Back when I started working at Pink Kitty I had been there for about a month. One night I had about ten clients in one day so you could imagine how tired and sore I was. However, I was feeling celebratory, adventurous, promiscuous! I was in a new city, I didn't really know anyone and I just made more money than I had in my entire life.. at eighteen! In Ontario, you have to be nineteen to drink and eighteen in Hull, Quebec.
As I was walking to the bus stop to go to the clubs in Hull I ran into a group of groomsman looking to show the groom a good time. They looked to be in they're early thirties, all wearing blue jeans and black t-shirts with a printed white tie on the front to resemble them "wearing a tie". At the same time this tall, blonde woman wearing a short, tight fitting sparkly pink dress in 9'inch heals happened to be walking by to the bus stop at the same time. The groomsman skipped over to the blonde woman who I'll call Sarah and I to invite us back to they're hotel for a party. Turns out, Sarah had just finished work at the strip club downtown and her blonde hair is a wig to help hide her identity. Before I could even say anything, Sarah responded by saying $250 an hour each and began to list off some restrictions & boundaries. Sarah looked over at me and asked if I was good with that. I just innocently smiled and nodded. How did she know? Is she a witch? Who cares! I was down for the ride. There were five groomsman including the groom and with excitement the groom hailed us a cab to take us to the hotel.
How it Started
As everyone got out of the cab to head to the elevators in the hotel lobby, I felt like moop (matter out of place) standing next to Sarah in my boots and floral dress. My hair was straightened and pinned back with a headband like I was a Blair Waldorf wannabe. Thankgod, I had matching bra and panties underneath. Once we got into the hotel room Sarah took control, kind of like Bella would. The best man, Luke, gave Sarah the cash for both of us upfront for the first 3 hours. She hands me my cut and sets an alarm. Mind you it was 12:30am on a Monday. But hey! I was eighteen who made some questionable choices and this was a mild decision if you ask me, considering this was just the beginning. The groom, Chase, started the music and poured everyone a shot of tequila. Raising our shot glasses, Luke shouts, "Let the real debauchery begin!" We all cheers and got the party started.
With the music playing and the tequila flowing everyone was having a good time. In the back of my mind I was feeling guilty that I was escorting behind Lisa & Jason's back. Like I had some kind of loyalty to them and for some reason I thought I'd still have to pay out to them even though this didn't happen at the condo. When Sarah came over to the counter to refill her drink and take a few shots of tequila, I asked her to pour me one and wondered if I should ask what she thinks. This woman had a way with reading people and knowing what they want or needed before even saying anything. She comes over to me and hands me a shot of tequila. After we cheersed and had our shots, Sarah looks over at me and says, "you know, I've been in this game for a really long time. I can tell you're new to this and I can also tell something is on your mind. Tell me what's going on so we can let loose, make some money and have a good time." How did she know? Why does my face give everything away? UGH. So I shyly asked her and she said, "you don't say anything to them, it's none of their business and what we do here tonight stays here. Like Vegas. What happens in Vegas, stays in Vegas!"
After playing strip poker, Sarah took the lead by grabbing a chair and placing it in the middle of the room. There was a small kitchen, spacious living room area with a love seat, chairs and a pull out bed and a seperate bedroom. Sarah takes over the music, Grabs Chase and seats him where everyone can watch while she gives him a sultry lap dance. Luke and the second groomsmen, Derek, were hound dogging like they were fraternity brothers going out for the first time. Throwing five and ten dollar bills around them. The other two Blake and Jordan were more like wallflowers. They were both already married with families but wanted to partake in some of the fun.
After a few songs had played, Sarah began to pick up the money the guys had tossed around like they we're at a strip club. She probably picked up a couple hundred dollars off the floor. I was in awe of her and they way she used her sexuality and good looks to bring the men to her knees. They were happy to pay or do whatever she wanted. That's powerful!
More tequila shots and mixed drinks later, Luke and Derek were really feeling Sarah and she was seeing dollar signs. With an hour or so left on the clock before Sarah's alarm would go off. While pulling out another five hundred dollars, Luke insisted he and Sarah go into the other room to get their "freak on", and yes he said that. Derek overheard the conversation and wanted to get his dick wet as well. "Hey man, think you could cover me tonight so I can join in on the action and no one has to know?" Derek said. Without hesitation, Luke pulls out another five hundred dollars, says "I got you man and this stays between us." He then asked Sarah, "would this be enough?" Sarah takes the money, puts it in her pink clutch that also had lube and condoms inside. She then takes the guys into the room and Luke throws his wallet over to Chase and says, "Get freaky boys, tonight is on me!" I blushed as Chase looked over at me.
