A [F]inal therapy session brings [M]e more than I bargained for. [Cheating/taboo]

Warning: this story involves cheating. If that’s not your thing and you are reading it just to tell me how much of a scumbag I am, I am sure there are plenty of other stories to read that will be more satisfying to you. This story also involves some “taboo” sex between a therapist and a client. Yes, I know it’s wrong and illegal. I also realize that if I were reading this, I would probably be the first to call bullshit, because this kind of thing isn’t supposed to happen. I can assure you that it does happen. It’s a memory I’ll carry with me.

****

One of the biggest reasons I became a therapist is because the job is never boring. This is a story about one of those times that things became more than just not boring – they became downright exciting. Part of me wishes this had never happened, since I’d be a lot less anxious and guilty, but it wouldn’t be completely honest if I didn’t admit there’s another part of me that thinks about it every single day since and smiles a bit.

The Workshop, Part 2 [MFFFFFF][unaware][clothed sex]

His eyes widened as Sophie backed into him even more, her butt pressing against him even harder. He could feel her warmth against his pelvic region, and he could feel his underwear starting to get a little wet as his aching cock was enveloped in the soft cushiony heaven that was her buttcheeks. As he gaped at her, Sophie began to dance to her music, just a little, moving her hips to the right, and then to the left. To the right, and to the left.

He felt pleasure building in his crotch as she ground herself against his boner. The sight of her bubbly gigantic perfect ass, with its stunning roundness, its mouthwatering shape, pushing against his hardened cock would have been enough. But with the sensation of her butt grinding from side to side ever so slightly, rubbing against him with just the right amount of friction, just the right amount of pressure, Tom knew he didn’t stand a chance.

“Hey, Emma,” he said breathlessly, turning to his right, “do you mind loosening-”

“Linda, do you know where the rulers are?” Emma interrupted, ignoring him as she looked around the cramped workshop.

The Workshop [MFFFFFF][unaware][clothed sex]

Tom stood in the entrance of the new workshop, frowning. He didn’t really like it. The old workshop, the one where he had been planning on going to this morning, wasn’t bad. It was a large room in the Architecture building filled with long tables and various tools and equipment for cutting, sawing, and gluing. That workshop was the one where Tom had been going all year to work on his Architecture projects, but unfortunately, it had flooded somehow, and Tom had gone to the doors of that workshop only to find a paper sign posted on them, directing him to this new temporary workshop.

He slowly entered the tiny room, his eyes gazing at the two tables that filled it completely, wondering how many people could fit in it. He realized that he was lucky he had come in the morning, as the workshop would no doubt be filled later, and based on the looks of things, it would be nearly impossible to move if more than ten people were in there. However, it wasn’t so bad now. There was only one other person in the workshop.

The Friday Show 6 – Leader of the Resistance [orgy] [MMF] [mc]

Since he had made that call, Ron seemed… unhinged. Not that Laura would complain. The middle-aged journalist was now almost always hard, his thick fat cock standing between his legs obscenely engorged and red. Every now and then he would grab the first woman he had close, and fuck her raw for what felt like an eternity. As a consequence, Laura tried to be around Ron as much as possible, so that she could be the receptacle of his outbursts – except when there was someone else from the Resistance group who was ready for a quick go.

Sometimes Ron came after fucking Laura, leaving trails of white cum that the other girls – starved for semen – would lick from the floor or straight from his dripping cock; sometimes he would just retire after half an hour of frantic coupling, too spent to cum and yet still hard, red, sweaty and frustrated.

[M]y [F]ormer coworker. We were both married Part II

****Disclaimer: if you don’t like cheating, exit this post****

Part 2:

So after our first sex session, we were laying in the couch talking about random shit in life and dozed off for a while. Once we woke up, we just looked at each other and I said “let’s go back in the room”. She happily obliged and led me there, hand in hand.

Once back on the bed, we just layed for a while kissing here and there. I started kissing her neck and could tell she was getting wet again. Then she started kissing and sucking on my neck which gets me hornier than watching porn!

I started rubbing EVERY INCH of her body. I pulled her leggings and thong down to about the middle of her thighs while she was on her back. She hungrily grabbed my dick out of the hole in my boxers, licked her hand, and started stroking it. There was a point where we were making out and I had my fingers interlocked with her toes, her legs in the air and she was jacking me off. Guys, this is my heaven!

This Is Why You [MM]eet Publicly First

Finally decided to write about something that happened to me many years ago.

CW: Rape-play and homophobic degradation.

I [27M at the time] had just gotten out of a nearly decade long relationship with my first boyfriend. It was an ugly break up and I was in a bad way.

