Kinky supply teacher turned out to be anal only [MF]

One of the perks of being a teacher was the number of women it brings you into contact with. For a young and single guy it could be a lot of fun. It wasn’t just the regular permanent staff, there were often fresh faces in the form of supply teachers and students.

As an aside, some of the kinkiest girls and women I’ve been with were teachers. Maybe it’s the persistent veneer of professionalism they needed to have all day, bottling up their wilder sides until they get uncorked. Judy definitely fits into this category.

She was a supply teacher. About 10 years older than me. I helped her out with a few things when she first arrived. I checked her out, mainly her legs due to the fishnets she was wearing, and at first glance I thought she otherwise wasn’t my type: a little plain, dare I even say dowdy. We got chatting though and she was funny. And flirty. She made it very clear in our conversation that she lived alone. Maybe she thought she was being subtle but I knew she wanted me to know she was single. I saw her at break and lunchtime too. We got on well. Really well. Home time comes around and I check in, wondering if I should invite her out. I needn’t have wondered as she asked me.

(32)[F] – (22)[M] Intern at work – The Complete Humiliation

Sorry for the delay! These are the continuation of the events that happened more than a couple of months ago.

This picks up from where the previous part left off. You can read Part 27 [here](https://www.reddit.com/r/gonewildstories/comments/y7vcbm/32f_22m_intern_at_work_pushing_boundaries/)

**Part 28 is below**

I looked at my naked, collared hubby kneeling in front of me awaiting my further instructions, wondering how to gradually escalate it to the next level. I still had a few more tricks up my sleeve which I wanted to introduce at the appropriate time. I removed a blind fold from the box and tied it around his eyes. He started shivering wondering what I was going to do next. He could only hear my heels on the wooden floor as I walked away unsteadily (I was quite drunk at this point) from him. I went to the fridge and filled a bowl with ice and soaked a towel in hot water.

I know how she fucks: meeting my mate’s new girlfriend [MF]

Aaron’s new girlfriend reacted more quickly than I did. Made out we didn’t even know each other.

Good thinking.

The last time I’d seen Laura was when she stormed out of my house in the early hours of the morning. My cum was probably still dripping out of her.

*No, you can’t stay over. Yes, it was just a fuck I was after.*

OK, so I was a dick to her. We met in the club one night, kissed, felt each other up and came back to my place to fuck.

She wasn’t my usual type. To be honest, I didn’t even fancy her that much. A long face. A long *everything* really. Tall, with droopy tubular tits.

Still, she had looked fantastic when bent over on all fours on my bed. I could smell her wet cunt, see it glisten. It was obvious how much she wanted it.

Before fucking her, I teased her pussy for a while with my fingers. Her clit was solid. Laura’s moans were deafening, her loud nasal voice giving way to a series of high-pitched squeals.

*Fuck me, now!*

Fucking New Guy at the office… finally [FM]

You might be here because you’ve already read the rest of my stories. If not, here’s a quick recap:

New accountant trainee caught me masturbating in the office bathroom after hours. Since then I’ve been teasing him and even came on video during one of our “profesionnal” zoom call. We’ve also been chatting and I’ve been leaving notes and wet panties as little “gifts” on his desk.

This last post so be super long, I’d rather warn you.

New guy is actually full of surprises. Since my last post we’ve been talking more and more and are now in what I can only describe as a “friendly” relationship.

The first surprising thing he did was teasing me right back. And he’s fucking good at it… Sending me flattering messages when I expect it the least, leaving notes of his own such as “I want you so bad, big boner during the whole meeting with the seniors, had to find reasons not to stand up”.

[FM] My Slutty Office Relations

I work an office job and found one of my co workers who works in the sales team really attractive. He was the typical confident, witty salesman and we had strong chemistry from the get go, often finding ourselves flirting in the office. I would fantasize about him at night, nothing too crazy I would just imagine him fucking me in my bed. After months working together the sexual tension grew quite strong and the flirting got really saucy, one day he gave me the naughtiest look, I was so turned on I had to go to the ladies room and play with myself to relieve the tension…

Anyway on a work night out, we were sitting at the end of our work groups table and I had to know if he felt the same, so I asked him if he had ever thought about having sex with anyone in the office. He then looked deeply into my eyes and said to me “I’ve fantasized about bending you over my desk many times”. At this point I was soo wet, I told him I would be down for that. We decided to leave our crew, go back to the office open the bar and fucked on his desk for hours. It was the hottest sex I’ve had in a long time and now I can’t stop thinking about it every time we are around each other in the office.