While Sarah was in the room having a threesome with Luke and Derek, I was in the living room with Chase, Blake and Jordan. By that time, Jordan was passed out drunk on the kitchen floor and Blake was feeling tired but also eager to call his wife and say goodnight. Blake grabs another drink and slips out onto the balcony to make his phone call. He stayed up talking to his wife, sitting on the balcony till sunrise.
And then there were two.
Chase and I sat on the loveseat and talked for a bit while we could overhear moaning from the bedroom. Chase asked a lot of questions like, Why am I doing this? WOW! You're only eighteen?! How many guys have I slept with? It was like I was being interviewed at first. Though Chase couldn't keep his hands off my thighs and every now and then he would say, "God you're so hot, I can't believe you're only eighteen. You're so young, I just want to fuck you," while grabbing my thighs tighter. I started to pull away and asked, "aren't you getting married soon?" Chase with his frat boy smile, laughed and said, "come on Kendra, it's my bachelor party! Nobody here is going to say anything. You're here to show me a good time."
In that moment, it was like something ignited in me. Chase pulled me closer to him, started to kiss my neck and began to pull out hundred dollar bills from Lukes wallet. "How much is it going to take to get you onto my dick?" He says to me, while holding up seven hundred dollars. He continues to kiss my neck and my chest. Pulling out another two hundred dollars. The moaning in the background began to get louder than the music. I couldn't help it that I was getting turned on. As soon as I took the money from Chase's hand and put it into my clutch, he pulled me on top of him and started grinding his boner into me. While he was kissing my chest everywhere, he unclipped my bra and took it off from under my dress. Pulling the top of my dress down exposing my boobs and cuffing them in his hands. "You have the most perfect titts I have ever seen", he says to me then begins to lick and suck my nipples. Between the moaning coming from the bedroom and Chase thrusting his boner into me, I could feel my panties getting wet. I tore his shirt off only to find how ripped he was. Dark brown hair, blue eyes and a six pack in his thirties? I'm in trouble. We were dry humping like teenagers. As I was going to unbuckle his pants, I could hear Sarah's alarm go off.
Sarah, Luke and Derek come out of the room while still putting their clothes on and fix their sex hair. Without even saying anything, Chase lifts me up and takes me to the room. Sarah shouts, "I'll wait for you till you're done!"
Chase then tosses me onto my back on the bed, closes the door and stars to takes his pants off. I grabbed a condom from my purse and handed it to him. While he put the condom on, I took my dress off leaving me in just my underwear. Chase lays on top of me, kissing my breasts, running is hands all over my body then rips my panties off. He wrapped my legs around his waist, picked me up by my hips, slid his cock inside me and began to fuck me rough standing up. Chase fucked me all over the room and in every position possible. He even paid me extra to cum in my mouth, my titts and on my back. By the time we were done fucking, it was six in the morning.
Once Chase and I came out of the room, everyone except for Luke and Sarah, were asleep. Sarah and I began to gather our things to get ready to leave. Chase and Luke thanked us for the good time as they walked us out the door.
As soon as we got into the elevator, I immediately opened my purse to see the wads of cash I had just made that night and it was all mine. No payouts. No room fee. No driver's fee. It was all mine. For a moment, it felt surreal. I felt a bit guilty for sleeping with a man who was about to get married but the money I held in my hand left me feeling more proud of myself. The guilt slowly faded and I knew after that night, I could take care of myself.
Tag: fiction
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Let me start off by saying, the lifestyle I used to live is far behind me and I’m in a healthy relationship now with someone who accepts me and my past. But I still go back to remind myself that any situation, good or bad, is an opportunity to grow. I wouldn’t be here without my mistakes (which I am still sort of embarrassed to be writing about.)
Back when I was a sex worker some of the men I have encountered were married but I never asked questions because they were either paying me and or I was oblivious and naïve. But sometimes I feel I subconsciously knew that they were not the man for me or that there was something shady going on. I could also tell when a man has taken his wedding ring off to pretend he is not married… There is a damn tan line.
