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.

Tina, with my rock hard cock in her hand in clear view of the maid who was only about 6 feet away, said "no, not right NOW" and chuckled.

"We are about to mess it up again" she added.

The maid responded with "I see that" and stood there staring at us. Tina started stroking my cock again because I was starting to soften a little.

She continued to stare now with a slight smile and asked "do you need towels?" While she was asking that, Tina put my cock into her mouth and continued with the blowjob.

I replied after letting her watch some more, "yes, we need towels".

She said "I will bring you some... for after" and walked away toward the door. Tina started laughing as she went out the door. The maid put that metal lock hinge on the door in the way so it would not shut all the way. Her cart was out in the hall. Tina stood up and I sat down on the end of the bed out of the sight line of the partially open door.

She got back on her knees and said "I can't believe this. She's going to bring us towels NOW?" She went back to sucking my cock. The maid stayed gone for another minute while Tina sucked my cock. Tina was a little irritated but mostly turned on, I think. So many things went through my mind. I know Tina liked watching other women with her husband. Was this going to happen here?

She took a short break from sucking my cock to say "I hope you're fucking me when she comes back. I'll give her a show that little perv". Was she ever coming back I wondered.

" I better close the door so cut down on the noise if we start fucking", I told her. I got up and walked toward the door to close it with my hard boner swaying. Just as I got to the door, the maid came in with a bunch of towels and almost bumped into me.

She just said "I have your towels" and went into the bathroom with a grin on her face after her eyes locked onto my hard cock. I went back and sat on the bed. Tina was still on her knees and started sucking me again. We thought the maid was going to leave but she came back into the bedroom area now only a few feet from Tina's back foot who now had her ass perched up in the air sucking my cock.

The maid saw us and said "Oh, still this". She stared and waited a few more seconds. Tina sped up significantly with the maid standing over her shoulder watching. She asked if we are going to be leaving the room soon.

I replied "we are going to be here for a while yet". I let out a little moan as Tina was really moving quick on my cock. It was clear she wanted me to cum in front of the maid

The maid said "Well enjoy, I will be back later to change the bed". She smiled and winked and she left the room. I just grunted and moaned.

A little side story about the maid. I mentioned earlier that I had stayed at this hotel for over a year. Many of the maids were Eastern European possibly Russian. Very attractive Late 20s maybe 30 with a thin body and blondish light hair. The maids wore tight yoga style pants with oversized buttoned collared shirts. The shirts covered their ass but went they bent over it was nice. When I was there long term, I never checked out of my room and had the same maid all the time there. Nothing like this ever happened with her. Since now this week I'm in a different area of the hotel, I have this maid. I had seen her before around the building when I was staying long-term but that was it. I know this whole maid thing sounds like it would never happen and I get that. Like I said, staying there a year I never had anything remotely close to this. A funny part of this is I mentioned we had porn playing on the tv and the maid also glanced at that. The scene playing, just by random luck, two hotel maids fucking a hotel guest..... unreal.

Tina and I laughed about this for a short while and then resumed our activities. Since she had recently gotten out of the shower, I asked her to get on the bed on all 4s. I started licking her pussy and asshole changing between both of them. She had told me in our prior conversations that she likes her ass touched and licked. This was my first time ever doing that with anyone and it was a success. She decided to return the favor. She asked me to standup and lean forward slightly. She knelt down behind me and started licking my ass. It felt nice. She was at the same time stroking my cock. I asked her to get on all 4s again and this time I fucked her doggystyle. It's my favorite position. At this time of my life I was running and going to the gym every day so I was in good shape. I fucked her thrusting as hard as I could. Of course she got loud again and had a massive orgasm. Shortly after I pulled out and came on her lower back and ass. Not much cum this time. She rolled over on her back and I licked her pussy until she had another orgasm. After it was over, she stood up and could see all the cum rubbed off her back and onto the sheets. She also created another big wet spot with that last orgasm. She said she was leaving it as a present for our perv maid.

A quick shower for both of us and we ran out to get something for lunch. Our maid was down the hall working on another room. No doubt she heard Tina's orgasms.

