Meeting up with Craigslist Couples for Cuck Sex – part 2 | 2016

Warning – this is a long post as I get very descriptive of my true life experience.

In my first part I explained that I was looking for a couple to meet up with on CL. My fantasy was to be part of a cuck relationship. I developed an add in the M4MW in my local CL Causal Encounters section and received 4 responses from perspective couples. Part 2 describes my experience with the first couple.

The first couple to respond was from an older couple (early 50’s) who included their pic. They looked like a regular everyday couple. Their response was quite short and sweet as they explained they have been looking for a long time but never found anyone comfortable with taking the next step. They obviously were married for a long time and had fantasies but were ultra careful on who they let in their home.

I sent a note back thanking them for their response and gave them some more info on me. The guy was the one sending the notes so he came back with a few more emails asking for more info and it seemed like I was meeting the description of the type of guy that they were looking for. He explained that they have been looking for over a year and never got to the point of sex with any of their candidates. He noted that most guys would email back and forth until they agreed to meet at a public place but would never show up or if they did show up the chemistry was not good so they chickened out on taking the next step. I asked if they were willing to meet me at a public place but he wanted to get to know me a bit more. So over the next several days he let his wife email me a few times to get her comfy with me. She was nice and very clean in her response (she never mentioned sex or anything). I told her how I desired mature couples and wasn’t worried about them looking like super models as I explained I was certainly no super model myself. I think this really helped a lot with getting her comfy with me since she was an older woman with an average body who obviously was worried about potentially disappointing the new guy.

So after 3 days of emails they finally invited me to lunch as a local Chili’s. Of course I agreed and showed up early and got a table. They arrived on time and we all sat down at the table. They were quiet at first – obviously nervous but I am pretty good at small talk so I told them about my job and what I like to do with hobbies. After a while they finally opened up and talked freely. We had a nice lunch and never brought up the subject of sex as they obviously wanted to gain some trust with me and I was ok with taking things slow so no big pressure. We ended the lunch, shook the guys hand and gave the wife a hug and that was it. When I got home they already sent me an email saying they enjoyed their time with me but didn’t suggest any further meetings. I just let it ride for a couple of day to see if they would continue to email and they did but it seemed like they were nervous on what to do next. I figured they needed a little nudge so I sent them a note with a suggested next meeting. I suggested that they allow me to come over to their place for some wine and if the mood was right we could give the wife a full body massage but not do anything more. I figured this would give them an “out” in the event things just were not comfy with having another guy in their bedroom. He wrote back with agreeing this would be a good idea and sent his home address and a time to come over. BINGO – I knew I hit the jackpot now and I finally would get the chance to be with another couple.

Evening finally came and I drove to their place with a bottle of wine in hand. Their house was in a middle class neighborhood and they were certainly the “nextdoor neighbor types”. We all sat in their den, they had some jazz playing in the background and the lights dimmed down. We sat and talked for about an hour sipping our wine. They finally started to open up about their fantasies and the mood then became frisky and I asked if she was ready for her massage and she said she has been ready all day long.

We retreated to their bedroom where they had a large king size bed. I had her lay down on her stomach with her clothes on so I could warm her up with a nice back massage. All of us were fully clothed at this time and I proceeded to give her a nice massage and after about 10 minutes she was nice and loose and I asked her to remove her top and she did. She slowly took off her shirt exposing some huge tits that were tucked behind a sexy bra. She looked at me in the eye as she removed her bra. Her tits were very nice, a bit on the saggy side (she was in her early 50’s) but she had big hard nipples which made me drool. I put he on her stomach again and worked her back with massage oil. Her hubby sat in a chair in the corner of the room but didn’t say anything as he just watched us. As I massaged her back I started reaching around to feel her tits and once I got my fingers to her nipples she let out a nice soft moan so I knew my plan was working!!

After a few minutes I started to massage her ass over her pants and then I reached around an unbuttoned her pants and without asking I slid her pants off slowly. She wasn’t wearing underpants so as I pulled her pants off her ass was right in front of me and I looked between her thighs and I could see some nice puffy pussy cheeks glistening with moisture. I proceeded to rub oil on her ass and thighs all the time she was really starting to moan with pleasure. I decided to turn her over and work on her front side. When I did this her hubby came over and held her hand while I was starting to feel her tits and tummy. Her pussy was awesome as she was fully shaved and I had the hardest erection struggling in my pants at looking at her body. I bent down and started to circle my tongue on her huge nipples while at the same time I started to work my hand down her tummy to her cunt.

