Trapped, betrayed, emotionally cuckolded and revenge turned really weird!
Re: Trapped, betrayed, emotionally cuckolded and revenge turned really weird!
So here's the big reveal. This sounds surreal. I've had to rewrite it to my POV from Alex' because he sent an email to Jennifer on October 9th retelling the evening from his point of view.
So I've taken it and edited it so that it's from my perspective.
Fucked up? yes, I know. My perspective, written by Alex initially, from 15 years ago. Confusing... I know. I'm sorry.
I'm not making it up. I'm just sharing.
I will admit though, what's also really weird is that I remember (and so does Jennifer) that she was wearing a ball gag to prevent the kissing at the first visit? But I don't remember if it came off quickly or what and the story doesn't have any part of it in it?
Anyways, here's how it continues from the last chapter.
CHAPTER 10 - THE FUCKED UP FUCKING!
I walked over to the bed, and climbed onto the left side of it and I slowly pulled the blanket down from Jen's back. I got it 3/4 of the way and then took the massage oil and dripped it on her back. I put the oil down and then started to slowly massage her upper back. I was rubbing it and Jen was giggling. She was allowed to talk, but I wasn't. It was one of the 6 rules. I slowly massaged her back and started working the blanket down a little bit so I could massage her lower back. As the blanked lowered, I could start to see the small of her back and the upper portion of her bum. It was so cute, just peeking out of the blankets.
Jen then said "Why don't you mount me?" and I snickered. I didn't though. I wasn't ready. I was still nervous.
A couple minutes passed and then I did exactly that. I mounted her and sat on her bum where the blanked was still covered. I was rubbing her back and then started rubbing her sides slightly touching the side of her boobs. Nothing much, but a little bit of a tease. I moved over to the side and proceeded to keep massaging.
I started rubbing her more and slowly uncovered her even further, exposing her bare ass. I uncovered her fully and started to massage her hamstrings and worked down her back and over her bum and then down her leg. Then I did the other side. 15 minutes had passed since the massage had started. Her legs were still together and I went to the other side.
I started to push my luck a little bit and massaged her bum and started to spread her a wee bit.
Then Jen mentioned that the massage oil was warming and wanted me to blow on it. Weird, but okay? So as I was rubbing upwards, I blew in between her legs. And I did it again, and got closer. The third time I could practically taste her pussy. I was about 2 inches away.
I got back over to the other side and took a chance. I was rubbing Jen's back and then went down and rubbed her bum. She was relaxed! I now had my confidence to move forward. No words were being spoken. Just a really good massage and each passing minute relaxed me more and more.
I slowly placed my hands on Jen’s left hip to nudge her towards flipping over. She flipped over to her back with no resistance. I started off by rubbing her chest and leaned down and lightly kissed her left nipple. Jen laughed. I moved to the other nipple and did the same thing. Then I kissed her chest, and worked up and kissed her neck.
I paused for a second to see if she would turn and kiss me (NEW RULE # 6, Alex can't initiate the kissing, Jen needs to do it). But she didn't, and I went back down and started to kiss her nipples. I reached my hand down between her legs and started to massage her. When my fingers touched her clit, I could feel it was soaked. Jen responded well and spread her legs a bit to welcome my wandering finger.
I decided to press my luck again. I worked my way up to Jen's face to see if I could work that kiss out of her. So I worked up towards her neck again and I kissed and then I kissed her cheek. I pulled away and Jen said "You fucker, I know what you're wanting." and I snickered again.
That's when I knew that she would kiss me. She was making a game of it, I just needed to turn her on more. So I kissed the side of her cheek and moved to the other side and kissed her other cheek, this time slightly touching the side of her mouth with my mouth. I stayed there for a second or two and I lifted off and hovered. Jen moved her head slightly my way and positioned her lips under mine. I leaned down and placed my lips on hers to see if she would kiss back. She lied there and she made the first move.
We started to kiss on the lips. I was rubbing Jen's slit and it didn't take very long before I felt her tongue. It was so erotic! so hot! Jen was French kissing me which is weird because she doesn’t really like kissing that way.
So I started to kiss Jen a little bit harder and stronger, Jen responded by pressing her tongue deeper and deeper into my mouth.
We kissed for a couple minutes while I rubbed Jen's clit and then I started to move down.
I moved my way down slowly and I got right between her legs and opened her up. I was on my stomach and I started to nuzzle my tongue at the top of her pussy. I had to be very careful not to use my own techniques that were tried and true. I decided to “American Pie” it with the alphabet which I’ve never really done. I was working up and down a bit and within 5 minutes, I had my whole tongue working away.
After about 10 minutes, I got off the bed and went and took the dildo out of the warm water. FWI, Jen’s got an UID and there were conversations about STI’s and safety. I produced a document that showed that Alex was free and clear and Jen said she I was the only one she’d been other other than the girl recently. That was enough for Alex. Anyways, music was playing, enough to cover up any delay or silence. I went over, got the dildo out of the water bucket and grabbed the lubrication and got between Jen's legs and put them up around my shoulders. I rubbed some lube on the dildo and and I made sure it was good and slippery. I placed the head at Jen's pussy opening and slowly started to work the head in. She practically swallowed it.
The head was very thick and ith went in with a “pop” once if passed the tip. I started to push in the rest of the shaft. Inch by inch, Jen took me deeper and deeper. I pulled out and then back in again. It was surprisingly easy to slide in and out. Within about 4-5 pushes, the Dildo was in all the way. I knew Jen could feel it. I was deep inside with everything I had. I wrapped her legs up around my shoulders even higher. There was no easing it in. We were both ready to fuck and boy did we ever!
And it was amazing! I was fucking Jen deep and hard. Jen was making a ton of gasping noises when I shoved it in on a certain angle.
I knew that Jen was loving the dildo! I didn't think she would respond as she did! It was such a turn on to see that she was loving it so much, so raw and carnal!
