This is a bit of a long read, but I hope you enjoy it. I separated things into: Background, Build up, and Story to flesh it out.
**Background:** I dated Sasha for 2 years while I was in my early 20’s. She was a coworker who was 10 years older than me with two kids from a previous marriage, and I had absolutely no business being in a relationship with her. I was timid young guy who rarely gets attention from women, so when this aggressive MILF came onto me, it was difficult to resist. She was the aggressive one (She loved to run her hand along my ass in our work photos.). Because we worked together, I tried to keep it professional, but her advances won me over and we started a friends with benefits situation. Surprisingly, we had a lot of chemistry, and we started dating. And It was a wonderful relationship while it lasted. ‘She was a beautiful European brunette with a bust, that had no problems getting attention from men. She could be alone but never lonely. When we would go out, she would always turn heads and get hit on when I stepped away. It made me pretty insecure, but I knew our relationship was strong I eventually outgrew it. We ended because we were on different tracts in life. But the physical chemistry was the glue that kept us together.
We went at it like rabbits. She was the first girl to let me try anal, and she loved to be naughty in public (Let’s just say road head was so common that I knew I couldn’t get a manual car while dating her). There wasn’t a night we had together where we didn’t succumb to our primal needs, often multiple times (thank you, young hormones!). Despite dating and sleeping with some more women since we separated, I have yet to meet a woman who was as sexual, orgasmic, and enthusiastic as her.
She was also the one to introduce me cocaine that fueled our late night ravishing till the sun came up. I still fantasize about our time together when I am alone sometimes, even re-watching our sex tapes and photos. Little did I know that my fantasy was about to come true.
**Build up:** Sasha and I had had been chatting on facebook messenger platonically for the last month inconsistently. At the time she was in an unfulfilling relationship that she intended on ending soon, but I didn’t realize it would be during this 4th of July weekend. Last night she sent me a friendly, “Happy 4th of July!” and we started to chat. She must have been feeling really down about things after her break up, because she started to bring up the good times we had nearly 5 years ago.
“Hey, we had some good times. I’m a free single woman now, I can do whatever I want. I have a good connect for great coke”, she said. “Don’t tease me with a good time, Sasha. That’d be cruel.” I don’t do drugs anymore, but my dick still works (LOL) but it was fun to reminisce about our coke fueled sex.
I brought up a great memory of the time we were at her friends house doing coke till the sun came up, and had to sleep over. We slept in a guest room with her friends next door when she unexpectedly slipped her lips over my dick while I was trying to sleep. I ended up having her on all fours, pounding away, and came so hard in her mouth the cum dripped out and onto the mattress. Her friend definitely knew what we were doing and it was so hot. “We did?? omg I must have been so high I don’t remember. Maybe we should make new memories.” She said.
“You were alway so good with your lips. The ways you’d look into my eyes with my dick in your mouth.” I was a bit nervous sending such a direct message because our conversation was pretty much indirect innuendos and platonic up to this point.
“I don’t know what you’re talking about. I need a reminder” she replied. Okay, I was hard now and I began stroking my cock while in bed.
“Tell me when and where”, I replied. “I want you now.” She sent me her address, and I ran into the shower to trim, wash, and race over her apartment (in that order!). On the drive over, my cock bulging against my leg and shorts with anticipation about her lips on my dick just like old times. It was almost 1 in the morning when I arrived. And we kissed immediately at her doorway. Her lips were just as soft as I remembered. We entered her apartment, and spent the next hour and a half catching up between her children, work, and our failed relationship that led two single people to meet at 1:00am.
As the night went on, I started to realize that Sasha was very distraught about her current situation. And I felt deep down that more than anything, she just needed a friend to be there for her rather than a dick down. And so we cuddled up on her couch, shared laughs with more stories, and I ran my fingers through her hair. We kissed here and there, and did some light groping. But when she laid her head in my lap, she said “I’m going to be honest. I don’t want to have sex tonight.” And I told her it was okay, we don’t need to do anything if she did not want to. She had been drinking this entire time and was beginning to become drunk (I didn’t drink because I knew I Was not going to spend the night with or without sex). By 2:00am, I intended to tuck her in the bed, leave a Tylenol and water on her nightstand and see myself out. But she insisted on walking me out.
