26 [MM] I lost a bet to my friend and had to show him my pics/vids of my girlfriend, and ended up blowing him while he viewed them

Last weekend I was hanging out with one of my friends, playing video games and having a few drinks. He was telling me about a girl he had been seeing for awhile and we talked about my girlfriend for a bit. Being very competitive he challenged me to a bet, where if I won a game he’d show me the picture she had sent him the other day if I’d offer the same. I was a bit hesitant but he talked me into it.

I lost a close game and ended up showing him a picture of my girlfriend in lingerie biting her lip seductively. He took a long look and told me I was lucky and how he thought she was attractive. I liked hearing it so I asked more about what he liked and he went on. Excited by it all I challenged him to a rematch offering up the folder where I had all the pictures and videos of her saved. He offered something similar.

My Wife Hired a Sex Therapist, Part 5 (MF, genuine sex advice, BDSM, drama, funny, beg for creampie)

Thanks for all the likes! This installment has the biggest twist of them all so far. They’re going to be even bigger twists in later parts, so make sure to subscribe.

Tyler’s wife, Cammie, had hired a sex therapist for him after it seemed that he was losing his sexual allure. Previously, they had a polyamorous relationship with Anna, but Anna’s new Costa Rican husband was dominating Anna’s attention. Even Cammie was fucking him. Apparently, Cammie didn’t realize that the therapist, Jenny, liked to have actual, real-life, I’m-not-kidding, creampie sex with her clients as part of the “treatments”. Amazingly, the therapy was working and Tyler’s sex life with Cammie was improving. However, Tyler had become regretful for going along with the sex sessions with Jenny without Cammie knowing the truth. He decided to cancel the sessions and ask Jenny for a refund.

I arrived at Jenny’s home office. As usual, she was wearing professional business attire–a cardigan sweater with a button-up shirt and a knee-length, pleated skirt. We hugged, but this time I pushed away from her before she did.

We sat down in our places immediately. “Jenny, I need to talk to you…”

[M] 31, I wear very short and tight shorts to the gym to show off my cock

This is probably very tame compared to some of you animals lol, but I’ve started to wear like 5inch inseam shorts to the gym. They are VERY thin and you can pretty much see everything. I’ve been told I have a nice ass for a guy too. If I stretch the wrong way you’d definitely see my balls / dick.

Now when I workout I usually get an erection, as I’m sure most guys do. I’ve definitely had more women looking at my cock. As a guy, I don’t normally get this kind of attention, as compared to a woman showing lots of cleavage. It’s kinda nice lol.

My wife doesn’t know I do this and I’ve had 2 women talk to me already. I have an oral fetish (giving) and I’ve been sexting one of them. I’m going to meet her at her car before a workout and lick her pussy (hopefully she squirts). And then we’re going to go workout and flirt with each other the entire time after. She said she’ll suck my cock but honestly just want to taste her pussy again..

The Princesses in the Tower – Chapter 5, Part 4b – Zita [Maledom] [Male supremacy] [Humiliation] [BDSM] [Spanking] [Plot heavy]

*Continuing from part a*

**Barry didn’t ask me again and dragged me and Molly to the empty billiard room she locked up. She jumped on the table, legs wide apart.**

**”Pray tell me,” she said. “What is the name of the erotic comic book by Jean-Pierre Gibrat and Francis Leroi which is the adaptation of a famous story for children?” Some possibilities appeared in front of her legs. I didn´t need much time so I just pushed the “Pi-nocchia”. Anthony showed me it two or three times when he made me kneel in the corner and wanted to walk in on me in the reading of page that would make me wet.**

**Molly took the right answer as a cue in her secret mafia hideout. She sang a wordless ode, and made her legs flexible but arms even more so. She touched Barry´s arms, slightly, unmoving otherwise but with her eyes that were supposedly telling the guy in the room that she has a much, much bigger erotic fantasy than he does. She moved further and caressed lines of the trousers on her butt, then started to remove her top. She folded it in the half first, so I could see that for her slim figure she possesses unexpectedly full breasts, though this made me jealous of the virtual character, not aroused.**

The Princesses in the Tower – Chapter 5, Part 4a – Zita [Maledom] [Male supremacy] [Humiliation] [BDSM] [Spanking] [Plot heavy]

**Zita**

These are the episodes of Royal Citadel High, and you can´t keep up with their turbulences!

Barbara was hanging out somewhere, asking for trouble, and we didn’t want to needle in our Androcentrism lesson. Half-sitting, I stood guard between Lydia and her desk so that I could serve her as a chair in a wink of an eye.

Previously curvaceous Miss Pignon had to humble herself as well but passing through the door at Weatherby’s side, she beamed and repeated something under her breath, congratulating herself given the tone.

She nudged all members of our Shieldmaiden gang in a friendly way and pointed behind herself. “Paladins dispatched a representant of masculinity.”

Whom? I had a vague feeling that Johansson might be interested in our class. He had already sent out a circular presenting the barely usable costume under which he imagined a report card. It’s just that when I saw them at the table, only his height and beard seemed masculine to me.

