Last night was a triumph for [m]e sexually with my wi[f]e, but also almost a catastrophe

I’ll add the negative stuff separately in a paragraph below so it doesn’t ruin the story.

As a man, I’ve always had a had an issue with my erection being extremely upright. This can cause issues with positions and comfort for the both my wife and I. Over the last two years I’ve been working on slowly stretching so we can both be more comfortable. Last night, we were both having issues sleeping, and around 3am she rolls over and whispers in my ear, “I can’t sleep, do you want to have some sexy time?” I was still groggy, but she ran her fingertips up and down my body as I removed my pants, and I was ready to go in no time. She climbed on top of me, gently guiding me in and then slipping her vibrator between us. As she sat back and upright, I instinctively tensed for that uncomfortable feeling, but there was none. I only felt myself slip deep inside her with a gentle positive sensation, so I sighed a long deep breath as she began to grind on me. I was just so happy to be able to watch and enjoy her taking advantage of me while I ran my fingers though her hair and and up and down her body, without having any pain from my tightness. Her gentle moans snapped me out of my starfish role, and I began to participate by thrusting, deep into her posterior fornix for an intense climax for her. I was calm and collected enough to grin and feel her every contraction around me. Being so relaxed I had no issue delaying my own climax and was glad to stay rock hard the whole time for her. After she finished, she lifted up a bit to allow me to have to work harder thrusting for my own climax, just how I prefer it. We were both grinning ear to ear at the end of it.

Peaches

She felt his presence even before she saw him. Her body responded immediately knowing he finally arrived at the restaurant just as her phone rang. It was him. His deep southern voice resonated through her mind as her thoughts swirled. As she entered the parking lot her heart race. Her palms already slick with sweat from nerves. She knew he was already there. Even before her hand reached for the turn signal she could feel his presence. The weeks of anticipation had left her hands trembling and clumsy as she fumbles to call and let him know she’s arrived, but just as it begins rings she is started by a gentle tap on the window. It’s him. As she open the door cautiously he slowly steps in the door way before she can stand to greet him. His finger tips brushing the violet hair from her face as he gently graces her cheek. Looking into her eyes he realizes instantly that no matter how vivid his memory her beauty surpasses every vision. His finger tips swirling through her hair and massaging the back of her head only compounding her inability to think of anything but giving in. As his finger wind around the back of her head he leans in to finally taste her lipstick stained mouth. His tongue gently parting her lips as he slowly and deeply probes every inch. Asking in a soft but stern voice as he pulls away, “did you do what I asked”. Her face instantly flushing red as she nods and hikes her skirt mid thigh. Days earlier he had instructed her in a very stern, and out of character message that she was to wear a thong not satin, a skirt that comes above the knee, a top that shows some cleavage, and a light colored bra. His devious smirk widening with every bit of progress as her supple thighs parted to reveal a powder blue thong out lining the soft curves of her mound. The cool breeze hitting the chilling the few dew drops of her juices just beginning to make their presence known and giving away her arousal. Her knees shaking as he just started in awe, so deeply she can feel his eyes tracing every curve, his eyes glazing over as he is pulled further and further away from reality by her stunning curves. “How will we ever get through dinner when dessert looks so perfect?”
The words drove like a freight train through her mind. Rattling ever desire and need, dragging them to the surface. His teeth barely barely dragging his lip in anticipation as the last syllable leaves his tongue. Knowing just how badly he desires to devour her making it near impossible to keep her from wrapping her hands around his head, forcing him to his knees, and just grind against his eager mouth to finally relieve even a slight amount of this torment.
We should make our way to the table.

Planning an Orgy Turns into a Threesome PT 1 [mff] [mast] [oral] [facial] [creampie] [swallow] [squirt]

I moved into a new apartment a few months ago. Most of the residents were a mix of college and grad school students and young professionals. A few families. A few elderly folks. The average age was 25. The building had a FB page where people could ask questions about the building, sell stuff, etc. They ran game nights, movie nights, s’mores nights in the parking lot with a charcoal grill. They threw parties. Most residents left their doors unlocked. It was a big dorm room, essentially.

And a lot of the women were absolutely smoking hot.

I know you’re not supposed to fuck your neighbors, but these neighbors were young. Students. They’d graduate and move all over the place. I was going to find out if we could turn this building into one large, never ending orgy. I found the coolest chick I could find at the s’mores party. We had a few drinks and ended up back at my place. We fucked. I came down her throat. As we chilled on the sofa, I asked her if she’s slept around with other folks in the building.

Tales from the Candy Shop, part 2 [MF]

When I was dating Ann, we liked to experiment. While I was with her, I bought handcuffs and we even made half-hearted attempts at arranging a threesome on Craigslist. Nothing doing. We did, however, have a pretty memorable night.

I forget the exact occasion; it may have been Valentine’s Day, it may have been my birthday, it might even have been Chinese New Year. Anyway, I went over and Ann was wearing a hot little red number that accentuated her cleavage. She knew red was my favorite color, so she wore it that night.

Somehow or other (I honestly don’t remember the details), I’d gotten ahold of a miniDV camcorder with tapes. I convinced Ann to let me film our shenanigans that night. It was easy, ever since I’d gotten my first smartphone and used it to film her giving me head.