I have to share this… [MF]

I’ve asked my girlfriend to tell me stories of when she was slutty in the past and things she’s done. It turned me on so much that when she was in the shower a couple of days ago, I went on her phone and looked through her texts with her ex. Holy fuck they were so hot. Hearing everything she wanted to do to him and reading about how slutty she was turned me on so much. I took screenshots and have been jerking off to how much of a slut she was non stop. Literally looking at them makes me hard in a second. This has started so many thoughts of certain fantasies for me. Can’t stop thinking about how much I want her to be so slutty for everyone.

I did a boudoir photoshoot and got fucked by the photographer [FF]

Hi, hello. I’m bed ridden and bored, Rona finally got me that son of a bitch. I’m here to tell you about a couple firsts for me. Get ready to read what has been replaying in my mind for the past month and now that I have the time to write this shit out I hope you enjoy it as much as I did…

I had been texting Amy for 2 weeks before we set our set date to do a boudoir style photoshoot, she is the cousin of one of my teammates who does wedding photography but is trying to expand her portfolio. I’m laughing now because I totally believed I would never be brave enough to do something like this. You know being naked and posing in front of a camera, held by someone who’s a stranger to me but Amy just has this effect on you. You’ll see.

My gf [F]24 went to the movies with a fwb [M]23 l. I [M] sat next to them without him knowing.

Reposting:

Skip to *** for sexual part.

My girlfriend, Addison, is a 5’4 Asian woman who all the guys turns their heads to when she enters the room. She has the perfect, full lips that you’d kill to see wrapped around your cock. She has the perfect legs that leads up to a nice round ass that guys and girls look at on the beach. Her B cup tits were perfect for her hour glass frame.

Her FWB, Mark, was 6 ft tall skinny guy with a 8 inch cock. No exaggeration. I even have a video of her playing and jerking him off.. her hand looked tiny.

Addison and I were diving into our open relationship. At this point, the guys she played with thought she was cheating on me and most of those guys don’t know who I am. Just that she has a boyfriend. I think that made them want her more.

We decided it would be hot if she went on a date with her fwb and I got to watch from afar. We skipped the typical dinner date as it may look weird if I’m the only guy around a restaurant and get caught staring. So we decided on seeing a movie.

[M]y wife blew her bull in the work parking lot

My wife was getting off of work about to head home when her bull looked at her and told her to suck his dick. She thought that he ment right there in the front parking lot where he parks but he drove around to the back parking lot ( that doesn’t have anymore privacy but atleast isn’t at the front door). She climbed in and told him to pull his dick out and started sucking him off right in the open. If any coworkers would have been leaving they would have seen my wife with a mouth full of cock trying to make him cum. She managed to make him cum in her mouth and swallowed it all something she doesn’t do for me. The chance of being caught and everyone knowing my wife is being fucked is a huge turn on for me and she knows it. As she’s telling me this story my mind is racing with the idea of her being caught and it drove me insane. She’s still heading to his place this weekend and hopefully I’ll have a good update.

[M]y second 1 night stand [F]rom HINGE

Starting to really like this hinge dating app I must say I find it extremely easier to get matches and I feel the quality of women on it is also higher.

So I match with a 5’0 pure Taiwanese girl (born&raised in ‘merica) -link of her body in the comments

She’s traveling to Hawaii and is looking for a place to stay on her first night but only if I’m not a serial killer. (she’s been watching Bundy and dahmer) I don’t blame her.

We arrange a FaceTime call and talk for a bit, gave each other a pretty good interview. Then we make the plans. I pick her up from the airport at 9pm the next night and we go back to my place pop a bottle of champagne and Ofcourse I come up with the idea to go for a night swim at the pool (if you’ve read my last story then you know)