When I was younger and chatrooms were still popular, I spent some time on Yahoo in local, state chatrooms. I chatted with a few women over the years, but had never worked up the courage to actually meet one in person. The internet still had a stigma attached to it back then and I guess I was just afraid of the potential consequences.

When I was 22, I began having a conversation with a 40 year old, married mom whom lived about an hour and a half from me. Her children were older so they were rarely home and her husband was deployed to Afghanistan. She told me that their relationship had been slowly deteriorating for months. She said the few times that she would get to talk to him, it often ended in an argument and that they were most likely headed for divorce once he returned home permanently.

She was a beautiful woman. She told me that before her husband had left, she was a bit heavier, but had worked her tail off to lose the extra weight. By the time we began chatting, she was down to I’d guess around 130 pounds—perfect for her five foot, seven inch frame.

We chatted for several weeks and would occasionally use the webcam. Webcam technology was still pretty new and the image was always laggy and blurry with no sound. As our conversations became more intimate, I would ask for her to show me different things. She was hesitant to show me her breasts. She explained how the weight loss had taken its toll on them. Reluctantly, she showed me. While I thought she was gorgeous either way, she was right. The radical change to her body had done wonders in other places, but the opposite was true in others.

One day, after having been absent from Yahoo Messenger for a few days, she hopped on and said that she was sorry that she had been away. She said that she had had some surgery and wanted to show me something. She turned on her webcam and proceeded to take off her shirt and bra to show me that she had gotten breast implants. Like I said, I thought she was beautiful before, but now every inch of her body was perfect. She would definitely be causing heads to turn everywhere she went.

She told me that I was the first to see them and that she hoped I would see them in person someday. We exchanged phone numbers and within a day or two she texted me to tell me that she was in town to pick up her husband from the airport. His plane would not be coming in until the next day. She had gotten a hotel room downtown and had nothing to do so she wanted to know if I would want to meet to have coffee or something. I agreed to the meeting, despite being nervous as hell.

We had planned to meet at Starbuck’s. It was my hope to get their first simply so she would have to come up to me as I was scared to death to have to come up to her. When I arrived, I was too late. I could see her standing at the counter waiting for her order, but I could really only see her from the side. As I approached the counter from behind her, I heard the kid working the register tell her how beautiful she looked. She said thank you and turned around to see me standing there nervously. My jaw nearly hit the floor. She was stunning! She wore a tight tank tope that amplified her already amazing cleavage. She was also wearing those sexy, cat-eye glasses that I absolutely love on girls.

We awkwardly hugged and I placed my order before joining her out on the patio. We made small talk for well over an hour. It was getting later in the afternoon—early evening. I asked if she wanted to go somewhere and get some dinner. She agreed so we walked a few blocks to a nice Italian restaurant where we had a nice dinner and a few drinks. We continued to make small talk for another good while before I finally paid the check and waited to see where things went next.

I nearly jumped for joy when she asked if I would like to go back to her hotel room and order a movie or something. We walked to her hotel and as we were going up the elevator, yet another guy commented on how beautiful she was. He looked at me jealously as if he knew what was going through my mind.

We entered the room and we both made ourselves comfortable on the bed. She turned on the TV and began searching the pay-per-view titles for a movie to watch. She could’ve turned on anything at that point—I didn’t care. She picked a movie and we began to watch. While I do remember the name of the movie, I couldn’t tell you anything about it as my mind was racing a hundred miles an hour.

We lay there for about forty-five minutes to an hour in silence—except for me getting up to go to the bathroom every ten minutes because I was so damn nervous. Finally, I figured it was now or never so I gently began to caress her cheek with the back of my hand before leaning over and kissing her. This lead to a very passionate make out session before I asked if I could finally see the work that she done.

She lifted her shirt over her head and I wrapped my arms around her back to unclasp her bra. I threw it to the floor, exposing the biggest, most perfect pair of breasts that I had ever been this close to. I asked if I could touch them or if they still hurt too much for them to be handled. She said that she had taken some painkillers as soon as we returned to the room so it would be fine. I gently placed my hands on them being very careful not to be too rough. However, she insisted that she was fine and such delicate care was not required. I continued to fondle her as we kissed, our tongues swirling in and out of each other’s mouths. I lowered my head and carefully licked her breasts, churning my tongue around her nipples.