I hammered it in an started to moan a bit, pretending to have an orgasm (yes, guys can fake it too). To play into the horniness, I reached over to the bed side table and got her cute little velvety purple vibrator and put it in her hand. Jen took it and placed it in between her legs and started to get herself right off. I took the opportunity to go up and kiss her deep and hard. I forced my tongue into her mouth and she met back with a forceful tongue of her own. I knew she was really, really horny. She was also mind fucking me because she didn’t like to kiss with tongue, like, ever. In fact, one of the issues that we’d been having is that Jen even indicated that she no longer enjoyed kissing. That it was kindof gross.
And after a few minutes of that dirty, naughty experience. Jen said "I thought you could make any girl cum almost immediately."
And with that I laughed and moved up beside her, I took two of my fingers, shoved them up her cunt and started massaging her G-Spot again. Jen pulsed and squealed and moaned and gasped with the pleasure. I was giving it my all. I was rubbing her g-spot hard and fast and she was giving me the reaction I wanted. Still ,no orgasm. She sure acted like she was going to, and I knew that she was experiencing extreme ecstasy, but I couldn't bring her to orgasm. After about 2 minutes, my fingers were extremely tired and I needed to stop. Jen was so horny and we had been kissing while I was rubbing her G-Spot.
I started kissing her neck, like a teenager. She fully exposed it for me. I sucked her neck so hard. My lips were getting numb I was sucking so hard. After 45 seconds of that I looked at her neck to see my work, and it was definitely red. She loved getting it too. She even told me at one point to suck harder! And when the hickey was done, I put the dildo in her pussy again. After a slow easing in, a minute or so went by and we resumed our hardcore fuck session. And it was hardcore. Jen loved the deep cramming and stuffing in her Pussy. I can't believe that she was able to take it all in so easily! She was so horny!
Then I flipped Jen over onto her stomach and pulled her leg up. So with her leg up and the vibrator on her clit, I started to fuck her deep. Jen really enjoyed it this way too. I think I was able to get in even deeper and make her feel it even more! But that position didn't last for very long. Jen went back on her back, I crammed it in, and fucked her hard and faked another orgasm.
I went back up and we continued to make out. Jen was so horny and she couldn't cum!
I took her by the hand and brought her to the hotel window.
I opened up the blinds and Jen stood in front of the window and spread her legs. I got down behind her and started eating her out from behind. It tasted so good, she was so wet! I was never a huge fan of licking pussy when I was younger, but now I couldn't get enough! I would dig my tongue in deeper and deeper and deeper. Then I would move to her asshole and lick her there too!
I was getting totally turned on that Jen was in front of the window and anyone passing could see her tits and much of her naked body. I started to jerk myself off while I ate her. It didn't take me long before I wanted to fuck her with my real dick and not the dildo.
I stood up and got Jen to spread her legs a bit more and I placed my cock on her pussy hole. The head slid right in from this position! And I pulled out and then drove it back in. Out and then in, Out and then in. After a few rhythmic thrusts I grabbed Jen's hips and really let her have it. I mean, I really pounded her from behind! She was moaning and groaning from all the impact. I was really pounding her and I reached forward, grabbed her hair and yanked her hard up towards me. Jen was favourable to the forcefulness like I knew she would be. She just took it. After that I reached underneath and felt her tits. I placed one in each hand and her nipples were so pinch worthy!
Jen started to push back against my cock. Before I knew it, I was exploding deep inside her cunt! I pulled out and went back to eating her out from behind. After I cleaned her up, I moved Jen to the other bed where we resumed our session.
The kissing started once again while I massaged her clit. I didn't think it was possible but she was kissing even more erotically by this point. I was on her left side and I started to kiss her nipples. Jen told me that she wanted me to bite them.
I placed my mouth over her nipple and gave it a little tug. She said “do it again.” So I did it again and tugged harder. Then I felt a bit of aggression and took the tip of her nipple, clamped down and tugged really hard! Jen moaned and moved to her side while tightening her knees together. She told me to do it harder again.
So I got the whole nipple in my mouth and started to bite and tug and rip at her nipple with a lot of force. And I mean, lots! The harder I tugged, the more she liked it.
And so I was horny once again! This time, Jen wanted on top. So I lied on my back, Jen got on top and started to ride me. My cock, not the dildo, the dildo wasn’t in use anymore. She sat all the way down on me and started to ride me hard. Up and down, in and out deep and hard. She leaned down and started deep French kissing me once again. This time it didn't take long. I said that I was close to cumming so she pushed down on my cock with incredible force and started grinding against me. I exploded once again deep inside of her cunt. It was so intense!
But fuck me, the kissing started again. Deep, hard kissing. It finished up after about 2 hours. “Alex” left and I threw the stuff into a bag that I didn’t want her to see. I went as sat beside Jennifer and said “How was that?” and she rolled over with a smile and said “amazing.”
And that was that. We fell asleep, I wasn’t interested in “reclaiming her” because I was pretty exhausted.
We fell asleep.
So I've taken it and edited it so that it's from my perspective.
Fucked up? yes, I know. My perspective, written by Alex initially, from 15 years ago. Confusing... I know. I'm sorry.
I'm not making it up. I'm just sharing.
I will admit though, what's also really weird is that I remember (and so does Jennifer) that she was wearing a ball gag to prevent the kissing at the first visit? But I don't remember if it came off quickly or what and the story doesn't have any part of it in it?
Anyways, here's how it continues from the last chapter.
CHAPTER 10 - THE FUCKED UP FUCKING!
I walked over to the bed, and climbed onto the left side of it and I slowly pulled the blanket down from Jen's back. I got it 3/4 of the way and then took the massage oil and dripped it on her back. I put the oil down and then started to slowly massage her upper back. I was rubbing it and Jen was giggling. She was allowed to talk, but I wasn't. It was one of the 6 rules. I slowly massaged her back and started working the blanket down a little bit so I could massage her lower back. As the blanked lowered, I could start to see the small of her back and the upper portion of her bum. It was so cute, just peeking out of the blankets.
Jen then said "Why don't you mount me?" and I snickered. I didn't though. I wasn't ready. I was still nervous.
A couple minutes passed and then I did exactly that. I mounted her and sat on her bum where the blanked was still covered. I was rubbing her back and then started rubbing her sides slightly touching the side of her boobs. Nothing much, but a little bit of a tease. I moved over to the side and proceeded to keep massaging.
