My first older woman [M18/F40][Cheating][Risky] [Cougar/Cub][GF mom][Oral][Almost Caught]

I was staying with my girlfriend’s family for a week to help with a roof and to go on a hunting trip as a reward after we were done. The night before we were to go on the trip, my girlfriend stayed at a friend’s place and her brother had to drive a few hours away to help a friend of his out, basically canceling the trip.

I was in the brother’s room playing Playstation when their mom came in, shut the door and sat on the bed next to me, watching me play my game. She asked how I was doing and if I needed anything from the kitchen; something to drink, a snack, and I told her sure, that some orange juice would be nice.

She came back after a few minutes with a tall glass, and handed it to me, and I took a few big gulps from it before I realized that it was strongly alcoholic. She just smiled at me and giggled when I started to choke on my drink, and asked me if it was okay. As I caught my breath, and took a couple more swallows, I nodded, “yes ma’am, I just wasn’t expecting that.”

My gym crush, pt. 14 [MM] [20s] [femboy] [straight to gay] [oral] [anal]

[pt. 1](https://www.reddit.com/r/Erotica/comments/11xpnin/my_gym_crush_pt_1_mm_femboy_20s_masturbation/) | [pt. 13](https://www.reddit.com/r/Erotica/comments/12845sm/my_gym_crush_pt_13_mm_20s_femboy_straight_to_gay/)

Alex slid off of Dylan’s dick and got on all fours. There was an outline of Alex’s body in sweat on the sheet. He looked back at Dylan over his shoulder. “Fuck me again, Dylan. And don’t stop till I have your cum inside me.”

Dylan grabbed his hips and positioned Alex. He pushed inside, and Alex gasped again. He bent his leg so that his foot came up to his ass, and Dylan gripped his ankle as he pumped back and forth.

He let go and then stroked Alex’s back as he watched his cock disappear inside that smooth, round ass. His hands wandered to Alex’s ribs and waist, where he held him firmly in place. Dylan knew he never wanted to let go.

Dylan lifted his head up and roared as sweat glistened all over his naked frame. He felt the pressure building and knew he only had a few seconds left. He grabbed Alex’s hair in a fist and fucked him with everything he had.

The most exquisite release rushed through him as he filled Alex with his seed. He let go of his hair and lovingly rubbed Alex’s back.

Revenge – Part 6 – The Trap

For the fifth time, I prepared my spell to call Drenvynia to the mortal plane. I was thinking about the possibilities of catching her right when she’d arrive, as she always tried to attack me as soon as she had been transported. The spell made sure, she forgot everything – but this resulted in her not knowing about the futility of her attacks.

The spell finished with the usual “Tenebris, Drenvynia” and her body appeared on the ground. I was quick with the wrist-straps to prevent her from attacking me, but when I touched her some kind of electric discharge blew me to the wall behind me. I passed out.

When I came to myself, I was lying on the bed in the other room, completely naked. My hands where cuffed; she sitting on a chair next to the bed, grinning – obviously she had been waiting for me to wake up.

“Wakey-Wakey honey”, she said in best mood. “I have no bloody Idea, how you deserved my presence, but I’ll simply tag along for the time being”.

My gym crush, pt. 7 [MM] [20s] [femboy] [straight to gay] [toys] [masturbation]

[pt. 1](https://www.reddit.com/r/Erotica/comments/11xpnin/my_gym_crush_pt_1_mm_femboy_20s_masturbation/) | [pt. 6](https://www.reddit.com/r/Erotica/comments/122brnl/my_gym_crush_pt_6_mm_20s_femboy_straight_to_gay/)

“Was it too much?” The silence was excruciating. Ryan’s heavy breaths through his nostrils were the only sound in the room aside from Alex’s heartbeat.

“No, you were fine.”

Alex touched Ryan’s shoulder, but he pulled away. “I think I should go.” He stood and pulled up his pants. “

Are you upset?”

“No, I just need to go.” He pulled on his t-shirt.

Ryan unlocked the door and was halfway out before Alex called out, “Bye, Ryan.”

“See ya,” he mumbled.

Alex sat on the bed, stunned. He went through that night, searching for some misstep, something he did to upset Ryan. Then he noticed the pint of cum Ryan had left on his bed. He grabbed some tissue and mopped it up as best he could.

He sat at his desk and opened TikTok. Another sexy man making focaccia. He sighed and then messaged Ryan.

>Hey, I hope you’re ok. It was good seeing you tonight. Lemme know if you ever want to talk

Part 2: The doctor gives me an intimate exam [MF]

***Note:*** *This took place immediately after the events described [here](https://reddit.com/r/gonewildstories/comments/11x541p/i_gave_a_doctor_a_prostate_exam_with_my_tongue_mf/?ref=share&ref_source=link).*

Our hands were still together, exploring my wetness, when I felt his fingers start to slow. I looked up from where I was nuzzled into his chest and saw that his eyelids were heavy. *Oh my god, is he about to fall asleep? I can’t bel- wait. I remember being this exhausted.*

“A little sleepy there, bud?” *Bud? Really? Why do I open my mouth?*

He widened his eyes in a poor attempt to keep them open. “No! I’m just relaxed…and maybe a little tired. I feel so bad, I want to make you cum. I just…need to shut my eyes for a minute.”

