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You are here: Home / First time sex stories / Maid with Benefits – by maxmaxmax93035

Maid with Benefits – by maxmaxmax93035

Adult story Editor March 26, 2016 Leave a Comment

Virginity true stories: Maid with Benefits. Author: maxmaxmax93035. Some elements of this story are true and the remaining details have been embellished. The story is including of True Story, Blowjob, Hardcore, Latina, Older Male / Female, Prostitution, Reluctance genres.

Virginity true stories: Maid with Benefits – Chap 1

Author: maxmaxmax93035

I am a 52-year-old single man with a very active sex drive. I usually hook up with women on dating websites. There are lots of desperate women but sex with middle-aged women was less than satisfying.

I was married for a couple of years about 20 years ago, but I have been single for most of my life with no children (although there have been some close calls). I have been prudently saving for my retirement but my fortunes changed when one of my uncles passed away recently. He left me one of his homes – he owned several rental properties – and some money. It was like winning the lottery. When I combined that with my own savings, I suddenly realized that I could comfortably retire immediately.

I lived in Salt Lake City, and I decided that I wanted to escape the cold winters. I purchased a one-bedroom condo in Mexico so I could enjoy the tropical weather. The town was located on the Pacific Ocean. I decided I would live half of the year in Mexico and the other half in Salt Lake City.

It was a moderately large town but tourists didn’t visit the area so mostly locals lived there. The surrounding community was very poor and most of the locals struggled to find jobs and the ones who did earned very little.

Within a week of arriving to Mexico, I posted an ad for a maid to clean my condo once every two weeks. After interviewing several applicants, I chose Martha. She was 20 years old. She wasn’t beautiful but she was pleasant looking. She was petite – under 5 feet tall and about 90 pounds. Her body was curvy but thin although not skinny. She had a round face and medium brown skin. She spoke limited English but enough so I could understand her.

I only paid her a few dollars each time she came to my condo. I sometimes felt guilty but it was the going rate. It was a matter of supply and demand. I paid her very little but I could easily find 20 replacements in a snap of a finger.

She worked diligently and she was friendly so we got along well. As the weeks passed, I learned that she was a single mother with a 15-month-old daughter. She had lived with her boyfriend (the father of her daughter) but a few months ago she left him when her boyfriend got another woman pregnant.

Now she and her daughter lived with her mother and her younger sister and brother. Their family barely managed to support themselves on the money that Martha and her mother earned.

On this day, Martha arrived for work but I could see that she was upset. I asked her, “What is wrong?”

Martha (in broken English): “Mama recently lost job. We need more money for apartment.”

Me: “I am sorry about your problem. Can I help you?

Martha: “I want to work more, por favor.”

Me: “OK, instead of returning in two weeks, return next week. I will find extra work for you.”

Martha thanked me over and over again for helping her. She finished her work that day enthusiastically.

A week later, Martha returned to my condo. I told that I didn’t need my condo cleaned but there were different things she could do for me. I then directed her to wash and iron my clothes, water my plants, and lots of other tasks around my condo. Next, I sent her to the store to buy me food. When she returned, I was just getting out of the shower. I was only wrapped in a towel.

Martha: “What do you like now me to do?”

Me: “I could not sleep last night because my muscles hurt. I need you to help me relax. Please give me a massage.”

Martha looked at me a little puzzled. I directed her to follow me into the bedroom. She paused a moment before following my lead.

I then laid face-down on my bed. I pointed to my back and ask her to begin her massage there. Martha slowly approached me. She sat on the bed next to me and then nervously began an amateurish massage. This went on for a few minutes and I didn’t mind her lack of experience. I was really beginning to get into it. I could slowly feel the blood flowing into my penis.

I proceeded to roll over. I wanted to be able to see Martha’s hands on my body. I could see Martha glance at my semi-erect penis which was clearly evident. She was now focusing her attention on massaging my arms and shoulders in an attempt to avoid my penis area.

As she continued her massage, I mumbled repeatedly, “Lower … lower … lower …”

Now her hands were massaging my body just above the towel – only an inch away from my penis. I could feel her hands as they trembled. I then took a hold of both her hands with my hands. Martha gave me a startled look.

I told her, “Relajar, relajar [relax, relax].”

I could see the look of panic in her eyes as I slowly and gently lowered her hands under my towel.

