It had only been a few days since Janet and Mrs. Skye had initiated my experience with Jon’s mom. I had seen him twice since and he didn’t seem to have a clue. It was a little weird chilling with him after what I did with his mom, but it was totally fucking worth it. Sitting in bed that night a few days later, I made the decision to try to get with Emily again. I knew Jon and his dad were going out of town for a few days to see the local baseball team play a couple of road games, so I figured that would be my best opportunity. John knew what I had been doing with Janet and Mrs. Skye, but he’d probably flip a shit if he found out I boned his mom.
The next morning, I went over to Jon’s house, like I did pretty frequently when I wasn’t in school. We started playing videogames and his mom was downstairs doing laundry. We got hungry, so we decided to go into the kitchen for some chips.
“Fuck man, there are never any chips in this house. I’m gonna run to the store real fast. You can just chill and keep playing the game if you want,” Jon said. With Jon’s dad not home, this struck me as the perfect time to set up my next adventure with Emily.
“Yeah bro, you’d probably move more quickly by yourself anyway. Plus, I fucking hate that store. I’ll be here,” I replied, trying to play it cool, even though I was practically hard just thinking about what I was planning. I waited until I heard his car pull out of the driveway and down the street before I walked down the stairs into the laundry room to where Emily was working. I walked up behind her and gently knocked on the doorway even though the door was open, making sure I didn’t scare her.
“Oh hi Mikey, what do you need?” She was so pleasant, just as she usually was.
“Well, Jon ran to the store real fast and I just wanted to talk to you,” I answered. When she heard that Jon was out of the house, she dropped the shirt that she was folding and her eyes widened.
“Are you sure he’s not here. I had a really, really fucking good time the other day, but he can’t know,” she said to me.
“He’s gone. And believe me, I feel the same way,” I assured her.
“Ok then, what do you want to talk about?”
“Well, John was telling me that he’s going away with his dad this weekend. They’re going to see a few ball games and are staying the night,” I said this to her as I slowly moved closer to her.
“Yeah, what are you getting at?”
“Well, I was thinking maybe we could try to um, have fun. Just the two of us this time,” I said, placing my hands on her waist and getting really closer to her.
“Um, Mikey, I don’t know, I’ll have to think ab-“but she couldn’t finish her sentence. She shuddered as I slipped my hand into her small little shorts.
“This time, I’ll give you my undivided attention. Every bit of me for you, no Janet or Mrs. Skye,” I said, knowing that Janet would be fucking pissed if she found out about this. Emily continued to moan. She didn’t answer me, but she did gently reach out and kiss me.
“I’ll take that as a yes,” I said with a smile.
“Come over here at 2:00 Saturday afternoon. They’ll be long gone by then and we’ll have all night.” Just then, I heard the front door open. Emily went right back to folding laundry and I ran upstairs.
“What’s going on man?” Jon must have been wondering why I wasn’t upstairs playing the game.
“Uh, your mom dropped something downstairs and I thought she needed help. I didn’t get any further in the game though. My bad,” I said quickly, hoping I wasn’t being too suspicious.
“Alright, thanks for the help. Here are the chips. Let’s go play.” I followed Jon upstairs, barely being able to contain my excitement about the coming weekend. __ The next couple of days dragged on, but Saturday morning finally came. My parents were also away, so I didn’t even need to think of a cover story, which was good because my mom was already really pissed off at me over what happened at Janet’s house. By 2:00, I was already getting stiff just thinking about what was going to happen with my best friend’s mom.
I walked down the block, the same way I did nearly every day and knocked on the door. Emily answered and I was just a bit underwhelmed. Normally when I went to Janet’s house and I knew we were going to fuck, she dressed as if she were ready to go. When Emily opened the door, she looked really sexy, but in a weird sort of way. She was wearing the same clothes she normally wore around the house for doing laundry and shit like that. Her hair was pulled back messily and she was wearing her reading glasses, something I knew she didn’t like doing when people came over.
“Hi Mikey,” she said, a bit tentatively.
“Um, hello,” I responded with a smile. I walked in through the front door and Emily led me to the couch. I sat down and was already starting to get hard.
“I’ll be right back. Please Mikey, make yourself comfortable,” Emily said to me with a wink as she turned and left the room, heading for her bedroom. I decided to take her suggestion. I kicked off my shoes, slipped off my shirt and shorts, and finally dropped my boxers to the floor. I started to slowly stroke my cock, making sure it was nice and hard by the time Emily got back into the room. My head relaxed against the back of the couch, and I spit into my palm to lube it up a bit. I reached down and slid my hand up and down the length of my now engorged dick. My eyes closed and I began to lose myself when I heard footsteps coming down the hallway. I looked up and Emily came walking toward me, wearing nothing at all and holding a laptop.