I started rubbing her more and slowly uncovered her even further, exposing her bare ass. I uncovered her fully and started to massage her hamstrings and worked down her back and over her bum and then down her leg. Then I did the other side. 15 minutes had passed since the massage had started. Her legs were still together and I went to the other side.
I started to push my luck a little bit and massaged her bum and started to spread her a wee bit.
Then Jen mentioned that the massage oil was warming and wanted me to blow on it. Weird, but okay? So as I was rubbing upwards, I blew in between her legs. And I did it again, and got closer. The third time I could practically taste her pussy. I was about 2 inches away.
I got back over to the other side and took a chance. I was rubbing Jen's back and then went down and rubbed her bum. She was relaxed! I now had my confidence to move forward. No words were being spoken. Just a really good massage and each passing minute relaxed me more and more.
I slowly placed my hands on Jen’s left hip to nudge her towards flipping over. She flipped over to her back with no resistance. I started off by rubbing her chest and leaned down and lightly kissed her left nipple. Jen laughed. I moved to the other nipple and did the same thing. Then I kissed her chest, and worked up and kissed her neck.
I paused for a second to see if she would turn and kiss me (NEW RULE # 6, Alex can't initiate the kissing, Jen needs to do it). But she didn't, and I went back down and started to kiss her nipples. I reached my hand down between her legs and started to massage her. When my fingers touched her clit, I could feel it was soaked. Jen responded well and spread her legs a bit to welcome my wandering finger.
I decided to press my luck again. I worked my way up to Jen's face to see if I could work that kiss out of her. So I worked up towards her neck again and I kissed and then I kissed her cheek. I pulled away and Jen said "You fucker, I know what you're wanting." and I snickered again.
That's when I knew that she would kiss me. She was making a game of it, I just needed to turn her on more. So I kissed the side of her cheek and moved to the other side and kissed her other cheek, this time slightly touching the side of her mouth with my mouth. I stayed there for a second or two and I lifted off and hovered. Jen moved her head slightly my way and positioned her lips under mine. I leaned down and placed my lips on hers to see if she would kiss back. She lied there and she made the first move.
We started to kiss on the lips. I was rubbing Jen's slit and it didn't take very long before I felt her tongue. It was so erotic! so hot! Jen was French kissing me which is weird because she doesn’t really like kissing that way.
So I started to kiss Jen a little bit harder and stronger, Jen responded by pressing her tongue deeper and deeper into my mouth.
We kissed for a couple minutes while I rubbed Jen's clit and then I started to move down.
I moved my way down slowly and I got right between her legs and opened her up. I was on my stomach and I started to nuzzle my tongue at the top of her pussy. I had to be very careful not to use my own techniques that were tried and true. I decided to “American Pie” it with the alphabet which I’ve never really done. I was working up and down a bit and within 5 minutes, I had my whole tongue working away.
After about 10 minutes, I got off the bed and went and took the dildo out of the warm water. FWI, Jen’s got an UID and there were conversations about STI’s and safety. I produced a document that showed that Alex was free and clear and Jen said she I was the only one she’d been other other than the girl recently. That was enough for Alex. Anyways, music was playing, enough to cover up any delay or silence. I went over, got the dildo out of the water bucket and grabbed the lubrication and got between Jen's legs and put them up around my shoulders. I rubbed some lube on the dildo and and I made sure it was good and slippery. I placed the head at Jen's pussy opening and slowly started to work the head in. She practically swallowed it.
The head was very thick and ith went in with a “pop” once if passed the tip. I started to push in the rest of the shaft. Inch by inch, Jen took me deeper and deeper. I pulled out and then back in again. It was surprisingly easy to slide in and out. Within about 4-5 pushes, the Dildo was in all the way. I knew Jen could feel it. I was deep inside with everything I had. I wrapped her legs up around my shoulders even higher. There was no easing it in. We were both ready to fuck and boy did we ever!
And it was amazing! I was fucking Jen deep and hard. Jen was making a ton of gasping noises when I shoved it in on a certain angle.
I knew that Jen was loving the dildo! I didn't think she would respond as she did! It was such a turn on to see that she was loving it so much, so raw and carnal!
I hammered it in an started to moan a bit, pretending to have an orgasm (yes, guys can fake it too). To play into the horniness, I reached over to the bed side table and got her cute little velvety purple vibrator and put it in her hand. Jen took it and placed it in between her legs and started to get herself right off. I took the opportunity to go up and kiss her deep and hard. I forced my tongue into her mouth and she met back with a forceful tongue of her own. I knew she was really, really horny. She was also mind fucking me because she didn’t like to kiss with tongue, like, ever. In fact, one of the issues that we’d been having is that Jen even indicated that she no longer enjoyed kissing. That it was kindof gross.
And after a few minutes of that dirty, naughty experience. Jen said "I thought you could make any girl cum almost immediately."
And with that I laughed and moved up beside her, I took two of my fingers, shoved them up her cunt and started massaging her G-Spot again. Jen pulsed and squealed and moaned and gasped with the pleasure. I was giving it my all. I was rubbing her g-spot hard and fast and she was giving me the reaction I wanted. Still ,no orgasm. She sure acted like she was going to, and I knew that she was experiencing extreme ecstasy, but I couldn't bring her to orgasm. After about 2 minutes, my fingers were extremely tired and I needed to stop. Jen was so horny and we had been kissing while I was rubbing her G-Spot.
I started kissing her neck, like a teenager. She fully exposed it for me. I sucked her neck so hard. My lips were getting numb I was sucking so hard. After 45 seconds of that I looked at her neck to see my work, and it was definitely red. She loved getting it too. She even told me at one point to suck harder! And when the hickey was done, I put the dildo in her pussy again. After a slow easing in, a minute or so went by and we resumed our hardcore fuck session. And it was hardcore. Jen loved the deep cramming and stuffing in her Pussy. I can't believe that she was able to take it all in so easily! She was so horny!
Then I flipped Jen over onto her stomach and pulled her leg up. So with her leg up and the vibrator on her clit, I started to fuck her deep. Jen really enjoyed it this way too. I think I was able to get in even deeper and make her feel it even more! But that position didn't last for very long. Jen went back on her back, I crammed it in, and fucked her hard and faked another orgasm.
