There are many things
I feel I can't say
in the fear
I will push you away
knowing the pain
we have been through
I still hold back
cause I feel for you
tell me I'm wrong
and you're just scared
cause what you feel
is really there
Tag: romance
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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.
