[M]y A[F]fair with a Married Woman: How we got started | 2016

As much as I regret what I have done, I also can’t seem to pull away. Sex with her has been the hottest I have ever had…

I had just recently moved into a new town far from my old home to start a new job. The town itself wasn’t very big, you could call it a small city or a large town, not really near any metropolitan area. It only took me a month or so to settle in before I started to feel the itch to hang out and meet people, and also get laid. Unfortunately my coworkers were married with kids and their Friday and Saturday evenings ended around 9:30. My only other friends consisted of Netflix and Xbox Live. So naturally I began to contact people on craiglist because it was an easy and convenient way to meet people without worrying about any major commitment. I mostly lurked around the strictly platonic section occasionally making a few ads of my own but all of my conversations with women would abruptly end for one reason or another (most I never knew why).

One day after a long, stressful day at work, as my microwave lasagna warmed up, I popped on craigslist just looking for someone to talk the stress away. I saw an ad by a married woman looking for a married man to chat with and was looking for someone near her age (30s). I said responded, lying about my age and marital status just to get a reply back. In my response, I lamented at my situation of feeling lonely, my boring evening routine of eating and watching netflix, and of course the lack of action in my bedroom. Of course I placed all of my ailments on my wife’s inattentiveness. Within minutes I got a response back with her sympathy and her asking about my day. For the rest of the evening we chatted, introducing ourselves, discovering our likes and dislikes and things we have in common. The next few days were the same and based on my previous experiences I did not expect this conversation to last. But it did.

Over the following weeks we continued to message back and forth, we exchanged pictures and phone numbers, we would text about our days and what started out as a distracting conversation turned into a friendship and then some.

After exchanging pictures our conversations began to take a different tone. We became more flirtatious, complimenting each others looks. I would make the occasional dirty joke with her responding “you would like that.” We began to discuss our previous sexual escapades to our fantasies. Our fantasies began as general fantasies, ( I wanted a ffm threesome for example) but soon we discussed about quietly meeting somewhere and having an affair.

We let the idea of a physical affair ferment over the winter holidays and January-February we made plans to meet. At this point I doubled down on the lie I was married by buying a fake ring off amazon to play my role. I even added a contact “Wife” in my phone and listed my work number as the number. But before we met for the actual deed we decided to meet at a local coffee shop to finally met in person.

She worked as a nurse and as a result had a rotating day/night schedule. On the day we met she was heading to work to begin her shift and I was heading back home. We only had about 30 minutes of time to actually met and hang out. Unlike our digital conversation, this one was a bit more awkward. We had a hard time moving our conversation into the real world. Additionally she was a bit worried that someone would recognized her. But towards the end we began to open up and we pushed our meeting to the very brink of our schedule time.

It was not for another few weeks that our schedules would open up again to meet and this time we both agreed to meet someone more private; a hotel room. Like before she was heading towards work and I was coming off. We meet early to allow more time. Again I arrived first and I booked the room. She arrived soon after. When I opened the room door she scurried in, hoping to avoid detection by potential spies. We half heartedly hugged and after placing her things down, she sat at edge of the bed nervous. I too was nervous with part of me believing my own lie. We discussed before our meeting that nothing physical has to happen, we are just meeting in private to get to know each other better. Still the thought of pushing our relationship further was on both of our minds.

I sat next to her trying to relax her with light hearted conversation and a few jokes. She was slowly warming up but when my hand rested on her she lost her train of thought and had to take a few seconds to find her place in her story. Tension was hanging thick in the air so I took the initiative to break it. I interrupted her and asked her if I could kiss her. She was taken aback and after a few hesitant mumbles agreed. With my hand still on hers, I leaned in and place a soft, gentle kiss on her lips. Pulling back with a relax smile, she blushed.

I leaned in again we kissed again, this time a bit longer. As I tried to pull away she placed her hand on my face and gently pull me back towards her. Our kisses became more involved, with our tongues dancing between our mouths. Our bodies slowly fell sideways onto the bed. My hand began to run up and down the sides of her curved body. Her hand wrapped around my shoulder and pulled me closer to our locked lips. Our legs started to tangle and our bodies began to roll and grind in unison. But what felt like an eternity of kissing was only at most 15 minutes. It unfortunately took a lot of time to set the mood and get her relax and like before it was time for her to leave. However as she was leaving we passionately kissed, with her standing on her tippy toes, at the door. We both agreed we must meet again and soon.

It took another few weeks to find a time for us to meet again. This time however she had no work obligations, though her husband thought otherwise. While we did not overtly discussed this we knew that this meeting would be the big one. Like before I arranged for the room and patiently awaited for her to arrive. When she arrived again she scurried through the door but this time we greeted with a hung and a kiss. She was still dressed in her nursing scrubs and took her bag to the bathroom to freshen up. As she did that I opened up a bottle of wine hoping it would relax the mood quicker. Despite both of us being nervous we were also eager to have sex.

When she exited the bathroom she was wearing a dark blue dress, with a necklace, earrings, hair did up, and freshly applied makeup. She asked me how she looked and did a twirl like an excited girlfriend. I told her she looked beautiful and handed her a glass of wine and we both sat down on the bed sipping our drinks and engaging in opening conversation. Our bodies were touching close and we were holding hands as I asked her questions about her dress and mood. Unlike last time it did not take long for us to making out.

She stood up and placed our half empty wine glasses next to the tv. She turned around and stood there looking at me with hesitation but signed “well now” with anticipation. I grabbed her by the hand and pulled her closer to me all the while standing up to greet her lips with mine. We stood there making out with our hands wandering each others body. Not understanding the architecture of her dress attempted to slide it off her shoulders with no success. She catches on and lifts her dress over her head, revealing her black laced lingerie underneath.

We fell to the bed and I became a bit more aggressive. I started to passionately kiss and nibble her neck, ears, and shoulders. My hands too would firmly grab her ass and sides. In one motion I unhooked her bra and tossed it to the side revealing her supple breast before me. I attacked each one, sucking and flicking the nipples with my tongue. She squirmed and moaned in the bed as my hands and mouth played with her tits. Her hands felt the bulge in my pants and she attempted to unleash it.

With my pants off we dry humped in bed. The tip of my penis could feel her wet panties and we silently signaled that we want more. I slid her panties off and without a moment’s hesitation pushed my cock into her wet pussy. She gasped as every inch of me slowly dove deeper into her. Her legs and arms wrapped tightly around me. With a steady, forceful pace, I would thrust myself into her, each time she would gasp and moan loudly into my ear. I could feel her sweat beading off her body. Her nails clinged sharply into my shoulder blades. Out of instinct I picked up the pace. Her panting and moaning became more erratic. I looked down at her and saw her lost in a world of passion and ecstasy. Seeing that made me lose complete control. With several deep and powerful thrusts I unleashed my seed deep inside of her. Accompanied by my grunts were loud moans of her own as she could feel my cock pulsating deep inside of her.

I collapsed next to her in a sweat mess. We were both breathing heavily trying to catch our breaths. She roll over to kiss me and play with now drained balls. We both smile in satisfaction and are excited with what is to come.