My ex was never as adventurous sexually as I wanted to be so I took the chance to really indulge my inner slut. This was aided by CraigsList personals (RIP) and the preponderance of slutty guys on there.

After some time swapping head with a few guys I found a post from a cross-dresser we’ll call Chris looking for a guy for rough sex. His post said his wife had left him because he was bi and that he wanted a “Real Man” to treat him like a whore; literally his only limit was not to damage his wig.

This had me rock hard and I emailed him immediately. We swapped pics and it got me even more riled up. He was actually really cute in his wig and makeup and had a slim, twinkish figure with a perfect bubble butt.

I [F] sent my professor [M] a picture of my pussy

As soon as I hit *send* on the email, a shudder ran down my spine. It was the morning before class, and I knew he would be in his office, waiting for our assignments to arrive. We were supposed to write a short story about stupid things and their consequences. I took it a step further, my story itself was the stupid thing, and the consequences I hoped would be outrageous.

Which is why I was up all night, writing and humping my pillow and thinking only of him. My professor was the star of my story. I loved his manly frame, his clean style of dress shirts and slacks. The gray streaks in his hair and beard. The wrinkles at the corners of his eyes. And how hot I felt when I knew he was watching me.

Whenever I walked into his classroom, his eyes were on my hips. When I sat at in the front row, him pacing back and forth. And how he’d place his hand on my lower back, guiding me into his office. His touch lingering. His fingertips inches from my butt.

Ice and fire (masturbation)

I thought of you as I laid on my bed. We had talked all day.. I wanted you right there between my legs. The heat from my pussy radiated to my thighs. I was horny and aching.

I went to my drawer and took out my glass toy. My favorite one. The one that angles just right to hit my g spot. I also took out my wand.

I felt the heat again.

“I need to cool this off” I thought.. as I made my way to my freezer. I laid my glass toy inside to chill and made my way back to my bed.

I touched myself.. “fuck I’m soaked”.. licked my fingers and started to slowly massage my clit. I wanted this to last.

Thoughts of our conversation entered my mind.. I couldn’t help but wish my fingers were yours. Imagine your lips pressing on my clit. I get close and stop myself .

I sit straight up and lower myself down straddling my wand. I crank it up to 2 and start to grind my pussy on it like it’s your mouth. “You like that don’t you, you want me to cum in your mouth don’t you”

Voracious Aunt Victoria [MF] [Incest] [Ass Play]

Christmas…

Christ was it chaos.

The whole family together in one place, kids going mad, adults getting drunk, oldies dozing in their comfy chairs.

He had missed the celebrations last year due to a part-time job during study, but this time was able to make it back for the most joyous occasion of the year.

Everyone asked about university and he told them about the boring shit he studied. They lost interest quickly and he lost interest in explaining what it was he studied.

But then there was her. Aunt Victoria.

Damn it if she wasn’t just… attractive. You know when you’re growing up and all your friends say how fucking hot your Aunt is and you have to just shake your head in disagreement, because what else can you do? Agree? Well, he did agree but he didn’t confess that to anybody, no fucking way. He had jerked it with her in his mind so many times he couldn’t even count. It was confusing for a growing boy going through puberty.

[MF] The Smart Girl

This is about a very smart girl I dated. She was a very powerful attorney who had son. There is some build up here, then after the XXXXX rows, the stuff you came for. Smart girls are always the best.

It was 2004 and I was recently divorced. I took my kids to a free outdoor concert on a custody weekend. They started playing with another kid while I watched the 80’s alternative bands I had come to see. I noticed a tall slender woman with reddish brown hair and a great pair of jeans on nearby. I was watching her move and wondering what her work out was all about. She was in great shape and had a hipness about her. Very down to earth in an exceedingly pretty sort of way. After a little while she totally caught me checking her out like she was a piece of meat! She just smiled and turned to face the band. After the set, I went to gather my kids and they wanted to hang with their new friend a bit longer. After a few minutes the kids mother showed up. You guessed it. It was the woman I had been watching. She was laughing and looking right into my eyes. We made nervous small talk and I gave her my business card and told her “If she ever wanted a playdate” to call me. That evening while my kids were back at their mom’s… She called. We talked for a long time. At first about music, and our city, her move from NYC after 9/11, then it got better. She brought up the subject of her recent divorce. We talked about the whole shared custody lifestyle, and how hard it was for everyone. Then she told me her son was with his father Tuesday nights, and asked me when we could go on that playdate. I laughed, she laughed, Tuesday was good for both of us.