Hello everyone, my name is “F” and today i wanna tell you something that got me really excited involving my gf.
First of all, i apologize in advance for my grammar mistakes and some other things that could be off in my writing, but English is not my first language. However, I will try to do my best.
Brief introduction: As I said, my name is “F” (all the real names will be hidden for obvious reasons), I am 29 years old and I am in a 4 years long relationship with my gf Cassie.
Cassie is 27 yo, medium height, has a slim body type with a lovely pair of 36DD breasts, a pretty good ass and a fantastic waist that makes her look like a beautiful hourglass. Apart from that, she has long curly hair and a nice tanned skin. She is a latina, which makes sense after that description.
I have fantasized about cuckold experiences since the day we first got together, the fact that she is much more beautiful than me and specially knowing that she only had sex with two guys in her life (her ex and me) makes it even hotter.
Sadly I haven’t told her about that bc I don’t want her to think that I’m a pervert or sth like that, but I did joked about having a threesome one day, which made her look at me and just reply “No sir”.
I was losing all kind of hope and thinking about posting some pics of her online just to see the reactions and to read what other guys would do to her, but I chose not to, it would be terrible to do that without her consent I thought.
“Luckily” the city we live in went into full lockdown. And I guess you all know what that means at this point, stay home, no work for you.
We weren’t that worried bc we were getting paid anyways and money was enough to sustain ourselves till everything went back to normal, but I saw that as a huge opportunity.
-“Babe, have you heard about OF?” I asked.
– “Yes, why?”
– “I was thinking, why don’t you try posting there?”
She looked at me in disbelief and replied
-“You want me to sell my naked pictures online? For real?
-“Why not? It could be good money and lots of people are doing it during the pandemic! You don’t even have to show your face!
She didn’t reply at all, but it wasn’t looking promising at all.
Long story short: I mentioned about it a few times while we were drunk and she ended up posting on different subreddits and finally got her OF account.
Apparently she loves this because since the day she first posted, sex got much better which makes sense, it must turn her on a lot knowing that so many guys would do anything to fuck her.
She has been making good money and getting a good amount of subscribers, but things took a turn few months ago.
She came to me one day and told me about a request she got on the page.
-“This guy texted me, he offers to pay a nice sum of money and he wants me to be his new online sugar babe. Apparently his previous one got into a relationship and her bf doesnt want her to keep doing it. What should I do?”
I tried to hide my excitement and just replied, “You should go for it, it doesn’t sound bad at all, and he knows how this things work more than the two of us”
During this time I had been looking at her phone and reading every request she got and how guys were getting crazy with her pics, and that got me super hard every time, but this was a whole new level, he was willing to pay lots of money in exchange of exclusivity. And I loved the idea.
Weeks went by, and their relationship was based on just small talk and a few pics they exchanged ocassionally.
He is a 47 yo guy, divorced and father of two. Has his own small company and likes the fit life, based on the pics he sent, he is a really good looking guy tbh.
As I said, nothing crazy until he asked for a video call. I thought my gf was going to say no, but she didn’t. They set a date and went for it. I was busy doing home office that day and just passed by the bedroom where she was while they were at it, just small talk and as she told me “I didn’t even have to show him my face”
Days later, I was going through her phone, taking a peek of her account and I saw his last message. It read “I am REALLY looking forward for the next call on wednesday”
I will be working all day long on wednesday I thought, and why is he so excited about it?
So, possessed by the curiosity and horniness I made a decission, one of the bests I ever made.
I grabbed my camera and placed it on our wardrobe, hidden between my clothes and facing towards the bed. She always does this stuff in bed and the wardrobe door has never been closed. I was right.
I left that day hoping that the camera I left would record everything so I could watch all the footage the next day while she was at work. Luckily everything was recorded.
10 minutes passed and no action overall, until I saw my gf walking into the bedroom with her laptop and her Webcam, she then went back to the kitchen and brought a chair with her.
She placed the laptop on top of the chair, connected the Webcam and after a few minutes connected with Evan through the video call app.
She jumped in bed wearing yoga pants, a long shirt and the usual face mask she wears in all her pics and vids (thanks covid I guess).
They greeted each other and talked for a while. Small talk about their lifes, Evan’s children, work stuff and just the kind of things you would discuss with a friend.
At this point I was getting a little bit bored watching it, but I remembered about his text and how he was so excited about this call in particular, so I decided to go on.
Around 10 more minutes went by until I heard him asking something:
“Can I get what I asked for now?”
Ok, shit is getting real, I thought. Let’s find out what he requested.
Cassie nodded and put her hands on her ears. She slowly grabbed her face mask and took it off.
She was smiling and a little bit blushed, which is understandable bc it was the first time one of these internet followers saw her real face.
I was surprised about the situation, but couldn’t believe he was so eager to do a video call just to see her face. I was wrong, but I was going to find about it later.
“Finally!” Said Evan. “I can put a face in all those beautiful pics you send, and it’s prettier than I ever thought!”