**Story:** At her doorway, she apologized to me for making me drive here and leave empty handed. We embraced and kissed. She held onto me and didn’t let me go. I told her that I was here as a friend tonight to give her what she needed yet I grinned and said, “But i’m definitely going to grab a hand full of ass,” as I led my hand down to her booty. “Here,” she said, “grab them both.” She directly my free hand to her other cheek and I began to squeeze & play with them. She began to moan in my ear.
I began to grow hard and my modest bulge rubbed against her thigh. She reached down and stroked it from the outside. Then she reach into my shorts and grabbed my dick. I had such a long dry spell I had nearly forgotten what it was like to have someone else touch my dick. It felt so good. “We don’t have do this,” I said. “I change my mind,” she replied. She undid my shorts and pulled them down and began to stroke me harder, my dick becoming more rigid with each pump.
“Grab my dick, and tell me where you want it.” Like one of those instagram photos where the girl holds a man’s hand in some exotic location, she led me to the bedroom.
“I want a quickie. You have two minutes,” she said. “I only need one,” I replied like an idiot.
She stripped down and laid on her back. I pulled out a condom, rubbed the bubble gum flavoring on the head of my cock and told her to wrap her lips around my dick now. She sat up and did as told. The blowjob was so intense I felt my knees buckle. I reached down to see how wet she was, and she was drenched and dripping.
With the condom on, I slid inside with ease and she let out a huge moan. Holy shit, I don’t remember Sasha being so vocal. I began to build up a pace and pick up the speed and she was almost screaming as she rubbed her clit hard and fast. I was terrified that her neighbors would hear and interrupt us by banging at the front door. I’m average at best, not packing any heat, but hearing those moans made me feel like a fucking pornstar.
She demanded I go harder and I did. I let my hips slam into hers and the juices from her pussy began to shoot out with each clap onto her mattress. I angled my hips so that I would also lightly rub against her clit and my dick was pointing towards her ass. Not even 30 seconds later she commanded, “Right there, DON’T STOP!” before shortly erupting with an organism and screamed bloody murder. That was my cue to finally cum, but I wasn’t done with her. I hadn’t had sex in so long, I wasn’t going to end it when it had just started.
I wrapping her legs around my head, and dug deep inside of her shaking the bed underneath us with each thrust. It was so goddamn hot to know that I was the new dick that was fucking her instead of her ex. And I wanted her to remember tonight as the one where a younger guy came over and fucked her brains out. I was letting out months of pent up sexual frustration and doing my best to split her in half, like she loved. The condom helped numb me enough to where I could keep going, hard and fast as she dug her nails into my arms. Even though it was dark in her bedroom, I could see her breast bouncing up and down, so I grabbed her titties as I slammed into her.
I remembered how Sasha LOVED being choked when getting pounded, so I wrapped my hands around her throat and gave it to her as hard and as fast as I could. If it was up to me, I’d still be fucking her right now instead of sharing this story :) When I was ready to cum, I pressed my body on her locking my lips with hers and felt my dick throb inside of her. I exploded inside of her (the condom), just like the good ol’ days, and when it was over I stayed inside of her, kissing her softly on the lips, cheek, and neck.
We laid there for another minute before I pulled out. We cleaned up with some wet wipes and she walked me out. It was time for my “walk of shame”, I joked. With another kiss and embrace, I admitted that I really wanted to bend her over and fuck her longer but she wanted a “quickie”. She loved the idea and suggested next time I could do that to her. I left her apartment, and drove home.
Source: reddit.com/r/gonewildstories/comments/oh6oi7/29m_sparks_with_an_ex_40f_on_the_4th_of_july
Great story!