She told me to lie back and relax. She removed her shorts leaving on the lacey, pink panties that she wore. She undid my belt, unbuttoned my jeans and slowly slid down my zipper. She was somewhat surprised by the fact that I wasn’t wearing underwear, but this only slowed her a second as she took my cock in to her hand. She stroked it gently before lowering her head to give it a lick. She slid her tongue down the length of it stopping at the base to take my balls in to her mouth. She slid back up and whirled her tongue around the head before finally taking the whole thing in to her mouth.

It was pure ecstasy! I had never felt anything like this—the things she could do with her tongue! I desperately tried to recite baseball statistics in my head to keep from cumming too soon so that I could enjoy this for as long as possible. I gave the best effort that I could before finally exploding in to her mouth. It was the most intense orgasm I had ever had. She swallowed it all and smiled as she came up and rested her head on my chest. She must have been able to feel how fast my heart was racing.

We laid there for a few minutes. The entire time she was gently playing with my now soft cock in her hand. After a few minutes, I was hard again and she began stroking me harder. I tried to slide my hand into the front of her panties, but she cut me off and resisted my advance. I told her how bad I wanted to fuck her. She said that she wanted me too, but unfortunately, it was just not a convenient time of the month to do so. So she continued to just stroke my cock for a few minutes.

I was as hard as a rock; throbbing in her hand when suddenly, she stopped and excused herself to the bathroom. I hedged my bets and assumed this was simply and excuse to make preparations as she wanted to fuck as badly as I did. I reached down and took my wallet from my pants that were still lying on the end of the bed. I removed one of the condoms that I had bought on my way to meet her in hopes that something like this would happen. I had been so nervous about what this encounter would be like that I bought those condoms with the desensitizing lubricant to help ensure that you can last longer. I took one and placed it on the corner of the nightstand.

A moment later she returned from the bathroom, having removed the pair of panties that had blocked me from getting to her pussy earlier. She was ready, and so was I. She noticed the condom that I had placed on the nightstand. Standing next to the bed, she took the condom and unrolled it down my penis before climbing on top of me and guiding me in to her pussy.

We fucked forever—in every position imaginable. If it hadn’t been for the extended pleasure condom; I know I only would have lasted a couple of minutes, if not a few seconds. I eventually reached the point where I desperately wanted to cum, but the condom was working all too well. I knew that if I kept it on, I was never going to climax.

Remembering one of our more intimate conversations from Yahoo, I knew that doggy style was her favorite position so I asked if we could do that next. She happily climbed up on all fours and I took my position behind her, discreetly removing the condom in the process. We were facing the mirror so I could see the look on her face as I slid my now naked cock inside of her. She could tell right away what I had done, but didn’t seem inclined to care. I began thrusting harder and harder and told her that I was going to cum. In the slightest whimper, she said, “I want you to cum inside me, baby.”

That was the moment of no return as I thrust my cock one last time and pulled her as close I could by her ass. I unloaded inside of her before we both finally collapsed on the bed. We continued to lie there, now in the dark; kissing and fondling each other before finally falling asleep in each other’s arms.

We spent the entire next day texting back and forth about the encounter and how incredible it had been for both of us. Later that week, she told me that she was going to be coming back to the city to return her husband to the airport. She asked if she could stay with me once she was rid of him. At this point in time I had just returned home from college and was still living with my parents. I was too embarrassed to tell her, so I essentially just dodged the question and explained that I would be busy. Our messages became fewer and fewer over the next couple of days before just finally ending altogether.

To this day, I still think about this night and recreate it in my mind. About a year ago, right before my own wedding, I decided to see if I could find her. All I had to go on was a first name, an old cell phone number that was no longer in service, and the screen name she had used on Yahoo Messenger.

