Tag: Anal

[F] I cheated on my boyfriend with the black stripper from the club, but this time he brought friends…and in a small world one of those friends was a coworker of mine…

I sat outside his house and fiddled with my engagement ring in my car. On Saturday I had my bachelorette party, which ended with me having sex with a black stripper in the private backroom.

He gave me his number and that led to me now sitting outside of his house. My fiancé thought I was at drinks with my coworkers.

I knew I should just drive away. I wanted to drive away. I scrolled through Reddit reading all the comments encouraging me to do it. Telling me I only live once. I read their degrading comments on my body. A wave of horniness washed over me.

“Are you coming or not?” The stripper texted.

I took a deep breath.

“I’m here.” I sent it. Without thinking I got out of the car and walked right up to his door and knocked. I could hear loud voices inside. A big dog started barking and I heard the struggle of someone putting the dog away in another room. A moment later the stripper opened the door. I forgot how tall he was, towering over my 5’0 frame. Read more »

Wife faces her debt Part 1

Harry and Erin had been married for 4 years. Harry was a promising young mechanical engineer who specialised in rebirthing old buildings around the Boston area. He was famous for his eye to detail, often recalling obscure building regulations, how many tonnes a rafter could hold, or the width of a steel girder needed down to the 16th of an inch.

Erin on the other hand had never found steady work, but had a wonderful eye for classy women’s fashion. When they had married she had plans to open her own local boutique, but setting up the house, the pandemic, and life in general had really gotten in the way. Four years later, now 33 years old, Erin was stuck at home and unsure whether to give up on her dream and have kids or make a renewed effort. This lack of progress left her feeling listless. Read more »

The New Coach in Town

He was new to their small town. She had moved there 10 years ago when she started her family. He was single and worked and worked a remote sales job and was a fitness instructor as a hobby. Her life had become a routine of ordinary events. Inside, she was dying to be set free. He would set her free in ways she had never imagined.
For the past 2 years she had become more dedicated to working out and it showed. Her two kids were in school all day and she found herself craving physical fitness. There was a boutique gym in town with strength training, yoga and Crossfit style classes. In her past, she had been a gym addict. She was comfortable with free weights and machines and the various cardio equipment. She was proud of herself as she was 43 years old and incredible shape for a woman even 10 years younger. Yoga wasn’t really her thing and if she was honest with herself, she wanted to try Crossfit but she was intimidated. A girlfriend of hers had been a diehard HIIT style enthusiast and had raved about a trainer who was new to town. She said he was a great motivator during class and extremely knowledgeable. She said he gave extra attention to the new people in her class, and with a half-smile and a wink she mentioned that he wasn’t bad at all to look at. Read more »

Finally got the house to ourselves and decided to make the most of it (Part 2) [MF] (DP, Anal)

[Link to Part 1](https://www.reddit.com/r/gonewildstories/comments/s9gifu/finally_got_the_house_to_ourselves_and_decided_to/?utm_medium=android_app&utm_source=share)

The next day my husband and I slept in – a welcome respite after the previous evening. We spent the morning relaxing, sipping coffee, munching on muffins, and playing some games. After a couple of hours we once again found our minds and hands wandering. I was leaning against him, my lips on his, rubbing my hand on his chest while his hand deftly found it’s way into my sweatpants. His fingers explored my vulva as I moaned softly into his lips. I pulled off my pants and tossed one leg over the arm of the couch like I did the night before; he took the hint and didn’t waste any time. Bending down, he buried his face in my pussy, his warm tongue circling my clit while his fingers steadily pumped in and out of me. In no time I was sighing and grabbing fistfuls of his hair as I pushed myself against his mouth and came hard. Read more »

[MF] my first experience with an older woman. M23 and F55. Update: Diana’s first titfuck.

Thank you all for your upvotes on my story about myself and Diana. I really appreciate the feedback and I am glad you found the story as wholesome and sweet as it was for me in reality. I hope more guys can appreciate how sexy and wonderful an older woman can be.