For instance, I met this guy just by asking him if I could “bum/buy” a smoke off him. Of course I got one and his number in the process (he insisted). Instantly I knew in the back of my mind that I didn’t have time for this guy and that I had bigger fish to fry. I had just moved to Toronto for Event Planning. But again, he insisted that he wanted to get to know me. He sweetly talked me into drinks by brushing my hair out of my face when I was talking and I fell into his dick sand hard.
Dick sand is like quicksand but with dicks. It’s when a girl meets a guy and instead of standing firmly on solid ground knowing who she is and how she feels about herself she instead quickly starts to sink into dick sand. It’s where you lose the ability to know what you like and instead you like and do everything the guy likes. You start merging into the female version of the guy by liking what he likes, not allowing yourself to have your own personal interests or opinions. Initially losing yourself in the dick sand.
A reference from one of my favorite movies, (How To Be Single).
Did I also mention he was very sexy. Luke was tall, athletic, dark green eyes with slick back, thick blonde hair. but never be fooled by a pretty face. I wasn’t entirely oblivious to the signs, I could feel that something seemed off but I couldn’t piece it together. I honestly was just enjoying the attention this man was giving me. We will call him Luke.
Luke wanted to take me out for drinks when I was done school and of course I agreed. A hot guy and free beer, what could possibly go wrong? While out for beers, in the span of an hour, he bought me a bunch of beers and shots, you could say we were having a good time. Until he had to leave abruptly. He bought me another beer, paid the tab and left. I didn’t hear from him for 3 days. His excuse, he was “sick.”
I didn’t hear from him for a few more days, until I decided to message him to go out for drinks again, but this time I ended up being tipsy. He paid for beers and shots, yet again. Prior to us going out for drinks, I was feeling off guard. A funny feeling you could say. However, it was fun being able to go out for some drinks and let loose. And I didn’t even have to pay for it. Considering I had been working my ass off in school non stop for four months, a little fun couldn’t hurt right?
I did however tell him about my working girl days and it seemed to be a turn on to him. I don’t know why I told him, maybe I knew deep down it didn’t mean anything. We ended up going back to Union Station where he works as a project manager to “hang out”. You can already guess where this one is going. We ended up fucking on a conference table at Union Station. He definitely had me hot and bothered but in the back of my mind it wasn’t what I wanted. But it takes two to tango and I went with it for the whole two minutes. Did I mention I was wearing pants that day. He starts to aggressively kiss me, calling me a “dirty girl,” and pushing me down to my knees to suck his cock.
“You like sucking that big cock don’t you”, he says as he pulls my hair, with his cock in my mouth, I look up and nod my head.
But in the back of my mind, I didn’t.
After a few minutes on my knees, he pulls me up, rips my shirt off and takes one of my boots and leg pant off. He fucked me fully clothed before I could put a condom on, yelling “oh fuck baby, I love your tight pussy baby”, then came inside of me and instantly began to get dressed.
As soon as I went to the bathroom, I felt ashamed. Why? In that moment I couldn’t tell you why. I am usually up for the thrill for a story. But this time felt very different. He treated me like an escort and I didn’t even get paid for it. He ended up leaving again right away. I didn’t hear from him for days. Which was to be expected.
We ended up bumping into one another again at Union Station on my way to class and he asked me out for drinks. This time I paid… Which was stupid on my part. This time I was a bit more than tipsy. Bumping into him threw me off. I had a bad feeling but for some reason I still went. Maybe it was my low self esteem or maybe I was lonely.
We ended up going back to his office where I had mentioned to him that it seems that he is only bringing me to his office to fuck me again. Which was exactly the case. But me being more than a few drinks in and him sweet talking me, by grabbing my hips, kissing my neck really softly, and lightly touching my pussy, I gave in. He even asked if I wanted to have sex… after we were already undressed and I had deepthroat his cock. At that point I didn’t care. You could say I lost some of my self respect. We ended up fucking all over the conference room. When he asked me “baby can I cum in you”, the mood seemed to change. I also dislike being called baby by men who is not my lover, I’m not his baby. He then bent me over the conference table and began to drill me from behind briefly and didn’t end up coming. Neither did I. Both times I had slept with him I did not have an orgasm. So not worth it.