Cassie smiled and covered her face, she was clearly embarrassed but she loved the compliments.
Conversation went on for a while until he mentioned something about two packages.
“Did you get them?” He asked.
“Yes, I opened the one you told me and kept the other one intact” Cassie answered. “But there is an issue with the first one”
“What happened” said Evan
“Wrong size” they both laughed and kept me thinking what were they talking about.
“Really? Can I see?” he sounded really excited about this situation.
“Well, you paid for it. Of course you can” my gf replied with a cute smile on her face.
Now I knew why he was so happy about it.
She got on her knees in bed and slowly took her shirt off, revealing a black bra which was way too small for her 36DDs. They looked like two balloons which were about to explode.
“Oh shit! I’m so sorry! I thought they were the right fit” Evan was laughing “You look beautiful though”
“Haha maybe next time you’ll get it right” she joked.
“What about the bottom part?” he asked
“Bottom part is fine” She got up from bed positioned herself in front of the camera and removed her yoga pants, revealing a tiny black thong which was barely covering her tight holes.
“Finally I can see that beautiful body of yours live” Evan sounded extremely happy.
She laid back in bed and they kept talking, but this time the conversation was related to more intimate stuff.
He asked things like “how many partners did you have?”, “have you ever had a threesome”, “what is your favourite position?”, and so on.
She replied to each one of his questions and then he asked the last one: “Ready for the second package?”
Cassie nodded and walked towards the wardrobe where the camera was located. Luckily she didn’t see it.
She grabbed a big package and took it to bed with her.
“Ok, I’m ready” She said
“Open it and grab the smaller box first” he indicated
She did as told an opened a small box. She took what at first sight looked like a necklace and looked at it.
“Nipple clamps!” She shouted.
“Sounds like you like them, why don’t you try them on?” Evan said. His voice was filled with lust.
“Of course, this bra is killing me” Cassie reached behind her back and the bra fell in her tummy, revealing the magnificent pair of tits I enjoy so much.
“Wow” Evan said. “So, I’m the third guy that saw those beautiful breasts naked on real time?”
“Yup” Cassie replied. She was a little bit distracted while clamping her lovely hard nipples. “Done! How do I look?” She asked.
“You look like my dreams” he replied.
At this point I was extremely hard. I was watching my gf stripping in front of a guy, with her face uncovered and wearing nipple clamps for the first time! This was a dream come true. But little did I know this was just the beginning.
He mentioned how beautiful her tits were, he complimented the size, shape, areolas, everything about them.
Cassie is extremely proud of her “girls” and she kept playing and rubbing them while he worshipped her.
“Second package?” Evan asked
“Sure” Cassie reached for the package and grabbed another small box, slightly bigger than the first one. She opened it and took sth I wasn’t able to see because the camera didn’t focus properly.
“I told you I don’t like this stuff” She sounded angry but she was still smiling. The camera focused again and I was able to see that she had a butt plug in her hand.
Cassie is not a big fan of but stuff, we tried anal only once and she hated it, she doesn’t even let me slide a finger while I fuck her doggystyle.
Evan laughed and then said “Come on! Look how tiny it is! You won’t even feel it!”
Conversation went back and forward until she finally said “maybe later”.
“There is another box in there” Evan told Cassie. But first I want to see that vibrator you use on your pics”
She nodded and looked in the bedside table’s drawer. She then grab the vibrator I gifted her on our anniversary and showed it to him.
Evan laughed. “Look at that! It looks like a finger!!”.
I was a bit offended bc it is a 6 inches vibrator, just a bit smaller than my own dick.
Cassie shrugged her shoulders. “It’s good enough haha”
“You shouldn’t aim for good enough baby. Why don’t you show me how you use your mouth with it?”
She kneeled in front of the camera and slowly started licking and deepthroating the vibrator. At this point I had already cum once without even touching myself. I couldn’t believe what I was watching actually happened.
“Yes baby, you are really good” Evan said. “Is it ok I I touch myself while I watch?”
Cassie nodded and kept sucking the vibrator while rubbing herself over the thong (which he wasn’t able to see from that angle).
“I think you are ready for the final box”
She left the vibrator in the bedside table and reached for the last box inside the package.
This one was a rather big one, and neither of us weren’t ready for what it contained.
She opened it and found a 9 inches dildo inside of it (I checked the size when she was out). Her expression was priceless, she looked nervous and excited at the same time, it was the biggest “dick” She ever had in her hands.
She laid back in bed and placed the dildo in between her tits.
“Do you expect me to put this thing inside me?” She asked while raising her eyebrows.
“If you want to, I just wanted you to experience what being fucked by me feels like” Evan replied with an arrogant attitude.
“Yeah, sure” Cassie laughed. “Every guy that contacts me online claims that they have a huge dick”
“I know, but I am not a liar sweetheart” He replied, and apparently pointed his camera towards his dick.