You can find the original story using the link below.

[MF] my first experience with an older woman. M23 and F55 from gonewildstories

Due to multiple requests, I have decided to write more details about the experiences myself and Diana shared. As you know Diana although was 55 years old and two children was very sexually inexperienced. To her sex was just missionary and the occasional blowjob, she had never received oral or tried new positions. Her husband had left her for a younger woman. Diana she was lonely, depressed and hugely lacking in self-confidence. Read more »

[MF] I gave my bf an anal surprise

Disclaimer: I’m writing this on my phone while I wait for lunch to come. I’m still a little high from the edibles I took to help me relax for this surprise anal, so I’m sorry if some part doesn’t make sense lol.

My bf owns his own store and opened in the morning for some pick up orders. We made plans to meet for lunch…but without a surprise first. The reason for this surprise is because I been very busy with my manager courses for the past few months. I wanted to make up for lost time. Since my gf works from home, I asked her for some help with this as she works from home and I took the week off to study. She’s been playing with my ass with a various sizes of butt plug.

To add to this little surprise, I dressed up as one of his favourite League of Legends character, Ahri (her KD/A skin). I wore the same furry tail butt plug from my nye gloryhole. Read more »

[MF] my first experience with an older woman. M23 and F55

Hi, this quite a long story but I wanted to share this story from my life. I hope it will give you all an appreciation for older women and how amazing they can be.

When I was 23 I was doing shift work at customer service centre, day shifts and night shifts.

I worked with team of 5, me and 4 other women. All nice people but I wasn’t planning to date any of them. One was Diana (not her real name). She was 55, about 5’3 with short fading blonde hair, blue eyes and slightly chubby but nice skin and she wore nice makeup. You could also tell she had an impressive set of breasts under her clothes, but you try not to look. She had been working there for years and I had only been there 6 months.

We didn’t speak much as we were mostly on the phone. She lived near to the building and walked to work but I had drive in. I was still living with my parents at the time, saving for my own place. One day after a night shift and it was awful weather outside, wind and rain I offered her a lift home which she accepted. I dropped her off, she thanked me and I continued home and didn’t think anything of it. Read more »

A little unexpected fun!

So you get home from work and see my vehicle in the driveway. Knowing I’m here but wondering what I’m doing. You walk in and holler for me wondering what the fuck. Its just dark enough you can see around but not well. You walk thru your house looking for me til your taken from behind and a hand over your mouth. Confused what’s going on you follow my lead as I put a ball gag in your mouth and a blind fold over your eyes. I lead you to your bedroom where I begin to strip you naked and lay you on your bed. I grab some ropes and tie your hands and feet to each corner. Still blind folded and gagged you feel my lips and tongue start to explore your body. I start at your ankles and kiss my way up your legs, past your knees, up your thighs and lightly around your public area. You have goose bumps from the soft kissing on your skin and expect to have your pussy ravished but i stop there. I work my way up your stomach taking your nipples in my mouth kissing them, biting them, pulling on them with my teeth. You feel a different touch and realize it’s the tip of my hot sticky pre cum cock rubbing your nipples. I then remove the ball gag but leave the blind fold…
I then slide my cock in your mouth and slide it in and out feeling your lips slide over the throbbing veins of my cock and the tip of your tongue rubbing across the sticky tip of my dick as I pull it out to press back in. Rubbing and pinching your nipples as my cock penetrates your mouth. I release 1 hand so you can massage your clit as your sucking my dick and get so wet wondering what will come next.  I untie you and flip you to a doggystyle position tying your hands to your feet with your face on your pillow and ass in the air. Behind you I start to massage your pussy lips with my thumb and find your clit with my finger where I gently rub it and slide my thumb inside you. Your so wet. I pick up the pace rubbing your clit and fucking with my thumb til your squirming and about to orgasm and I stop. I pull my hand away and spank your ass. And again. And again. Each time just a little harder til I give 1 firm final spank on your ass. You then feel me grab your hips and stand behind you. You feel the fat tip of my hard cock lay against your pussy. You feel the thick head slide between your lips and rub your clit several times. You then feel……
The head of my cock slide into your tight wet pussy.  It slides deeper in every time I pull it out. You feel me slide it all the way in and feel so full with my hard throbbing cock buried inside you. I begin to slide in and out fucking you occasionally giving you a firm spanking on your ass. I fuck you deep and hard then all of a sudden slow down. Soft gentle slides as I arch over and reach under neath you grabbing your beast and pinching your nipples as I slowly slide in and out of you.  I pick my speed back up and fuck you til your on the Breach of orgasm again and right when you think I’ll stop to tease you and torment you again I continue until your body turns to an earthquake and you explode into an orgasm feeling my cock sliding in and out of you and reaching the point of exploding too and I pull out and slide just the tip of my wet throbbing cock into your asshole and shoot hot streams of cum in your ass to release all the pressure built up inside me. You feel strange for the fact you don’t like anal but feel so intrigued by the situation and heat of of moment it felt absolutely amazing. I untie you and sneak out the door before you can even remove the blindfold. I’m gone into the night like I was never there and you had no idea who I was. The end.