Right after he “had to go” but decided to take the same train as me to stay at his parents. But while we were on the train, I had a feeling something was wrong but I just kept ignoring it. (Don’t ever ignore your intuition). When he went to get off the train, he said “I’ll text you later baby”. Ya right. Which I was right. He never messaged me. I ended up calling my best friend bawling, telling her how I felt ashamed. She told me, maybe it is my intuition trying to tell me something. A day or two later I was thinking about how I didn’t even know his last name like the Carrie Underwood song. Going back into my phone records, I noticed he had called me back when we first met which showed his last name. I decided to look him up to find out he had a wife and kids back home…
Yup you heard it right. I got fooled yet again by another pretty face. It’s not like it hurt as in I had feelings for him but it hurt to know that he has a family at home and I was so naïve to not even acknowledge the signs. Let me tell you that this whole situation hit me hard. Harder than any other dick sand I had fallen into. I felt I lost myself briefly to this guy who I barely knew. I didn’t know how to react, how to feel, or what to do. Do I confront him? Do I tell her? What am I supposed to do? My friends say I should have messaged his wife, but I feel that is going to do no good, it will just cause a whole new problem. But then again, she is being cheated on by “the love of her life” and may not even know it. I mean I would want to know but then again, having some random woman messaging you won’t make the situation any easier.
I ended up telling my aunt about what had happened because it began to bother me in what I should do, and her advice was just what I needed. My aunt is very straight forward and won’t sugar coat the issue. I decided not to message the woman, I do not know her, her situation nor do I know what I’d be setting myself up for. It could either put me in danger or blow up in my face. So to save face, I just brushed it off, learned my lesson and moved on.
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At the Condo where all the girls worked out of, I was oblivious to what the other girls were up too, which kept me out of trouble for the most part. Most days, I would be sitting on the living room floor with my books spread out on the carpet while I studied in between clients. Other days, I would be napping on the couch. During my first year, I didn’t spend much time at my apartment. I was either at school all day or at the Condo all night. I just wanted to have a “normal” college experience like the other girls in school while being able to pay my bills.
Outside of the condo, my world was lonely. I was either studying, in class or going to work. In the beginning I didn’t have time for a social life. But I was craving for some form of normalcy and not sure where to start. It wasn’t until I met my first college boyfriend, Spencer. Spencer was twenty three, tall with dark hair, blue eyes, quiet, awkwardly cute and in school to become a Police Officer. When I had met Spencer I was with my friend Aria at the time, and he was with two of his best friends in line at the college bookstore . Once we had locked eyes, he held my gaze long enough for him to come over to ask me out on a date. Without hesitating, I said yes, not thinking about the fact that I was still an escort and still had to work that evening.
On our first date, it started out by Spencer meeting me after class in the student parking lot to drive us downtown. Luckily, I had kept a LBD (Little Black Dress) and black heels in my backpack from work for the occasion. It was either the LBD or scrubs. Spencer was wearing a sweatshirt, with a t-shirt and blue jeans. So I may have been a little overdressed. We had dinner in the Byward market following a beautiful stroll through the trails behind Parliament Hill, where we talked to get to know one another. I was having such a wonderful evening until Spencer had asked me, “So what do you do in your spare time outside of school?” For a moment, I was speechless and it was like my heart fell into my stomach. Before I made the silence become too awkward, I responded with, “I babysit for a friend.” Not the best of lies, but I didn’t know what else to say, he would respond with another question about who I babysat for and I would come up with another lie after lie. Before I knew it, I was in a spider web of my own lies. I felt I couldn’t tell Spencer what I was actually doing outside of school nor could I tell him after all the lies I had spun. I was scared that if I had told him the truth that he would run for the hills and let’s not forget, he was also going to school to be a cop. But with the constant feeling of being alone and wanting some normalcy, I played along with the chaos I had created.
