The Lonely MILFs' Club (Closed for Orgasmicallyfun)

[motheroftears24]

(OOC: I will be playing the lead MILF in first person, but the other women in third person)

Name: Evie Winston
Age: 41

Appearance: http://ideal-milfs.com/normal/thumbs/galleries/0/699/9_953.jpg

The divorce was finalized. I was glad that it was over considering I would not have to deal with my husband and his 21 year old secretary anymore. It was bittersweet. I was not looking forward to being by myself. My daughter was in college, so was only able to see her so much considering how busy she was with classes. The part that was going to be hard was the other aspects of lonlieness. I don't even know if a vibrator would be able to help. I preferred being fucked by a real cock.

It was a fairly boring day. I finished up work and decided that I would go lay out in the backyard to work on my tan by the pool. I put on my very revealing pink bikini and laid back on the lawn chair sipping a martini. As I was doing so, I began looking at the lawn. I sighed annoyed considering it had been a while since it was last mowed. I was using a lawn service, but it was owned by my husband's sleazy friend. I really did not want anything to do with him. I got to thinking about talking to my friend a while back about her son, Matt, mowing lawns to make extra money. I decided to call Amanda.

"Hey, is Matt available to mow and help me with some outside chores?" I asked,
"There is a couple hundred in it for him if he can. With everything going on, my lawn looks like it is trying to grow into a jungle. I will also provide dinner as well."

****************

https://content4.coedcherry.com/reality-junkies/195883/95482_01.jpg

Amanda was typing up a presentation for work when Evie called. She had not hear from her in quite a while due to the divorce. "Hey, how are things going?" she asked concered. Evie told her how she was doing and asked about her son mowing and helping her out with other chores. "Sure, let me go ask him." she replied. She went to his door and knocked.

"Hey, Evie is wondering if you could help her with some mowing and other chores." she continued, "She is going to pay you quite a bit and even is going to make you some dinner."

 

[Orgasmicallyfun]

Matt: Age 18, 6’1, brown hair, blue eyes, athletic body

I had recently turned eighteen years old and a couple days after that I graduated high school. As a graduation and birthday gift I received a new Xbox one gaming system and several games to go along with it. Ever since I graduated it’s all I’ve been doing in my free time. I also went around mowing lawns of some of the people in my neighborhood for some extra cash on the side.

I was in the middle of a match when my mom knocked and opened the door telling me you wanted me to mow your lawn. “Yeah I’ll head over after this match mom.” About ten minutes later I turned off the Xbox and got dressed in gym shorts and a white T-shirt. “Alright mom I’m heading Evie’s house now.” I called out before leaving.

As soon as I stepped outside I felt the intense summer sun beating down on me. I got the lawnmower from the garage and started to make my way down the street. You only lived four houses down so it wasn’t a far walk. I knocked on the door but there was no answer. I then went around the back of the house and saw you laying there by the pool. “Good afternoon Evie. My mom said you’d like me to mow your lawn. Anything else before I get started?”

 

[motheroftears24]

"Oh hey, Matt!" I said with a smile, "Yes, and please pick up some of the stuff blown in from the last storm that we had a while back. At about 5:30, I will fix some dinner for us. Oh hey, before you do can you be a dear and put some sunscreen on my back."

I undid the back of my bikini top. I could not help but be very attracted to Matt. I did not feel awkward about it regardless of the fact that he was my friend's son. I laid back on the lawn chair again watching him lustfully. Thoughts filled my mind of things I would love for him to do for me. I called Amanda back and thanked her for having Matt come over.

 

[Orgasmicallyfun]

“Okay no problem Evie!” I said with a grin turning to get the lawnmower but stopped when you asked me to put sunscreen on your back. I walked over towards you and grabbed the bottle of sunscreen and rubbed some onto your back and shoulders then down to your lower back. “There you go.” I said and wiped my hands on my shorts.

I then walked over to the lawnmower and started it and got to work. The backyard was rather big so it took some time. I was soon sweating from the summer heat, my clothes clinging to my wet body. The outline of my long dick swaying between my legs was clearly visible. Even when soft I was much bigger then most men. I eventually finished the backyard and began to pick some thing up around the pool occasionally stopping to wipe the sweat from my forehead.

 

[motheroftears24]

Matt's touch felt amazing as he rubbed the sunscreen on my back. I moaned very softly to where he could not hear me. I did not want to make the situation awkward at the moment. As he was working, I could not help myself staring down. "My god, it's so big... I would love to feel it inside of me." I thought to myself. I bit my lip. I noticed that he was starting to get hot. I went in and got him a glass of lemonade. I brought it too him.