I went back up and we continued to make out. Jen was so horny and she couldn't cum!
I took her by the hand and brought her to the hotel window.
I opened up the blinds and Jen stood in front of the window and spread her legs. I got down behind her and started eating her out from behind. It tasted so good, she was so wet! I was never a huge fan of licking pussy when I was younger, but now I couldn't get enough! I would dig my tongue in deeper and deeper and deeper. Then I would move to her asshole and lick her there too!
I was getting totally turned on that Jen was in front of the window and anyone passing could see her tits and much of her naked body. I started to jerk myself off while I ate her. It didn't take me long before I wanted to fuck her with my real dick and not the dildo.
I stood up and got Jen to spread her legs a bit more and I placed my cock on her pussy hole. The head slid right in from this position! And I pulled out and then drove it back in. Out and then in, Out and then in. After a few rhythmic thrusts I grabbed Jen's hips and really let her have it. I mean, I really pounded her from behind! She was moaning and groaning from all the impact. I was really pounding her and I reached forward, grabbed her hair and yanked her hard up towards me. Jen was favourable to the forcefulness like I knew she would be. She just took it. After that I reached underneath and felt her tits. I placed one in each hand and her nipples were so pinch worthy!
Jen started to push back against my cock. Before I knew it, I was exploding deep inside her cunt! I pulled out and went back to eating her out from behind. After I cleaned her up, I moved Jen to the other bed where we resumed our session.
The kissing started once again while I massaged her clit. I didn't think it was possible but she was kissing even more erotically by this point. I was on her left side and I started to kiss her nipples. Jen told me that she wanted me to bite them.
I placed my mouth over her nipple and gave it a little tug. She said “do it again.” So I did it again and tugged harder. Then I felt a bit of aggression and took the tip of her nipple, clamped down and tugged really hard! Jen moaned and moved to her side while tightening her knees together. She told me to do it harder again.
So I got the whole nipple in my mouth and started to bite and tug and rip at her nipple with a lot of force. And I mean, lots! The harder I tugged, the more she liked it.
And so I was horny once again! This time, Jen wanted on top. So I lied on my back, Jen got on top and started to ride me. My cock, not the dildo, the dildo wasn’t in use anymore. She sat all the way down on me and started to ride me hard. Up and down, in and out deep and hard. She leaned down and started deep French kissing me once again. This time it didn't take long. I said that I was close to cumming so she pushed down on my cock with incredible force and started grinding against me. I exploded once again deep inside of her cunt. It was so intense!
But fuck me, the kissing started again. Deep, hard kissing. It finished up after about 2 hours. “Alex” left and I threw the stuff into a bag that I didn’t want her to see. I went as sat beside Jennifer and said “How was that?” and she rolled over with a smile and said “amazing.”
And that was that. We fell asleep, I wasn’t interested in “reclaiming her” because I was pretty exhausted.
We fell asleep.
Last edited by goodnfun on Thu May 01, 2025 9:29 am, edited 1 time in total.
Re: Trapped, betrayed, emotionally cuckolded and revenge turned really weird!
So here's my reflections.
Did I do the impossible? Did my wife actually believe it was her ex or in her mind did she just go along with a really kinky role play and she was onto me? I wasn’t sure. Was she mind fucking me? Was she totally aware that she'd been chatting with me the whole time and was testing the limits of my own lust?
Either way, what I was really thrown by was the kissing. It was intense. It was as though she truly thought I was Alex. It felt different coming from her. No limits and she wanted to skull fuck him with her tongue. She's NEVER done that, or even wanted to do that with me. Whenever I slip in a wee bit of tongue, she'd pretty much recoil in disgust. Not always, but 90% of the time and it can only be a tiny little hint.
This has actually led to issues in our relationship and led to therapy. Why doesn't she want to kiss me? It remains an issue to this day and one that I'm scarred by.
When Jen and I first started dating, we'd kiss for hours and have chapped lips the next day. It would be sore, but the kissing was plentiful, not intense and erotic. When Jenifer thought she was kissing Alex, I was on the receiving end of what I consider the best kissing ever! Like, it was really, really good!
No blowjob for me! I mean, how could she. It's not like she's going to suck on silicon and think it's the real thing. And if she tried to put me in her mouth, then surely she's know there was a size difference. There way way too much that could get messed up? 8" Dildo hamming into her pussy was a lot easier to fake than a 6" penis in her mouth!
Interestingly, she did not have an orgasm, not even with her vibrator. That was surprising. I almost wonder if she was withholding it from him, almost as if to say "you can have it all, but not that!"
But Jennifer hurt for the next three days walking. I really hammered her home with that dildo! All of it and the harness and "balls" stayed underneath by boxers.
Also, Jennifer wasn't allowed to touch Alex's dick. Another guidelines. She wasn't to reach down and grab it or anything. I was very adamant with my guidelines/rules and if she tried, "Alex" was quick to enforce them.
Did I do the impossible? Did my wife actually believe it was her ex or in her mind did she just go along with a really kinky role play and she was onto me? I wasn’t sure. Was she mind fucking me? Was she totally aware that she'd been chatting with me the whole time and was testing the limits of my own lust?
Either way, what I was really thrown by was the kissing. It was intense. It was as though she truly thought I was Alex. It felt different coming from her. No limits and she wanted to skull fuck him with her tongue. She's NEVER done that, or even wanted to do that with me. Whenever I slip in a wee bit of tongue, she'd pretty much recoil in disgust. Not always, but 90% of the time and it can only be a tiny little hint.
This has actually led to issues in our relationship and led to therapy. Why doesn't she want to kiss me? It remains an issue to this day and one that I'm scarred by.
When Jen and I first started dating, we'd kiss for hours and have chapped lips the next day. It would be sore, but the kissing was plentiful, not intense and erotic. When Jenifer thought she was kissing Alex, I was on the receiving end of what I consider the best kissing ever! Like, it was really, really good!