As her hands touched my fully erect penis, a few drops of pre-cum rubbed onto her hands. She immediately froze for a second but then she jerked her hands away. She didn’t utter a single word as she ran for the front door. She grabbed her things before slamming the door behind her.

I sat up in bed and I thought to myself, “Well, that didn’t go according to plan.”

I removed my towel and put on my robe. I went to the next room to get a beer and I watched some television in the living room. After 30 minutes, I was interrupted by a knock at my door.

I opened the door and Martha was standing in front of me. She didn’t say word and showed no emotion. She took my hand and led me to the bedroom. I stood at the foot of the bed, facing Martha. She opened my robe and let it drop to the floor. Now I was completely naked. Martha then took a pillow and knelt in front of me. She had still not spoken a word since her return and I didn’t want to say anything because I didn’t want to risk offending her.

I could feel my penis starting to swell. Martha slowly inserted only the tip into her mouth. She used her tongue to swirl around my penis. My penis had now reached its full 7 inches. Martha removed my penis from her mouth and sticky pre-cum dripped from the tip.

She rubbed the pre-cum onto the palm of her hand and then began to use the lubrication to stroke my entire penis. At the same time, she moved her face under my balls and swallowed them one at a time.

After enjoying her technique for several minutes, I decided to take matters into my own hands, literally. I placed both hands on the sides of her head and adjusted her position. She knew what was coming next as she stopped stroking with her hand. She opened her mouth as I thrust my penis inside. She was tentative – only allowing half of my penis to enter.

While I was enjoying the soft and wet insides of her mouth, she used her right hand to massage my prostate. Her technique was awesome. Apparently, her previous boyfriend had taught her the finer art of cocksucking.

As I began to feel the excitement increase, I knew I was getting close to shooting my load. So I firmly grabbed her head and thrust the full length of my penis into her mouth. This made her gag immediately and she pressed her hands against my hips to try to push me away. But I would not be denied. I continued to force her to deepthroat me … faster and faster.

I could feel my load raging in my balls. I then pushed my penis down her throat and held it there, while I shot a powerful load into her mouth. This forced her to swallow the first stream. I could see that the taste of my sperm disgusted her. She pulled away with all of her might. The next shot of cum landed on her hair and then the next on her blouse.

The power of my orgasm made my knees buckle and I whispered into Martha’s ear, “Gracias.” I stepped back and laid down on my bed.

I had made a mess of Martha. There was cum dripping out of her mouth, cum was tangled in her hair and cum drops were sprayed on the front her dark blouse.

Martha: “I clean me before I go home.”

She removed her blouse and washed it in the bathroom sink that was connected to my bedroom. After cleaning and rinsing it, she went to the next room and put into the dryer. Then she returned to my bedroom and went to my bathroom to take a shower. After finishing her shower, she walked pass me with a towel wrapped around her body. I could hear her walk to the dryer and remove her blouse. She then walked back to my bedroom. She pulled out the ironing board and neatly ironed her blouse and after she was done, she went to the bathroom to gather her remaining clothes and placed everything on the ironing board. We remained silent as all of this took place.

Next she removed her towel but before she put on her clothes, I spoke one word to her, “Otra vez [again].”

Martha stood there naked in front of me and I could see her mind was racing as she contemplated her options. She slowly walked to the middle of my bedroom and kneeled down onto the floor. I rose out of my bed and I walked to her.

My cock was inches from her face as she looked up at me. She reached out with her hand but I didn’t allow her to grasp my penis. Instead, I grabbed her hand and pulled her up so she was standing and led her to my bed. I laid down on my back with my penis standing straight up. I motioned her to climb on top of me.

She promptly complied with my direction. She was upright on her knees while straddling me. She was facing me, and she held my penis in her hand to position it into her pussy. Slowly she lowered her body onto my penis. Her face initially showed some discomfort because of the friction of dry skin-to-skin contact. Within a few moments, my pre-cum and her pussy juices began to produce lubrication. The stroking of her pussy increased in pace and she rode me cowgirl style. I looked into her eyes and saw a look of fear appear in her face.

Me: “Martha don’t worry. If you become pregnant, I promise to marry you.”

And I would keep my promise. Only I had a vasectomy many years ago, so there was little chance of that happening.