“Mikey, do you ever watch any porn?” Emily asked me.
“Um, not really…” I said, lying really badly.
“You’re full of shit. I bet you jerk off every fucking night,” Emily responded as she placed her laptop down on the coffee table in front of the couch and sat next to me.
“Yeah, I guess you caught me. I like to enjoy some porn every now and then,” I replied.
“Well, that’s good. I love when a guy likes to watch porn. I think maybe we should find a video and get started.” She opened up her internet browser and navigated to one of those porn tube sites. “Who do you want to watch?”
“Um, I don’t know, who do you want to watch?”
“It doesn’t matter to me honey. I just want to get you nice and hard. What type of porn do you like Mikey?” I didn’t even have to think about my answer. “Milf porn,” I responded instantly.
“I should have guessed. Well let’s just type in ‘milf’ and see where that goes,” Emily said as she started to search for a suitable video. The first result was a video with Ava Addams and Lisa Ann, two of my favorite porn stars.
“How does this look?” Emily asked me.
“That’s a good one to start with,” I answered as Emily clicked the link. She skipped over the beginning portion of the video and queued up to where the two porn stars were sucking on the actor’s unrealistically large porn dick. Then Emily reached down and grabbed my cock, which at this point was starting to get hard. My gaze was fixed on the computer screen as I watched a cock slide into Ava Addams’ wet cunt. I could feel my dick start to throb as my best friend’s mother sat next to me and stroked the entire length of my shaft.
“Would you mind if I found a video that would get me a bit hornier?” Emily asked me, her hand still wrapped around my cock.
“Of course. What are you looking for?” I responded.
“Well, this video is hot and all, but I like more cock in my porn. Do you ever watch gangbang porn?” I was a bit surprised, but I figured I didn’t have to hide anything from her. I mean, we were sitting on her couch, both of us naked, and she had her hand stroking my dick.
“Yeah, I think it’s fucking hot to be honest with you Emily. Have you ever had a gangbang?” I asked, even though I knew the answer.
“Nope, the craziest thing I’ve ever done was actually the other day with you, Janet, and Mrs. Skye.” She answered me as she pulled up a video of a hot blonde with like 5 black guys. The porn star was down on her knees as the guys circled around her. She had a cock in each hand and a third in her mouth while the other two waited their turn.
“This type of shit really turns me on Mikey,” Emily said as she sped up her strokes. I moved my hand to her pussy which was pretty wet without even being touched. We both sat there watching the porn and playing with each other as the blonde in the video was taken to a couch and filled with dick.
“Eat me out Mikey!” She didn’t need to tell me twice. I got down on my knees and faced her. I was in fucking heaven. The only thing that wasn’t great was the fact that I had to turn my back on the porn, but the slut in the video had one of the dirtiest mouths that I had ever heard, so I was content to just listen as I tongued Emily. I could feel her squirming on the couch, her hips lifting off of the seat. She was moaning almost uncontrollably.
“Eat my fucking cunt honey! Make me fucking cum!” I felt like cumming just from hearing her talk like that. I lifted my face from her pussy for a moment to say something to her.
“I’ll do whatever the fuck you want, just keep talking dirty like that,” I told her. She nodded in agreement and ecstasy as I resumed eating her out. She reached down and ran her fingers through my hair and moaned quite loudly.
“Fuck Mikey! Keep I love the way you eat my fucking pussy, but I really want to suck your cock!” I got up and sat on the couch. I looked at the computer screen and saw that there was now a black dick in the blonde woman’s pussy, ass, mouth, and each hand.
“Isn’t that fucking hot Mikey?”
I couldn’t even form a sentence. She got down on her knees and started blowing me. I laid back on the couch and gently played with Emily’s hair as she sucked my rock hard cock. Between her lips moving up and down my shaft and the porn still playing on Emily’s laptop, I was in young man heaven.
“Ok Mikey, do you think that’s enough porn?” Emily looked up at me, still massaging my balls while she did so.
“Um, I guess,” I said to her, slightly disappointed.
“Well Mikey, I want you to fuck me and the laptop might get in the way,” she said to me. I couldn’t argue with her, so I closed her computer and sat down on the couch. She climbed up on top of me and eased down on my cock. She wrapped her arms around my neck and her beautiful tits sat there, right in my face. I placed my hands on her hips and started thrusting deep inside of her. She bounced up and down on my dick so hard that I almost busted a nut seconds into fucking her. I buried my face in her tits, wrapped my arms around her and fucked her as hard as I could.
“FUCK MIKEY! Don’t fucking stop!!” I had no intention of stopping. She brought her face even with mine and stuck her tongue in my mouth. Not even Janet had kissed me like that. It was passionate and sexy, and it came from my best friend’s mom. All the while, she kept riding my cock like a fucking animal.