As we walked up toward her, Tina said "Hope you enjoyed the show". She said this in a pleasant way. The maid just smiled and told us to have a wonderful afternoon.

We went to Wendy's for lunch. Both of us were hungry after all our activities. While we were eating, things took a turn. Tina was now upset at me for the whole maid thing. Saying I must have been fucking her before. There were not many people in the restaurant and the ones that were there could hear everything she was saying. She then announced that if she was my wife she would let me fuck anyone I wanted to. Woe. This is second time with the whole "if I was your wife" thing. She settled down and decided to text her husband about our latest sex session. We went back to the hotel and was stopped by the lady at the front desk. I knew this person from staying here the past year. She told us there were noise complaints about loud noises coming from our room during the night. Must have been our 4am romp.

I apologized and Tina added "it was me. We were screwing." The front desk person saw Tina's wedding ring and assumed she was my wife, I guess. She just softly told us to be considerate of other guests. Tina went outside to smoke and I went up to the room.

The maid had been there and changed the sheets. Tina came back up but we needed a break from fucking for a while and recover from eating too fast. Our room was warm and I took my shirt off. That lead to both of us getting naked again. We sat and talked and watched some tv. After a while, Tina got dressed went outside to smoke again. She was gone for a long time and finally returned. She said she had a nice talk with our maid. Oh boy. She explained that we are having an affair and will be fucking non stop while we are there. She confronted her about having sex with me and she denied it, as she should. I guess now Tina is okay with it hearing it from her. Tina asked her why she stayed in our room during our sex foreplay and she said she was just doing her job. She knew she had to clean our room and that's all she cared about. Strong work ethic I guess.

I break here from the events in the story here to say the whole maid in the room thing is probably the most exciting sex related event in my life. I still think about it today with many "What ifs". I'm still amazed the way the maid and Tina dealt with it. The maid, you would think would have left the room immediately seeing us in a sex act. She didn't and instead walked towards us and stared. Tina, you would think would flee attempting to cover up since she was fully nude when a stranger entered our room. She didn't and continued stroking and sucking me. Tina was sucking me so hard as the maid left that I damn near came. After talking with Tina after she confronted the maid downstairs, I put more of this together. The maid just wanted to do her job. Normally people are not in their rooms late morning. She didn't know how to handle it with us there and the sex act. From what she told Tina later on, she waited outside our door peaking in waiting for us to finish before bringing the towels in. As I walked towards the door, she saw me, assumed we were done, and entered the room. After that, she waited by our bed for an answer on when we were going to leave so she could return later. Now Tina's view on all this was that she wanted to keep me hard regardless of her being there. She thought the maid would leave and not return so we could go on to fucking. My view, at the time was conflicted. I wondered if the maid would join us. I wondered if Tina would ask her to join us. I thought about asking the maid to join us which had a slight chance of working but most likely would have caused the maid to report us and get me kicked out of the hotel and/or piss off Tina and she would leave. After the event, knowing what I knew then, I'm glad I didn't because the maid probably would not have done it. Even though Tina said the maid was just working, why did she wink, smile, and tell me to enjoy as she left the room? Still not sure how Tina would have responded if I asked that question.

We sat around all afternoon talking. Nude. We would kiss every now and then. She would play with my cock some and I would rub her pussy. It was getting close to dinner time but neither of us were hungry. It had been about 7 hours since our last session. I felt us heading that way towards round 4 and I put more porn on the tv. A scene started between a black man and a white woman. Now I like IR porn but I'm not sure what Tina would think. I must have added it to the flash drive by mistake. I sat next to her gently rubbing her clit. She didn't seem to care much about the porn playing earlier but this scene she was focused on.

Durning the scene, the woman pulled his cock out of his pants and Tina reacted with "wow, look at that huge cock". She moved my hand out of the way and started rubbing her pussy fast herself. I went down on her and started licking her. We had been playing this game of oral sex on the couch start and stop since she got there. This time she pushed my head down holding me there. I continued to lick her until she had yet another massive orgasm.

I got back up and she explained how her husband wouldn't let her get with a black guy they knew. He picked out all her partners.