No blowjob for me! I mean, how could she. It's not like she's going to suck on silicon and think it's the real thing. And if she tried to put me in her mouth, then surely she's know there was a size difference. There way way too much that could get messed up? 8" Dildo hamming into her pussy was a lot easier to fake than a 6" penis in her mouth!
Interestingly, she did not have an orgasm, not even with her vibrator. That was surprising. I almost wonder if she was withholding it from him, almost as if to say "you can have it all, but not that!"
But Jennifer hurt for the next three days walking. I really hammered her home with that dildo! All of it and the harness and "balls" stayed underneath by boxers.
Also, Jennifer wasn't allowed to touch Alex's dick. Another guidelines. She wasn't to reach down and grab it or anything. I was very adamant with my guidelines/rules and if she tried, "Alex" was quick to enforce them.
Last edited by goodnfun on Sun May 04, 2025 7:37 am, edited 2 times in total.
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Re: Trapped, betrayed, emotionally cuckolded and revenge turned really weird!
Speechless.
Me: You’re probably a better fuck than his wife.
Her: I’m probably a better fuck than most people’s wives.
Our crazy journey: viewtopic.php?f=5&t=65359
Her: I’m probably a better fuck than most people’s wives.
Our crazy journey: viewtopic.php?f=5&t=65359
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Re: Trapped, betrayed, emotionally cuckolded and revenge turned really weird!
So... This goes on for the next three years. THREE YEARS! Until May 1, 2013.
It did end. I'll get into that soon enough in another post. But for now, the reflection is that it was the best sex either of us ever had! It was always blindfolded, Alex was ALWASY wearing his hat and always wore the same cologne she remembered from when they dated. It got to the point where Alex was allowed to whisper so they could have conversations and the sessions usually lasted around 3-4 hours. When she'd start to sober up, that's when it would often end (I'll also get into that in another post). But pure, raw carnage and ruthless hardcore fucking! The ONLY rule that existed by the end was that she needed to be blindfolded and she couldn't touch Alex's dick with her hands (because it was a silicon Dildo!). Alex, however, could put it in her mouth or whatever.
Three years of having the Best. Sex. Ever!
Some highlights.
1. The kissing. Whenever Jennifer is with Alex, she kissed him so passionately. Without limits. The tongue was limitless, the passion was unmeasurable and she loved it all. She does NOT enjoy kissing me with tongue. This is still the case today. In a weird way, it turns me on but I used to be insanely jealous.
2. She loves big dicks. That 8" dildo made her howl and moan. She took it as a challenge and got absolutely stuffed and I made sure of it. I had fun switching between the dildo strap on and fucking her myself. When she was drinking, she couldn't tell the difference. I would always get her stretched out and then when it was my turn and I was really horny, I'd hammer her home and fill her up.
3. Blowjobs. This one I was REALLY careful with. She doesn't really enjoy giving oral sex and she HATES cum in her mouth. However, there were many times with Alex that she not only sucked him off, but when he was going to cum, she would grab his ass and hold him in her mouth. This really fucked me me emotionally. I don't understand it and neither does she. She absolutely loved is when he would erupt in her throat. It turns me on to know this.
4. Anal. I was never able to fuck her in the ass with the dildo, but I was able to do it myself. She would thrust back on Alex as hard as she could. Jen was the most sexual person I could have imagined with Alex.
Now, in those almost three years. This opened up other areas further.
We would often go on weekend adventures, rent a hotel and hire a high end escort for a few hours in the evening. After Jennifer had been with Alex many times, She no longer saw me with another woman as a threat. And so she was 100% okay engaging in a very hot threesome with 10/10 fire hot women. Jennifer LOVED IT when another girl would suck me off in front of her. Jenifer loved watching the deep throat when possible and thoroughly enjoyed watching me cum in their mouth and them swallow. But she would never do it herself.
With all the girls/women we were with (30+) she had an orgasm every single time. Usually very strong ones. And every time, so would I. There were many times that Jennifer would be getting eaten out and I'd be making out with her. I'd sometimes try to slip in some tongue, but she didn't want it. Nope, that was reserved for Alex alone. Weird. There were times she would get eaten out by myself and another girl and cum. But what Jen learned she LOVED doing was eating pussy. She claims she's not a lesbian, but there's never been a pussy she didn't dig deep into and try to delicately (and aggressively) destroy with her tongue. Jennifer had NO LIMITS with girls.
She also became 100% okay with me being with escorts. She saw them as zero threat and really enjoyed the action. She didn't see any risk to the relationship. She would often help guide me into their wet pussies while she kissed me (again, no tongue).
And she was okay if I did it on my own as well. I would tell her "I'm staying over in ******* and I'm going to nail ******* again." and she'd be like "okay, have fun!" She also did it on her own once and she loved it.
And regardless of all the stuff that we were doing together or separately, on November , 2012 we hit another milestone.
She fucked another guy, for real, in front of me.
It did end. I'll get into that soon enough in another post. But for now, the reflection is that it was the best sex either of us ever had! It was always blindfolded, Alex was ALWASY wearing his hat and always wore the same cologne she remembered from when they dated. It got to the point where Alex was allowed to whisper so they could have conversations and the sessions usually lasted around 3-4 hours. When she'd start to sober up, that's when it would often end (I'll also get into that in another post). But pure, raw carnage and ruthless hardcore fucking! The ONLY rule that existed by the end was that she needed to be blindfolded and she couldn't touch Alex's dick with her hands (because it was a silicon Dildo!). Alex, however, could put it in her mouth or whatever.
Three years of having the Best. Sex. Ever!
Some highlights.
1. The kissing. Whenever Jennifer is with Alex, she kissed him so passionately. Without limits. The tongue was limitless, the passion was unmeasurable and she loved it all. She does NOT enjoy kissing me with tongue. This is still the case today. In a weird way, it turns me on but I used to be insanely jealous.
2. She loves big dicks. That 8" dildo made her howl and moan. She took it as a challenge and got absolutely stuffed and I made sure of it. I had fun switching between the dildo strap on and fucking her myself. When she was drinking, she couldn't tell the difference. I would always get her stretched out and then when it was my turn and I was really horny, I'd hammer her home and fill her up.