As the evening came to an end, Spencer drove me back to my apartment building, walked me to my door and as he kissed my cheek goodbye, I asked him, “Would you like to come in?” The kiss from my cheek went to my lips, pushing the door open behind me, making our way to my couch as we were taking each other’s clothes off. Next minute, I’m straddling Spencer while making out with him until I said, “We need to stop, I think we’re going too fast,” as I start to get off of Spencer and begin to redress myself. Spencer responded with, “is everything okay?” “Yes everything is okay, I just want to wait until I’m in a relationship before I have sex.” I said. I had said that to Spencer because I wanted some form of control, maybe because I felt my life was out of control. At that moment, Spencer stood up from the couch in his boxers and asked me, “would you be my girlfriend?” I said, “Yes!” Without evening thinking, yet again.
I took Spencer by the hand, walked him to my bed and began to undress myself, again. I had Spencer lay down on the bed, put the condom on and I began to ride his cock. Spencer instantly began to moan loudly, shallow breathing, pressing his fingers into my hips and said, “I’m going to cum, I’m going to cum.” “No, no, no, not yet,” I responded just as Spencer orgasmed letting out a loud groan and said, “I’m so sorry, but that felt amazing.” Unsatisfied, I got off of Spencer, I handed him his pants and I had put a robe on. Spencer got up to use the washroom and while he was in there I was beginning to regret what I had just got myself into while trying to hold the tears back. Spencer had come out of the bathroom saying, “Well I should get going, I have an early class tomorrow and I have a long drive home.” For some reason, I was relieved. I walked him to the door and as he kissed me goodbye, he said, “See you at school tomorrow, girlfriend.” I felt sick to my stomach.
Closing the door behind him, I walked back to my room taking my robe off, I laid on my bed and began to touch myself sensually. I wasn’t thinking of Spencer either, I was thinking about my next shift at the condo and the money I was going to make. As I played with my breasts and rubbed my clitoris, the thoughts of the empowerment I got as an escort brought me to a satisfying orgasm.
Now I know it was unorthodox to have a boyfriend while I was an escort, however, at the time I was trying to fill a void inside of me and I thought Spencer was the answer. Spencer may have wondered how I paid for things all the time if I was just babysitting but rarely questioned me beyond that. We didn’t know each other well and rushed into a relationship. I don’t know why I thought I could have a “normal” relationship with him when I knew the relationship started on a lie. It was selfish of me at the time, however, I was a young woman who made mistakes.
The Condo
As time went on, every day except for Sunday’s I was working at the condo and attending school in between. I was lying to my family and friends at school as well as my new “boyfriend” Spencer. The more clients I had and money I was making, the more lies I spun. It also put a target on my back by other working girls. It also didn’t help that our driver, Damien, would sleep with every girl that worked at the condo. Except for those who are not into scrawny, arrogant and misogynistic men. Not only was Damien married, he would try to pursue me while he was engaging in a romantic relationship with another working girl, Samantha. I would always turn down Damien’s advances, but he would swear up and down that one day I was going to give in and fuck him in his tiny sports car.
When there are six or more other girls working and only two rooms to use, other girls tend to get jealous of those who are getting “calls” back to back. When all the girls are making money, everyone is happy but when work is dry, girls get bitchy. During the week I would work mostly with Rain, Bella, Samantha, Cherry, and Destiny. On the weekends there would usually be more girls because weekends usually were busier. Sometimes, women from Montreal and Toronto would be working at the condo as well. Weekends I worked with Cherry, Rain, Bella, Alice, Samantha, Destiny, Paige, Harmony and of course Damien would be there when he wasn’t driving girls to their outcalls. We had a full house, with clients coming and going every hour. I would be so busy at times that I wouldn’t even have enough time to eat or fix my makeup. I would finish up with one Jon and I would have a line up of others waiting in the building lobby until it was their turn.
I was also developing a close relationship to Bella, Cherry and Rain. The four of us would always try to work on the same days and we would get ready together in the Master bedroom. Working girls like Samantha would gossip to her “bestie” Alice and Paige, and giggle in the corner like school girls over Damien. Samantha loved patronizing other girls, especially those she deemed to be her competition. Samantha never took a liking to me. In fact, it felt like she had this urge to sabotage me as Kendra and Annabelle. I never understood why she would set out to undermine me, she didn’t even know me. Unfortunately, I was not her only victim.
The House Mother
Rain was Native Canadian, 5’10 with long, black luscious locks, dark brown eyes and pouty lips. She was Forty years old who had perky double D boobs with hourglass hips and tanned skin. Her bright smile and perfect teeth could literally light up a room. She had an outgoing personality with a contagious laugh. Rain was the woman who ran the Condo, she had been an Escort for four years, the same as Bella. Not only did she pay for the Condo, she also would take our photos, run our website and make sure us girls stayed in line. Rain and Bella were thick as thieves.