(FM) Slave Market (Female Degradation) (Light Raceplay) (Misogyny)

Logan woke on his 18th birthday. Finally he could exercise his right to a slave: someone completely owned by him. Rushing downstairs and into the kitchen he saw the familiar sight of his dad eating cereal with his slave under the table rocking backwards on his cock.
Logan’s father had got rid of his mother years ago: too old and loose, and this new whore was not much older than Rob himself. However, his father took no notice of her as he scrolled on his phone and ate his breakfast, pausing only to spank her and demand she go faster. Rob ignored her too as he turned to his masked sister who suffered from acne, an eye sore for the men that had to see her. He picked up the cereal box perched next to her and studied the contents. Suddenly, he slapped her across the face before she even acknowledged his presence and shouted, “You are supposed to eat the zero sugar variant you ugly bitch!” and took her bowl to eat instead. She didn’t respond, just dropping her gaze to the table.
“Only pick hot ones son, I want some eye candy around the house.”, his father reminded him before he left. “Of course dad, see you later.” he replied.
He arrived at the bus stop promptly, and was alone, apart from a Latina chained tightly to a post. Across her large perky tits, was written “Refused anal, useless cunt”. Logan was filled with rage and threw a punch to her belly. Her scream was muffled by her gag, but was still music to his ears as he slapped and jabbed her struggling body. He laughed as he struck her brown tits hard and tears fell from her whorish eyes. His fun was interrupted, as he had twisted her round, almost breaking her back to spank her unnaturally large ass, with the bus arriving.
Logan boarded the crowded bus with a hardening cock, which became even harder when he was met with the sight of the bus stripper. Old men watched the young girl, most with a slave enthusiastically bobbing their head on their laps, as she moved erotically, already completely nude. Logan walked past and groped the tight bitch’s ass thinking how she was probably forced into it to make some money for her father before she was experienced enough to be sold as a slave. He sat down close as his trousers felt increasingly tight. As the girl began to twerk, he could no longer handle the anticipation and brought out his cock to stroke. As she caught him pleasing himself, she waved her small tits his way with a grateful smirk and he laid back as he enjoyed the bus ride, quickening his pace.
The bus arrived outside the slave market and most it’s passengers got off, greeted by the site of flesh and full of lust. Cages packed full of naked slaves were transported around with cranes and sluts on every stall were tied up against the walls as a fantastic decoration. Logan’s eyes widened at the possibilities. He came to a stall labeled “Russian Cumdumps” and was delighted when he was offered a free sample. A firm smooth ass attached to a tiny waist protruded from a hole in the stall, propped up by two long legs standing tall on their toes. Despite requiring a condom he felt immense pleasure as he thrusted into the smoothly waxed pussy. He heard small yelps as he pummeled against the sample and spanked it’s inviting ass. After he got bored, he spat on its asshole and licked his lips as he suddenly pierced it like a spear. Logan felt heavenly as he heard a high pitched screech from inside the hole and felt it’s body tense up around him. The men attending the stall, however, quickly informed him the slaves weren’t anal trained. In frustration and rage, he slapped the cunt of the sample not caring for the shocked whore he just violated and marched off, tucking his desperately hard dick back into his pants.
