How my Craigslist experience went... [MFM] | 2016

Not fabricating any detail from this story, and I remember my experience here vividly. And I love writing. Enjoy! ;)

I showed the doorman my drivers license, and proceeded inside the casino. I was wearing my nice shined shoes, ironed grey dress pants, and a plum-colored dress shirt with the top button open. My blonde hair was in its usual messy look, over my blue eyes and soft features. Despite being dressed confidently, my heart was beating quickly and my hands were clammy. As I arrived at the end of a walkway where I was told to meet him, I pulled out my phone and sent a text.

In a few minutes, a noticed a man make eye contact with me as he headed in my direction. He was several inches shorter than I was, maybe 5'7", 220lbs, dark thinning hair matching his darkened skin tone. He walked with confidence, and smiled warmly as he got near. With just a hint of an east-Indian accent, he said "We're just by the blackjack tables, follow me." (Let's call him George)

After waiting for her to finish the game, we started to walk back towards the entrance. And this is when I could truly admire her. As a younger guy (early 20's), and having a few experiences with older women in the past, I've learned to really appreciate true beauty. She (let's call her Emily) was wearing an emerald-green dress, hugging her hourglass figure to just above her knees. She turned to officially introduce herself with an extended hand. As I shook her hand gently, I noticed her dazzling white smile. Her dress matched her deep green eyes behind her thick-framed glasses, and her long dark hair flowed around her soft features, highlighted with slight laugh wrinkles. Spanish of sorts, I thought to myself. Her slight accent proved that later.

When we arrived at the hotel room, I was offered a drink. I accepted quickly, and poured myself a generous vodka and orange while George lit a few candles in the room. While she changed into something more comfortable and shortly after sat on the bed, I sat on the couch while George and I chatted and got to know each other. This is where I found a lot of respect for both of them.

You see, George was middle-aged with a beautiful wife, great job, and wonderful kids. Being a wife comes with many responsibilities, and there's nothing he wanted more than to provide her with the best life possible. Being middle-aged, he couldn't deliver in every aspect as he once could... This is where I got much more comfortable with them, but it could've just been the third drink I was on (we had chatted for close to an hour).

We chatted for a little longer, had some laughs, and the room began to dim as the sun went down... And the inevitable silent moment arrived. "So Jesse (changed), why don't you have a seat beside Emily?" She was lying on her side on the bed with her head propped up with one arm. I sat gently by her waist, and put one hand on her back. She laughed nervously, as George sat several feet away in a chair. He seemed to find it quite amusing, and said "Emily, go ahead! You should see if he was lying about his size or not." She giggled, and sighed "Oh George..."

Was I dreaming? This was going to happen... Still sitting on the edge of the bed, I leaned back with my hands behind me. She undid my belt and unzipped my fly... I helped her pull my pants down slightly and pull up my tucked-in shirt. As she pulled my cock out of my briefs, she laughed again, "I don't think he was lying George." We laughed. I was surprised at my half-chub going already, since I had a decent buzz on. She took off her glasses, and pulled herself to a more comfortable position, and handled my cock expertly as it got harder. After a few minutes, George asked me to lay back. I took off my shirt, and I witnessed an experienced woman at work. It wasn't long and my vision started to blur, but I knew it would take me a while to cum from the alcohol. I remember thinking I felt I had just the right amount of vodka.

As she sat on her knees, working with both her hand and mouth, I fondled her great tits through her black shirt. After a good 10 minutes, I heard George say "Jesse, do whatever you like." Emily never reacted to that as she was still gliding expertly up and down my 7 inch straight cock. I took the initiative, and pushed her back. I took off my pants fully. I then took off her shirt, and lay her down on her back. I looked over at George, and he reassuringly motioned to go ahead. I could tell she was still nervous, so I tried to be as comfortable as possible. As I straddled her, I noticed her dark hair around her olive skin. I started kissing her, and kissing her neck as things started heating up. I rolled her over slightly and undid her bra. She helped me remove it and lay back, and I started kissing lower. My mouth found her right nipple, and I started licking and sucking, while my other hand took advantage of her other breast. I heard her moan as I bit her nipple slightly. She seemed to like it, and had a high tolerance. I continued as her breath started getting heavier. My dick was brushing on her stomach, and she started working it with her right hand. I took both her wrists and pinned them behind her head, and kissed her passionately for a minute. I released one hand, and moved my hand to her pussy... She was soaked. I started playing with her clit, then hooked one finger inside her and she stopped kissing to let out another moan, a bit louder this time. By now, I heard George's belt undo. I guess he liked it too.