I told her "well, nothing stopping you now. You should get together with him". Wrong thing to say.

"So now you're trying to get rid of me too!!"she yelled. I explained that was not my intention and if we were a couple I would let you fuck anyone she wanted. Whew, starting to get too much drama here.

She cheered up and got down on her knees and started blowing me. She did it until I came which took a long time. Once again I took a few pics. She swallowed all the cum this time and kept sucking me after. She tried squeezing every drop out of my shrinking cock. Round 4 ended in an oral sex deadlock.

Once again, she sent pics and messages to her husband bragging about how wonderful I am. I wasn't sure if she was going to stay the night again since I was pretty much completely drained. If I was being honest, I really just wanted to lay down and go to sleep. I needed to go back to work tomorrow. Besides, she is turning into a girlfriend which I cannot do. Yes she was here for sex and wanted to annoy her husband. I think now she is hoping for something more now that we have spent 24 hours together. The jealousy over the maid was a bit much for two people having no strings attached sex or so I thought.

It was 8pm and we decided to go to Applebees. I guess she is staying the night. We had a nice dinner and went back to the room. She admitted her pussy was a little sore and needed the night off and my cock was drained too. I told her I needed to go back to work tomorrow and so did she. We decided to get up at 6, screw, and go our separate ways.

We both slept through the night and woke up around 5. Believe it or not, I was ready for action. My dick said otherwise. We got in the shower together kissing and playing with one another. This worked as I felt my cock grow. I repeated my ass licking which really got her going. She also did the same and blew my limp dick until it got hard.

Good thing we got up early. She had a tough time keeping me hard as we got out of the shower and into the bed but she was determined. I licked her pussy and she was getting real wet with no soreness. While I had her laying on her back, I wanted to give her one more good orgasm in case my cock could not answer the bell. I licked her with all my moves to bring her to the edge and then slow her down. Now that I knew her body, I could do that. She loved the teasing and the pressure in her pussy was building. I gave her not one, not two, but three screaming orgasms in a row over the next several minutes. She sucked my cock for about 20 minutes and I finally got hard again She climbed on and rode my cock for a while. I then fucked her doggystyle and came inside her. Not sure what, if anything came out, but I did have an orgasm.

We cleaned up and said our goodbyes. She drove home and I went to work. My balls were so sore it was hard to concentrate. Later that week on Friday I went home. My dick still was limp and drained which is how it should be.

Overall, the meetup was a huge success. Tina had several well needed orgasms. She felt better about herself sharing snuggling, conversation, and sex with an attractive athletic younger man. I am a very sexual person that is trapped in a sexless marriage. Having a 36 hour date where I came 5 times was what I needed. I do not regret cheating on my wife. The only regrets I have are related to the sex acts themselves. I wish on our first session when I was full of cum, I shot all my load on her face. I would do this with my wife back when we had sex. Also, I wish I got to do anal with Tina. She had mentioned she liked that and told me we could do that when we got together. In talking with Tina after the meetup, she wished we had done that too. Finally, I wish somehow the maid joined us. That would have been epic.

This meetup took place in October and the next months we stayed in touch. We tried to think of ways to get together but it didn't work out. I left that company and never went back to Illinois again. That same year at Christmas time I got on a long phone call with her. She was depressed. Her husband had moved on completely and was not coming back. Her kids were all living in other parts of the country and were not coming home at Christmas. She also mentioned she had some serious health issues. I texted a few more times the next year but each time we had less to say. During that year we had made our last ever communication. The following year about 5 months after our last conversation, I tried texting and didn't get a delivered message back. I tried calling and nothing. Not even voice mail. Later that spring I found her obituary online saying she passed away after a long illness. She was 56. It was heartbreaking to read that. Looking back, I believe she knew she had been diagnosed with something before we met. I may have been her last big fling. I also think it's why she didn't care about people judging her or being embarrassed about anything. Talking dirty and loud in restaurants, loud sex in the hotel, having sex in front of a maid in a hotel room, and sending sex pics to her husband that could have wound up anywhere. I miss her so much but will always remember our time together.