Meeting up with Craigslist Couples for Cuck Sex – part 5 | 2016

This is part 5 of my first post which describes my experience meeting potential cuck couples from an ad I placed on Craigslist. In my first 4 parts of my series I am describing my experience with 4 separate couples I managed to meet on a M4MW ad I placed in Craigslist.

The fourth and final couple to respond to my ad was a couple in their late 30’s. The guy sent me an email saying he and his wife fantasized for a long time about having a guy join them for some fun in the bedroom. I sent him a note back but he didn’t respond for two days so I figured he changed his mind but on the 3rd day he wrote back apologizing for the slow responses. He said he and his wife were business owners and it was hard to find time to keep up with social emails but was certainly interested.

He explained that he and his wife were very much in shape, very athletic and were extremely clean and absolutely would have to ensure that they felt comfortable with the guy before they considered allowing him in their bed. This was good as this was the types of people I was looking for – cautious and trustworthy. He said his wife was very nervous about the whole ordeal and wasn’t sure she would want to go through with the deal but he said every time they had sex he would remind her of their fantasy and she would re-kindle the desire to have a 3rd in their bed.

He wanted me to send several pics of my face and body. I was a bit reluctant since I wanted to ensure they were real before I sent them as I didn’t want to blow my cover. But he agreed that if I sent pics he would return the favor and send pics of them so I went ahead and sent them. I immediately got their pics but I was a little pissed off that they blacked out their faces. He was correct that him and his wife were very much in shape as they did look like the “Ken and Barbie” types. Even though their faces were blacked out I could tell she was a hot woman.

I didn’t hear anything for 3 days after I sent the pics so I figured she was not too interested in meeting me – I figured I didn’t meet the standards as I guessed she was looking for a tall, dark and handsome guy. I was pretty much writing them off when I received an email again the next week from the guy asking if I would be interested in meeting them for a drink. He apologized again for the slow response but said work once again kept him very busy and couldn’t find time to respond.

I was surprised but agreed to meet them. We met at a local club downtown and had martini’s. She was very pretty. Blond, green eyes, about 5’7 and 120 lbs. Very nice athletic body with very big boobs (I assumed they were fake). The guy was about 6ft, short hair, lots of stubble but nicely trimmed and he too was very muscular and lean. Talked about work mainly as I was interested in their business. Spent about an hour together before we left our separate ways.

Didn’t hear from them for another two days with me again thinking I wasn’t passing the test with the woman but he sent me a note asking for me to come to their place to see how things progress. Wow I was kind of shocked but was very interested so I said yes.

I went to their place on a Tuesday evening. They had a very nice condo downtown, they were they typical YUPI couple with lots of expensive stuff and no kids. They mixed up some drinks and we sat and chatted a while and then he asked if I would be interested in sitting in the hot tub with them on their back porch. I said yes and they gave me a robe to change into so I could retreat to the hot tub. He and I got in (he had swim trunks on) and she came a few minutes later in a robe but had more drinks for us all. She removed her robe (also in a swim suit) and got in the tub. She sat in between myself and the guy and we drank some more and chatted.

After a while we were all getting kind of tipsy and the conversation started to turn towards sex. They both were comfortable openly discussing their experiences and fantasies and I told them of my recent experiences meeting with other couples. They asked lots of questions mainly about how it impacted the married couple (meaning did it cause marriage problems) and so far all of my experiences were good and they all seemed to enjoy themselves and have fun. One of the things they did do (which the other couples I met didn’t do) was lay down some ground rules. They didn’t want any kissing with me and the wife, had to wear protection for any penetration, and they did have a “safe word” between the two of them so if they said their safe word I would have to leave at once. Fair enough and I agreed. As our time in the tub progressed she started to get real close to me and be touchy with her putting her hand on my thigh and rubbing it up and down my leg. I reciprocated and started rubbing her thigh and I then moved her to where she was sitting in my lap and her back pressed against my front side. Of course I had a huge hard-on which was pocking her in the butt and my hands were running all over her stomach and tits. She removed her top and I then had free access to her large tits. They were definitely fake as they felt very firm and very round with very little nipples. The whole time the hubby was sitting watching as he was sipping on his drink.

