Tag: Anal

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. Read more »

Medical school student practices prostate massage on me [MF]

About a year ago I met this girl on Tinder. I was searching for some fun, sex and nothing too serious. Few days passed by before I matched with her. Our convos soon became very sexual. We shared our kinks, talked how we like to do it, what porn we like and stuff like that. She lived pretty far away from me so it was pretty hard to arrange a date. We chatted for a month and a half at least before we saw each other for the first time. We talked about everything but the main focus was on sex. Every night we would sext and send each other nudes. In one of those convos she mentioned that they practiced prostate exam. I told her that she should use me to practice jokingly. Right away she became very interested in that idea. She asked if I would be interested in that and tried to convince me with arguments that I would cum harder and much more than usual. Those are pretty good arguments if you ask me. Read more »

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. Read more »

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. Read more »

My First Anal with my boyfriend (Hard Anal pounding) while my room mate watched (mostly) [FM]

Sex stuff starts at ————————-

Hi I’m Emma, pics on my account, It wasn’t a regular college night, there was a storm outside. Me, my room mate Ellie and my boyfriend Brian, we were all cuddled up together on the ground in a blanket watching Before Sunrise (I love that movie), we had seen it before, we were only watching it again cuz we couldn’t decide what else to watch. Halfway through the movie, Brian started to get frisky, we soon started making out and forgot about Ellie and she kept watching the movie or watching us… After about 2 minutes of kissing we realized Ellie was there too.Brian and I are really open-minded plus i kinda have a crush on her (I’m Bi. Nobody asked? ok :( ) so we proposed a threesome but she declined. We couldn’t get to Brian’s room cuz it was across campus and you had to pass the ground, but it was raining heavily, so we stopped kissing and sat there with a sad face. Howeverrr she said, “Well you guys can do your stuff but I’m not gonna leave this room, if you guys are comfortable with me sitting here then you can go ahead.————————————————————————— Read more »

The Princesses in the Tower – Chapter 3, Part 4 – Agatha [Maledom] [Male supremacy] [BDSM] [Humiliation] [Orgy][Oral]

**Agatha**

The last night I dreamt I was a scorpion.

Should I ask for my horoscope? No, that is not necessary; my stars are brighter than ever. Madre de Dios, I am the bright star!

Was it to foretold I will join two other pairs of legs, treading towards unsuspecting prey? Because that´s why I´ve got the reminder all of the sudden.

“On my mark!”

Ellen takes the command as true gringa looking down on darkies and as a true madam looking down on her whores. Ruffled brown hair doesn´t do any harm to the image, neither does the underwear with purple flowers she wears as much as possible.

Irene, our untypical Eskimo, looks at me.

“On your mark, Agatha.”

I winked over bed of Ursula. The leech was sleepy still when she went to the today´s lunch and the Sunday meal for the privileged ones made her dead-beat. Her slumber remained undisturbed neither by us conversing, nor by the singing of absent floozie-pal.

“Can we?”, asked Ellen angrily. Read more »

WET DREAMS UNIVERSITY 55 Glory Holes Dream Master (FF MF MFF MFM ANAL BDSM BONDAGE SOLO TOYS)

