Sissy Fiction – Bookstore Bound (TV, M+/m, Bondage, Oral, Anal, WS, Chastity, NSFW)

# Sissy Fiction – Bookstore Bound (TV, M+/m, Bondage, Oral, Anal, WS, Chastity, NSFW)

**Bookstore Bound**

*By: Shawna Summers*

[shawnavinylltv@gmail.com](mailto:shawnavinylltv@gmail.com)

My Master, ever the gentleman, held the car door open for me. I smiled at him as I turned to get out of the car. I made sure to spread my legs in a very unladylike manner, giving him a good peek up my short dress. He simply shook his head and took my arm. We made our way over to the entrance to the adult bookstore.

A small bell jingled as we came in, making sure that everyone turned to look at us as we came in. The clicking of my high heels making me feel even more self-conscious. I tottered along on my 6″ heels, feeling like everyone knew why I was there. Of course, it was pretty obvious what I was there for. I was dressed like a complete vinyl slut, in my black PVC mini dress and black patent thigh high boots. Fishnets stockings peeked out the tops of the boots, while the dress was so short, the garter tabs from my black PVC garter belt were quite visible. Not as visible were the red PVC corset and red PVC panties I had on. “Red, the color of a harlot,” Master told me when laying out my outfit. When I began to blush, he simply commented that its good to match.

A Football Bet: Part One [Cheating] [Interracial] [Busty] [MF] [Straight Sex]

“Hurry up,” Johnny shouted up at me.

“I am going as fast as I can,” I shouted down the stairs. “What’s the big deal?”

One of his co-workers was coming to our apartment to watch a football game. I didn’t see why he was in such a frenzied state over such a trivial matter.

“He’s always on time,” Johnny said.

As he looked himself in the mirror for the three-hundredth time, I came down the stairs. Staring at him, I shook my head at him.

“Come here,” I said. I always had to straighten his hair. It was always a mess.

“You’re wearing that?” he asked.

“Yeah,” I said as I looked down at my clothes. “What’s wrong?”

I had on a white shirt, black jeans, white sneakers.

“We have a guest, I thought you would… well, you know?” he said and shrugged.

“No, I don’t know,” I said with my hands on my hips.

The doorbell rang, saving him – for now.

“Well?” I asked.

“Oh yeah,” he said and ran to the door. I turned to go into the kitchen.

The Morning After Pt.1 [ffm]

Early morning on a summer’s day, a gentle breeze is blowing through an open bedroom window allowing the sun’s rays to shine through a parting in the curtains, like a divine light striking through the darkness of the room. Holly lay asleep in her bed after a great night out with friends, everything was still, except under the sheet signs of movement. She let out a quiet whimper then a soft moan, a smile on her face indicating a delightful dream but just as her movements began to grow she started to stir from her slumber. One eye slowly opened followed by the other, she stretched her arms, turned, and looked at the clock before letting out long sigh and slumping back in disgust.

Holly laid there for a few moments, upset to be awake so early and to have her dream interrupted. She closed her eyes again, replaying the dream in her mind and as she did, her hand naturally started to wonder over her body.

She caressed the side of her face with just her index and middle fingers then moved them across her lips. She kept them there, exploring, probing her lips in full before slowly moving her hand down under her chin and began stroking each side of her neck. She loved soft kisses on her neck and always featured in her fantasy’s.

Fucking on every desk in the office – continuing why [M]y 2019 was crazier than 2020 [MF]

Beginning of this mad adventure is here: [Why [M]y 2019 was much crazier than 2020 [MF]](https://www.reddit.com/r/gonewildstories/comments/hxumzl/why_my_2019_was_much_crazier_than_2020_mf/)

That first post was a lot of build up, this one not so much. Though still, all of this is building up to something madder, hotter and downright powerful. If you’re not here for that and the backstory, just skip to the ************.

So after that Friday night, I expected things might be a little awkward between Ella and I on Monday morning. A line had definitely been crossed now. I was thinking as such as I walked away from her that night. I had just filled her mouth with a huge load of cum only minutes after she had came all over my hand, squirting all over. My shirt was still damp as I got into my own taxi.

I needn’t have thought about awkwardness though. We didn’t talk at all over the weekend but Monday rolled round and the atmosphere was completely… “normal”. This wasn’t just a quick office fling. After all, that wouldn’t make 2019 the craziest year of my life. Ella shot me a smile as I walked in the office and sat down. I smirked back at her (unintentionally) as cheekily as I could have done. We didn’t chat straight away, it wasn’t until I went to make my morning cup of coffee in the staff room. She came in shortly after and we talked to the others that were in there for a little bit, just the general Monday morning small talk.

Fun With Toys [MF] [MDom] [Fsub] [Bondage] [Sex Toys]

The first thing I do when I enter the house and see you is pull you to me and kiss you, my left arm holding your body tight to mine with my right still behind my back, hiding what I’m holding. You sigh and lean into me, as happy to see me as I am you.

After a minute, I let you go, and I can see the question sparkling in your eyes–what am I holding? Before you can ask, I bring both hands up to your face, sliding the blindfold over your eyes and around your head with a devious grin. I cup your face in my hands and you smile back at me. Taking your hand, I lead you to the bedroom.

Stepping in behind you, I move my hands to your waist, then slowly slide them up your body, drawing your shirt up and off. Next is your bra, falling to the floor and revealing your generous cleavage, nipples puckered either from the cool air or arousal or both. I reach around to your front and undo the button of your jeans, unzipping them and pulling them down your shapely legs, taking my time, hands feeling all of you as I move downwards. You kick your jeans off of your bare feet as I rise up again, only to repeat the motion with your panties, smirking as I notice the slight dampness at the crotch.