Based on her reaction, he really was 9 inches. Her eyes and mouth were wide open and she only mumbled “Oh my god”.
“Told you” Evan said proud of himself. “Now, you told me you like dominant guys, so no more chit chat. Take that thong off and show me those pretty holes.
She did as requested and pointed her ass towards the camera while sliding the undies off. Her tight asshole and pink pussy were finally uncovered.
“Good girl, now stop being childish and lube both of them, dildo and buttplug now”.
She grabbed her lube and softly rubbed them both with it. I was sweating at this point. Watching my beautiful girlfriend completely naked and being controlled by this guy who was 20 years older. I was speechless.
“Put that buttplug inside you Cassie”
She was hesitant but he kept insisting until she finally grabbed it and slowly inserted it in her almost virgin asshole.
“See? It’s not a big deal”. He was clearly jerking off, I was able to hear it, and apparently she was watching it.
Her legs were spread open and I was able to see the red bottom of the plug between her cheeks. She was moaning and she wasn’t even touching herself.
“Now the fun part, let’s see if you are ready to take a real dick, fuck that dildo as you would fuck me”
She grabbed the dildo, spat on the tip and slowly took it, inch by inch.
“Mmm yes baby, stretch that beautiful pussy for me, all the way in”
Cassie was moaning louder and louder. She used one hand to control the depth and the other one was caressing her clamped tits.
He demanded new positions every few minutes. Legs open, doggystyle, her riding facing the camera and backwards.
It was crazy, they were having the time of their life together.
Cassie is not the most vocal girl I fucked. But this time she was going for it. “Yes daddy”, “Fuck me harder”, “I’m your little slut”, “Cum inside me please”, “I love your huge dick”, were some of the things I was able to hear.
He even mentioned me a few times, talking about how small my dick was in comparison and how she deserved a real guy with a proper dick. It looked like she loved that stuff, and I did too.
I don’t have any problems with my size, I’m an average guy but I always wanted to see my girl being taken by one of those huge dicks you find in porn videos. And I was finally watching it, yeah, a fake dick, but I looked and sounded like a real sexual encounter.
After some riding she laid on her back again, still fucking herself with the dildo with her left hand. She then grabbed the vibrator with her right hand and placed it over her clit.
At this point they both were extremely loud, louder than ever.
They kept talking about how they both loved being fucked by each other until she looked like she was being possessed.
Her spread legs started shaking, the dildo was all the way in, buttplug still in place and the vibrator doing its job on the top.
The moaning was out of this world and as the shaking was harder she shouted the last “fuck me daddy” and there it was.
Imagine watching this scene. My boxers were soaking wet from all the cum, it was by far the best orgasm I ever had, and it was the same for her.
I was able to see my 27yo gf shaking, sweating and with her make up running across her face, having a crazy orgasm , and not only that. She was squirting all over. She never squirted before, in her words “I don’t think I can do that”. This older guy, who was paying for her pics and videos was making her squirt for the first time in her life without even being in the same country. I was blown away.
After that, she was completely wet, the bedsheets were soaked and she was gasping for air. And I think Evan was going through the same stuff, based on his loud breathing.
“I love you baby girl” he said after a few seconds
“Thank you for everything… daddy” Cassie replied.
They talked about it for a while and then they said goodbye to each other. After they disconnected, Cassie went for round two, apparently she was still horny. She didn’t squirt that much this time, but her pussy looked extremely shiny with all the fluids.
She laid in bed for five minutes, until she got up and grabbed the soaking sheets.
I think she took a shower and went for a nap. The last part of the footage is basically my beautiful “innocent” gf sleeping with a smile on her face.
I arrived home that day and she was making dinner. She never mentioned the call or even chatting with Evan.
That night we went to bed and I tried to have sex, but she refused “I am a little bit tired” she said. Now I know she was probably too sore.
I managed to get a particularly impressive blowjob and fell asleep, thinking about the footage I was going to find the next day.
After watching the recording, I went straight to their conversation on her phone.
I found a pic of Evan’s huge dick showing a large amount of cum flowing from it and all over his chest. There was also a message
“Look at the mess you provoked”.
“I would do anything to clean that with my tongue” Cassie replied.
“Be patient baby girl, we will meet one day and I will have enough to fill all your pretty holes”
“I can’t wait to be naked in front of you daddy, one day, hopefully”
That is the last message. I asked her if she had any other video call besides the first one, and she said no.
She was lying to me, not aware that I have all the footage in my pc. And I love that, I love that she pretends that she is only doing this for money, I love her acting innocent with me while she has the best orgasms in front of another guy, I love everything.
Hopefully one day I will be able to see her being fucked in real life. But so far, I’m super happy on how things are going.
I hope you enjoyed this as much as I did while watching it. I will keep you guys posted if anything new happens, have a beautiful day.
Source: reddit.com/r/gonewildstories/comments/qfwl95/my_innocent_gfs_journey_into_becoming_an_online