Got to have tits of steel. Got to have a steady nerve. Got to take small bae.. steps. Got to stop him from entering my mind. Got to keep my concentration for one small miss step and..
Dear Jax
This is Titty Beer, I’m writing you from my new position.. See this hole thing started last week in class where my boy toy dared me to swallow a dildo balls deep. Now I know what your thinking why am I reading this about a deep throat experience cuz that’s where it all began. Like a dummy I said “Sure if this will prove that I can do then lead on!” Yea, I’m a partier and never get pumped from behind. Did I mention that my nipples are pierced and connected by a chain? After a brief struggle, “Can’t let him have his way all the time, now can I”, he jerked on my chain. Burying a moan, cuz the chain has a third point of contact, my throbbing cunt. He lead me to a back alley and demanded that I, his defiant sex slave (his words not Mmm..)get on my knees. Me in some dirty backwater alley and he commanded to get on my knees, I am getting so fucking wet. On the ground, knees together cuz you don’t know what is lurking around, fuck I think I’m going to.. Feeling me up just to prove how terrified I was. “Fuck, your dripping wet” he called out to who I did not care cuz I knew that dildo was a real hard cock that was just waiting for my deep throat. “Go on then suck that dildo” he said, his cock throbbing much like my cunt. “I said swallow it” wrenching my pony tail and forcing that hard living cock in to my mouth, like I said I’m very defiant butt very dirty as well. Going balls deep, just like my boy toy wanted, he held my head there. Smashed against the glory hole while his cock made contact with my ass. Fuck I wish I had a cock in me right now. Tracing down my ass till his head pressed against my asshole. It clenched shut as the orgasm dribbled down my leg butt before it could move again my asshole invited the boy toys cock in. Pressing against my skin, feeling, knowing that in a brief second it would get penetration and drive me over the moon in shear delight. I started to gag butt he still held me there. A wet spit filled cough started, he still held fast. His cock sinking ball deep in my dirty hole as my orgasm fueled again by my defiance proved to be my undoing. Feeling wave after wave of cum pouring from my cunt, his cock going from balls deep right to the crown then thrusting back in. He finally relented letting me have the space I needed to mouth fuck that soaking wet cock that wanted so bad to cum. “Fuck my ass boy toy, fuck it, fuckkk itttt Ooo fuckkk OooohOooohOooohOoooh..” that moan was cut short not by him butt by me. Using my lips for what their intended for I took the dildo, from head to balls in one stroke. Lifting my head I kept ramming it’s texture back into my wet talking pussy. My asshole clenching for the umpteenth time as the next orgasm rolled through my body. “Oh fucking hell” my boy toy screamed unloading his cock so deep in my ass. Butt I wasn’t finished, the speed of my mouth kept going up until I felt the dildo tense up. Deep throating one last time, gagging even after I took the meat rod down my throat. A wet cough followed, pulling the tense dildo from my mouth just to let everyone see the glistening spit trails that stretched from every part of the cock. Burying it back in my mouth, my teeth dragged along it’s top side. I knew then that this was a real hard fucking cock that was sticking through a glory hole. Gargling with a cock was always fun butt this time he rewarded me with a full load of cum! I kept milking it out, every last drop of his tasty cum, “Mmm, yummy..”
That will do it for this letter cuz needless to say I spelt his beer that was balanced on my tits (I think it going to be another trip to the glory hole for this dirty girl).
Kisses and licks your fan
Titty Beer ;0″
“There is something about this letter that makes me.. so fucking horny. Let’s see wait the sex gateway can tell me..” Clarissa stuffed the pencil into her unkempt hair while bootying up the computer. “Good moaning where can I do you today” the familiar female voice called out. “Local bars with access to back alley glory holes” this hole time Clarissa was finger fucking herself just imagining taking a strange cock into her mouth while getting drilled from behind. “I need to brush up on my oral skills tonight. I wonder what Cy is up.. Mmm Oh no OooohOooohOooohOoooh fuckkk..” the orgasm completed the search for bars with back alley glory holes.

WET DREAMS UNIVERSITY 54 Candy for a Candie RVS & Dream Master (FF MF MFF MFM ANAL BDSM BONDAGE SOLO TOYS)