After some creative Googling, I managed to find her Facebook profile. I discovered that she was now living in another state as her husband had been reassigned. They were still married; apparently living much happier than she was at the time of our meeting. I sent her a friend request, but she never responded. I took this to mean that it was best to leave well enough alone. I still check in on her Facebook page from time to time. I have since learned that her son is right around my age and that her daughter, only a couple of years younger than me, is as gorgeous as her mother.

I wish that I could simply tell her how much that night meant to me, but I wouldn’t want to risk jeopardizing her marriage or my own. I am left with the lasting memory in the back of my mind and very few days pass that I do not recall that evening and wish that I would have met her again the following week like she wanted to.

I wore Google Glass while having sex with an escort. I came before I could finish my download.

I just came back from a conference - my first since the pandemic - and it was in a high end hotel. The second morning of the event, while I was getting ready, I heard something that initially didn't pay much attention to, then I realized that I think it was someone having sex in the room next to me.

I put my ear to the wall and it was definitely a woman moaning but I couldn't hear much else. I decided to try putting a glass up to the wall and my ear against the glass... and holy fuck did that work. I could hear her every word as her pussy was being devoured by some guy. She'd give some direction but as things escalated she'd only get part of a phrase out before moaning.

I got so hard so I took my pants off and started stroking my cock. I ran over to the bathroom and grabbed some lube I bring with me (for obvious reasons) and by the time I got back she was full on panting and I could hear he moved from eating her to fingering her. She wasn't quite there yet to cum but started begging him to get inside of her.

He does and lasts like 30 seconds. He was grunting and grunting and clearly came while you could hear her moans turn to disappointment as she was very close to orgasm and he blew it. I was disappointed I missed out on hearing her scream even more than she had been.

She shifted gears and said to him 'let me taste that cock' and it was clear she was sucking his cock. He sounded surprised a woman would put a cock full of pussy and cum in her mouth because he said things like 'oh shit that's hot' and 'clean me up baby.' That's when I started to cum myself. I was afraid they'd hear me but I think it was fine - they weren't holding a glass up to the wall, stroking cock... Then things got quiet.

They were getting their clothes on and then it became clear she is cheating on her husband with this guy because she mentioned him as "my husband" and that she hasn't had sex in a long time.

They were clearly going to exit their room in a minute so I threw my clothes on and waited until I could hear their them leave their room, then I quickly left mind - I had to see who was fucking.

I only saw them from behind but she was in tight yoga pants with a fucking hot ass. He seemed like average joe... then I realized they were attendees of the event I was at (I was a speaker). I turned around and got back to my room before they saw me. Then I stroked off again because I remember everything about her from the day before.

Later at one of the social gatherings I saw her and chatted a bit. Of course she had no idea I was stroking off to her while she was getting fucked. We talked business, exchanged business cards, and I said I'd reach out to her... that night I googled the shit of of her, found business videos and her LinkedIn and have cum several more times recalling her moaning...

I have 5 to 10 girls who will masturbate on the phone or on camera for me at any given time, at any given time.

What I do is, I go onto Facebook and find a profile of a good looking guy. You know what I'm talking about. The guy who has fifteen comments under every picture of him written by girls that say "oooh cute haha" or "heyy text me :3". I make sure he has a self taken mirror shot with no shirt on, commonly called the Douchebag Shot, and I download all of his pictures using a script I wrote a while ago.

I then go onto our beloved mlos.pika777.eu.org, and find an omegle or similar video of a guy masturbating who matches my guy's body type, and crop out his head, if it's not already out of the frame.

Then, I go onto pof.com, and upload all of the facebook photos (save for the shirtless one)to a fake profile. I make the bio say that I'm rich and successful and interesting, and I start taking to girls. My opening lines are long usually fruitless (Because the women on dating websites are accosted daily by hundreds of tactless knuckledraggers).

I snare one, and we get talking. Now, I, being the suave and sensual motherfucker that I am, eventually street the course of the colloquial interaction towards sex. I get her comfortable talking to me about sexual things, and then I imply that I want to meet her.

