Tina and the Affair

Note: This story involves myself, a married 45 year old man (at the time) having a sexual affair with a married 54 year old woman. The names and location has been altered in this story. If this is something that you will find upsetting, please do not read.

I was working away from home for about a year in northern Illinois. Every week was the same thing. I would fly there on Sunday, work all week, and fly home on Friday. I was home less than 48 hours each week. The sex life was very weak for my wife and I It was poor before this business travel started. During the week, at my hotel room, I would strip down and watch continuous porn until I went to bed.

At some point, I thought about having sex with an actual person instead of jerking off every night. The city where I was staying did not have a big night life scene. It was mostly families spending the evenings at home. The hotel was other business travelers with no bar or restaurant downstairs.

I'd seen the advertisements for Ashley Madison on various porn sites. I always thought those sites were fake. I put that aside and one night in a horny mood I signed up. Of course right away I had an email from someone that wanted to meet. The way the site worked is they would charge you for every request you made to meet someone. I was pretty sure this was a fake request since I had not even setup my profile all the way yet. We exchanged messages for a while but no real plans to meet up. I stayed with it and eventually had a meet up with a woman named Gloria. She was late 30s, skinny, with long black hair. Sent me all kinds of pics. We did get together but it went nowhere. She wanted money from me to pay her baby sitter while we were on our "date". She said in our phone conversations that she was married but it turned out that her husband was in prison. To add to it, she looked like a serious drug user which is not at all my scene. Our date ended with no sex.

It was a struggle the next few weeks for me with the horniness vs reality. The reality was Gloria which was a cold slap in the face how this meetup thing could go real bad. Fortunately I got away without any damage.

I stayed on the site but realized there were a lot of fake female profiles and the ratio was about 500:1 guys to ladies. Most compliments I got on my pics were from other guys. I thought about going that route and getting together with a guy.

One day, it all changed. I found Tina. She was married in a town about 2 hours away from where my hotel was. She was looking for a "well-endowed " man. She also wanted to give/receive oral sex. This was perfect since my wife and I were both into oral sex back when we had sex. I knew I could impress her with my tongue. The well-endowed thing concerned me. I am 7 inches long but I'm not sure if she considers that big or not. On her profile she only had a pic of her fully clothed standing in her kitchen. She was tall with short dark hair wearing glasses. She had on a sweatshirt and jeans so it was difficult to see her boobs or ass. She did have real long legs.

I sent her a request through the site. Did not hear anything. I sent her another. Did not hear anything. One day checking my profile I saw a new comment on one of my profile pics. The pic was me laying on my hotel bed nude with the pic taken from above the headboard. My cock was resting on my left thigh. I liked that pic because it made me look huge somehow. Her comment was "All right!!!!" I was not sure what to make of that. The next morning I had an email from her where she told me a little about herself. Pretty much the same stuff in her profile but in the email she mentioned that her and her husband were split up. Ugh. One thing I wanted was a female in the same situation as me that way we had the same level of risk. I wanted her to be married but just looking for fun. She put her phone # in the email so I texted her to see if there was hope of getting together.

She replied almost immediately. I was hoping for a hot sexual conversation with a mysterious woman but instead got a heartbroken woman that needed to vent because her husband left her. Her husband left her for a woman that they met online that joined them for a threesome. She enjoyed watching women with her husband. This excited me a great deal but she never went into details about those meetups. She did tell me how her husband would also find guys to fuck her. He would either watch or participate. I liked the little bit she told me about what happened in those meetups. We texted for a few weeks like this. I felt more like a relationship counselor rather than a potential lover.

One night, that all changed. I got a text from her "I'm horny as hell". Now we were getting somewhere! Dirty talk and nude pics were exchanged. I mentioned earlier that you couldn't tell much from her profile pic. Seeing her nude, wow. Yes she had wrinkles but that's normal for a woman over 50. She had given birth 4 times many years ago but was at an ideal weight. Her hips widened out connecting to her long legs. Her ass was perfect - big but not too big. I was hard as hell during all of this and took many pics of my cock to send to her. She LOVED it. I had been worried about not being well endowed enough for her based on her request in her profile of what she was looking for. During the text session, she had 2 orgasms from a vibrator she was using. She told me it was the first orgasm she had since her husband left her. I shot a load too during this conversation.

