For the next couple months my butt hole took the brunt of the physical discipline I was given, but not always. There were still days I got a boob spanking or got my ass cheeks and thighs toasted with a switch or paddle. But a couple times I got punished right between the legs. I remember the first time it happened so clearly. I had on just a nightgown and panties one Sunday morning. I got sassy with mom and that was it. I was in trouble. I was positioned on the center cushion of the couch, and she said “panties off Heather and hike up your nightgown. If you want to give me a bunch of lip, I’ll have your dad spank the lips that count”. Dad took off his belt as I removed my panties and pulled up on the hem of my nightgown. I was used to baring my private parts in front of my family when I was it trouble. I was very afraid of that belt though this time. I had to hold my ankles apart as he wound up. I closed my eyes. The next thing I experienced was a blinding pain as the belt cracked against my labia. My most tender bits smashed under the force of the belt. I think I cried immediately but I somehow stayed in position. I received two or maybe it was three more strikes directly on my pussy. I felt like I was possibly going to cum or that my vagina might fall off, but neither ended up happening. After the spanking I had to spend 30 minutes or so kneeling on the coffee table with my head down and my ass in the air.
Category: sexystories
[MM]Bob and Bill, best friends forever
3:55, the clock read, as Bob pulled into his parking spot a 3 minute walk away from the 5 Lakes restaurant. He was just on time to work.
“Totally radical dude”, he mumbled to himself under his breath. Which is how he always talked to himself, apparently. And he made his way to the restaurant.
Walking inside, he saw his best friend in the whole wide world; Bill. Bill’s parents wanted to name him Ryan, but his parents decided against it because Bill’s mother was gripped with with a sudden random paranoia that one day their son would be the subject of an erotic friendfiction, and if he was named Ryan it would somehow get the author in trouble with the HR department. It made no sense to Bill’s father, but he went along with it anyway, and that’s how Bill became Bill.
Bill and Bob were best friends primarily because they got along so well together, but a part of it was that Bob’s mother had a similar fit of hysteria when he was born. He was supposed to be named Ian, but his mom was suddenly gripped with this irrational friendfiction paranoia, and he was named Bob instead.
Peeping Country Retreat part 3 (MFfff) [voy] [exh] [tease]
Tom woke with a pain in his forehead, lying naked on the floor.
*Is this real? How long have I been here? What time is it?*
He heard high-heeled footsteps approaching. He looked for his clothes, seeing nothing immediately around him but his baseball cap, he held it over his crotch.
Helena knocked gently on his half open door. She peered in at him standing naked with a cap covering his manhood. He noticed she had on solid white lipstick. The sight of her made his dick twitch, especially after Ruby started him up before leaving him dry.
“Good to see you awake. Breakfast in a few, then Veronika will drive you over to the cottage.” She pushed the door open and stepped in. “Did you sleep well? I know this was not what you had paid for, but I hope you can forgive us.”