The thought of meeting a 7 foot tall millionaire with twelve-pack abs and a penis that would shame Morphius is very arousing for a girl, so usually RIGHT THERE on the spot, she gets horny. I find the occasion to send her the shirtless pic (being sure to erase the geodata just in case that bitch knows a smart person) and say "I took this just now, for you".

his not only serves to open the flood gates on her ladyjizz producer, but affirm the validity of my claims (that I am, in fact, who I say I am). I continue smooth taking her until SHE asks ME to cam. This is important. Never proffer, always wait for the offer. Then I just boot up many cam and start streaming the video I downloaded earlier.

I make sure to write down in a separate document all of the timestamps that the guy in the video does things at. Like, wave at 4:10 or take off pants at 11:05. I ca,m with her for no more than five minutes, and then "something comes up" and I need to go. I leave this unspecific because whores love dudes who are mysterious. They're so stupid that they actually make shit up about what they think I'm doing MAYBE HE'S FIGHTING CRIME?

I say something along the lines of "can i get your number before I go, id love to continue talking to you". Once I get it, I wait at least a day to call her, and when I do, I call her from my skype account that I've forwarded my google voice number to, and use a synthesizer program to make my voice a little bit deeper. I talk slowly, and I'm always sure to speak fluidly and eloquently.

I say slyly suggestive things to her until her panties are sufficiently moist, and then I go in for the kill.

She femfaps over the phone for me, moaning and shit, and I just sit there and listen, recording the whole thing. Then later, It's laughably easy to get her to get on cam with me and masturbate again.

I do this with at least two women per day on weekends, and one on weekdays, and at any given time, I can call a girl from my "proxied" phone number and get her to schlick for me. It's wonderful.

You see, in real life, I am an uninteresting looking guy. 6', 220, short hair and glasses. No one wants to fuck the chubby guy who giggles when people say "centrifugal force". But on the internet, online, in a realm in which corporeal action is completely nonexistent and men of intellect reign over their psychological inferiors, I am a God. All skankwhores will bow down in reverence, in awe, in sexually motivated bursts of fiery passion, to the one, THE ONLY, CIRCUMPSYCHO!

Pic related, its a girl that squeaks like a dying canary when she orgasms.