Angry and hungry, he decided to go to one of the famed restaurants of the market. Logan stepped into “Billy’s Bimbos and Burgers”. Logan was greeted by a smiling and bouncy whore, dressed in an incredible short and tight skirt, thigh highs and a tiny top showing a generous amount of underboob. He stared at her tits, too big for her frame, and groped her tight ass as she served him. Having ordered a burger with a double blowjob and titty fuck for dessert, the waitress skipped away giving him a nice view of her hiked up skirt. The meal came as his cock raged in anticipation, harder after being teased all day. It did not disappoint. Logan’s eyes rolled in pleasure as he took a bite out of the burger enjoying the two curvy waitresses sucking his cock and balls. He tugged their hair and slapped them to go faster and suck harder as they desperately tried to please him, both looking into his eyes as he ignored them, focussing on his delicious burger. After he finished the burger and he sent them away with a spank on the ass, desert arrived, with a belt tightened around her tits and her hands tied behind her back. Logan watched amused as the gagged slut struggled to get under the table, in position to slide his rock hard cock between her oiled tits. He felt the soft but tight flesh envelop his cock and he sat back in bliss. “Faster, you nasty whore!” he barked as she scrambled to please him. After the long day of teasing and pleasure, he began to feel close to cumming. “I’m gonna empty my balls, bitch!” he shouted, extracting his cock from the dessert’s valley of pleasure, and beginning to jerk it with both hands. She looked at him with begging eyes. Whether they were begging for cum or begging to be let go, he didn’t care, as he unleashed his load. “Take it, you fucking slut! Take it!” as strands of his cum fired into her eye and hair and on her bubbly tits. After what seemed forever, cumming in ecstasy, he shoved some money between her tits, slapped her across the face one last time and left satisfied.
With a full belly and empty balls Logan set out again to find his slaves. He walked past stall after stall of all the slaves of his dreams: “Mediterranean MILFs”, “Tiny Teens”, “Build-a-Bimbo”, “Broken Bitches” and “Korean Cunts”, taking samples and watching the erotic displays, but he finally found those he was looking for at the last stall. “Korean Cunts” had a line of sluts, each chained to the other, being relentlessly whipped. Logan’s cock instantly hardened, despite its recent attention, looking at the cowering sluts. A girl stood at the end of the line in a revealing school uniform, probably pulled out of school to be sold, by her father so he could make some quick money, Logan thought. He asked the stall attendee if he may use the whip and let loose on the cock teasing group. He laughed as he targeted the tits of two girls in white thigh highs and g strings, before striking the schoolgirl, hard on her exposed thigh. “Stand straight! Stick out your tits and ass bitch!” he shouted at her as he whipped her again and again. Soon, he could take it no longer. His cock ached and begged to burst out of his pants. Making up his mind, he quickly paid the attendee for the three slaves and three shock collars.