[MF] Pool time
It is a hot summer night which is unusual for this time of year. We finally got all the neighbors together for a cook out and a day at the pool. The day was perfect and everyone enjoyed the food and drinks. Throughout the day and evening we have been flirting back and forth, sneaking kisses and touches when nobody was looking. At one point you even slipped your hand into my shorts and gave me a quick squeeze while I was grilling. We are outside at the pool finishing off a drink, when you suggest we take a dip. Everyone has gone home and the kids are either asleep or watching TV somewhere. The lights are off and the Moon is shining. We take a couple of laps and dive down to remove the remaining toys from the pool. I am sitting by the edge when you swim up to me and wrap your arms around me. It is nice to have you in my arms finally and I pull you in tight. You kiss me and then whisper in my ear that you have been wanting me all day. My hands are on your back and your breast are pressed into my chest. I can feel your hard nipples brushing against my chest. I slip my hands to your ass and pull you tighter against me. You feel me starting to harden. You press your mouth into mine letting your tongue dance with mine. We stay this way for awhile, kissing and squeezing until you abruptly pull away from me swimming over to one of the blue pool float chairs. As you climb up into the seat you tell me to come over there with you. I swim up to the side but you want me to swim down and into the hole in the chair between your legs. I do what you want and swim up between your legs. As I try to lean in to give you another kiss you stop me and give me a smile. Without saying anything you reach down and untie a string on the side of your bathing suit bottoms and pull them to the side. Even in the moonlight I can see that you are wet, and more than just with pool water. You reach out and grab me by the back of the head and pull my face down between your legs. I don’t hesitate as I bury my face into you. I start with one long swipe of my tongue from the bottom to the top trying to taste every inch of you. As I reach the top I suck in on your clit pulling it between my lips and letting my tongue start to slowly flick up and down and side to side. I try to take my time and move slowly but your grip on the back of my head grows tighter as you grind your hips into me.I start to slide my tongue from top to bottom again letting it flick at your clit with every lick. I pause in the middle extending my tongue inside of you trying to reach as deep as I can. As I continue to suck and flick, your body starts to shake and you try to push me away. I continue for a few more seconds, then you slip off the float to get away. I swim over to you at the side of the pool but just before I reach you, you climb out and walk towards the lounge chairs letting your bathing suit bottom fall the rest of the way off. I sit at the edge of the pool for only a second before you tell me to come here. When I make it to you I feel your hands grip my shorts and tug them down. My erection springs forward immediately, inches from your face. I see a smile for a second as you grip me and your lips wrap around my tip. You only pleasure me for a moment before you take me out and push me back a step. You turn around on the lounge chair on your hands and knees as you reach out and grip my member pulling me behind you. As you pull me you tell me you can’t wait and that you want me inside of you now. With your hand guiding me in I grip your hips and start to slip inside of you. Again I try to take it slowly and take my time easing into you. But you look over your shoulder and tell me, No, I want you to fuck me now and you press your ass back against me forcing me all the way inside. All thoughts of slowness leave as I begin to thrust inside of you, gaining speed and deepness with every stroke. You lay your head on the cushion closing your eyes , I feel you reach between your legs to massage yourself as I continue my frantic pace. The faster I go the more you start to moan. I can feel you tighten around my dick as you grip the edge of the chair with one hand as your other hand moves quickly across your clit. Your body tenses as you start to cum pressing your ass back against me, my own climax begins as I continue to thrust deep against you. With one last push I feel myself explode inside of you, your pussy tightening to pull every last drop out of me. As you collapse on the chair I slip back into the pool just long enough to wet my body so that I can come and lay by you to cool off.
[Str8] Ahead of Schedule – An innocent virgin is tricked into ruining himself sexually over the course of a year in increasingly humiliating situations by his beautiful girlfriend. I try to write these with a realistic tone and believable characters/interactions. Would love feedback/requests!
“So Simon, in the email you reached out to me you sounded a little desperate for help with, I believe you called it, social anxieties. Is that right?” Dr. Veneger asked, sitting across from me, notepad and pencil in hand.
When frantically looking for a therapist a couple nights earlier, I neglected to look at any of their pictures or even their gender in my haste. So it was to my surprise that Dr. Veneger was not only a relatively young female, but an incredibly attractive one. I had always pictured myself speaking to a male therapist, but since I was already sitting across from this beautiful brunette doctor, I figured why not.
“Yes, that’s right.”
“Okay, and I saw you originally emailed me kind of late, I think it was around 11pm or so. Was there any reason for that? I’ve found that that’s the time where impulse decisions thrive.” She asked while simultaneously scribbling on her notepad.
[MFM] Second threesome with the virgin boy that I deflowered (video inside)
I recently posted about our first few threesome experiments with my BF. These threesomes were only about wanking and sucking my BF’s best friend but no penetration from him. In case you missed it, the whole story of the first threesomes is available here (link 1 in comments) Also, more of me and my BF can be found here: link 2 in comments (my own subreddit with pics and videos). I also recently posted about the first threesome with penetration I had with a virgin boy (link 3 in comments). You guys apparently loved it. Well guess what, we actually did it again with this boy. It was a bit shorter but really super hot, and this time I have a video for yoo guys :).
