]

A few months ago I [20M] got a job washing dishes at a small local Thai restaurant. I’m in college, and after being unemployed for a few months before, I was grateful to get this job because I could continue paying my bills without taking out more student loans. One thing that made this job different from previous ones is that I’m the youngest employee by far and the only American. All of my coworkers are in their 40s or older and mostly women. I actually liked this because there’s little/no drama, everyone works hard, and I’m starting to pick up the Thai language. I didn’t mind being the “resident young person”. Little did I know however that I would come to enjoy it for a surprising reason.

I never thought I was into older women, but the women I work with are truly beautiful, and as I spent more time getting to know their unique personalities I developed little crushes on a few of them. Most are married and so I never overtly flirt with them, but I’d give them little complements here and there and they’d tell me that I am hardworking and a handsome young man. However, one started to take a particular interest in me.

[MF] Spoils go to the victor

Ava’s 5’4” tall, weighs about 130lbs, has black hair, blue eyes, and is a cute girl. Ava has long legs, a phat ass, and C-Cup tits. I’m 5’10”, around 160lbs, have blond hair, and blue eyes. I’m averagely endowed.

One day, we were studying for an important exam, and having trouble staying motivated. So Ava proposed a bet. Whoever achieved the higher score on the exam, would receive oral from the other. I was surprised and happily agreed. I’ve never studied so much, and later Ava said the same. We both wanted to win. Naturally, thanks to the bet, we did incredibly well on this exam. But luckily for me, I did just a tiny bit better. Not long after obtaining the results, I cashed in my prize.

I went to her place and Ava welcomed me in. Ava brought me to her bedroom and told me to get comfortable. It didn’t feel like an intimate sexual experience at all. It felt like I was receiving a well deserved reward. I lay down in her bed, and tell her that I just want to relax and have her start things off.

[MODPOST] January 2020 Contest

[Some information on the Monthly Story Challenge.](https://www.reddit.com/r/gonewildstories/comments/d0ni0f/modpost_monthly_theme_contest/)

Congrats to [u/sweetasianfaye](https://www.reddit.com/user/sweetasianfaye/) for winning December’s 2019’s Naughty and nice theme. The winning post is stickied and can be found [here](https://www.reddit.com/r/gonewildstories/comments/edcp9j/i_f_squirted_into_my_panties_at_the_office/). Use flair:November in the search field, to search for the November contest submissions

**January 2020: Best blowjob!**

Describe the best blowjob you ever had/gave. Where were you, who was your partner(s)? What’s your technique? Givers: describe in detail your technique. Were you on your knees? Lying down? Receivers: What’s your preference in receiving? Was it your first time? Perhaps it was out in public? Be vivid, detailed, paint a picture so readers can picture it for themselves!

The contest will run from 1/1/20 and will end on 1/23/20. We’ll announce the winner shortly thereafter. So start writing! Remember proper formatting (please no walls of text) and grammar go a long way to telling a good story.

[F] on a family holiday when I was younger

My bf stayed while I went on a vacation with my family in America. We stayed at this resort and I’ll be honest, never cheated and didn’t even think about cheating before.

At this resort there was this black guy, 6’2ish and I’m 4’9. Very toned and deep voice. Never knew I was into it until I met him and he made his intentions very VERY clear. Flirting joking around.

One night my parents went out for the night and he saw them leave, before I knew it he was knocking. As soon as I opened the door he grabbed me and kissed me deep while closing the door behind, lifting me up easily squeezing my ass. I was so confused and excited at the same time. Before I knew it he put me on my knees and pulled out the 9 inch thick cock. I was seriously shocked! I started slow just with the nob, working down and then he just grabbed my hair and begins facefucking me hard!! Another thing I learnt that night, I love getting treated rough.

Our Submissive (M/F/F)

After waiting a little longer than usual for you to get home, I finally hear you open the door. My excitement quickly changes to confusion and maybe a little jealousy, when you walk in with a beautiful brunette on your arm.

Her clothing, if you could call it that, barely covers her ample breast. I can see her nipples showing through the silky looking material. Her skirt barely covers her ass and her fuck me heels show off her long sexy legs.

After giving your command for her to remove her shoes, she immediately turns around, bends at the waist, and carefully slips them off. I notice she is not wearing panties, as I catch a glimpse of her pussy lips.

My expression seems to have amused you, as you struggle to hide the smirk on your face. I feel my jaw hit the floor, when you grasp her hair and push her to her knees.

Now I am really wondering what the hell is going on. The only woman who should be getting that sort of attention from you is me.

Published
Categorized as Erotica

[Group] 3rd time’s the charm: I finally take Marcus’ cock and him and my boyfriend fill Anna every which way

Well, hello again! Thanks so much for all your encouragement and support! I’m still honestly so blown away and flattered!

By request from your comments and looots of DMs, here is the next [story](https://reddit.com/r/gonewildstories/comments/e9nrdb/group_just_the_story_of_a_normal_night_with_my/) in the [saga](https://reddit.com/r/gonewildstories/comments/eahmmy/ffm_the_saga_continuesepisode_two_from_the_molly/), haha—this happened about two months after the last story (check previous stories for descriptions of our friends):

It was a Friday night and my boyfriend and I were home alone (our housemates were out of town). Anna was supposed to be coming to town to stay with us for the weekend but apparently after the first story she also texted Marcus asking what he was up to, so around when she was supposed to be getting into town I got a text from her saying she was actually going to be meeting Marcus out at a bar before coming to our place and said we should come hang out with them.

My boyfriend (now husband!) and I just honestly weren’t really down to go out—we both worked hard all week and were happy to just be chilling at home—so I told her that and said to have fun and they could come hang out whenever and we’d have some drunk food ready lol.