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Filed Under: First time sex stories, Sex stories - For Adults only, Virginity sex stories Tagged With: Author: maxmaxmax93035, first sex, first sex experience, first sex stories, First Time sex, first time sex stories, first time sex story, how i lost my virginity, loosing virginity, lose virginity, losing my virginity, losing virginity, losing virginity stories, losing your virginity, lost virginity, m, maxmaxmax93035, my first sex, sex experience, stories about sex, teen first sex, teen first time sex

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Maid with Benefits – Chap 2

Adult story Editor March 4, 2016 Leave a Comment

Virginity true stories: Maid with Benefits – Chap 2

Author: maxmaxmax93035

Including: Fiction, First Time, Latina, Older Male / Female, Reluctance, Teen, Virginity

Part 1 was partially based on true events. Part 2 was fiction and represented my wildest dream.

In Part 1, this was the description of Martha:

After interviewing several applicants, I chose Martha. She was 20 years old. She wasn’t beautiful but she was pleasant looking. She was petite – under 5 feet tall and about 90 pounds. Her body was curvy but thin although not skinny. She had a round face and medium brown skin. She spoke limited English but enough so I could understand her.

Martha continued to visit my condo one day each week as a maid and sex servant. As the weeks passed, I explored every inch of her body and I had the opportunity to experiment in every possible position – we had sex in the shower, while ironing my clothes, in a taxi, in a strip club, and on the beach at sunrise. Sex with her petite and strong 20-year-old body offered many wonderful opportunities.

On this particular day, Martha was washing my dishes. I stepped behind her and unzipped my pants. I grabbed the dish soap and lubricated my penis with several drops. All the while, she continued to wash the dishes and leaned forward so her ass stuck out to me to offer me access. I pulled up her skirt and lowered her panties.

Her pussy was now available to me but I decided to set my aim a little. I then slammed into her ass. This surprised Martha as she jumped a little but she demonstrated remarkable multitasking skills – washing while fucking.

“The perfect wife,” I thought to myself.

When she finished the dishes, I increased my pounding. I was just about to finish so I turned her around and directed her to kneel in front of me. I blasted my entire load into her mouth and she obediently swallowed every drop. Semen continued to ooze out of the tip penis and dribbled down. She used her tongue to clean up the last few drops of cum.

We then sat together in the living room and had a chat like we often did at the end of the day. We had become friendlier during these many weeks together and shared many personal details about our lives.

Martha and her mom (who found a new job) supported their family but they struggled to pay their bills. Martha had a younger 18-year-old sister, Carmen, and 17-year-old brother, Carlos. In fact, they were her step-sister and step-brother because their father was different than Martha’s. Her sister was a very good student and planning to become a doctor. But her brother was a problem. He partied all of the time and they had to constantly pay to get him out of trouble.

Today, Martha had a question for me.

Martha (in her broken English): “You have friend who want a maid? My friend needs job immediately.”

Me: “I am sorry. I don’t know anyone who needs a maid.”

Martha said “Ok” but I could see that she was disappointed as she left my condo.

The next day, I was sitting at my computer and writing emails. I was interrupted by a knock at the door.

I opened the front door and I said “Buenos Dias” to my visitor. My visitor responded, “Hello, my name is Carmen. I am Martha’s sister.”

Carmen and Martha did not look like sisters. Carmen was tall, about 5’ 8”, and thin. Carmen was light skinned and looked like a model . Her English was very good which must have reflected years of English classes.

I invited her to sit in my living room as she explained why she was here. Their brother Carlos recently had a car accident with a friend’s car. They needed money to pay for the damages including the cost of a lawyer. She was desperate to find a job.

Carmen then informed me, “I would like be your maid.”

Me: “Do you understand the job?”

Carmen: “Yes, Martha explained to me my responsibilities as a maid. She didn’t want me to come here today but we don’t have any choice.”

Me: “Are you ready?”

Carmen responded by standing up and walked to my bedroom. I took a detour first. I went to the kitchen and found a Viagra pill which I took before joining Carmen in the bedroom.

I then directed her to sit on the edge of my bed. I stood in front of her and bent over to kiss her on the lips. I could feel the trembling of her mouth. I used my tongue to explore the inside of her mouth and I sucked on her moist lips.

Next, I directed her to lay on her back so her legs hung over the edge of the bed so her feet touched the floor. I kneeled in front of her so I faced her pussy. I gently removed her pants and her panties.

I had not witnessed a pussy this fresh since I was a teenager. Her pussy was completely shaven. I recognized that this may have been the first time that she had ever shaven her entire pussy because her skin was reddish.