3. Blowjobs. This one I was REALLY careful with. She doesn't really enjoy giving oral sex and she HATES cum in her mouth. However, there were many times with Alex that she not only sucked him off, but when he was going to cum, she would grab his ass and hold him in her mouth. This really fucked me me emotionally. I don't understand it and neither does she. She absolutely loved is when he would erupt in her throat. It turns me on to know this.
4. Anal. I was never able to fuck her in the ass with the dildo, but I was able to do it myself. She would thrust back on Alex as hard as she could. Jen was the most sexual person I could have imagined with Alex.
Now, in those almost three years. This opened up other areas further.
We would often go on weekend adventures, rent a hotel and hire a high end escort for a few hours in the evening. After Jennifer had been with Alex many times, She no longer saw me with another woman as a threat. And so she was 100% okay engaging in a very hot threesome with 10/10 fire hot women. Jennifer LOVED IT when another girl would suck me off in front of her. Jenifer loved watching the deep throat when possible and thoroughly enjoyed watching me cum in their mouth and them swallow. But she would never do it herself.
With all the girls/women we were with (30+) she had an orgasm every single time. Usually very strong ones. And every time, so would I. There were many times that Jennifer would be getting eaten out and I'd be making out with her. I'd sometimes try to slip in some tongue, but she didn't want it. Nope, that was reserved for Alex alone. Weird. There were times she would get eaten out by myself and another girl and cum. But what Jen learned she LOVED doing was eating pussy. She claims she's not a lesbian, but there's never been a pussy she didn't dig deep into and try to delicately (and aggressively) destroy with her tongue. Jennifer had NO LIMITS with girls.
She also became 100% okay with me being with escorts. She saw them as zero threat and really enjoyed the action. She didn't see any risk to the relationship. She would often help guide me into their wet pussies while she kissed me (again, no tongue).
And she was okay if I did it on my own as well. I would tell her "I'm staying over in ******* and I'm going to nail ******* again." and she'd be like "okay, have fun!" She also did it on her own once and she loved it.
And regardless of all the stuff that we were doing together or separately, on November , 2012 we hit another milestone.
She fucked another guy, for real, in front of me.
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Re: Trapped, betrayed, emotionally cuckolded and revenge turned really weird!
"She fucked another guy, for real, in front of me".
Now that is a story I would love to hear.
Now that is a story I would love to hear.
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Re: Trapped, betrayed, emotionally cuckolded and revenge turned really weird!
He was blindfolded and she rode a Bloomindales Manneqin with a strapon attached but he couldn't really tell because he was really drunk.Cuckcuckgoose1 wrote: ↑Sun May 04, 2025 2:12 pm"She fucked another guy, for real, in front of me".
Now that is a story I would love to hear.
Re: Trapped, betrayed, emotionally cuckolded and revenge turned really weird!
...but then...goodnfun wrote: ↑Thu May 01, 2025 9:23 amNo blowjob for me! I mean, how could she. It's not like she's going to suck on silicon and think it's the real thing. And if she tried to put me in her mouth, then surely she's know there was a size difference. There way way too much that could get messed up? 8" Dildo hamming into her pussy was a lot easier to fake than a 6" penis in her mouth!
Confusedgoodnfun wrote: ↑Sun May 04, 2025 1:32 pm3. Blowjobs. This one I was REALLY careful with. She doesn't really enjoy giving oral sex and she HATES cum in her mouth. However, there were many times with Alex that she not only sucked him off, but when he was going to cum, she would grab his ass and hold him in her mouth. This really fucked me me emotionally. I don't understand it and neither does she. She absolutely loved is when he would erupt in her throat. It turns me on to know this.
Cuckolding Mentor & Bull
Re: Trapped, betrayed, emotionally cuckolded and revenge turned really weird!
Great Question!hubudig2 wrote: ↑Sun May 04, 2025 3:30 pm...but then...goodnfun wrote: ↑Thu May 01, 2025 9:23 amNo blowjob for me! I mean, how could she. It's not like she's going to suck on silicon and think it's the real thing. And if she tried to put me in her mouth, then surely she's know there was a size difference. There way way too much that could get messed up? 8" Dildo hamming into her pussy was a lot easier to fake than a 6" penis in her mouth!
Confusedgoodnfun wrote: ↑Sun May 04, 2025 1:32 pm3. Blowjobs. This one I was REALLY careful with. She doesn't really enjoy giving oral sex and she HATES cum in her mouth. However, there were many times with Alex that she not only sucked him off, but when he was going to cum, she would grab his ass and hold him in her mouth. This really fucked me me emotionally. I don't understand it and neither does she. She absolutely loved is when he would erupt in her throat. It turns me on to know this.
You're absolutely right!
Here's an email from Alex to Jen.
***************
Oct 13, 2012, 7:24 PM
I'm the guy who made you understand what it's like to actually want to make out again, to actually enjoy the feeling of a nice thick cock hitting deep inside of you, the same guy who made you feel so naughty you had no problem breaking every single one of your hubby's rules.
BTW - has Rob gone out any fucked anyone else yet? I'm not sure if you guys are still playing together? Have you told your friend ***** about us in more detail yet? You mentioned you got her all hot n' horny on the phone that one time when you told her about us.
Anyways, see you tonight!
***************
The first night, there was no blowjobs. But as my confidence built as Alex and pushed my own limits of what I could and could not get away with, eventually all of the limits were broken. Except I was the one breaking them as Alex... So in the very beginning, there were no blowjobs. But within a few months, I started to see what I could get away with. It would start with a quick "tap on her lips with it" which led from one thing to another. When she'd been drinking, she really wasn't paying attention to details. I could swap between my own dick and the Dildo and she had no clue.
In fact, it got to the point that when we'd get started, I'd use the Dildo for the first bit, but then use my own dick. It turned her on thinking she'd been "stretched out" by him and could take it so easily. She saw it as a challenge.
I got away with the blowjobs within the first 1-2 hours. with it and it was usually close to the beginning on the evening.
However, after she started to sober up, then she'd clue in.
In fact, I'll address this since I said would previously.