My Landlord Part VI [MF] [Vanilla] [Hand Job]

*I really advice you to read the previous parts first.* [*The parts I-III are over there*](https://www.reddit.com/r/dirty_boy69/comments/wxc08b/my_landlord/?utm_source=share&utm_medium=web2x&context=3)*,* [*parts IV-V are over there*](https://www.reddit.com/r/dirty_boy69/comments/xl044a/my_landlord_ii/?utm_source=share&utm_medium=web2x&context=3)*. Enjoy your read.*

The next morning I woke up with a raging hard dick between my legs. I had a severe case of morning wood. Luckily my landlord’s daughter, well, meanwhile more my girlfriend, was laying next to me. And she was awake too. So I began to kiss her neck.

She immediately knew what I was up too, turned herself around and pulled back the blanked: “Lay down on your back. Just enjoy yourself. Let me do the work.”

Then she gave me a gentle kiss. A gentle kiss that turned into passionate kissing while her hand was sliding up and down my rock hard dick. She knew what spots she had to hit, but she made it all even better a minute later: She wrapped her lips around my glans while she was squeezing my balls.

My cock sliding in and out of her mouth felt awesome. I came closer and closer to an orgasm. Moaning was leaving my mouth. But she stopped before I jumped over. She stopped before my balls emptied themselves down her throat. No, not to keep me blue balled, she wanted to feel my dick inside her.

From Neighbor to Summertime Fling (Part 5) [F/M 30s][Cheating][Long Read][Multiple Chapters][Lingerie][Oral][First Time][Sex]

The saga continues, thanks again for all the comments and messages, this has been a fun story to tell. To read the other chapters, [Head to this link](https://www.reddit.com/user/Different_Networks/comments/xohw6q/here_is_a_link_to_all_my_stories/), enjoy!

“Took me long enough huh?” Carrie smiled intensely after what was one of the craziest things she had ever done to be with a man, “I figured breaking and entering was something that needed to be planned out a little.”

Marc laughed, “So you planned this, even though you can’t really break into something when you have the key?”

She began to approach him, “When you just left me there last night,” now wanting to join his prone body in the bed, “all I wanted to do was get you alone.”

“So,” he looked down between her legs, “were you good, or did you take care of things without me?”

Carrie’s voice changed to a more seductive and desperate tone, “It took everything I had in me, to not do it, but I was so, so good for you. I couldn’t sleep, but the last time was when you had your mouth between my legs.”

GF (22f) and I (22m) share a room with her best friend and boyfriend. [mf]

Backstory, my gf (now ex) Ash and I go on a trip to Vegas with her best friend Rachel and her boyfriend. We are all broke college kids at the time and decided to share a room to save money. Both Ash and Rachel are very attractive, petite with very athletic bodies. They have been friends for years, way before Ash and I started dating. So we had been in Vegas a couple days, nothing out of the ordinary had happened just the usual gambling, drinking and spending time at the pool.

It was the third night where things got more fun, we had been out all day and had gotten in bed ready to pass out, then right before I pass out, I hear soft moaning coming from the other bed. Ash and I look at each other and laugh, it gets louder and now we can definitely tell they are fucking. I’m definitely getting turned on at this point, wasn’t sure if Ash was feeling the same until I feel her hand slide into my shorts and grab my hard cock. She kisses me as she continues to stroke me, the moaning gets louder and I get more turned on and pull Ash’s shirt off and take her nipples into my mouth and she lets out a moan. I notice Rachel and her boyfriend had paused, noticing what was going on and the boyfriend and I make eye contact and acknowledge what’s happening and without a word, both go back to our girls.

[MF] I [32M] picked up a sexy businesswoman cougar [47F] on the train, which lead to mind-blowing sex and months of passionate sex

I wanted to share my first time with one of my best sexual partners – my past FWB Lisa, a hot corporate cougar.

I want to start off the story with the pickup, date, and then sex. But if you are anxious to read the goodie part about sex, you can skip to the part where is says “The Sex”.

*P.S. – I have posted this before on another account. I closed that account, and now I am reposting it.*

**The Failed Pickup**

For a few months, I had to take the train to work. It was a long commute that lasted one hour. So I often had a book with me to read. I had to make a transfer to take the route to work.

One such Friday, I distinctly remember it was December. I boarded the train. It was early in the morning, just before 8am. The train wasn’t packed, but there were no seats. I didn’t mind standing by the doors to read my book.

As I was reading my book, I noticed a pair of hot legs across me. My eyes naturally and immediately went there. A woman was wearing a skirt, and I could see part of her shiny white thighs.

Anal office fucktoy for my boss (F19)[MF]

I wanted to work at the summer and got into an office job. When I had the interview, the chef was really kind and said I could start tomorrow. I was excited, the payment was low. But still some hard earned money. 2 months after I turned 18.

The deal was I work 10hrs a day every Saturday. 4x a Month and get 380€ that was kinda fair. Cause I had no experience. So I started early and there was just me and the chef. He invited me to breakfast with him. He told me all the things that were on his mind.

I also told a few things about me. Then it was time, we opened. I got calls and had to answer them. I was so busy and forgot the time. So shift ended and I had 1 hr left.

He invited me to his office. He asked if I liked the job, I said yes. We sat on a couch, talked and he kinda got closer and closer, I saw the thing you are wearing. I was shocked . Could it be that he saw my plug?