I suppressed an eye roll. *A minute? Sure, okay*. But he was so relaxed. *Relaxed enough to nod off. He looks like a baby angel*. “Don’t worry about it, you deserve a little rest.”

Eyes still closed, he slipped his pants back on then pulled me closer and nestled in, one arm wrapped around my shoulder and the other still holding my hand. *Annnnd I’m trapped*. I laid there, tucked securely under his arm, listening to his heart beat as I felt his chest rise and fall with each breath. *It’s too bad I don’t nap.* My eyes started to feel heavy. *I’ll just close my eyes and enjoy feeling another person next to me…*

Fucked in a public br (MM)

All people are 18+

I was scrolling through Grindr and this one profile caught my attention he was a rlly hot twink 19, visiting my city and he was a few train stops away at a hostel. I messaged him thinking nothing would come from it but he responded. We talked for a bit and nothing really came from it so I thought that was it as he flew out the next day.

My gym crush, pt. 6 [MM] [20s] [femboy] [straight to gay] [oral] [toys] [fingering]

[pt. 1](https://www.reddit.com/r/Erotica/comments/11xpnin/my_gym_crush_pt_1_mm_femboy_20s_masturbation/) | [pt. 5](https://www.reddit.com/r/Erotica/comments/121vzjn/my_gym_crush_pt_5_mm_20s_femboy_straight_to_gay/)

Alex had received his fair share of blowjobs–not as many as Ryan probably imagined, but enough for him to make an educated assessment of what Ryan was doing. He had never had his cock sucked with so much enthusiasm and drive. It was sloppy as hell, but he gave Ryan an A for effort.

Ryan coughed a few times as he plunged down onto Alex’s shaft, but he never slowed his pace. His drool dribbled down and soaked Alex’s balls, and the grip he had on Alex’s thighs… Ryan’s rough hands held Alex like a vise.

Alex reached down and touched Ryan’s face. “*Fuck, this feels so good!*”

Ryan looked up and grinned. “Yeah, you like that?” He pulled Alex by the hips and pressed his knees to his chest. “What about this?” He took Alex in his mouth again, but then Alex felt him shove a finger into his asshole.

“Whoa whoa whoa! *Easy!*” Alex sat up and opened the drawer on his nightstand. He took out a bottle of lube and some edibles. He popped a gummy and opened the bottle.

Fantasizing about sex on a bus right now… (F4M)

I want to tell you to strip for me, slowly, and i want you to pause at taking off your underwear and i stomp up close to you in 7inch heels grab your face and tell you to drop them in a disciplinarian tone. Almost angry at your shirk of my orders.

I want to touch you like that for a little bit. The air in the room around your bare skin, as I run my tongue gently down the sides of your neck. I palm your muscles in excitement and slip my hand between your legs just to slide it up your sensitive skin and grab your ass. I blind fold you. Tie a ribbon around your neck in a bow and around your wrists and ankles.

Your my little present to me.

I won’t kiss you, but I’ll put my soft plump lips on the head of your cock. I’ll lightly claw at your back pushing your hips into my face as I crouch down to meet my toy. Tonguing the sides of your crotch while I have you in my hand. I’ll spank you. Grab your neck and lead you over to the bed where I’ll bend you over my knee for my final touches on my best toy.

I gave a doctor a prostate exam with my tongue. [MF]

I don’t love going to the doctor. The vague appointment times where you’re required to arrive by 1:15 but aren’t seen until 3. Answering the same questions asked by a humorless nurse. Being prodded and palpated by the wrinkled, freezing cold hands of an ancient doctor who is in and out of the room in four minutes flat. Doctor’s appointments are rarely exciting, never pleasurable, and generally errands I’ve looked forward to finishing as quickly as possible…until recently.

The nurse had just left the exam room where I sat, already annoyed in anticipation of would surely be a 20 minute wait. I was preoccupied with the intrusive thought of all the emails of emails flooding my work inbox when a sharp, confident knock jolted me back to reality.

The door opened and in walked a man who looked nothing like the short, bald man of indeterminate age whom I’d been seeing for years.

“Hi, I’m Dr. N, taking over for Dr. Kearns,” he said, extending his hand. He was tall and slender with boyish curls and bright, hazel eyes. He had a warm smile, if slightly tired at the end of a long Friday. We locked eyes and suffocating sexual tension appeared out of thin air. *I’m toast.*

Mother in law takes control part 18 [F32] [M29] [humiliation] [chastity] [sissy] [diaper] [anal] [denial]

Sarah was struggling to not cum as Billy dug his tongue deeper and deeper trying to make sure he wouldn’t get punished by Rachel or his mother in law. Rachel sensed this and made her way onto the couch in front of Sarah kissing her and teasing her about being a premature ejaculator.

Sarah was shaking and Billy felt his prostate be pushed hard with the inflating butt plug. Finally, Rachel got up and pulled Billy away saying

“That’s enough.”

She stood Sarah up and giggled as she said

“Sarah, lift your frock. It’s time to get your willy out of that mean cage.”

It looked like any other small metal cage that had a bow attached to it. As she waved the key in front of Sarah’s face Billy could see Sarah’s cock bobbing in its confinement. Rachel put the key in the lock and undid it with a smile. Sarah moaned as it quickly pushed the cage away showing Billy what he thought was impossible. A thick 7 inch penis that was half hard. His jaw dropped and Rachel said

“What’s the matter baby girl? Is the big dick scary?”