The way each visit would go is that I would meet Alex at the door. If it were a hotel, it would be three knocks. But hotels got unnecessary so it ended up happening at our home.
So Jen would drink for a bit, get tipsy and then Alex would get into be with her and they'd start. So... after about 2-3 hour Jen would sober up a bit. I would leave her for a minute or so and then come back. I'd "pretend" that I was Alex still, but many times she'd be sober enough to say "Rob?" and I'd answer "Yep"
And then she'd take off the blindfold.
Fucked up, I know.
Denial is very powerful and so is hope! She was hoping it was him so hard that I don't think she would even consider the idea it wasn't. I suspect that there were just enough conditions met that she was able to believe...
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Re: Trapped, betrayed, emotionally cuckolded and revenge turned really weird!
Very difficult to keep up with this- just wow --you really play your fantasy
Re: Trapped, betrayed, emotionally cuckolded and revenge turned really weird!
It is tricky. If I were a better writer, I'm sure I could make it more clear.Watchinu69 wrote: ↑Mon May 05, 2025 8:20 amVery difficult to keep up with this- just wow --you really play your fantasy
The events so far.
1. Got together in 1997
2. Married in 2006
3. First baby in 2007
4. Second baby is 2009
5. Jennifer tells me she loved another guy more
6. I go to a strip club
7. It turns her on
8. She gets an erotic massage from female masseuse (Ella)
9. She gets a second massage and engages in full on orgasmic adventure with another female (Karen)
10. Bunch of ex's show up at her niece's party. I get very angry and jealous. Jennifer and Kids go to stay with someone else.
11. While she's away, I get the great idea to "bait her" and she if she'll engage in conversation with her ex (Alex)
12. She tells me about it. I encourage her to keep chatting.
13. She does, it get's naughty. I find myself oddly turned on so keep it going.
14. She experiences first "texting" orgasm. It was a chat, but she had her vibrator.
15. I keep teasing "meeting up" and start wondering if it's possible to do it...
16. First meet up, at hotel, she's pretty drunk and turns into a sex superstar!
17. I love the sex. I don't want it to end! it's really good and she's doing stuff with me because she thought I was someone else!
18. After that, we start to have fun times with other girls. Hardcore threesomes which might as well look like they were shot on a porn set. Asians, redheads, blonde's, brunettes. Mature women, University students and everything in between. Tall girls, spinners, mostly real tits, some fake. Every one ends in my wife having an orgasm.
19. Jennifer becomes okay with me adventuring out on my own. She's not threatened by escorts. She's turned on knowing I'm staying in a hotel and having my dick sucked by a very hot girl.
19. Decide to take the "ex" sex to a new lever and actually let her fuck another guy. A male masseuse. I'm curios how she'll be with a REAL 8" cock and if she's loves big dick, or if it's who it's attached to. This is also the BIGGEST STEP of everything. I don't know if this will end us, or what...
It'll take me a couple days to post as I'm watching the video and captioning the events.
Jennifer and I actually watched the video this morning after I showed her a still frame. She's actually somewhat embraassed about it. She doesn't like admitting that she likes it so much. It's a vulnerability, but when she's horny, she's in it to win it!
A few snapshots of things to come.
1. Ended the "relationship" with Alex. Came clean about it and we moved forward.
2. Went to a swingers party in Florida.
3. Went to Oasis in Toronto. Jennifer "squirted" for the first time by another guy on the bed. Full adventure on video.
3. We went to Hedonsim II. First night was hosted by Candyland and it was awesome! Had breakfast one morning with Hedo Rick. Super nice guy!
And there's other stuff too. The emotional aspect is really interesting. Coming from a very vanilla, good two shoed kid to where my brain is now, I don't know if I'm fucked up in the head or if I'm confident and normal?
And that brings us to now.
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Re: Trapped, betrayed, emotionally cuckolded and revenge turned really weird!
Love to see those pics- she sounds amazing 

Re: Trapped, betrayed, emotionally cuckolded and revenge turned really weird!
I want to add something to this because it's important.goodnfun wrote: ↑Sun May 04, 2025 1:32 pmWe would often go on weekend adventures, rent a hotel and hire a high end escort for a few hours in the evening. After Jennifer had been with Alex many times, She no longer saw me with another woman as a threat. And so she was 100% okay engaging in a very hot threesome with 10/10 fire hot women. Jennifer LOVED IT when another girl would suck me off in front of her. Jenifer loved watching the deep throat when possible and thoroughly enjoyed watching me cum in their mouth and them swallow. But she would never do it herself.
As I mentioned before, Jennifer was my one and only real relationship. Sure, I'd copped a quick feel of a boob here and there at a pool with friends or whatever, but it was all very vanilla. Once we started to play with other women, the whole "what I was missing out on" became a non issue as well.
I now knew what other boobs felt like. Big ones, small ones, puffy nipple, pointy nipples. I sucked on them all! I knew what it was like to fuck a super tight tiny asian and I knew what it was like with a fiery redhead (I LOVE REDHEADS!)
One of the experiences I had sucked me off until I blew in her mouth and she immediately came up and kissed me after she swallowed. That was weird.
But in the end, with all these different experiences I knew what it was like. This was very important to me. And because Jennifer had essentially granted my wishes, albeit, for her own sexual desires I was extremely grateful. If Jennifer could see me with all these different women and not be jealous, then perhaps I could too. I was also really interested to see how Jennifer would be different with a strange guy vs. myself and Alex.
And so yeah, here's the next chapter.Cuckcuckgoose1 wrote: ↑Sun May 04, 2025 2:12 pm"She fucked another guy, for real, in front of me".
Now that is a story I would love to hear.
CHAPTER 11 - WHAT DID WE JUST DO???
I had been on a variety of websites looking for a guy to be with my wife, to "reward" her for being so amazing to let me bang other women.
But it was actually really difficult. I would post ads on Craigslist and within 24 hours, the ad would be taken down, but by then, there were MANY emails. Dozens to sift through, often close to a hundred.
And with so many to go through, it was NOT actually fun! There would be a potential, but the emails back and forth would end up nowhere, especially since my request was to be able to record a video of the event.