In her personal life, Rain worked for the government and had kids back home part time. Bella and Rain would get their kids together on their days off…when they had days off. The weeks she didn’t have her kids, she practically lived at the condo to not only work but to also make sure the girls didn’t burn the place down or be raided by the SWAT team. When Rain wasn’t with a client or at her other job, she would be on her laptop working, running errands, or helping one of the girls while taking phone calls. Rain was a very busy woman leading the epitome of a double life and she held it all together so well. Well enough that I was in awe of her…
The Home Wrecker
Samantha was from Ottawa, 5’8 with long bright pink hair, ocean blue eyes and a smile that resembled Miley Cyrus’. She was nineteen years old and had fake double D boobs, an obvious spray tan, with a flat tummy and a tiny perky butt. Her looks alone would have men swooning over her, however, her squeaky, loud voice and a narcissistic personality would detour men away… So you’d think, men loved her, they would bring her gifts all the time, so she’d say and she was friends with Alice, Harmony, Paige and Cherry.
Samantha loved talking about herself and being the center of attention. She would always be boasting about her “fabulous” life with her boyfriend living in his parents basement. She would also go on about how perfect her body was and how she will never need to get work done. However, it was clear that she had work done on her boobs. Normally, I would just leave the room when Samantha would start talking about herself.
When Samantha was not the center of attention she complained about anything and everything.. “I am having such a horrible day, my boyfriend didn’t want to pay for my new tattoo,” she would say as she was coming into work. Or she would say things like, “OMG, why is Destiny getting another call, I’m hotter he should have picked me.”
One of the rules of the condo is; to not be seen by other girls’ clients. Samantha would break that rule everytime by standing near the door so the clients would see her as they left. She would say things to the clients like, “Hey there, you like what you see?” “You should fuck me next time, I’ll show you a way better time than the last girl.” Actions like that would piss us girls off and Bella was one to never hold back. “Who the fuck do you think you are, poaching other girls’ clients?” Bella would say to Samantha. “Oh I didn’t know I wasn’t allowed to do that,” Samantha said. She knew better but would act ditzy when being confronted.
Samantha would work four or five days a week and every time she would come into work, she would always have some tragic story that had happened to her to explain away her behavior or for the attention. One story that sticks out was the time she came into work “crying”, telling all the girls including Lisa, “I got pregnant by a client!” Alice, Cherry, Rain, Paige and Harmony ran to her saying, “OMG are you alright?” “What are you going to do?” Lisa had even called Samantha saying that she will help her raise the baby because it’s a part of the PK family now…For the rest of the night Samantha had the girls’ attention while Bella and I kept our distance. Bella and I didn’t believe her story, considering she goes on about her bb (bare back) sex with her younger boyfriend.
A few weeks had passed, Samantha showed no signs of being pregnant nor brought it up since. So Bella decided to call her out on it. “Hey Samantha, how is the pregnancy going? How far along are you now?” Bella said to Samantha. “Oh I lost the baby yesterday,” Samantha replied. As Bella rolled her eyes, she snarked back, “Oh well that sucks, at least you didn’t get pregnant by a client.” You could tell Bella could see right through Samantha’s lies, however, Bella didn’t feel like entertaining the situation and walked away while flipping her hair off her shoulder. Samantha did not like being called out by Bella so she started to act out by crying and lying to the other girls that Bella was bullying her.
Though Bella had a reputation for being cold towards the other girls and known for having a disapproving attitude, Bella was no bully to Samantha. Bella was very forward with her feelings, especially if she didn’t like you or if she felt you were lying. A few more days had gone by and tension at the condo grew insufferable amongst the girls. With Bella and Samantha fighting, Damien berating me with sexual advances, and non stop clients six days a week, I was falling behind in school. The girls started to take sides and cliques began to form, the Condo was never the same after that.
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My second ‘Jon’, who plays a big part in the story, we call him Blindfold because he loves to be blindfolded while we tease and fuck him. He wanted the full “GFE” Girlfriend Experience, which involves french kissing, heavy cuddling, full service; sex, etc.
