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Mom’s BFF comforts me through my divorce

1.6k words | 3 | 4.55 | 👁️
Ponyboy

I’m a 35 year old man and Jennifer is 50. She is my mother’s best friend. Initially I wasn’t attracted to her but she was relentless every time my mother left the room she would flirt with me. At first it was just a grasp of my arms, then fingers through my hair, then sitting on my lap, and when she finally kissed my lips. She parted my lips with her tongue annd our tongues touched - I was ready to fuck her. She wasn’t an attractive woman. She was literally a plain Jane but her relentless pursuit finally made my dick hard.

Jennifer teased me all my life. Her and my mother were inseparable. We spent almost every holiday together, we hung out at each other’s houses, and she treated me very well. I felt like her son. When my mother wasn’t available I looked to Jennifer for assistance and comfort. She would alway sway her hips at me, wink at me, and hug me just a little bit longer than necessary.

As a teen I fantasized about her. Thin waist, huge tits, and a perfect ass. Sometimes, she would bend over me and her blouse would tease her cleavage, enough to make me go to the bathroom and relieve myself despite whomever being around. I’d sit at the dining room table and watch Jennifer sway her ass as she washed the dishes. Sometimes she would ask me to help by drying off the dishes. At the time I didn’t know if she did the following on purpose or not but it seemed like she would get her top a little more wet on those occasions than when she didn’t ask.

I’m not gonna lie I perved for her. As a child I would love sitting on her lap and having her slide her fingers through my hair, as a teen I would love falling asleep with my head resting on her shoulder and my hand on her thighs, and as an adult I loved sipping wine and imagining that her biting her lips and her touching her hair and body was a show out on for me as we talked.

Everything changed a month ago after I informed my mother that Becka had filed for divorce after a one year separation. My mom and Jennifer showed up the next day to clean my house, cook for me, and sip wine and talk. I confessed Becka left me for another woman and I think I was a fault for pushing my need for a threesome on her. Becka had brought her best friend Lindsey over and we fucked all night. We all took care of each other’s needs but every once in a while I would catch Becka and Lindsey staring into each other’s eyes. I would be fucking Lindsey and Becka would lay next to her. Rushing her hair and smiling like they shared a secret. I fucked my wife doggy and Lindsey would lay beneath us licking my shaft as it entered my wife. I loved it because Becka would moan every time Lindsey would lick her clit as I entered her hot and moist pussy.

Nothing happened between Jennifer and me on that first night. Nothing except the build up of flirting happened that first month. Then one day my mom told me that she needed to go home and get some clothes but she would be back soon. The moment my mother left Jennifer jumped on my lap, grabbed my hair, and French kissed me until my dick was hard under my pants. She felt my hard rod through my pants and slid off my lap onto the floor. She demanded that I take out my dick and I did. I stood up to remove my pants and her lips wrapped around my dick. Her red lipstick wrapped around my dick while my dick entered and exited her mouth drove me crazy and I came. Jennifer caught it all, every single drop. She sucked the cum out of my dick and her eyes looked sad as if asking or begging for more.

I pulled her up and kissed her neck. I slid my fingers under her top and removed it. Her tits were trapped in a red lacy bra and so I decided to liberate them. I didn’t fiddle with her bra hooks I just pulled her bra over her shoulders. That’s when it happened. I watched the most perfect tits pop out of captivity and bounce in salute in front of me.

I grabbed them, I squeezed the, I swirled them in my mouth and I bit her nipples. They were perfect, long , hard, and hot. Jennifer played with my balls and dick while I tended to her tits. Her warm hands felt like heaven. Jennifer asked me to go to y bedroom and when I wasn’t fast enough in responding she begged. Please. Please honey, please take me.

She got me completely naked and I grabbed her hand and pulled her to my bed. She stood in front of me shivering and so I pulled down her panties and exposed her shaved crotch. I reached down and placed my hand on her mons and slid my hand down to her lips and everything on her felt so very soft. I turned off the light and turned on my night table lap and laid her down. I said, I’m not gonna fuck you. I’m just gonna tease you.

Oh fuck no she said. I’ve been dreaming about this for years. Ever since I caught you staring at my ass, or found cum on my dirty panties in my hamper. Do you know I would lick those panties clean?

Stick that dick in me, Now!

Yes Madame, I said and I did. My dick went in all the way to her cervix. In out and repeat said Jennifer. And I did. In I said, out, I said… and repeat.

Fuck, said Jennifer. You feel so fucken good!

I looked down and saw her hug her huge tits. They rocked rhythmically as I Fucked her tight pussy. She wasnt tight but she was moist and warm. No, not warm she was hot. Scorching hot.

I looked down at her eyes and I saw a tear. Are you all right I asked and she said yes. I felt her pussy tighten on me and realized someone had been doing their kegels. I upped my speed and I felt my dick grow a little more than usual. I was gonna cum and I decided to cum derp inside of Jennifer.

I’m gonna cum baby I said and Jennifer replied cum deep inside me baby. Push your cum as deep inside of me as you can. I obliged and pushed her legs far up in the air allowing me to push my dick as far inside Jennifer as possible. I wasn’t ever thrusting anymore I was just humping her in shirt fast strokes.

Jennifer’s body responded to my Dee penetration by going into spasms and jerks. Her eyes rolled back and she grabbed at her hair. She yelled out FUCK!! And her arms unlocked and her hands grabbed at my comforter. I kept coming and she kept shaking. My dick was numb and it was satisfied. I looked down at Jennifer’s spent body and I pinched her nipples. She simpered a little and I smiled in satisfaction.

I felt some hands on my chest and then I felt cheeks on my cheek and warm tits on my back. I jumped and turned to look and I saw my mom’s eyes looking down on Jennifer. Good job she said and as I turned to look at her she turned and our lips met. Her hand was in my hair and her tongue was in my mouth. Her hand was on my shaft and it was slowly stroking my dick back to life.

What? How? I asked in bane. My mother crawled from behind me and placed her lips on my dick. She positioned her mouth on my dick and her ass high up in the air. I ran my fingers in her hair and pushed back her head. She slurped to keep my dick in her mouth and looked at me with absolute want in her eyes. I was watched as she mounted Jennifer and placed her crotch on Jennifer’s face. My dick grew harder. Were you watching the whole time?, I asked my mom. I don’t know she said, but I really liked what I saw. You don’t care?, I asked. Baby, she said, of course I care, why else would I be here? She grabbed my dick and stuck it in her mouth. I was no longer looking at my mom and her best friend. I was looking at two whores that needed my dick.

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Ok here’s the deal. I love comments. I’m addicted to comments. The more comments I get the faster my next story. Did you like or dislike this story?

Do you want to lick ass, have mom and bff simultaneously suck and lick his dick or have exwife catch them and join in while experiencing the wrath of main character’s guardians?

I’m half asleep let me know what you want.

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Comments (3)

  • SB: Yes to all that, but make it over a few parts, maybe get them to use dildos on you while they use them, and pegging,

    Reply↴ • uid:2dd0wbaiv0
  • Luke: Part 2 should be excellent if part 1 is this good

    Reply↴ • uid:8ds7e1dk0k
  • Madkevin: I would read part 2

    Reply↴ • uid:1d0mcw7xccs7