The next week were more text sessions like this and even a few phone calls. I asked her if we could get together. She was reluctant. I understood since I was some guy she met online and really didn't know anything about me. I was being careful after the situation I had with Gloria about a month before.

One night during a phone conversation, she invited me to her house the next day. She said I could call in sick. I declined. My boss and other management were in town for meetings that week. I chose my job over getting to fuck this woman. One of the biggest mistakes I ever made and still regret today especially since I don't even work for that company anymore.

Things got worse as it was decided by my boss that I not travel to Illinois anymore and do my job remotely from now on. I was in Illinois one last week after the invite to her house but we could not get together. I thought I pressured her too much and made her mad.

Back home it was different. I couldn't just whip out my cock and jerk off like I had been doing at my hotel since I was home with my wife. I texted Tina during work hours instead of evenings. We stayed in touch for about a month and strangely now that a meetup seemed impossible, Tina was really pushing for it.

Finally we got a break. There was an issue in the warehouse in Illinois that I needed to be onsite for, sort of. It was a big deal but I knew it was an easy fix. I told my boss it was tricky and I needed to be there for the week. He agreed and I contacted Tina. I told her I would be there for the week getting in Monday night. She didn't want to wait and told me she would see me on Tuesday that week. She did have one condition. She wanted my real identity. She told me that her husband worked in law enforcement and they wanted to do a check on me. I had nothing to hide but now I was the nervous one giving my info away. In all my horniness, I did it.

The day came and I got on a plane heading to Illinois. I texted Tina when I got there. She said she was very nervous about the next day. I calmed her down with some jokes and it calmed me down too. Tuesday in the office I pretty much resolved the issue I had went up there for in the first place. I also faked a stomach bug blaming it on airport food and left around 3:30 to go back to the hotel. That set me up for calling in sick the next day. Tina texted me earlier said she went to get her hair done and I "better not shoot cum on it". I told her in some of my texts over the past months that I can shoot a big load and I couldn't tell if she was impressed or concerned. I told her how my wife, back when we had sex, learned from watching porn with me to have the money shot facial. I guess Tina was thinking of that.

She told me she would get there around 6 but I heard a knock on the door at 5. It was her. She had a few bags and I let her into the room. We kissed immediately. Tongues and everything. I put my hands on her amazing ass. We had discussed earlier that day jumping into bed when she got there but instead she wanted to go to dinner since she was starving. We went to Olive Garden. I was a little nervous that someone from the office would walk in and see me there. Fortunately, that never happened. At one point during dinner, she took my beer bottle and licked around the top of it. Hot as hell imagining my cock was that bottle. I wasn't sure what to do so I made a few comments about her sitting on my face later which made her blush and smile. The waitress came by and asked if we wanted dessert.

We both declined and as she walked away Tina said "I'm going to get my dessert from sucking it out of your cock". She didn't whisper it. She said it at normal volume which for her was loud. I don't think anyone heard it. I mention this because I noticed Tina, in public, was much more aggressive and quiet in private. When we got in the car to go back to the hotel, she didn't say much and just made a comment about the weather. Could have saved that comment for the car instead of blurting it out in the restaurant. Either way, it really turned me on.

We got back and started kissing in the elevator and again outside the door while I was trying to slide my key card into the slot. We got into the room and nothing. I think she said she wanted to watch TV. There was a small sofa in the room and she sat there. I sat next to her and after a while, I asked if she was ready for her desert. She said yes and we began to undress and get into bed. I could tell she was nervous so I told her we can take it slowly.

I said that but it was not heard, apparently. We began kissing passionately with our nude bodies against one another. My cock was already hard. I touched her pussy and it was very wet. She pushed me flat on my back and started licking my nipples. Never had anyone do that before and I really liked it. She reached down and started stroking my cock. She then moved down and slid my cock into her mouth. It was strange for me after years of having sex with my wife, mainly her blowing me, I now had my cock in another woman's mouth. She felt amazing and was moving pretty fast. She was laying perpendicular to me on my right side with her ass and pussy out of reach. I rested my hand on her upper back but did not push her.