Blindfold loved meeting the new girls, so of course he booked me.
As I greeted Blindfold at the door, he was tall, curly brown hair, blue eyes and dressed respectfully with a collared shirt and dress pants. When I brought him to the room, he handed me $200 right away when he only needed to pay $140, he said to me, “keep the tip and get yourself some sex toys for the next time we play together.” I blushed and said, “thank you.”
I handed him a black silk blind fold Bella had lent me, walked him over to the bed, began undressing him and kissing his body. I started by slowly sucking his penis while I could hear him moan. It kind of turned me on. I happily sat on his face until I came. Then I put the condom on, slid down and began to ride him hard and fast as he sucked on my nipples until I could feel him coming in me, he let out a loud moan while lifting his head up from the bed. My heart was racing, I was breathing heavily, not just from the sex, but from the empowerment I got from pleasuring Blindfold.
While we were cleaning ourselves up and getting dressed, Blindfold insisted on seeing me again very soon. He asked, “would you do an outcall?”, I wasn’t sure if I was ready for that, but the words, “yes, I’d love too”, came out of my mouth like verbal diarrhea. Blindfold kissed me good guilefully as he said good bye and left.
The Girlfriend Experience
The second encounter I had with blindfold was my first outcall. Blindfold had called me about a week later after our first time together to book the afternoon with me where he would pay for three hours of my time. He requested that I wear a short tight dress with heels and my hair up in a ponytail.
The day started out by Blindfold picking me up at the condo in a black Mercedes and he was wearing a plaid blue blouse with black dress pants. As I got into the car, he greeted me with a kiss and said, “I love the red dress you are wearing”, “I also got you a gift”, as he handed me a black gift bag. Inside was a big, bright purple, vibrating dildo and $800 in an envelope. He said to me, “I want to watch you play with yourself with the dildo while we drive to our destination.” I looked at him questionaly, asking, “wouldn’t anyone else see?” He responded, “let them.”
So I took my panties off while Blindfold started to drive away from the condo, turned on the vibrating dildo and started playing with myself. As I’m moaning and bringing myself to orgasm, I look over at Blindfold to see he had undone his pants to stroke his cock while turning the car onto a dirt road that led into the woods. When I realized we had left an hour out of the city, I turned off the vibrator, asking, “where are we going?” he responded, “somewhere no one can see us so I can bend you over my car.”
He pulled into an empty lot behind a bunch of trees and parked with not a house in sight for miles. At first I was nervous, considering I didn’t know this man nor did I know where I was. I thought I had got myself into a bad situation until he had handed me a condom and asked, “would you like to have your way with me Kendra?” At that moment, I was turned on, Kendra was activated and I looked at Blindfold seductively, and said “it would be my pleasure.”
Blindfold had stepped out of the car, walked over to the passenger side, opened the car door for me, took my hand and walked me over to the hood of the car and asked, “what would you like to do to me Kendra?” I told him to sit on the hood of the car, as I straddled him to put the purple silk blindfold I had bought the night before for the occasion. He seemed to like it because he had a very hard boner so I started to grind on him saying, “do you want me, I’m really wet right now.” He seductively said, “please fuck me Kendra, fuck me hard.” I undid his pants, put the condom on, turned around and began fucking him cowgirl style. Before he came, he stopped to stand up, bend me over the hood of the car and fucked me doggy style while pulling my hair back.
We were moaning and fucking so loudly that it was a good thing we were in the middle of no where. He had a fantasy and I delivered. I made him come so hard that I had him begging me for more. Unfortunately for him, our time was almost up and he needed to take me back to the condo. As we arrived back at the condo, I told Blindfold that I would call him in a week to book our next appointment, and he excitedly said, “I can’t wait to play with you again, Kendra.” I kissed him goodbye as I rubbed his boner that never left and walked seductively back into the building.
The Orgy – may not keep this
A week later Blindfold had booked another appointment with not just me but four other girls for a Friday afternoon for three hours at the condo. He had got a big promotion at work and wanted to have an orgy to celebrate. He had also bought all of us girls black gift bags with sex toys, lube, condoms, and lingerie he wanted us to wear as well with a $400 tip inside of an envelope. He also brought us fruit and veggie platters for lunch after the orgy. I had never been in an orgy so this was new for me. My palms were sweaty from being so nervous, I had no idea what I was about to get myself into.
