Ode to Craigslist: My First Milf [MF]

As I’ve mentioned in previous posts, I discovered the Lifestyle after getting dumped by my high school sweetheart.  Well, this is Genesis, the very beginning. Also, in light of recent events with the loss of Casual Encounters, I thought I’d share my very first CL success story.  In those days AFF, Craigslist and SLS were the only real means of finding a hookup online.

I realized that posting was really the best was to find someone to play with.  Single ladies, I don’t envy you. May your inbox RIP.  I posted my ad and within a few hours, I was chatting with Joyce.  She said she was older but played coy about her age for a while. She said she loved younger studs with stamina.  We flirted by IM and exchanged some pics. Before I knew it, she was inviting me over.  Nervous as fuck, I agreed and gave her my cell number.

She sent directions and I hit the road. I was shaking on the whole drive. Meeting a stranger more than twice my age from the internet for sex?  Am I about to be on a milk carton? Joyce opened the door in a skimpy nightgown. She was Asian-American, petite and seemed so shy compared to the woman I’d been chatting with.    We attempted some small talk but my 18 year old hormones were raging and I couldn’t hide it. She lead me to the bedroom where clothes immediately flew off our bodies.

The shy woman that greeted me at the door was long gone. She knew what she wanted and either asked for it or took it herself. She dropped to her knees at the foot of the bed and began kissing my thighs. Her hands fondle my balls and stroke my cock slowly. She worked her way up and took me in her mouth. She gave me a passionate and sloppy blowy. I told her that I was close. That her mouth was too good and she needed to back off.

She thanked me for the warning, pushed me back on the bed and climbed on top of me. I kinda froze.  She rubbed the tip of my dick against her pussy, spreading her juices and lubing me up.

 “She is absolutely gonna put me in raw! I rando from the internet?!”, I thought.

“Wait, shouldn’t we use a condom?”

“No baby, I want you raw. I want to feel you.”, she moaned beginning to slide my tip inside her.

I kinda freaked… I pushed her off a bit and insisted on a rubber. What can I say? Public School Sex Education… I paid attention to what diseased dicks look like.  She was ultimately fine with it and we got back to it.

I remember the moment my cock slid all the way inside her for the first time. In fact, that is my favorite moment with any new partner. Slowly easing my throbbing cock into a new dripping pussy. All the buildup of chatting and nerves and small talk boiling off to that moment. Sinking deep, all the way in and pause before pulling back for the next thrust.

Joyce needed a gentle and passionate touch. The sex we had resembled nothing like the porn I was raised on. She taught me, slowed me down, guided my movements. I’m forever grateful for the tutoring. Haha.

We fucked until we were sweaty messes covered in each other’s fluids. I pulled out as I was about to cum. Joyce skillfully pulls the condom off and finishes me on her stomach. She had such an amazing grip. And she would continue to jerk and torture me with stimulation long after I had emptied my balls.

Joyce and I had a few more play dates before losing touch for a while when I moved out west. The last time we played was when I came back to the Midwest. That time I took her raw and the way she cried out for my cum inside her is single handedly the reason for my creampie fetish.

Interestingly enough, I still have her number and after writing this, I decided to reach out. Crazy… She hasn’t changed her number in a decade. We’ve been flirting and may potentially meet up again for the first time in 8+years. I’ll update if there’s anything worthy of report.

Source: reddit.com/r/gonewildstories/comments/b2t2hv/ode_to_craigslist_my_first_milf_mf