My Thai GF's first GangBang
It was a lazy Sunday afternoon, Sara was having a nap on the couch, I was sorting out a problem on her MacBook. I secretly decided to open her google account and check her search history. It was her normal searches - handbags, shoes, clothes and cat videos then I chuckled to myself as I found her porn searches.
It all had a very similar theme -Asian girl with 3 or 4 white guys, I searched a few months of her history and it seems this was her favourite type of porn, I was certain this must be her fantasy.
I started thinking about this and imagined watching her being fucked by 3 or 4 guys, over the following weeks I thought about it so much that it became my fantasy.
I kept asking myself the same two questions, if she was given the opportunity would she actually go through with it and how would I feel about it.
I was pretty sure by now that I would be ok and as in the Patong club my excitement would overpower my jealousy.
I didn’t want to ask her about this, I didn’t want it to be something she did because I asked her to.
I found an Adult chat website and started talking to an expat guy who also lived in Bangkok and explained my dilemma. His name was Dave, he was a few years younger than me and after showing him some pictures of Sara he became obsessed.
He kept messaging me suggesting we meetup, he could bring his friends and if I wanted we could setup the scenario to test Sara’s reaction.
By now we had bought a weekend house in Chon Buri about an hour’s drive from Bangkok. After much contemplation I agreed that we would setup a meeting at a restaurant close to the Chon Buri house where we would be staying for the weekend.
Sara had no idea about any of this, I had secretly checked her search history again and yes more porn searches for the same scenario.
It was Saturday evening and we were staying at the Chon Buri house which is very private and has a pool. I had arranged to meet Dave who would bring his two friends at a local restaurant.
We were sitting at the restaurant when Dave walked in with four friends. I nearly had a panic attack as they sat at a nearby table, he said two friends now he arrives with four! They started a conversation and after a few glasses of red wine I relaxed. Sara seemed to be enjoying the company as we all talked over dinner.
After dinner I invited them to our house for drinks and swim in the pool, I though Sara might question this but she didn’t say anything and seemed to be having fun.
They followed us to the house and we sat outside near the pool, I gave the guys beers, Sara went to get changed into her bikini. We secretly discussed the plan I had cunningly put together – I would take Sara around the corner where I had put a sunlounge earlier, they couldn’t see us from the pool there. I could control the music with my phone, the plan was when the music stops they walk around and find us.
Sara came outside looking extremely sexy in her bikini and we all went for a swim, I could see she was having fun, I was still very nervous about how this evening would go.
We had been swimming and drinking for some time, the five guys were now talking together, Sara and I some distance away. I whispered into Sara’s ear “let’s go for a walk”, she said “ok” and we quietly got out of the pool.
I took her around the corner and we sat on the sunbed I had setup earlier.
The music was playing loudly and the guys couldn’t see us from the pool, I said to Sara “I want to lick your pussy”.
She giggled and agreed, she loves dangerous situations like this and I knew she was excited. We could hear the guys talking and laughing as I removed her bikini, both top and pants. I laid her back, opened her legs and started licking her pussy. When I could tell she was close to Cumming and used my phone to stop the music.
We could hear the guys walking towards us, Sara was squirming like crazy trying to get up, I pretended not to notice and held her little body down by her waist still licking her pussy.
The guys were standing around us now, Sara was laughing nervously holding her hands over her boobs.
One guy standing to her side pulled out his big hard cock and held it above her face, Sara looked at me shocked, I smiled and said it’s ok.
She grabbed his cock with both hands and pulled it to her mouth, this was like the switch being turned on and the other guys hands went all over her naked body.
I stepped back now amazed at what was happening, every emotion in my body about to explode in a good way.
The guy she was sucking on sat down and she turned to follow him, he picked her up body and sat her on his lap, she guided his big hard cock into her pussy. She started to ride him, the guy standing behind her was pushing her down hard with each thrust, he was getting deeper and deeper inside her.
Now the guy behind bent her forward and put his cock to her tight ass, after some time he was able to get inside and the two guys fucked away as the other three groped and played with her.
I desperately needed to cool down and dived into the pool, I couldn’t see what was happening but I could hear Sara squealing, I was about to explode in every way possible.
I got back out of the pool and watched as the guys took turns on her, it was getting messy now as nobody wore condoms and cum was everywhere.
I found a towel and told the guys it was over, I wrapped Sara up, carried her inside put her on the couch, she never saw them again.
I went back outside and gave the guys another beer, I didn’t really want to listen to them anymore and told them it’s time to leave.
I went back inside and sat down next to Sara, she asked me “do you think I’m terrible?” I said “no way, that was amazing, I loved every minute of it”. We went for a swim together and she gave me the best blowjob since Patong.
I fell asleep with a huge smile on my face that evening, I had my answers, she would go through with her fantasy and yes, I was ok and loved every second of it. She still has no idea I setup the whole situation.