“You know what I want..” Clarissa was laying stretched out on the Beta Pie Beta’s front lawn with her girlfriend Angie. “..I want something sweet, before you start I know your pussy is sweet butt I want candy,..” rolling over and staring right into Angie’s eyes. “..Sweet yummy candy (kissing Angie’s inner thigh) are you cuming” from the playful tone Angie wasn’t sure if Clarissa meant, going or cuming. The kiss threw Angie off butt the next kiss landing at mid inner thigh confirmed Angie’s worst fear, “If you don’t quit yOoou hav.. tOoo eat Mmm Ooooh OooohOooohOooohOoooh” her hips bucking before she could get the statement out entirely. Snatching Clarissa by the hair, “You are so fucking mean! Would I do this to you, yes I would butt.. butt (Clarissa’s fingers continued the work where her mouth stopped) OooohOooohOooohOoooh fuckkk Mmmm..” trying to suppress the orgasm worked against Angie. Her back hit the green velvet grassy knoll as her hips spasmed, a sharp spank to Angie’s exposed ass. “Cum on let’s go,” offering the wet maiden a hand up, “we have some candy to liberate” Clarissa stood over her. “You go ahead I still have work to do.. I’ll catch up to you later Clarissa” reaching between her legs to finish what Clarissa had started. Watching Clarissa walk away, with those heavenly girl next door looks, a thicker appearance then the average bombshell butt the way she carries herself puts the top bomb into the shell for which she made, “And she is all mine, Ohh yea (flicking her clit) Ooo Ooo.. Oh shit, OooohOooohOooohOoooh..”
“If I remember correctly” the bombshell Clarissa walked the beat into a new territory. “It should be before Club Voluptuous (feeling wetness streaming down from her tight pussy), Mmm I wonder if Trish would eat me again” rounding the final corner. “I think I have over shot it (seeing the club up ahead) dam I was sure (turning to walk back the way she had cum) that it was..” stopping in mid sentence as the drool started to form along her lips. “Mmm, candy..” not sure if she was in awe of the candy or the chick who was setting out the newest display.
Looking out the display window through her spread legs. Blushing slightly butt betting Clarissa to the door, “Cum on in, if you want candy then ask this chick, Candie” The blush still showed as Candie realized that she was offering herself up as a piece of candy. “You get one free taste from any of our thousands of pieces of hand made Candie.. I ah.. I mean candy” not knowing what had cum over her butt as soon as this customer left Candie would have to close the door for a little bit. “You say any piece, (taking Candie by surprise) any piece in this store” Clarissa was looking at all the delicious candy from ambrosia to saltwater taffy, the zingers lined the walls and all pointed to Candie. “Please say Candie.. wait what am I saying? I would never , ok maybe once I fantasized about a woman butt that was so long ago” her bare muff started to get juicy. “I’m sorry what did you say? I was Ah thinking.. (hoping that flimsy excuse would hold)” Candie said trying to focus on Clarissa. “I said I want Candie, just one tight Candie” Clarissa was adamant about her desire. “Well I Ah (think or take her up on her.. Ooo fuck it)” Candie hand slipped off of the countertop. “Fuck me look at this.. this woman, young full of life and she wants to taste me.. me!!!” Judging from the reaction Candie did not yell it out loud. “Well I could butt (noticing the distance had closed incredibly fast) butt..” running out of excuses and breath. Pressing forward, Clarissa had already committed herself to taste the forbidden pleasures. Half paralyzed with fear, half paralyzed with intrigue the first touch brought everything crashing down. There lips sealed in a kiss that would make the devil herself blush with orgasms. Clarissa’s tongue worked to gain dominance. Her hand pressed the advantage, cupping Candie tit, squeezing her breast till Clarissa won the dominance contest. Breaking the kiss prematurely, ripping her self down to take her newly won prize. “Oh.. yes Ooo Ooooh (already loosing the fight, Candie was cuming)” falling back as her knees grew weak. Ripping her mouth from her prize tit, pulling Candie’s hair back to expose the graceful curves of her neck. “Ooo yesss (trying to bottle up her next orgasm)” Candie was going down without a cock being milked. Giving in to her passion, “Kiss me again, kiss Mmm lips” Candie begged. Trying to direct all the places where she wanted her new voyeurism to touch, to spank, to grab. Kissing Clarissa back hard, “I want (plunging her tongue into Clarissa’s mouth) to fondle you too” placing both her hands on Clarissa’s triple S’s. The feel of skin on skin, the feel of skin being mashed up just to bring about the most obvious orgasm possible. “Mmm.. (pressing Candie’s face to chase after her hands) Oh yesss fucking suck my tit.. Ooooh yesss” Clarissa’s hand shot out, seizing Candie by the pussy. Targeting her clit, raking Candie’s cunt hard as the three of her fingers disappeared. The orgasm broke the moaning kiss as Candie’s head started to slid down Clarissa’s tit. Rubbing against the forward wall of the aggressor’s pussy, feeling every drop of cum run down her hand. “Yes cum.. cum so I can taste you” Clarissa moaned. Finally gathering up what little hair had fallen from Candie’s do, locking her hand into the tight weave. Clarissa’s breathing was getting short, cuming in gasps and moans. The feeling of the tight weave was no longer there, the trio banging fingers no longer had a home to make cum. Reaching back and clamping on to a pillar, “Wait.. wa… Oh fuckkk.. OooohOooohOooohOoooh OooohOooohOooohOoooh..” thrusting forward her hips as the cum dribbled down from where Candie was eating Clarissa out.

WET DREAMS UNIVERSITY 53 The Next Morning Dream Master (FF MF MFF MFM ANAL BDSM BONDAGE SOLO TOYS)

