My girlfriend Angela and I had been in a relationship for around 2 years at the time this story took place. Angela was the perfect person for me, beautiful brunette with a very hot body, big round butt with a small waist. Our sex life was also amazing and the fact we were very open about things we liked also helped. We had several conversations about our kinks and she was also the first person I ever told about my cuckold fantasy. Go my surprise she also enjoyed the idea. We used it as fuel in bed talking.
She loved teasing me with things like “imagine me getting fucked by someone in front of you, maybe someone you know, a friend or someone you hate. Imagine if that guy had a bigger cock than you”
So I guess classic cuckold dirty talking. We were very sceptic to actually try it especially since we wanted it to be a secret. Angela liked the idea when she was horny but normally she wasn’t the type of girl who would cheat or sleep with someone that wasn’t her boyfriend.
Anyway at the time we planned to go on our first vacation together. We were both super excited, we booked a nice apartment with sea view and everything looked great. The beach was beautiful and we also found a nice restaurant where the food was fantastic. The third day when we were again having lunch at that restaurant the owner Bob, came to meet us. He was a 45-50 year old man, about 5’10, a bit overweight but very gentle. He asked us if we enjoyed the food and then asked where we from, how many days would we stay and stuff like that. He thanked us for choosing his restaurant every day and offered us a bottle of wine.
We talked for about an hour and it took me a bit to realise he spent the time there because he probably was interested in my girlfriend. I say this because he mostly talked with her, he was definitely checking her out. When we left Angela told me she also got the same impression and joked about him being twice her age. Anyway we let it go until later that night while having sex she started mocking me about that man. She was telling me about how he was clearly interested in getting her in bed and how he was checking her out right in front of me and stuff like that.
We went there every day and he always came to talk to us and increasingly flirting with Angela. The last day there we told him we would depart in the morning so he insisted to have also dinner at the restaurant as apparently he had this table at a balcony which he usually reserved for special guests. That afternoon Angela told me that Bob would have his last chance with her and asked me what did I thought about it. I asked her if she found him attractive and she said she didn’t and that he was twice her age, she just thought since we would never see him again that could be a nice experiment for us.
I told her that would be hot indeed, but that was totally up to her. She decided to wear this sexy tight dress that barely covered her ass and some heels. She looked amazing and I was so exited about what could happen. At dinner he was checking her out like crazy focusing only on her. We had wine and the food was amazing. At 11 pm when we were all a bit tipsy while talking Bob’s hand ended up caressing her thighs, Angela was enjoying it and she was way more flirty than usual. After testing the ground and seeing that we were not stopping him Bob told us that he actually lived in the next building and that he would like to bring my sexy girlfriend with him.
I was super nervous but also very horny. What do you think babe? Angela asked. I told him it was up to her and he told us we could go. We went back to his place and on the way in he guided her to the bedroom with his hand gripping her ass. As we entered the bedroom he sat her on the bed and started to unzip his pants. He apparently wasn’t interested in any making out but wanted to go straight to the point.
He pulled out his cock which was nothing special and guided her heat to it.
Angela put it in her mouth and started giving him a blowjob. Watching her suck that man’s cock was making me so horny.
After about 3 minutes as he was fully hard he lied over her, pushed her dress up and as she pulled her panties aside he started fucking her. Things happening so quickly were way different from what I had imagined but it was so exiting. He started fucking her lying on top of her as she crossed her legs around him and started moaning. Watching his fat body pounding my beautiful girlfriend was so embarrassing but at the same time my cock was hard as a rock. He then started kissing her passionately and as he went harder and harder in about 5 minutes or so he was ready to cum. He pulled his cock out and shot his load all over her belly and panties.
He lied right next to her as she asked me to bring her something to clean herself up. I quickly got some papers from the bathroom and after cleaning herself up she told me we could go. Bob thanked us and told her she was welcome to come back to his restaurant whenever she wanted. As we left to go home she told me she couldn’t believe what just happened and that she never thought she would actually go through with it. Back at the hotel I told her I wanted to eat her out and she told me to lay on my back as she sat on my face in a 69 position pulling my cock out and started sucking it.
She told me to remember where her pussy was minutes before and that made me have the biggest cum of my life all over myself. We returned home the next day but the thought of her being fucked right there in front of me never left our minds.
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