So here goes the story. I’ll call him Alex again. So Alex arrived at 10pm as we had decided, and just like the last time took a nice shower before it was funny sexy time. He got out of the shower, still fully clothed (he is still a bit shy) and I proceeded to undress both of them at the same time.
H, Finally [MF]
I’ve had a thing for H since day one. She has dark hair, is super fit and has a bottomless well of energy.
She loves nothing more than going crazy on the dance floor. I don’t think you’d call her conventionally attractive, but something about her just does it for me.
We first met when we were kids and while we kissed in a teenage way, it never went any further. We’re still friends, but I always felt like I missed out on something more.
It all changed when I moved to the coast and she came to visit.
We went for a run on the beach together. Her tight ass looked amazing in her tracksuit bottoms.
When we got back, I let her use the shower first, like a gentleman.
Then I stopped being a gentleman. She was drying herself off in one of the bedrooms and I walked in. I just fucking walked right in.
She is completely naked. Her body is really fit and toned, great legs, tiny tits but that’s ok and just a little dark hair above her pussy.
Alone with Ashley, Day 3 [ff]
*God I love French toast*
I love it so much I made extra, you know, for later when I get a craving for more gooey, egg-saturated bread, pan fried to a golden brown, then slathered with loads of butter and syrup so sweet it makes your teeth hurt. I just wish we had bacon to go with it, but we never have it around so I had to settle for breakfast sausage that I just popped in the micro.
I sat at the kitchen table, poured myself some orange juice, and then began inhaling my breakfast. After yesterday morning, the rest of the day passed in a haze and I basically forgot to eat (not that I couldn’t stand to lose a few pounds) and I was starving. I thought about Alex, who wasn’t yet awake. We hadn’t spoken since, well…what was that? We didn’t “do it” exactly, but we got each other off, and holy crap, it felt *so good*! I’d never felt so comfortable with anyone before and the way he let me guide him was so, I don’t know…generous? He didn’t push (except for that brief moment) and feeling him touch me was so much more electric than it ever was with Mark. And watching his face when I jerked him off was such a turn on! Oh my god that was amazing!
My Discipline – Part 5 [MF/f] [Humiliation] [Anal]
(I fully recognize that this is an odd and likely niche kink on my part. I don’t fully understand it myself, but there is something cathartic for me in getting it typed out so I can explore my own thoughts and feelings. This is a completely fictional story, and love it or hate it, it’s helping me process things. So thank you for reading, and I am always open to feedback)
As things progressed and my parents were forced to escalate my discipline again because I kept acting out. I got a new kind of spanking. It wasn’t on my boobs, although I got those with relative frequency now. For this spanking mom had me fully naked in the living room before dinner. Timmy watched with his typical excitement as he saw his older sister stripped of every stitch of clothing. I had to bend over the arm of the couch. Mom said “pull your butt cheeks apart”. I heaitated but did as she said. I could feel the room air on my anus and the back of my pussy which made me feel extra exposed.
Peeping Country Retreat part 2 (MFff) [voy] [exh] [tease] [oral] [lesb] [Fsub] [anal]
“This is your room, sir.”
His room contained a large bed and two large windows obscured by curtains on the wall behind the bed. Everything in the room was white. She entered the room after him, gulping her drink and placing her empty glass on the night stand.
She hopped on the bed on all fours and crawled across it. He looked straight at her asshole and completely exposed, drooling pussy. She reached deep in the head of the bed, under a huge pile of pillows feeling for something, her face getting lower and lower, now her cheek laying on the bed, her face turned to him. She looked at him as he stared at her ass sticking up in the air. Her dress bunched up enough that her ass was completely uncovered. She reached back and tried to pull it back over her round bubble butt to no avail. Her headband fell off, and her hair started to muss.
“Are you ok, there, Ruby?” Tom said standing at the foot of the bed, sippingh his drink. She bit her lip and turned her head away from him.
“There!” Ruby exclaimed and started pulling the bottom sheet.