My Thai GF's first GangBang
It was a lazy Sunday afternoon, Sara was having a nap on the couch, I was sorting out a problem on her MacBook. I secretly decided to open her google account and check her search history. It was her normal searches - handbags, shoes, clothes and cat videos then I chuckled to myself as I found her porn searches.
It all had a very similar theme -Asian girl with 3 or 4 white guys, I searched a few months of her history and it seems this was her favourite type of porn, I was certain this must be her fantasy.
I started thinking about this and imagined watching her being fucked by 3 or 4 guys, over the following weeks I thought about it so much that it became my fantasy.
I kept asking myself the same two questions, if she was given the opportunity would she actually go through with it and how would I feel about it.
I was pretty sure by now that I would be ok and as in the Patong club my excitement would overpower my jealousy.
I didn’t want to ask her about this, I didn’t want it to be something she did because I asked her to.
I found an Adult chat website and started talking to an expat guy who also lived in Bangkok and explained my dilemma. His name was Dave, he was a few years younger than me and after showing him some pictures of Sara he became obsessed.
He kept messaging me suggesting we meetup, he could bring his friends and if I wanted we could setup the scenario to test Sara’s reaction.
By now we had bought a weekend house in Chon Buri about an hour’s drive from Bangkok. After much contemplation I agreed that we would setup a meeting at a restaurant close to the Chon Buri house where we would be staying for the weekend.
Sara had no idea about any of this, I had secretly checked her search history again and yes more porn searches for the same scenario.
It was Saturday evening and we were staying at the Chon Buri house which is very private and has a pool. I had arranged to meet Dave who would bring his two friends at a local restaurant.
We were sitting at the restaurant when Dave walked in with four friends. I nearly had a panic attack as they sat at a nearby table, he said two friends now he arrives with four! They started a conversation and after a few glasses of red wine I relaxed. Sara seemed to be enjoying the company as we all talked over dinner.
After dinner I invited them to our house for drinks and swim in the pool, I though Sara might question this but she didn’t say anything and seemed to be having fun.
They followed us to the house and we sat outside near the pool, I gave the guys beers, Sara went to get changed into her bikini. We secretly discussed the plan I had cunningly put together – I would take Sara around the corner where I had put a sunlounge earlier, they couldn’t see us from the pool there. I could control the music with my phone, the plan was when the music stops they walk around and find us.
Sara came outside looking extremely sexy in her bikini and we all went for a swim, I could see she was having fun, I was still very nervous about how this evening would go.
We had been swimming and drinking for some time, the five guys were now talking together, Sara and I some distance away. I whispered into Sara’s ear “let’s go for a walk”, she said “ok” and we quietly got out of the pool.
I took her around the corner and we sat on the sunbed I had setup earlier.
The music was playing loudly and the guys couldn’t see us from the pool, I said to Sara “I want to lick your pussy”.
She giggled and agreed, she loves dangerous situations like this and I knew she was excited. We could hear the guys talking and laughing as I removed her bikini, both top and pants. I laid her back, opened her legs and started licking her pussy. When I could tell she was close to Cumming and used my phone to stop the music.
We could hear the guys walking towards us, Sara was squirming like crazy trying to get up, I pretended not to notice and held her little body down by her waist still licking her pussy.
The guys were standing around us now, Sara was laughing nervously holding her hands over her boobs.
One guy standing to her side pulled out his big hard cock and held it above her face, Sara looked at me shocked, I smiled and said it’s ok.
She grabbed his cock with both hands and pulled it to her mouth, this was like the switch being turned on and the other guys hands went all over her naked body.
I stepped back now amazed at what was happening, every emotion in my body about to explode in a good way.
The guy she was sucking on sat down and she turned to follow him, he picked her up body and sat her on his lap, she guided his big hard cock into her pussy. She started to ride him, the guy standing behind her was pushing her down hard with each thrust, he was getting deeper and deeper inside her.
Now the guy behind bent her forward and put his cock to her tight ass, after some time he was able to get inside and the two guys fucked away as the other three groped and played with her.
I desperately needed to cool down and dived into the pool, I couldn’t see what was happening but I could hear Sara squealing, I was about to explode in every way possible.
I got back out of the pool and watched as the guys took turns on her, it was getting messy now as nobody wore condoms and cum was everywhere.
I found a towel and told the guys it was over, I wrapped Sara up, carried her inside put her on the couch, she never saw them again.
I went back outside and gave the guys another beer, I didn’t really want to listen to them anymore and told them it’s time to leave.
I went back inside and sat down next to Sara, she asked me “do you think I’m terrible?” I said “no way, that was amazing, I loved every minute of it”. We went for a swim together and she gave me the best blowjob since Patong.
I fell asleep with a huge smile on my face that evening, I had my answers, she would go through with her fantasy and yes, I was ok and loved every second of it. She still has no idea I setup the whole situation.

When I was younger and chatrooms were still popular, I spent some time in local, state chatrooms. I chatted with a few women over the years, but had never worked up the courage to actually meet one in person. The internet still had a stigma attached to it back then and I guess I was just afraid of the potential consequences.

When I was 22, I began having a conversation with a 40 year old, married mom whom lived about an hour and a half from me. Her children were older so they were rarely home and her husband was deployed to Afghanistan. She told me that their relationship had been slowly deteriorating for months. She said the few times that she would get to talk to him, it often ended in an argument and that they were most likely headed for divorce once he returned home permanently.