It took some maneuvering and putting things in the right place, but I eventually got the camera at the right angle to capture me railing Ann doggystyle at the edge of the bed, once I ripped that red nightie off her, of course. The tape had been used before and there was only ten minutes left on it, so it cut off in the middle of our session. Still, it was a hot experience. Ann wouldn’t be the only woman I ended up filming.

[M]e teasing my [F] classmate until she literally begs for my cock

Long post ahead. Hope you enjoy

I’m currently on this flirt-y type relationship with this one classmate of mine. We’re used to seating on these armchairs that are really close to each other. It all started during one of our vacant time, we were really good friends and she is the clingy type who would literally hug you from behind unexpextedly. She’s 5foot 2″ really flat boobs (idk why but it turns me on so much since she likes wearing v necks and she would frequently remove her bra since she has breathing problems).

So one time she was lying down on the armchair’s arm when she suddenly takes my hand and puts it on her cheek. I thought it was cute and wholesome but what followed turned me on so much I just had to unload one. She started sucking my fingers so intensely like she was licking a huge cock. I was also doing this while playing with her hair (She denies it but I know it turns her on since she moans when I do so). This went on for about 10 minutes until the bell rang and we had to go to our next classes. She said that we were not done yet. And fuck yes we weren’t.

My wife asked for permission to seduce her student while I watched [MF]

Introducing one of her students into our bedroom wasn’t something I was very keen on. Although the idea of luring a young and unexperienced man, with whom she’d done business with, into an sexual encounter was quite attractive to me.

She mentioned the idea a couple of weeks ago, when the annual student internships at her company where coming to an end. I immediately knew she had someone specific on her mind when I saw her eyes full of anticipation and excitement. Mixing business and sex is something I usually refrain from, but this time I agreed.

He had been eyeing her for the whole three months he worked at her department. He always tried to be close to her and asked her questions which could’ve easyily answered by another member of the staff. Instead of working, he was heavily flirting with her. A young student not even close up to her level. She knew her superiority and only toyed with him during the internship.

[MMF] Sex with boyfriend goes wrong (right)

Its been several days since i finally told my boyfriend about my fantasy about me being dominated. I was thrilled because we were gonna do it today.

We were in his apartment. We were alone. He lives with his friends but they were out. I was so turned on when he tied me to his bed to a doggy-position, but i didnt show it to him. I tried to crawl away. I begged him to let me go.  My both hands and feet were tied and i couldnt move.

He puts it in and starts fucking me. “No, please not this way”, i beg. I try to get off from the ties. “Theres nothing you can do”, he says. And i knew its true. So hot.

Then it happens. Someone bursts into the room. The door wasnt locked. Fuck. He comes to the bed and i recognice him. Its one of my boyfriends buddys. My boyfriend stops fucking me and yells “what the fuck man?” He just stares at me, at my little asshole, and i cant do anything. I cant move or cover myself. I feel shamed.
My boyfriend just attacks him and punches him in the face. They fight on the floor.

[MMF] Sex with boyfriend goes wrong (right:)

Its been several days since i finally told my boyfriend about my fantasy about me being dominated. I was thrilled because we were gonna do it today.

We were in his apartment. We were alone. He lives with his friends but they were out. I was so turned on when he tied me to his bed to a doggy-position, but i didnt show it to him. I tried to crawl away. I begged him to let me go.  My both hands and feet were tied and i couldnt move.

He puts it in and starts fucking me. “No, please not this way”, i beg. I try to get off from the ties. “Theres nothing you can do”, he says. And i knew its true. So hot.

Then it happens. Someone bursts into the room. The door wasnt locked. Fuck. He comes to the bed and i recognice him. Its one of my boyfriends buddys. My boyfriend stops fucking me and yells “what the fuck man?” He just stares at me, at my little asshole, and i cant do anything. I cant move or cover myself. I feel shamed.
My boyfriend just attacks him and punches him in the face. They fight on the floor.

[M]y 30+ years of stories.

My wife and I have been married for 36 years. Only marriage for both of us. I had had a few partners before we met, but she was a virgin when we married. We have had a lot of fun over our years and I’d love to tell stories of those times. One thing I hate is reading obviously fake stories. I swear that if I write a story here it is true and accurate to the best of my recollection.

[M]ild initiation o[f] a young girl to the BDSM lifestyle

Let me preface this by saying that the events in this story are part fiction, part fact. The events are based on real life, while the conversations and details have been suitably modified for better narration and in the interest of anonymity.

—————

I used to work at a big finance firm a few years back. Our company hired many junior undergrads as summer interns who were invited to work on certain projects for a few weeks. Based on their performance and abilities, they would be later extended a full time position (or not). One of the things I used to love about this program was the eagerness and enthusiasm of those young undergrads to please their superiors. I have always had a dominant streak in me, be it inside the bedroom or otherwise. Setting up rules for someone to achieve their goals, training them with the discipline they need to develop in themselves, pushing them out of their comfort zone, are some of the things I have found that I enjoy that naturally come to me. Being a mentor for a small team of these summer interns would mean taking the responsibility to guide them through their project, and cultivating these skills in them. Besides, their willingness to learn was the cherry on the cake.

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