After us girls got changed into our lingerie Blindfold had chosen for us, Cherry started by undressing him, while Bella was tying him up, I was putting on the silk purple blindfold on him while the other two girls, Alice and Harmony were lighting candles. Alice was 5’10, thin with adult braces and straight brown hair. She had a nasally voice that made your ears bleed and an obnoxious attitude that you couldn’t bear to listen to her talk about herself non-stop. I had noticed not many girls liked her, however, clients seemed to like her, so she had that going for her. Harmony on the other hand, was eighteen years old, petite figure, 5’4 with bright purple hair. She always came to work with multiple suitcases with makeup, outfits and shoes. She was a sweet, hyper woman who loved smoking her weed and drinking Smirnoff.
Bella took the lead by sucking Blindfold’s cock, Alice came over to sit on his face while fingering Harmony. Mind you, I only knew Bella at this point so I was a bit awkward and not sure what to do. My lingerie consisted of white leather, crotchless panties with a matching cupless bra. Cherry had come over to me and said excitedly, “I’m Cherry, you must be new. Lay back and let me lick your pussy to relax.” I had no words and just did as she said.
Cherry was my height 5’5, twenty six years old, thin with perky boobs,natural bright, fiery red hair and a perfect round bubble butt with hourglass hips. Cherry had a bubbly personality, outgoing, sassy and a giggle that made you smile, however, she had this mysteriousness to her that intrigued me and for some reason, I felt safe when she was around. Everyone seemed to have a liking for her. She was wearing pink leather, crotchless panties with a matching cupless bra just like me. The other girls were wearing the same thing as well, just different colors.
While Cherry was eating my pussy out, Bella had begun riding Blindfolds cock while he was still eating Alice out. Alice and Harmony were making out and Harmony was fingering herself. It was very hot in the room, fucking on a king size bed and everyone moaning. Cherry was really getting into eating out my pussy, she started fingering me until I squirted all over her face. I didn’t even know I could do that. I gasped with embarrassment, as Cherry giggled and said, “there is no need to be embarrassed, it was my pleasure to make you Climax.” Then, Cherry begins to direct me over to Blindfold, Cherry says, “Kendra is wet and ready to fuck now!”
Bella gets off Blindfold, as I begin to swap out the condoms and start riding his cock. Cherry sat on his face and started kissing me. Alice and Harmony were scissoring at the end of the bed, Bella went over to the chair to play with herself while she watched us all fuck eachother.
Making out with Cherry was hot, I had never slept with a girl either, but I liked it. Cherry started kissing my neck and sucking my nippls as I’m still grinding on blindfold. Alice and Harmony sounded like they were cumming as well as bella. All of the moaning and sensations that was going on, made me orgasm again with the help of Blindfold fucking me and Cherry on the cusp of cumming herself. As we all reached our climax, together, Cherry lightly chokes and kisses me as she moans into my mouth. We were all like cats in heat, it was a sultry orgy and Blindfold had never been more satisfied that he tipped us $200 each.
After we had cleaned up and changed, we all met in the kitchen to enjoy the lovely lunch and bubbly Blindfold so kindly provided us. I was so sweaty from the sex that I didn’t bother putting clothes on but a robe. Which I guess turned Blindfold on by watching me eat strawberries in just a robe, that he walked over, grabbed my hand, placed it on his boner and whispered in my ear if I’d like to go for round two with just him. I nodded, took his hand and walked back to the bedroom while the girls watched us close the door. He handed me another $200 for me to just lie on my back and let him lick my pussy until I orgasm. My vagina was so tender but felt so good that I grabbed Blindfold’s hair and pushed his face more into my pussy as I came on his face. I had let out a loud enough moan that the girls were cheering on the other side.
As Blindfold stood up and wiped his face, he said, “this has been the best day of my life, thank you.” I smiled as I was still out of breath from all the orgasms I had and said, “let’s do this again.” Blindfold was thrilled as he got dressed, kissed me goodbye, left the room to say goodbye to the other girls while I stayed laying on the bed.
Cherry had come into the room to lay on the bed with me. We looked over at one another and began giggling like teenage girls. In that moment, it was the start to a beautiful friendship and lots of paid duos.