I was getting very hard and felt like I was going to cum soon. Fortunately, I was saved by the bell. Her phone made a sound from receiving a text. In the middle of what we were doing, she stopped to check it concerned it was her dog sitter. It was her husband asking if she was okay. She smiled and asked me if I would take her picture with my cock. I agreed since my face was not in the picture. I wound up taking 4 pics. 2 of her posing with her face next to my rock hard shiny cock with a huge smile and 2 more of her sucking it. One regret today is that I didn't take any myself with my phone. After the pics, I told her it was her turn. She laid on her back and I began licking her pussy. Her pussy and my wife's looked very similar. Tasted similar too. That made it easy to find her magic spot. I have a tongue where I can move the tip rapidly. With my wife, she usually begins moaning almost instantly. With Tina, nothing.

Was I doing something wrong? Was she too nervous? I kept going then, in her loud voice, started saying "shit.....shit....shit". I stopped licking her and asked if she was okay.

She moaned "Ohhhh yes...keep going I love it". I did and now she was moaning pretty loud. She had warned me prior to our meetup today that she is loud in bed. She was now proving that to be true. I started doing some of the variations of pussy licking that worked so well on my wife. She loved it and was squirming around.

Next she yelled out "Shit I'm cumming!" When I say yelled out, she did. After the orgasm, I moved up and slid my cock into her. We both grunted on every thrust. I only did this for about 30 seconds. Her pussy was tight and very wet. I had to stop so I wouldn't cum. I went back down on her licking her to another screaming orgasm. I moved up again to slide my cock into her pussy. I only got in a few thrusts and I knew I was going to cum. She was still laying on her back with her head on the pillow. I moved up near the headboard kneeling next to her. She knew what I wanted and eagerly grabbed my cock and pulled it into her mouth. With her strong neck she thrusted my cock in and out of her mouth without me moving at all. She had one hand on my sweaty ass pulling me inside her mouth without I felt tingling and then I erupted in a cum spurting orgasm. With this meetup planned, I did not jerk off for about a week or more saving up for this. Most of the cum went into her mouth but some came back out flowing onto her chin and cheek. My cock came out of her mouth at some point and I shot some cum onto her pillow and yes, a little got in her hair. Her phone was still in reach so I took a few pics of her. She smiled posing with my cock. I laid down on my back next to her somewhat out of breath and she went down and licked and slowly sucked my cock some more. I loved being sucked after cumming and she remembered me telling her that in one of our conversations. As I started to soften, she stopped. We got out of bed and got back onto the couch still fully nude.

Our bed was a mess. A giant wet spot on her side from her pussy. Cum on her pillow from me. She grabbed her phone and glasses and sat next to me on the couch. She proceeded to send the pics taken to her husband.

She made comments like "This is what a real cock looks like" and "His cock feels so good in my mouth" on the posing and blowjob pics. On the cum pics "Look what I made him do". She took a pic of the wet spot in the bed and attached a comment "he knows what he's doing. I had 3 orgasms". After sending the pics to her hubby, we sat still nude snuggling on the small couch sharing a bottle of water. She noticed she still had some cum on her cheek, wiped it off with her fingers, licked it off her fingers, and then kissed me.

We had the tv on watching but we talked for a while. She began venting again complaining about her husband. It was clear now why she created the profile and why she was here with me. She wanted to prove to her husband other men are interested in her. She also wanted to piss him off and make him jealous. Either way, I get to fuck a nice woman so I'm happy.