“How cum it is that we’re always back in bed together” Clarissa purred from the comforter. Surprising Marty who was just cuming comatose again after a night of.. “Who? Where? Ah (his fake act of horror).. Good.. is it morning already?” Rolling out of the covers and sitting on the side of the bed, his bed. Still feeling special Clarissa pounced. Dragging her kiss from his shoulder down his back, licking and sucking at all the right places. Reaching around to drag her nails from his chest to his cock, hoping for some more face time before he plowed into her hungry pussy once again. Clarissa’s nails passed his peeks keeping pace with her tongue that was on the other side of his tasty body. She felt him shiver, pressing her advantage to his stomach. Each nail traveling along his sex pack as her cunt spasmed due to the fantasy as each nail crossed the valley to bridge his stomach. “You want some sexxee” he blurted, standing up as Clarissa’s fantasy came crashing down. “Yes” was all that came from the face planted Clarissa. “Good.. good” he said turning on the water. “Where did I go wrong? We had a outstanding time last night! A club or two, dinner, Mmm dancing (fuck I just came.. again), a walk on the beach, then more (Clarissa’s body quaked with a new orgasm) ceiling dancing, a night.. a nigh.. Ooooh fuckkk what.. what is.. happening, happening to to Mmm Ooooh..” Clarissa was to far gone inside her head to imagine that he would want to return the favor. On her knees with her ass hanging dangerously close to the end of the bed, head down which also meant tits down (so he doesn’t get distracted) and his tongue planted firmly between her lips. Starting out on the pink surface his tongue roamed, darting here and there as he tasted every luscious fold that her pussy had to offer. “Mmm.. Mmmmmmmmm” she could not believe that he a goalie for the Pink Sand Rack who could have any girl of his dreams would be.. “Oh shit, Ooooh Ooooh.. … OooohOooohOooohOoooh fuckkk yesssssssss..” Clarissa’s pussy convulsed from the torture his tongue was playing in it pink folds. “Move up or or Oh dam.. Oh da..” squeezing anything she could reach. The fitted sheet, her tit.. “Why my (I’m cuming again without a orgasm) tit.. (harder I squeezed the more I came) Ooo yes Ooooh yesss Mmm.. fuckkk Mmm.. yesss fuckkk (finally the orgasm that will rip me apart, Rrrrrrr) Mmmmmmmmm..” moving her head as she breathed in, then a spanking. “Why.. Oh why did you.. (clamping down with both hands on to her tits) Ooo.. Ooo (he didn’t I did, so what better way to show how much his tongue meant to me) OooohOooohOooohOoooh OooohOooohOooohOoooh OooohOooohOooohOoooh..” she howled as the tip of his tongue retreated from her clit. “I must mov.. Mmmove yes yes Mmm (then the most fucking part of my visit).. OooohOooohOooohOoooh fuckkk Mmm assssss (yea, I said it)” Clarissa’s pussy exploded once again, half in his mouth, on his chin the rest coating the spot on my side of the bed. A crisp clean smack to her ass, Clarissa’s pussy contracted while her asshole opened that much further. “OooohOooohOooohOoooh yesssssssss fuckkk Mmm assssss.. yes fuck it fuckkk itttt (couldn’t tell you when this happened)..” Clarissa started pinch her own clit, pull on it. “OooohOooohOooohOoooh yesssssssss.. fuckkk yesssssssss OooohOooohOooohOoooh OooohOooohOooohOoooh OooohOooohOooohOoooh..” his tongue sank into her ass faster then anything before. The look of surprise filled her face, her cheeks darkened blushing for some unknown reason then the spank as his other hand made it’s impression on her ass. Sliding her fingers back further, going for the full experience of being finger banged while having her ass ate out. Sinking her fingers into the hot mess that was her pussy, feeling the cum as it ran down her arm. Hooking her fingers cuz the next orgasm was just a heartbeat away. “Oh Ohh Ooooh fuck Mmm.. Ooooh OooohOooohOooohOoooh fuckkk Mmmm (even as I came the hook of my fingers grated against my clit).. … …” Clarissa reached forward with her one free hand. Grabbing the other side of the mattress as her body bucked like never before. Her knees spread sending her down to the bed, her back contorted giving him more assess to her forbidden zone. “Is this it, what I have lived all these sort years for.. if so take me now.. nowww.. Ohmigoddess” Clarissa’s hips thrusting down dragging the clit against anything that would tag it. Her eyes rolling into the back of her head as she blacked out.
Feeling the dryness in her mouth, she stirred. Opening her eyes and seeing unfamiliar surroundings. Dragging her fingers from her swollen cunt as she returned to her knees. Sucking the dried cum from her fingers as her eyes adjusted. Seeing a Sexxee mug with a note sitting on one side of the bed. “Good morning sexy, if you read this then your alive if not then I’ll have some explaining to do to the campussy security. Hope you had a good time last night and this morning. Remember lock the door on your way out, Marty” tasting the cold Sexxee with a bitter look to her face. “Guess I was out for a while” retrieving the last of her clothing.