I started kissing down her body again, slowly... Past her beautiful breasts, to her stomach, to her thighs. She laughed. I did too. "What?!" She giggled, "Nothing." I guess she wasn't expecting me to go down on her. I shrugged. I admired her shaved pussy for a split second... It was my turn. I started to lick and suck on her clit, and started to finger her as well, starting with one. As I found her sweet spots and added another finger, I looked up in the dim candlelight as she would arch her back slightly and press her thighs against my head. She tasted clean and natural.

After a solid 5 minutes of this, she pulled my head up, motioning me to fuck her. George piped up. "Honey, how is he?" I'm pretty sure my chest puffed out a good three inches here... She looked over to him and smiled, "He's good!". We all laughed. He had his pants at his ankles, and was jerking off slowly. I remember feeling completely at ease and comfortable with this. He smirked from the chair. "See? She approves. You should fuck her now" he said nonchalantly.

I was hard as a fucking rock at this point. I made eye contact with her, as she she smiled slightly. I pushed knees apart and went in for kiss. We made our for a few seconds while she jerked me off. I moved my hips in closer, and she navigated my cock to her entrance... I locked eyes with her as I pushed myself in. Her chin lifted for the last few inches. Wow, she felt great.

Missionary was fantastic. I propped her legs on my shoulders and fucked her for a bit, before pushing her legs back with both hands. I watched my dick going in and out of her beautiful pussy. She didn't try to stay quiet at any point during sex, either, wow. After a solid missionary set, I was sweating. George offered me a glass of water. I drank it as I lay beside Emily, propped on the headboard, and caught my breath a bit. George suggested that she give me another blowjob. She seemed to be a submissive type, and went along with what he suggested easily. So I finished my glass of water while getting head from her. George soon suggested she get on top.

We fucked her-on-top, and doggy-style before I took another 5 minute breather. Again I was glad at my alcohol consumption, and admired my own sexual stamina. I sat on the couch drinking another glass of water, and watched George get up from his chair. His 6" curved cock was rock hard underneath his protruding belly. He went over to Emily who was laying on the bed, her hair sticking to head. He straddled and kissed her, saying things like "How are you, honey?" "You like getting fucked?" He started fucking her from on top, while I watched and jerked myself as to not go limp.

George fucked her for a few minutes, all the while Emily took it like a champ. Soon, George motioned for me to come back over to the bed. I walked over to Emily, who took my cock in her hand, and gently pulled me closer. While getting fucked with her legs up, she sucked my cock. Wow, that felt great. She had her eyes closed, and George motioned I grab her head. I take a handful of her dark hair, and she moans and yells while I face fuck her. George stops fucking her and says, "Here honey, get up for me." He says for me to lay down on my back, and she straddles me. "Let's try two cocks". She laughed and objected lightly at first. I spit on my hand and lathered up my dick, and found her pussy. It was this moment where I almost burst out laughing out of sheer amusement of the situation I was in... I was still in shock I was doing this.

She got dp'd by her husband and I for a while, before Emily and I fucked reverse-cowgirl while she gave George a BJ, and before I gave it to her doggy-style over the couch. I ended up taking one more break in between. I ended up cumming all over her back and ass with her sucking on George's cock, who was sitting on the edge of the bed.

I was spent. I sat on the couch drenched in sweat, where I sat watching George and Emily go at it. He ended up cumming on her tits and chest with her on her back. George then lay beside her, and beckoned me to keep going on her. I laughed, "No, I'm done. Wow, I'm out of shape." I was aching for a cigarette. I sat there while George and I chatted for a few minutes. He wanted to make this an ongoing relationship: as friends with respect for one another, and a mutual understanding for one-another's needs. We agreed to talk again soon, and I got dressed and left shortly after. I was in a daze all the way home...