I proceeded to lick the outside of her pussy, trying to be as gentle as a kitten lapping her milk. I didn’t want to scare her by being too aggressive. I then began to suckle her clit. Her pussy juices began to flow slowly and I used the lubrication to probe the inside of her pussy with my tongue. I savored every drop of Carmen’s sweet nectar.

I then stood up and directed Carmen to move to the middle of my bed. As she moved her body, she reached for her purse which she had left on a table next to the bed. Her hand found a condom which she handed to me.

I smiled and whispered to her, “We don’t need a condom.”

I helped her to remove the remaining clothes on her body so she was now laying completing nude on her back. I stared at her for a few minutes to admire this remarkable, young beauty who was following my every command. I then removed all of my clothes and climbed on the bed and sat between her legs.

Carmen’s body was extremely tense. Her hands were at her sides and balled into tight fists. Her eyes were closed.

“Are you a virgin?” I asked Carmen.

Carmen: “Yes.”

I then moved my body into a missionary position. I spread her legs apart. I inched my penis forward. Carmen sensed that we were close to the point of contact and I could see her entire body become tense.

At this point, pre-cum was freely flowing from my penis so I used it to lubricate her pussy. I couldn’t wait any longer – my excitement was beyond control. I was desperate for this virgin.

I started by introducing the tip of my penis to the inside of Carmen, sliding it in and out in a slow rhythm. Carmen grimaced and gasped for air but she didn’t protest. My penis may have been a standard 7 inches but now I knew what it felt like to fuck with a 12-inch cock.

By now, the Viagra was taking full effect and I wanted to exploit its benefits for a long time. I withdrew my penis before I became too excited. I moved Carmen so she was laying on her side and I laid on my side so we were facing directly at each other.

I began to suction her petite B-cups. Her breasts were modest but they were pointy which were perfect for inserting into my mouth. I suckled like a baby. I alternated between both nipples while swallowing her entire breasts as though I was trying draw milk. At the same time, I grabbed both of Carmen’s hips and drew her close. I then began to pump my penis into her pussy.

I had been gentle and patient so far but now I could see that Carmen’s body was becoming more relaxed. It was time for some serious fucking. I directed her to get on her hands and knees. I positioned myself behind her. First, I finger-fucked her with one and then two fingers until her pussy juices were flowing again.

I removed my fingers and told her, “Get ready!”

I moved to doggie-style and I plunged the full length of my penis into Carmen. I grabbed her ass and pulled her backwards to meet my forward thrust.

Carmen moaned quietly: “Si … si … si.”

I slammed into her pussy with manic energy as I thanked God for Viagra.

As I maintained my relentless fucking, I reached around her body with my right hand and played with her clit, and with my left hand, I inserted my thumb into her ass. I intensified my pace as I continued my pounding for more than 30 minutes.

I then withdrew and Carmen looked relieved. She assumed that I was done but I was only re-positioning myself. I moved to lay on my back and pointed for Carmen to mount me. She began to bounce up and down on my penis at a feverish pace as her fair whipped into the air. I made sure that she received every inch of my penis. I then reached toward her breasts and pinched her nipples until she flinched. Next, I grabbed both ass cheeks and she squeezed them to help tighten her pussy muscles grip on my penis.

This continued for another 20 minutes. Finally, I screamed to Carmen, “I am going to cum!”

Carmen: “Finish outside.”

I controlled my orgasm for a few more seconds which added to the pressure that was building inside my balls. As I was ready to explode, I stood up in front of Carmen. With my penis aimed directly at her face, I erupted in a blast of hot cum. The entire load sprayed onto her face.

My penis had streams of cum dripping down the sides. I then pushed my cum-covered penis into her mouth. She did not volunteer to suck my penis but I was satisfied with using her lips to clean the semen from my cock.

We were completely exhausted so we laid in bed. I cuddled her as I spooned her from behind and we drifted off to sleep.

Now I employed two maids every week – Martha worked on Mondays and Carmen worked on Thursdays. My sex sessions with Martha produced one to two cumshots but I sometimes produced up to four cumshots with Carmen.

I was in the best shape of my life – I could probably run a marathon tomorrow if I wanted to. I have lost 20 pounds and all of this exercise would probably add ten years to my life.

Originally plan was to spend six months in Mexico and six months in the U.S., but now I think I’ll spend eleven months of the year in Mexico.

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