In my early days of cheating, I often turned to what used to be the gold standard – Ashley Madison. I would always use a pre-paid gift card and register that under a fake address so it could not be traced back to me without connecting a lot of dots. Thankgoodness I did this, as AM was hacked, as we all remember.
Anyway, a few weeks before a business trip, I set my location to my upcoming destination and browsed profiles, sent a few messages, and hoped to make a connection. Luckily “Amy” responded. We sent a few messages and moved the conversation to a chat application.
I had only been with a few women outside my marriage at this point, and Amy had not cheated yet. We talked a lot about anxieties about cheating, how to not get caught, things like this. We of course sexted and sent nudes. We were both leaning towards meeting, but Amy had to ensure she would not get caught.
My trip arrived and I flew to the meeting location. When I landed, I messaged Amy to let her know I was in town, and I hoped she could escape to come see me. She quickly responded “Yes! My class tomorrow is canceled so I have hours of free time!” I checked my schedule, and her free time fit perfectly into my availability.
We agreed to meet at a coffee shop around the corner from my hotel. I sat down, got us a table, and messaged her to let her know. A few minutes later, she pulled up in her car. She stepped out, and she looked even better than her pictures. Fit body, curly hair, nice curves, beautiful face. As she walked into the shop, I stood up and we hugged. As we drank our coffee, we flirted, touched hands, played footsie, and made intense eye contact. We finished our drink and headed to my hotel room.
We arrived at my room, as soon as the door closed we embraced. We kissed and our tongues intertwined, our hands explored each other over our clothes…which came flying off.
Her body was in great shape. She had recently lost a lot of weight and was feeling very confident about her body. I let her know her work had paid off. She laid down on one of the hotel beds, and I dove straight into her pussy, which was soaked in anticipation. I flicked her clit with my tongue and fucked her with two fingers, slowly at first. I paid attention to her responses and focused on areas that made her moan. Her moans turned to louder moans, then screams. Her thighs clamped around my head, and she began to yell. I sucked harder on her clit and went faster with my fingers. Her back arched, and she screamed with pleasure as she reached her first orgasm.
Amy caught her breath, and being in great shape she was ready to go quickly. “Fuck me now, fuck me hard!” she demanded. I remembered from our sexting how she loved it rough. I instructed her to get on all fours. I mounted her from behind and slid my rock hard cock into her. She let out a small gasp when I did this. I asked, “are you ready?” “Yes, fuck me!” Amy yelled.
I grabbed her hair, gave her firm, steady pull, and quickly built up speed and fucked her hard, over and over from behind. Her body and mine moved in unison, like we were one. I spanked her over and over and pulled her head back by her hair. Her ass was glowing red. I switched hands to make the other cheek match. We were loving it.
I pulled out and slipped my condom off, and came all over her back. We collapsed on to each other, both exhausted and full of pleasure. Not 5 minutes later, she asks, somewhat mockingly “is that all you got?” I took this as a challenge and said “fuck no. Suck my cock until its hard again and I will destroy your pussy”. She loved this, and she obliged, licking my semi-hard shaft and head until it was fully hard again. She slipped another condom on me, and climbed on top. She grinded her pussy against my body at first, then got into a squat position. Amy leaned towards the wall above the head of the bed to steady herself, and lowered and raised her body, slamming her pussy down on me. From this angle I could see the fire in her eyes, the years frustration from bad, infrequent sex coming out all at once.
She leaned back, and I rubbed her clit as she kept riding me. She came again. I kept my thumb pressed on her, and I could feel her pussy clamp down around my dick. This made me cum again, and I let out a loud moan.
We again cuddled after this hard, hot session. It had been an hour since we got back to the hotel. I asked if she needed to get back home, or if we could go get a bite to eat. She had time still, so we got dressed and went to the hotel bar for a appetizer. We talked, flirted more, and headed back to the room for round 3.
Amy needed to shower so the scent of sex would not be so obvious when she went back to her husband. Of course this was where round 3 took place. She hiked one leg up on the shower wall, and I entered her from the front. We kissed deeply, with the hot water running over us. I pulled her towards me and gave her multiple hard, short thrusts. This was all it took for her to start to tremble and lose strength in her other leg, and she almost pulled me to the bottom of the tub with her, but I held her up. She caught her breath, and went down on me. I stood so the water hit my back, and she sucked what cum I had remaining out and swallowed it all. We stood together and kissed, holding each other under the falling water.
Amy got dressed and headed home. I was exhausted. She messaged when she arrived back to her husband, and told me she hadn’t felt so alive in years. I told her I had an amazing time and would remember this day for ever.
Source: reddit.com/r/gonewildstories/comments/t3jc15/mf_ashley_madison_meetup
Definitely going to be a good series! This sounds almost as if it could be a part 2?
!updateme
I’m just glad you actually had some success on AM. Didn’t think it was possible.
!updateme
!updateme
Did you meet for round 2?
Did you fuck her without a condom in the shower?