"You looked like you needed something to drink." I said, "You are doing an amazing job. I am going to have to recommend you to the other ladies in the neighborhood."

 

[Orgasmicallyfun]

I was picking up a couple over turned chairs around the pool when you showed up with a cup of lemonade. “Oh thank you!” I said with a smile taking the glass and taking a few sips of the ice cold beverage. “This is delicious!” I added then listened to you saying you’re going to suggest me to other women in the neighborhood.

“Oh you don’t have to do that. I’m just happy to help.” I took a few more sips of the lemonade. “I still have the front yard to do and then after if there is anything else you need from me I’ll be more then happy to do it.”

 

[motheroftears24]

"I am going to go make dinner for us after I get dressed." I added, "I think after the front yard you are good. That is all I have for today."

I go upstairs. I took out $250 out of my purse. I decided to give him an extra 50 due to how good of a job he did on the lawn. I got upstairs and started getting dressed purposely with the curtains opened hoping that he would see me. I took off my bikini and found a low cut dress with a pair of black lace panties.

 

[Orgasmicallyfun]

I finished the front yard and then went back by the pool to get another glass of lemonade. I was sitting there drinking it when I glanced up and happened to see you standing there completely naked. I choked slightly on the lemonade from the surprise of seeing your naked body. I kept watching as you got dressed then disappeared. I got up and made myself look busy fixing stuff by the pool waiting for you to come back. The image of your naked body fresh in my mind.

 

[motheroftears24]

I look through my cabinets. I want to cook something, but I don't know what to cook. I get a better idea. I decide that I am going to take Matt out to eat at whatever restaurant he chooses. Plus, it would give me a chance to spend some time with him... Maybe I could entice him while we are out. I go downstairs.

"Change of plan." I said, "Is there anywhere you want to go eat at? My treat."

 

[Orgasmicallyfun]

I turn to face you when you come back outside. It’s like I can see straight through your clothes since I just saw you naked through the window. “Uh how about that burger place that just opened up down the road?” I suggested sipping the last of the lemonade. “I’m gonna need to shower before we go though since I’m all sweaty.” I said wiping some sweat from my forehead. The outline of my cock more prominent now due to the blood that rushed to it when I saw you naked.

 

[motheroftears24]

I paid him the $250 that I owed him for the lawn. "Sounds good, I can take you by your house and talk to your mom while I am waiting," I said. I had been friends with Amanda and some of the other women in the neighborhood for years. I made glances at his hardened cock smiling to myself knowing Matt had been watching me undress. I drove Matt home and went in to talk to Amanda. She asked, "How did things go?". I told her that Matt did a great job and I even gave him extra.

 

[Orgasmicallyfun]

“Okay sounds like a plan.” I said and followed you out to your car. Once Home I went up to my room and counted the money. I was surprised with how much you gave me. I put it away with the rest of my money and went to go shower. When I was done I got dressed in gym shorts and a light blue T-shirt. I went downstairs to where you and my mom were sitting and sat down on the couch ready to go.

 

[motheroftears24]

"I am ready if you are." I added, "It was good seeing you and I hope that maybe we can go out for drinks, Amanda."

Amanda agrees and I leave with Matt. I drive to the burger place and order a grilled chicken salad with a Diet Dr. Pepper. I sit next to him at the booth. "It is nice to be able to go out because I have been feeling a bit lonely lately," I say. Truth be told, the loneliness has been torture considering how much I have wanted to be fucked. I don't say that part out loud, but it is implied in my statement. Then, I asked him if he had a girlfriend just for curiosity. I slightly brush my hand on his.

"Would you like to go back to my place and join me for a movie?" I ask.

 

[Orgasmicallyfun]

When we arrived at the restaurant I was expecting you to sit on the opposite side of the table but you sat right next to me. I ordered a bbq bacon cheeseburger and a sprite. “Aww that’s no fun at all. You should come over to my place and hang out with my mom.” I say then look over at you when you ask if I have a girlfriend. “No I don’t. I was kind of a nerd in high school so no one seemed interested in me.”

Our food arrives and I begin eating my burger. “That’s a good burger.” I say before sipping my drink. “Yeah I’ll come back to your place and watch a movie.” I say feeling bad after you just said you were lonely.