She was a beautiful woman. She told me that before her husband had left, she was a bit heavier, but had worked her tail off to lose the extra weight. By the time we began chatting, she was down to I’d guess around 130 pounds—perfect for her five foot, seven inch frame.

We chatted for several weeks and would occasionally use the webcam. Webcam technology was still pretty new and the image was always laggy and blurry with no sound. As our conversations became more intimate, I would ask for her to show me different things. She was hesitant to show me her breasts. She explained how the weight loss had taken its toll on them. Reluctantly, she showed me. While I thought she was gorgeous either way, she was right. The radical change to her body had done wonders in other places, but the opposite was true in others.

One day, after having been absent from chat for a few days, she hopped on and said that she was sorry that she had been away. She said that she had had some surgery and wanted to show me something. She turned on her webcam and proceeded to take off her shirt and bra to show me that she had gotten breast implants. Like I said, I thought she was beautiful before, but now every inch of her body was perfect. She would definitely be causing heads to turn everywhere she went.

She told me that I was the first to see them and that she hoped I would see them in person someday. We exchanged phone numbers and within a day or two she texted me to tell me that she was in town to pick up her husband from the airport. His plane would not be coming in until the next day. She had gotten a hotel room downtown and had nothing to do so she wanted to know if I would want to meet to have coffee or something. I agreed to the meeting, despite being nervous as hell.

We had planned to meet at Starbuck’s. It was my hope to get their first simply so she would have to come up to me as I was scared to death to have to come up to her. When I arrived, I was too late. I could see her standing at the counter waiting for her order, but I could really only see her from the side. As I approached the counter from behind her, I heard the kid working the register tell her how beautiful she looked. She said thank you and turned around to see me standing there nervously. My jaw nearly hit the floor. She was stunning! She wore a tight tank tope that amplified her already amazing cleavage. She was also wearing those sexy, cat-eye glasses that I absolutely love on girls.

We awkwardly hugged and I placed my order before joining her out on the patio. We made small talk for well over an hour. It was getting later in the afternoon—early evening. I asked if she wanted to go somewhere and get some dinner. She agreed so we walked a few blocks to a nice Italian restaurant where we had a nice dinner and a few drinks. We continued to make small talk for another good while before I finally paid the check and waited to see where things went next.

I nearly jumped for joy when she asked if I would like to go back to her hotel room and order a movie or something. We walked to her hotel and as we were going up the elevator, yet another guy commented on how beautiful she was. He looked at me jealously as if he knew what was going through my mind.

We entered the room and we both made ourselves comfortable on the bed. She turned on the TV and began searching the pay-per-view titles for a movie to watch. She could’ve turned on anything at that point—I didn’t care. She picked a movie and we began to watch. While I do remember the name of the movie, I couldn’t tell you anything about it as my mind was racing a hundred miles an hour.

We lay there for about forty-five minutes to an hour in silence—except for me getting up to go to the bathroom every ten minutes because I was so damn nervous. Finally, I figured it was now or never so I gently began to caress her cheek with the back of my hand before leaning over and kissing her. This lead to a very passionate make out session before I asked if I could finally see the work that she done.

She lifted her shirt over her head and I wrapped my arms around her back to unclasp her bra. I threw it to the floor, exposing the biggest, most perfect pair of breasts that I had ever been this close to. I asked if I could touch them or if they still hurt too much for them to be handled. She said that she had taken some painkillers as soon as we returned to the room so it would be fine. I gently placed my hands on them being very careful not to be too rough. However, she insisted that she was fine and such delicate care was not required. I continued to fondle her as we kissed, our tongues swirling in and out of each other’s mouths. I lowered my head and carefully licked her breasts, churning my tongue around her nipples.

She told me to lie back and relax. She removed her shorts leaving on the lacey, pink panties that she wore. She undid my belt, unbuttoned my jeans and slowly slid down my zipper. She was somewhat surprised by the fact that I wasn’t wearing underwear, but this only slowed her a second as she took my cock in to her hand. She stroked it gently before lowering her head to give it a lick. She slid her tongue down the length of it stopping at the base to take my balls in to her mouth. She slid back up and whirled her tongue around the head before finally taking the whole thing in to her mouth.