He recommended that we retreat to their bedroom and we both agreed. Robes came back on as we exited the hot tub (remember this was on their back porch so had to be careful). Their bed was a huge king sized bed with a silk spread. He dimmed the lights and robes came off at that point. She laid on the bed with only her bikini bottom still on and we laid next to her – he on one side and me on the other. We both started to kiss her tits and run our hands all over her body. He moved down and pulled her bottom off and spread her legs and started to eat her pussy while I continued to focus on her tits. After a few minutes he moved up and Kneeled by her face where she took his cock and started to suck it. This was the first sight of his cock which was about the same size as mine but it had a funny bend (bent to the left) so it kind of was like a banana. Mine is very straight.

While she was giving him head I moved down in between her thighs and looked at this beautiful sight in front of me. She was completely shaved with no stubble at all. I am guessing she got a wax job as this was the smoothest pussy I have ever felt in my life. Her pussy lips were very fat and plump and he clit was large and sticking out of those plump lips. I dove right in and went to town. I was really going at it and she was really liking it and was really moving her hips around and making noise as she continued to suck her man. She was extremely wet as juice was leaking out of her pussy the whole time which really turned me on.

The hubby moved close to me and asked if I was ready to fuck his wife and I said heck yes. He asked if it was ok if he video the event and told me he wouldn’t take any shots of my face so I was ok with it. I grabbed a condom and rolled it on and got between her legs. He had the camera right behind my ass and I started to rub the head of my cock at the entrance of her love hole. I then very slowly started to penetrate those plump lips as the hubby was capturing all of this with his camera. I now was all the way in and I slowly started to pump and she really seemed to be enjoying the feeling of another man inside her. She stopped me and got up on her knees wanting me to take her doggy style of which I obliged. I entered her again and she buried her head in a pillow making soft whimper noises as I worked her.

He hubby put down the camera and came over to her and she started to suck him while I fucked her pussy. This lasted for a good ten minutes and then he suggest we switch so I pulled off my condom and let her suck me while he fucked his wife doggy. After a few minutes he pulled out and grabbed the lube and told her he was going to fuck her ass. He placed his cock at her anal entrance and slid right in. I could tell they performed anal sex all the time since she never skipped a beat while he entered her ass while she continued to suck me.
After a good while he stopped and asked her if she would like to get DP’d (one of their fantasies) and she said hell yes! Wow – this was new territory for me and I was super excited. I rolled on another condom and he laid on his back and she laid on top of him facing upwards. I watched as he placed his cock at her anal opening and slid right back in with ease. I then mounted her missionary style and slid right into her pussy. As we thrusted I could feel his movement of his cock as I moved inside of her. It was very hard for us to get our movements timed correctly and we were out of sync a lot but we were all new to this. She was really liking this as she was moaning very loudly and she had her first orgasm in this way.

After her orgasm we un-mounted and she sat up and we both kneeled by her with both our cocks in her face. I pulled the condom off and she proceeded to suck me and him at the same time. I was surprised she sucked him as his dick was just in her ass – so this gal was a dirty little thing! She alternated between sucking me and him and he told me to tell him when I was close as he wanted to time his orgasm with mine – another fantasy of hers was for two guys to cum on her face at the same time. After a few minutes I told him I was close so he started to jack his cock really fast and I started to do the same. I slowed down a bit to make sure I could get the timing right and he started to tense up and he let out a yell and shot a powerful stream of cum directly on her face. I timed mine right after his as I also shot a laser beam on her cheek. We both emptied our cocks all over her face and tits. We all collapsed after that and gained our composure. This was freaking awesome!!

I cleaned up, got dressed an departed. This turned out much better than I expected as I wasn’t sure the wife was going to be all for this but she really turned into a rock star that night.

I have seen them twice more since that night doing pretty much the same thing as our first time together. Anytime they ask me to come over I absolutely find time in my schedule to be there!! I hope this continues as this couple is very fun to be with. Hopefully over time they will get comfortable enough with me to allow me to go bareback with her as I would love to feel that juicy pussy in the raw!