“Fuck! This is fucking hot,” I yelled. I usually don’t say much during sex, but I couldn’t resist. I could feel Emily’s wet cunt contract around my cock in orgasm. I stopped thrusting, lifted Emily off of me and threw her down on the couch. Jumping right on top of her, I began returning her kiss, reaching my hand down between her legs and inserting a few fingers where my cock had been just moments prior. She locked her hands around my neck and shuddered.
“Let’s take this upstairs honey!” She whispered to me. I lifted her up and carried her to the stairs. I set her down and she wrapped her fingers around my dick, leading my up the steps by my rock hard boner. I just assumed we were going into her bedroom, but when we passed her door without going in, I was a bit confused. We then entered the next door on the right, which I immediately knew was Jon’s bedroom.
“You want to fuck in your son’s room?” I asked her. The idea really turned me on, but I wasn’t sure about her.
“Is that a problem Mikey”” She answered my question with one of her own. I just looked at her and sat down on Jon’s bed, ready for her. Emily sat down next to me and started stroking my dick with both hands. I leaned back and rested my head against the wall that the bed was up against. Reaching my hand forward, I stroked Emily’s hair that rested so sexily on her back. After a few seconds, Emily leaned over and wrapped her lips around my cock once more. She then used the fingers on one hand to caress my balls. I had to stop her or I would cum everywhere.
“Let me lick your pussy,” I demanded. Emily happily obliged. She rested her head on Jon’s pillow and spread her legs. I dove right in and started licking her wet cunt furiously. She squirmed around on the bed, moaning seductively and lifting her hips up toward my face.
“Mmmm, Mikey! Lick my pussy, I’m going to cum!” And cum she did. I’d never been so close to a woman squirting. She squirted all over my face, which almost made me cum on the spot. I decided I needed to be back inside of her. I sat up and pulled Emily with me. I spit into my hand and lubed up my cock before approaching her. Before I could get to her, Emily turned around and got on her hands and knees.
“Fuck me in the ass Mikey! Fuck my ass on my son’s bed,” she commanded me. She didn’t have to tell me twice. I approached her and eased my cock into Emily’s ass. I started slow and then sped up, pounding her tight fucking asshole with my rock hard cock. She reached down between her legs and rubbed her clit while I fucked her other hole. I humped her as hard as I could and then leaned forward, kissing the back of her neck and reaching around to grab her tits, which I had neglected for a while. Emily kept moaning and cursing the hole time, which made me even harder.
“Fuck, fuck, fuck, fuck! Mikey, this is so fucking hot!” She exclaimed. “Fuck my tight ass honey! I’m so glad Janet got ahold of you. It’s really helped out this whole fucking neighborhood.” With that, I was about to blow my load.
“Emily, I’m going to cum!”
“Wait baby, can you hold it? I want to finish in the shower,” Emily asked. I stopped thrusting immediately and slowly pulled out of her ass without cumming. I stood up and walked down the hall to the bathroom, followed closely by Emily. She turned the shower on and we got in together. I assumed she was going to suck me off, but she led my cock right back to her ass.
“Cum in my ass, honey! That will really get me off,” she instructed. I grabbed ahold of her hips and thrusted hard and deep. Within a few seconds, I shot rope after rope of hot cum deep into Emily’s ass.
“Holy fuck!” I sighed as I eased out of Emily’s ass. A drop of cum followed my cock out and dripped onto the shower floor. Emily then got down on her knees and cleaned my cock off with her mouth. I stroked her now wet hair as she tasted her own ass off of my cock. After a few seconds, she stood up and turned off the shower. We got out and she handed me a towel. After drying off and getting dressed, Emily led me downstairs.
“That was so fucking hot Mikey. We have to do that again,” she said. That made me really happy. My list of neighborhood MILFs was growing.
“How about next time we include Janet or Mrs. Skye again? I think that could be really fun,” I said.
“What, am I not enough for you?” Emily responded, but then laughed, as if joking. “That is fine. I even have a few other women in mind who would be interested. I just have something to ask of you.”
“Anything,” I responded.
“I think there should be more than one guy involved,” she said with a devilish smile. I was a bit surprised. I’d have to find someone other than Jon, but if it meant fucking even more hot neighborhood MILFs, I was game.
Source: reddit.com/r/sexystories/comments/2eecqp/my_best_freinds_mom_is_a_milf_str8_mf_anal_oral
This was awesome! Some constructed criticism: try not to use repetitive wordage. Instead of "cock" all the time change it up some. You don’t have to have a unique word each time, it just beats the monotony.
Ladies and gentlemen, he’s back!
Thank you. I’ll keep that in mind
Still I want more of this though. Definitely a fantastic read and kept me going all the way through
Glad to hear it. I’ll keep working