While we were sitting there, her husband replied. "Glad you got there safe. That's all I was worried about". She liked that, even though it sounded to me like he didn't care, because she felt like he was jealous. It was a little strange to me what she was doing on the couch with me. We would talk about anything in life, sometimes sex related, and she would reach down and slowly stroke my cock while we talked. She then would get on her knees on the floor and slowly suck and lick my cock. Just when it started getting good, she would stop and get back on the couch and start talking again. After she repeated this a second time, I decided that I should reciprocate. When she got back onto the couch and started talking, I reached down and gently rubbed her pussy. She moved a little allowing me better access so I could tell she wanted me to do this. As we continued to talk she had slight moans in her sentences. I got down on the floor and licked her pussy. She started telling me how she can't believe my wife wouldn't have sex with me because I'm so good with my tongue. She said that if she was my wife she would fuck me every day at least once. Just as she started getting worked up, I stopped. She went down on me again and this time instead of sitting there quietly, I decided to talk dirty to her like she did with me. I told her how her husband was foolish for leaving her and how I would treat her so much better. I went down on her one more time the we kissed for a while and then got in bed to sleep.

I fell asleep around 11 with Tina reading a book with the light on. Next thing I knew, it was 3:30 in the morning when I woke up. No Tina in bed. Got up to check the bathroom and not there either. All her stuff was still there. I texted her. She replied that she was outside smoking. She also said she was freezing and wanted me to warm her up when she got back up to the room. Now I was instantly wide awake. I had stored some porn clips and movies on a thumb drive so I started up my laptop, connected it to the room tv, and started playing the movies. I was still nude from earlier so I just laid on the bed jerking my cock. I was starting to get hard thinking about more sex with Tina.

A short time later she entered the room. She glanced at the tv and a MMF threesome on the screen. She did not say a word and took off her clothes except for her t shirt while staring at me. She then climbed onto the bed and sat on my face. I could tell she must have also been excited with anticipation because she was already wet. She started moaning louder and louder wiggling around to get her clit right where my rapid tongue could hit it the most.

About 30 seconds later she started shaking all over and again shouted "Shit I'm cumming!" I continued to lick her but stopped when she spun around to get into the 69 position.

I blurted out "My God your ass is beautiful ". She already had my cock deep into her mouth and didn't respond except for some groans. I licked her pussy some more and put my fingertip into her asshole. She loved that. A few minutes later, she came again. Every time she cums, it's louder than the time before. If anyone was sleeping in our end of the hotel, they are awake now.

She moved forward and sat on my cock which easily slid into her wet pussy. She was facing the opposite direction so I was watching her ass slowly grind on my cock. It was good because I felt like I could last a while like this. She must have done that for 5 minutes until she started speeding up. She also started lifting up. Instead of moving forward and backward on my cock, now she was bouncing up and down.

She got much louder and now it was my turn to say "Shit I'm going to cum". While I was finishing up my last spurts inside her she had another orgasm. She climbed off me and laid next to me. She took a pic of my cum covered shiny now shrinking cock. She convinced me to take a selfie with her laying in bed. I did. I knew she wanted to send it to her husband. He already had my name so the cat was out of the bag on staying anonymous.

She sent the pic of my cock and us laying in bed to him with the message "woke me up early to fuck me and I loved it!!!!!" I got up to turn off the tv and we fell asleep snuggled together nude.

A few hours later, I woke up at my usual time and sent an email to the people I work with in that office telling them I was still sick and would not be in. I also stepped out of the room to call my wife. Felt funny doing that.

I stayed on the laptop doing some work stuff and Tina woke up around 10. I had already taken a shower and she was about to. I told her when she gets out of the shower that I wanted to fuck again. She responds with a mumbled yes as she went to her phone looking for messages from her husband.

He just replied "so what". Again, she was excited because she knew those replies meant it bothered him. I thought different but what do I know. She was married to him for 30 years.

She was in the shower a while shaving some stubble around her pussy. I also did that when I was in the shower because we both like a smooth surface to work with. I turned the porn back on picking up where we left off. She emerged from the bathroom nude and I was also nude standing in the room near the tv. She got down on her knees and started sucking my cock. I was having a little more trouble getting hard this time but her magic mouth did the trick. Now we had a larger room with a king sized bed. We were positioned near the tv with our side profile facing the door. I mention these details because as Tina was on her knees blowing me, the maid entered the room. It startled us but we remained where we were. The maid was not phased by what we were doing. She continued to walk towards us asking if we needed the room cleaned.