[M]y [F]irst experience with a MILF

Hey Everyone long time reader but first time poster so please be nice and tell me how I do :)

About a year ago I got a job from my Mom’s friend let’s call her Michelle and the job was to babysit her daughter Jessica (Jess for short) The job payed well and It was only for about 4 hours a day after school. Jess was about 8 years old and could pretty much take care of herself it was more the protection and reassurance an adult was taking care of her. (I’m 20 now but was 19 at the time.)

I would walk to the school and pick Jess up after school and then walk back to her house and basically entertain her for a few hours until her Mom or Dad came home. Pretty easy gig right? All I had to do was play basketball with a kid everyday for a few hours and I got a large sum of cash.

One day I walked Jess home from school and when we walked in the door Michelle was there which was odd because after 2 Month’s she had never been home when I had walked Jess home. I asked her “what are you doing home?” she explained that she completely forgot to text me that Jess has Basketball practice early today due to the fact that a tournament is coming up and that one of the other Moms were on their way to pick Jess up. Being shocked I just said “Oh lucky me I guess I get a day off” Michelle laughed and told me she wasn’t going out anywhere so she could drive me home after Jess gets picked up. After having some awkward small talk with Jess and Michelle at the table we heard the doorbell ring and sure enough another 8 year old girl was in the doorway telling her they had arrived while her Mom stayed in the running car outside. Jess put her shoes on kissed her mom goodbye and went out to the car and Michelle waved to the Mom and kids and off they went. Michelle closed the door and it left just us two at the house.

Michelle shut the door and said “Sorry I didn’t text you I am so all over the place today” I assured her it was alright and that I didn’t mind. “I have been so flustered today that I slept in and hardly had time to get ready so I just had to throw on this Sun Dress. Michelle was wearing this white sundress with a small sunflower design all over it. Michelle was about 5’6 on the thinner side but has some meat and she has huge tits I’d guess around 32F’s she had a wicked ass and a great hourglass figure, she was the typical MILF. I said to her “Don’t worry you look great and to be completely honest I love the look of sundresses” which was true I love them. She gave a cute little laugh and said “If only every guy thought like you then I wouldn’t need to spend so long getting ready and I could just look like this everyday” as she said it she laughed but I really thought she was hot. She asked about school and all that boring stuff but I couldn’t stop staring at her cleavage which she obviously knew was there since she kept having to pull up the top of her dress. She then said “I really appreciate you doing this for me, not a lot of kids would take the time to help me out with babysitting” I told her no problem at all. “When is your husband coming home?” I asked her boldly just out curiosity and she said “He is away on business which means the house to myself. Actually this is the first time I’ve been home alone in what seems like years” she let out a laugh and I replied “Well I’m here so you aren’t home alone yet, but when you are how are you going to celebrate.” I asked hoping for some sexy answer seeing as I’d been wanting this woman for so long, she said “I think I’m going to take a nice warm bath and drink a lot and a lot of wine.”

****Sexy Stuff Begins*****

“Most people joke about cleaning naked or running around the house with no clothes on since nobody will know!” I joked and she snipped back “Oh so when you’re home alone you run around naked?” I was at a pause and I said “no but I guess I always thought women did it like in the movies” she replied “In the movies? or do you mean your fantasy?” I replied back “No I haven’t fantasized about you running around naked” she stood there in-front of me and the words came out of her mouth “Oh that’s a shame I was planning on fulfilling your fantasy right here.” Instantly i felt my dick grow in my pants as I couldn’t believe what she had just said. I guess my hard on was obvious because she followed it up with “Oh my Gosh ! I was just joking but I guess the little guy down there liked what he heard!” as she said that she approached me and grabbed my crotch and blurted out “It actually doesn’t feel like a little guy” we locked lips and her hand rubbed the outside of my jeans she was rubbing and rubbing until I put my hand on her face to keep the make out session going and her hand went from my pants right onto my arms as she forced my hands on her giant tits. I grabbed them up and down fondling them until I had enough and pulled the top of her sundress down revealing these two magnificent looking breasts that i had dreamed of. The tits were even nicer than I had imagined, I took one in my mouth and she rubbed my pants until she pulled my rock hard cock out of my pants. As I sucked on each of her breasts she was jerking my hard cock all of this taking place in the kitchen where neighbours could possibly see. Her head made its way down to my Cock and she put me in her mouth moaning as she did it. She sucked me off with perfection twisting spitting and licking she was incredible. After about 5 minutes of blowing me I pulled her up and bent her over the kitchen table. I lifted the bottom of her sundress and massaged my cock on her clit as she let out a moan. I stick it inside her surprisingly tight pussy and start going to work. “fuck me good with that young cock oh my god” “This is so wrong” Her dirty talk was making me so horny. “My husband doesn’t fuck nearly this good” I pumped my cock inside of her until she let out a huge moan followed by “I’m cumming so much oh my god” she took my dick out of her and got on her knees and gave one huge suck of my dick and said “Mmmm I love tasting my juices during sex but my husband is grossed out when I do it, you don’t mind do you?” I shook my head and she started sucking and stroking. “I wan’t your cum all over me please” she started saying “I haven’t been fucked in 2 months please put your cum all over my face” I was just about ready to cum and she stroked me and my cum dripped all on her face shooting in ropes “Mmmm I am such a slut I love it” as she rubs my juices on her face. I stood there completely naked looking at this gorgeous naked brunette MILF.

She then explained that her husband had basically no more sex drive and that it was a chore for him to fuck her so sex would come about once every 3 months and that it would only last about 5 or 10 minutes. After we got ready she asked for a favour and I said sure. She said “I want something to get me off so can you video tape me sucking your cock?” I took her phone dropped my pants and video taped this beautiful woman sucking me off for 15 minutes. She drove me home right after and then I got a text from her that same night and it read “I have an idea…want to come over tomorrow around lunch?” and that is for another story.

Source: reddit.com/r/gonewildstories/comments/6dx3kk/my_first_experience_with_a_milf

5 comments on “[M]y [F]irst experience with a MILF

  1. Jackpot?

    What is your relationship with her like now?

    From that point did you hang around a lot more often after work?

  2. Did you still get paid for the full time haha 👍🏻 she sounds great would love to see a pic of her.

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