Saying nothing to his new property, he tugged them along to the bus by the leash, their hands tied behind their backs. Logan sat again on the bus, tasing his sluts for amusement, when he finally spoke, “I’m going to call you Tightcunt”, he said to the schoolgirl, “You, Chinkslut”, he said to one of the barely clothed bitches, “and you, Thicktits” he said to the other. None responded, being too busy struggling against their shocks. He rushed into the house, dragging them along by their leashed throat. Logan’s dad didn’t acknowledge his son, too busy fucking his slaves ass, who was cooking lunch with just an apron. He hurried up the stairs and pulled them into his bedroom. Logan smiled, taking I’m the sight of all his slaves, drunk on the possibilities and pleasure he would have with them. Knocked from his trance, he grabbed Tightcunt’s hair and dragged her to his bed. Chinkslut and Thicktits, watched curiosly as Logan roughly pushed her head against the wall and pushed her down to her knees. As she started to cry, he slapped her and slapped her in amusement of her despair. Holding her hands against the wall above head with one hand, he released and pointed his angry cock to her lips and grabbed her hair again. Too horny to care, he thrusted deep into her throat without removing her skimpy schoolgirls shirt and dress. Saliva dripped down to the rhythm of the “Gluck, Gluck, Gluck” her throat made as he fucked it.
Logan grunted with every thrust pulling her into him by her hair. But something wasn’t right. “Suck harder.” he ordered with no response. “Suck harder, now bitch” he repeated urgently. He quickened his pace on frustration and screamed at her “SUCK HARDER TO FILTHY SLUT!”. Her tears fell faster but still she didn’t suck. In a rage, he threw her onto the bed face down like a rag doll. Flipping up her skirt, he mounted her, growling in anger and spat on her ass hole. She begged desperately but he was deaf by his lust and rage. “Stick your ass out more.” he demanded unsuccessfully, before grabbing her hips and pulling them up, and leaning painfully on her back and head. Logan thrusted sharply into her as she squirmed and screeched, feeling heavenly and releasing his frustration on the young whore. Chinkslut and Thicktits, already scared, became terrified as he looked towards them with his blissful grin. “Chinkslut, twerk for me and Thicktits, let me grope your tits. NOW!” he shouted, hoping to make them useful. The scuttled into position, moving as erotically as possible, hoping to make him cum quickly and free the poor girl. However, Logan reached round Tightcunt and pulled back suddenly on her throat. He instantly felt her already tight ass hole tighten around him as he choked the fragile cunt. Her thrashing slowed as Logan roughly grabbed a feel of Thicktits’ large enticing breast. He shocked Thicktits and Chinkslut hard, cusing them to struggle helplessly to still be useful for him to cum. He laughed as he pulled on Tightcunt’s throat tighter, approaching his climax. He bathed in pleasure as Tightcunt’s virgin ass seemed to want to milk the cum from his cock, despite her desperate protest.
Logan grunted loud as he pulled back as hard as he could on Tightcunt’s throat and pulled out from her ass, plunging into her virgin fertile pussy as deep as he could, dumping his huge load. For half a minute, Logan sighed and grunted as he released rope after rope of hot cum inside her, not releasing her tightly bound throat. He pulled back from her unconscious body, finally satisfied. “What a dumb whore… ” he sighed as he left his remaining slaves to contemplate what happened and went downstairs. “Hi dad,” he greeted his father, who had his slave on his knee, spanking her until she was red. “Hi son! How’s the slaves?”, he replied. “I’ve already used one up.”
“Really? Was she young?”
“she became a slave yesterday,”
“Ah don’t worry they are easy to break,”
“It’s fine she was being an annoying bitch,”
“Yeah she deserved it then son. Spreadlegs here will get rid of her”, the obedient slave wiggled her ass in response and giggled,
“Thanks dad”, ended Logan as he went back upstairs to enjoy his other toys… Read more »