 

[motheroftears24]

I was in shock when he told me that he did not get a lot of attention from girls at school. However, that was the other girls' loss and my gain if I could manage to get him into bed with me. "Really?! With how handsome you are I would think the girls would be lining up." I say. I finish off my food and we go back to my place. I go through my movies. I have a very naughty collection considering I decided that I would pick a subtle movie that did not just jump right into the sex. One with a plot. I sat down with Matt on the couch and turned on the movie. The movie was about an executive getting involved with her new hire which is a guy that is fresh out of school. I moved closer to Matt allowing a strap to fall on my dress almost baring my left breast.

 

[Orgasmicallyfun]

I chuckled at you mentioning how the girls should have been lining up for me. “Yeah I wish.” I replied as we finished our food. We made it back to your place and ended up in the living room. I sat down on the couch while you picked out a movie. I had no idea what type of movie you were selecting. “Never heard of this movie before.” I said when the movie started to play not knowing it was a porno.

“Thabks again for dinner Evie.” I said looking to you when you sat next to me in the couch. My eyes widened at the sight of your left breast that was almost completely exposed to me. I didn’t say anything and focused back on the television. After a while things in the movie started to heat up, there was a very graphic erotic shower scene that showed full nudity on the milf executive. Then the first sex scene started and it became obvious what type of movie this was. “Is this a porno?” I asked softly even though it was obvious it was because the executive was sucking the guys cock.

 

[motheroftears24]

I smiled naughtily and giggle when he realized that I decided to show him a porn movie. I begin to caress his shoulder.

"Well as I said, I have been very lonely." I continued, "It has been a while since I had an actual cock inside of me. Vibrators are nice, but definitely, don't compare to feeling the real thing. I missed being touched and kissed as well. While you were working, I could not help but check you out especially seeing how hard you were earlier."

 

[Orgasmicallyfun]

I sat there in silence while you caressed my shoulder and confessed those things to you. I didn’t know what to say I looked back at the television then back to you. “You were checking me out?” I paused glancing down at your nearly exposed breast. “You saw me looking at you? I’m so sorry I watched you undress!”

 

[motheroftears24]

"Yes, I could not help it considering how handsome you are." I say, " In regards to the curtains being opened that was on purpose. I wanted you to watch me. The thought of you watching turned me on a lot. So, no need to apologize."

I lean in kissing Matt allowing both straps to fall on my dress completely baring my breasts.

 

[Orgasmicallyfun]

I was shocked when you said you left them open on purpose. You wanted me to catch you getting undressed. Then I am even more shocked when you leaned in and kissed me. Our lips met and I felt your soft moist tongue slip into my mouth. My tongue was soon coated in your sweet saliva as I kissed you back. You got so close to me I could feel your bare breasts pressing against my chest. “Are you sure this is a good idea? You and my mom are best friends.”

 

[motheroftears24]

"It will be fun." I say with a naughty smile before kissing Matt back. As I do this, my hand moves over his shorts where his cock is. I moan as I caress it before releasing it from his shorts stroking it directly. So very long and hard. I am not too worried considering Amanda's fantasies.

 

[Orgasmicallyfun]

I groan into the kiss feeling you release my nearly foot long cock and start stroking it. We are swapping saliva back and forth in our deep wet make out session. I bring my hands to your exposed breasts and start caressing them. So soft and warm in my hands, pre cum is oozing from the tip of my cock as you stroke me.

 

[motheroftears24]

I moan as I stroke the length of it admiring the length and how hard Matt's Cock was. Way longer than what my ex-husband's cock was. I moan into the kiss loving the feel of his touch on my breasts. I break the kiss and get down on my knees and start to seductively lick his cock licking the drop of precum off before I take it into my mouth to suck on. I moan, "Mmmmmmmmm".

 

[Orgasmicallyfun]

I watch you move off the couch and get on your knees in front of me. My cock twitches in excitement when you start to lick it, your warm moist soft tongue felt so good running up and down my shaft. I groan out softly gripping the cushions on the couch “That feels so good Evie!” I praise you glancing up at the television seeing the scene that was playing out. The MILF was riding the guy’s cock. I look back down to you “You are so sexy Evie, way sexier then that girl in the movie.”

 

[motheroftears24]

I started sucking harder moaning in pleasure. "Mmmmmmm" I moan. With the size of Matt's cock, I was having to ease it into my mouth. I had sucked cock before, but never one this big. A few times, I would stop sucking his cock to flick my tongue along the underside of the tip before going back to suck on it. I began caressing his balls as well.