Like Mother, Like Daughter – Teacher’s Pets – Part Sixteen – Punishing Your Betters [Anal][ATM]

I met Yasmina on my way up to Professorstaden. She was walking slowly on the gravel path between the university library and the literature center. She wasn’t alone, by her side was another girl who also seemed of Persian descent.

“Hey Yasmina,” I said walking up next to her.

The two girls looked up at me. Yasmina’s friend was even more ample bosomed than Yasmina was, she was a bit on the chubby side, but she had a very pretty face and the same long black, almost blue, hair as Yasmina.

“Who’s your friend?”

“Hey Peter. This is Nahid.”

Nahid raised an eyebrow at Yasmina.

“Peter is my economics teacher.”

“Nice to meet you,” I said putting my hand out.

Nahid shook it.

“On your way to our session?” I asked Yasmina.

She nodded.

“Start’s at one, right?”

“Yes. See you in a bit. Very nice to meet you Nahid.”

I left the two girls behind and walked at a brisk pace up to the Rättborn residence. I found Julia in the study room, her books already out. She looked up at me as I entered the room.

Like Mother, Like Daughter – Teacher’s Pets – Part Sixteen – Punishing Your Betters [Anal][ATM]

I met Yasmina on my way up to Professorstaden. She was walking slowly on the gravel path between the university library and the literature center. She wasn’t alone, by her side was another girl who also seemed of Persian descent.

“Hey Yasmina,” I said walking up next to her.

The two girls looked up at me. Yasmina’s friend was even more ample bosomed than Yasmina was, she was a bit on the chubby side, but she had a very pretty face and the same long black, almost blue, hair as Yasmina.

“Who’s your friend?”

“Hey Peter. This is Nahid.”

Nahid raised an eyebrow at Yasmina.

“Peter is my economics teacher.”

“Nice to meet you,” I said putting my hand out.

Nahid shook it.

“On your way to our session?” I asked Yasmina.

She nodded.

“Start’s at one, right?”

“Yes. See you in a bit. Very nice to meet you Nahid.”

I left the two girls behind and walked at a brisk pace up to the Rättborn residence. I found Julia in the study room, her books already out. She looked up at me as I entered the room.

I [Gay, 20M] fucked my landlady [42F] in exchange of a rent free month. [mF]

This is an update to my [advice post](https://www.reddit.com/r/shittyadvice/comments/i9ak2o/i_gay_male_in_his_20s_live_by_myself_in_a_big/?utm_medium=android_app&utm_source=share) on r/shittyadvice and r/askredditafterdark. I recommend reading that first, just so you understand the situation better.

As a warning, it’s very late at night and this happened a couple hours ago. I apologise for any redaction issues/grammar mistakes. I’m also sorry if this is very detailed, you can read the TL;DR at the end of the post.

I browsed Reddit right until she arrived. I head the doorbell and opened. She immediately came in, and asked me what I had decided. I still wasn’t 100% sure, but I told her I thought it’d be best to leave. “But it’s such a great deal! Why won’t you accept?” She seemed really irritated. I told her I’m gay and it probably wouldn’t work out. She pointed out how I had gotten hard the day she tried seducing me. I just told her “It was… the friction of you sitting on my lap”. She didn’t answer a word. All she did was start taking her clothes off. I was clearly a bit confused. She sat me down on the couch and said:

[Group] College MFFFF Orgy!

Hey y’all! Here’s the one you’ve all been waiting for: the story of how I hosted an orgy!

This happened a few days after the [threesomes](https://www.reddit.com/r/sexstories/comments/gmccvw/mff_reunion_threesome/?utm_medium=android_app&utm_source=share) with the [same](https://www.reddit.com/r/sexstories/comments/gmcfgp/mff_shower_threesome/?utm_medium=android_app&utm_source=share) guy. I also realize I never described myself- I’m very short and petite all-around, with short curly hair. Now let’s get started with some exposition. The orgy is after the —.

This male friend (who we will now call Jack per his own request) was a senior when I was a freshman and had kind of a reputation for loving sex and being very good at it. I had liked him, but due to various types of drama we had never done more than cuddle. Instead, he would tell me all about his exploits and the girls he liked, and I would sit with him in his room and smoke and listen. We did this for about three months straight and I learned a lot about what he liked and wanted. One of those fantasies was to have four girls at once: one on his cock, one on his mouth, and one on each hand.

The House Always Wins (part three) [Vaginal Sex] [Blowjob] [Dubious Consent] [Age Gap] [Control-Threatening] [Breeding]

It took a week and a half for the bruising to fade and the cuts to heal up. Needless to say normal bodily functions were alarmingly painful and bloody for a few days, enough so that I didn’t even want to eat. I got over the embarrassment of it quickly as Liam and Finn actually took care of me, whether I wanted them to or not.

I’d been giving Liam blowjobs and handjobs for a little over a week and I was dying to fuck him, even if I still hurt some.

He came over on his lunch break and I pounced on him as soon as he came in the door. He grasped the back of my thighs easily and groaned as he kissed me. I worked his belt, pants, and underwear down enough to get his cock, already hard at the anticipation of a simple blowjob or handjob, out and gently worked his head into my cunt.

His knees went weak and he leaned back against the wall as I rode him. His eyes closed and his mouth slightly opened in a moan. I kissed his neck and he whispered, “Christ, Gin, oh fuck…,” and began thrusting his hips up into me as he grasped my hips and pulled me down on him.