We had learned the video is VERY IMPORTANT! I recorded Jen and Karen. To this day it's top notch spank-o-vision. In fact, if regular porn isn't getting me off, I can go into my library of Jen videos (including Jen and Alex! YUP! Lol) and I finish off fast.
But also just as important, having a video allows us to rewatch and identify every detail. It leaves nothing to the imagination. At the time, this was very important because if I ever started thinking "wait, Is Jen falling for this guy, or girl?" then we ould watch the video and be like "nah, it was just a good time"
And that's the funny thing, sex is very separate from emotion now for us.
Anyways, back to the story. Most people didn't want to be recorded. It was hard to put a checkbox on all the items. Honestly, I gave up my search. I decided that the first experience for Jen needed to be good. It couldn't be some clumsy guy who get's cold feet (or can't get it up) disappoint her.
So I started to look at erotic male masseuses.
Found one. His name was John. I was particularly impressed with how well he could write. I HATED getting message that were like "sup'" or somewhat laid back. No, I was about to have my wife served up on a platter and she needed to be cherish, not "sup'..."
So with MANY emails back and forth, sitting expectations and how to begin, the night was arranged. Now, Jennifer still thought that Alex was real. this would be ANOTHER guy.
I have the video of this and much like the Karen video, I'll do a play by play. It was an hour long long (approximately). Jennifer was drinking, I was 100% sober. I was scared shitless. Jennifer was cal and relaxed.
The idea is that it would start off as a massage.
John knocked at the door. We greeted him. We discussed that to get started, Jennifer would get on the bed and John would give her a massage. I real massage, a good one. So Jennifer took off her shirt and bra (and remained covered) and laid down on the bed. John started to massage her. He had a white shirt and a pair of black pants on. He was well put together, I was impressed. He clearly took care of himself, definitely worked out.
He started the massage. During the massage we all chatted. It was very friendly. I had the camera recording from a makeshift tripod near the tv facing the bed.
He started off by massaging her back while topless on the bed, pretty innocent. Just a massage. 20 minutes went by and Jennifer was confident and so she flipped over. John started to massage her chest and slowly pinched her nipples and caressed her boobs. They looked magnificent and her nipples very very hard and point. It was a little chilly and she was pretty much nude. During the whole time we’re all engaged in casual conversation. Something is said “inaudible” on camera and Jennifer reached down and takes off her panties. I’m walking around with the video camera, catching different angles. John starts to rub her pussy and clit. Jennifer is just lying there. Everything is silent. Then he goes down on her and started to eat her out. 10 minutes goes by and he gets up to go to the washroom. He’s in there for about 5 minutes and it gives Jen and I a chance to reconnect and take stock of what was happening. In hindsight, it may have been brilliant. John making sure what when he comes back, we’ve had a chance to have a quick discussion how we’re feeling and how we’re doing. He comes back out and pulls his boxers off. He’s well hung and cut. Jennifer looks VERY BRIEFLY at his package and then looks back up. It’s one of the most innocent and devilish things I’ve ever seen her do and to have it recorded is awesome. He started tugging on his dick to get it hard while just engaged in casual conversation. It worked. He was a good girthy 8” by the time he was ready. He put on a magnum and got to the foot of the bed.
I was nervous, Jennifer was relaxed, he climbed on top and I moved to the other side and John said “here we go.”
And then it happened. He took the tip of his cock and places it against Jen’s opening. He slowly guided it in. Once it was in, he started to slowly and rhythmically push it in deeper and deeper. So now, my wife was fucking another man. Actually, he was fucking her. And I’ll tell you that I LOVE that we recorded it. The most erotic part is the sounds Jen made and the little facial expressions. You’d think that the video of another cock pulling out fully and then pushing back in would be the biggest turn-on, but it’s not. It’s when he pushed in all the way and her mouth opens slightly and then she let’s out a little whimper.
So he’s fucking her. He’s on top. I ask “Do you like that?” and Jen says “yes…” I ask her “Do you want on top?” and she says “I want him to be in control” to which John starts to jackhammer her. Immediately, her breath is cut short and she’s not moaning, she’s not grasping for air, she’s not hard of breath. I don’t know what the sound she’s making is. It’s certainly not a sound I can make her make, even when I was Alex. I’m guessing he’s hammering up on her cervix and it’s giving her very different feelings than an 8” piece of silicon or my dick which is an average 6”.
No, she’s getting hammered by John and now almost gasping for air while he pushed deep into her, forcing sounds from her I’ve never heard before. She’s not wearing a mask. Her eyes aren’t closed and she’s not too drunk to make bad decisions. She’s choosing to let him keep fucking her, and that he did! After 10 minutes of fucking, I say “Do you want Doggy?” and Jen responds “while I should because I know you want me to.” And with that, she gets on her hands and knees.
John enters her from behind. He’s grabbing her hips, thrusting with all his might to get as deep into my wife as he can. This goes on for about 3 minutes, Jennifer’s loving it and pushing back to meet his rhythmic thrusts. her tits are bouncing back and forth and John is thrusting her backwards with his hands on her hips. But then John pulls out and Jen says “What’s wrong” to which John responded “I pre-came too much” and laughs. His dick was going down! And unfortunately, Jen didn’t want to duck his dick. She actually doesn’t enjoy sucking dick (unless it’s Alex’). And with that it was pretty much over.
No cumshot, no mess. That was it. Some small talk, and then he leaves. Now, FWIW, Jen and I didn’t realize this at the time. It’s only after watching the video that how it went down it gets odd. I mean, he was rock hard for much of it, but I don’t know if he smoked a joint in the bathroom or if he’s eaten an edible before he got into our room messed up his performance?
But one way of another, it was over. I’m sorry for an anti-climactic story, but it’s how it went. But… It was the first time. Now it was about taking in the info and processing it, for both of us. Jen was now fucked by another guy. I think that I loved it. It was comfortable and I LOVED hearing the sounds she made. It was also triggered erotic jealousy knowing that I couldn’t hit her the way that another guy could and she sounded like she clearly enjoyed it more than with me. It was humiliating. That was new for me.
So now it’s time to process our emotions and come to the realization that Jen had just done the unthinkable. She fucked another guy.