Juicy blowjob at the Spa (MF)

It was a sunny day and I was in a hangover that made me super lazy. The previous night had been a wild party and I somehow made it home and passed out. My body was aching from the dancing and I decided to go for a spa. I decided to go to my regular spot, I had a quick shower and trimmed my balls as I decided I wanted to go for a blowjob.
I got myself a 1 hour massage paid for it and was directed to a room. I asked for a Thai girl as they were the only ones who guaranteed gave a bj. By now I was used to the process and didn’t even bother wearing the disposable underpants and stripped and laid back with the towel placed on my crotch. The lady came in and introduced herself as Chichi or michi I don’t remember. It was evident that she was not Thai but from Nepal or north eastern parts of India but I did not care. She was very thin with tiny tits and a nearly flat ass but had a nice face.
She began massaging while trying to make small talk in a accent and broken English and I regretted not getting a local. She asked me to turn on my stomach and as I shifted she noticed I was naked underneath and laughed asking if I was here for service and I said yes. She asked if I wanted to keep the towel or get rid of it completely and I figured anyways she was going to see everything later why bother with the formality. She got on top on and started massaging my back , she was so light and frail that here massage was too soft for my taste. I asked her to apply more pressure but Made little difference. I got pissed at myself but then while going near my lower back she did not stop and went all the way to my ass and taint with the oil and I was pleasantly surprised.
I instructed her to concentrate there , and she worked her fingers beautifully, I was Aldready erect and it was uncomfortable as it was pressed up against my thighs, after a point I asked her to stop and shamelessly pushed it on my stomach and she just laughed. I asked her if she gave a blowjob and she said yes , and we settled on the price. Then I was turned on my back and she started massaging my legs.
When she reached my thighs and near my crotch I could not help but moan and she took the cue and spent a lot of time rubbing those parts. I was fully erect now and she giggled, saying good size and no hair, nice. She started rambling how men came with lots of hair and I told her to stop lol I had no interest in hearing about that. At the end of the massage she asked if I wanted the BJ with her being topless for additional charge but I declined as it seemed pointless. She pouted but got to business.
She got a wet cloth and wiped my dick and balls, then dried it off. She started licking the top, and it was extremely stimulating and I was afraid I’ll cum immediately, so I told her to work the shaft and the balls. She began licking the entire length and the balls. I told her to suck on my balls and she took one in her mouth while playing with my dick with her hands. Soon my entire dick and balls were covered in her saliva and she moved to wipe but I told her I like it sloppy. After a few minutes I was satisfied and told her she can start sucking my dick.
I closed my eyes to enjoy the sensation. She started sucking and spitting , taking half of it in. I could feel her lips wrapped around my dick , while she played with her tongue on the head. She started bobbing her head and I was in heaven. I opened my eyes to see her work and that moment has a separate folder in my head. I could see her face , her lips and chin were full of her saliva, while she kept bobbing. She took a good 4 inches in with about 3 inches out. While bobbing I guess she went around 5 but only for a few seconds. I grabbed her head and started pushing her face deeper. She made dirty gagging sounds and it became insanely sexy. She stopped suddenly and I was pissed, but then she asked me if I wanted to cum in her mouth I had to pay extra. I agreed and asked if she swallows and she made a face and said no no she does not like it, I asked if I pay extra will she do it but she declined so said okay and told her to start and to make it sloppy. She nodded and started to facefuck herself, spitting and drooling , making a mess of her face and my dick. She was gagging but took it like a champ, making incredible noises. While sucking, her hands were fondling my balls at the right pressure and I was rock hard in her mouth. I was about to cum and I began grabbing her head and pushing it quickly, and right when I came , I lost control and pushed a bit too hard and it went up her throat. She started to pull away but I held on as the orgasm was too good and I wanted to feel her tongue and lips on my dick a bit longer.
She pulled away and started coughing and spitting my cum out on the towel . She smacked me lightly and scolded saying too hard I push and something in her language which I am pretty sure was cursing but I just laughed and apologised. She wiped my dick and balls on a fresh towel and went to wash her face. I paid her , and went for the shower asking her to get me some water.
I Got out and was getting dressed when I heard a knock on the door and I assumed it her , I was just wearing a shirt but told her to come in and it wasn’t her but pooja, if you read my other story she was my first spa experience and I had took her service a couple of times after as well. She recognised me and pouted asking why I did not opt for her as usual , I told her she did not give blowjob and I was in the mood for one. She though for a second and said I do it for regulars and next time to call for her. I was excited as she was excellent at communication and had a nice curvy body the way I preferred and I promised I would .
After that I went a bunch of times at the same spa for pooja, gained her trust and eventually began meeting her outside first in hotels and then her place. We had sex, tried anal unsuccessfully, had a threesome with her roommate and my friends even gangbanged her roommate. Lots of memories to be written !