It was pure ecstasy! I had never felt anything like this—the things she could do with her tongue! I desperately tried to recite baseball statistics in my head to keep from cumming too soon so that I could enjoy this for as long as possible. I gave the best effort that I could before finally exploding in to her mouth. It was the most intense orgasm I had ever had. She swallowed it all and smiled as she came up and rested her head on my chest. She must have been able to feel how fast my heart was racing.

We laid there for a few minutes. The entire time she was gently playing with my now soft cock in her hand. After a few minutes, I was hard again and she began stroking me harder. I tried to slide my hand into the front of her panties, but she cut me off and resisted my advance. I told her how bad I wanted to fuck her. She said that she wanted me too, but unfortunately, it was just not a convenient time of the month to do so. So she continued to just stroke my cock for a few minutes.

I was as hard as a rock; throbbing in her hand when suddenly, she stopped and excused herself to the bathroom. I hedged my bets and assumed this was simply and excuse to make preparations as she wanted to fuck as badly as I did. I reached down and took my wallet from my pants that were still lying on the end of the bed. I removed one of the condoms that I had bought on my way to meet her in hopes that something like this would happen. I had been so nervous about what this encounter would be like that I bought those condoms with the desensitizing lubricant to help ensure that you can last longer. I took one and placed it on the corner of the nightstand.

A moment later she returned from the bathroom, having removed the pair of panties that had blocked me from getting to her pussy earlier. She was ready, and so was I. She noticed the condom that I had placed on the nightstand. Standing next to the bed, she took the condom and unrolled it down my penis before climbing on top of me and guiding me in to her pussy.

We fucked forever—in every position imaginable. If it hadn’t been for the extended pleasure condom; I know I only would have lasted a couple of minutes, if not a few seconds. I eventually reached the point where I desperately wanted to cum, but the condom was working all too well. I knew that if I kept it on, I was never going to climax.

Remembering one of our more intimate conversations from Yahoo, I knew that doggy style was her favorite position so I asked if we could do that next. She happily climbed up on all fours and I took my position behind her, discreetly removing the condom in the process. We were facing the mirror so I could see the look on her face as I slid my now naked cock inside of her. She could tell right away what I had done, but didn’t seem inclined to care. I began thrusting harder and harder and told her that I was going to cum. In the slightest whimper, she said, “I want you to cum inside me, baby.”

That was the moment of no return as I thrust my cock one last time and pulled her as close I could by her ass. I unloaded inside of her before we both finally collapsed on the bed. We continued to lie there, now in the dark; kissing and fondling each other before finally falling asleep in each other’s arms.

We spent the entire next day texting back and forth about the encounter and how incredible it had been for both of us. Later that week, she told me that she was going to be coming back to the city to return her husband to the airport. She asked if she could stay with me once she was rid of him. At this point in time I had just returned home from college and was still living with my parents. I was too embarrassed to tell her, so I essentially just dodged the question and explained that I would be busy. Our messages became fewer and fewer over the next couple of days before just finally ending altogether.

To this day, I still think about this night and recreate it in my mind. About a year ago, right before my own wedding, I decided to see if I could find her. All I had to go on was a first name, an old cell phone number that was no longer in service, and the screen name she had used on Yahoo Messenger.

After some creative Googling, I managed to find her Facebook profile. I discovered that she was now living in another state as her husband had been reassigned. They were still married; apparently living much happier than she was at the time of our meeting. I sent her a friend request, but she never responded. I took this to mean that it was best to leave well enough alone. I still check in on her Facebook page from time to time. I have since learned that her son is right around my age and that her daughter, only a couple of years younger than me, is as gorgeous as her mother.

I wish that I could simply tell her how much that night meant to me, but I wouldn’t want to risk jeopardizing her marriage or my own. I am left with the lasting memory in the back of my mind and very few days pass that I do not recall that evening and wish that I would have met her again the following week like she wanted to.