Her eyes were closed the whole time as I worked my tongue on her nipples and I finally reached her bald pussy and ran my fingers over her moist slit before sliding in a few fingers into her opening. I started to work her clit with my fingers as she was very slippery wet from the excitement and at this point she was really starting to moan and pant with excitement. I took her hand and placed it on my raging hardon and she took the bait and started to stroke me through my jeans. She started to tug at the zipper so I helped her open it up and I pulled my cock out for her to handle. She slowly stroked my cock as I worked my tongue on her tits while my hand was busy working her clit. She was getting close to a climax as she was breathing hard and moaning a lot and after a few more minutes she let out a nice loud moan as she released a nice orgasm with me rubbing her clit.

She then regained her composure and sat up on the bed with me still standing with my cock hanging out of my pants and she pulled me close to her and stroked my cock like an expert until I was ready to explode. I warned her that I was getting close to a climax but she never stopped and just kept stroking until I exploded on her tits and tummy. I have not cum in about 5 days so I had a pretty big load built up as my first stream of cum shot hard and powerful onto her chest followed by 3 or 4 smaller shots of cum which made quite a mess on her chest and belly. I was about to pass out at this point as this was a very powerful release. The hubby never said a word as he just watch the whole time. I zipped up my pants, gave the wife a kiss on the lips telling her I had a great time and left at that point.

I wasn’t sure if that would be the end of seeing them so I decided to just send them a quick note telling them I enjoyed my time with them and hope to see them again and just decided to let them make the next move as this was a big step for them. The next morning I received an email from them saying they too enjoyed their evening and couldn’t wait to meet up with me again and invited me over for the next evening. The guy told me he was ready for me to go “all the way” and couldn’t wait for the big event. Upon reading this my did got instantly hard as I realized I was finally going to fulfill my fantasy of being a cuck dude.

I arrived the next evening again with bottle of wine in hand and when I entered the home the wife was sitting on the couch with a silk robe on. I sat next to her and we sipped wine for a bit while chit chatting. I then put my arm around her and she got real close and I made the move to kiss her lips and she responded very aggressively with her kissing me back and shoving her tongue down my throat. I knew this woman wanted to be fucked right now so I grabbed her hand and led her to her bedroom. I pulled off her robe and uncovered some nice lacy lingerie which made her look super-hot. I pulled my clothes off – everything except my underwear and proceeded to makeout with the wife while I laid her on the bed. Her hand immediately went to my cock and I pulled off my undies to allow her full access to my cock. My cock is a bit over average in length (7”) but I am blessed with girth (2” in diameter) so I could tell she was very interested in having this cock inside her. I pulled off her lingerie exposing her beautiful mature body. She was no super model as she was about 5’-2”, a bit on the thick side, had some stretch marks (she had 3 grown children) but as I said earlier this was perfect for me and I wanted a real person. I worked her tits with my mouth while stroking her slit with my fingers. I moved slowly down her body kissing her tummy and finally making it down to her bald pussy. I nibbled around her inner thighs to build her up and then took my tongue and slid it up the length of her slit and she let out a loud moan at that point. I expertly work her pussy with my mouth and tongue as she was wiggling and panting in pleasure and her legs eventually tightened around my head with the buildup of her climax and she finally let out a large moan as she climaxed.

As she relaxed in the wake of her orgasm I pulled myself up and asked her if she was ready for me to enter her and her and her hubby said YES! Her hubby was standing at the side of the bed still with his clothes on but I could see him rubbing himself through his pants. I grabbed my pants and pulled a condom out and the hubby told me I didn’t have to wear one if I didn’t want to since he trusted that I was clean. I wasn’t expecting that response so I had to think about what to do next as I certainly don’t like taking risks of getting anything but I too really trusted them too as I knew for a fact that they have been married for 30 years and never had other guys in their life so I decided to go for it and fuck her without a rubber. So I got on top of her and spread her legs and rubbed the tip of my cock in the opening of her slick cunt. The hubby now had his fly open with his cock out stroking it himself with the sight of me about to enter into his wife. His dick was about 5” but it was much skinnier than mine and it seemed to only be half erect and kind of rubbery when he stroked it. Now I can see why they were interested in another guy as he couldn’t get fully hard and was kind of on the small side down there.

So after a few minutes of me rubbing my tip on her opening I slowly started to push myself into her gaping hole and pushed all the way up to my balls and just held it there allowing them to enjoy the moment of her getting the feel of another cock inside her. I then started to fuck her slowly and gently while looking in to her eyes while her hubby was standing at our side stroking his dick. She then flipped me over on my back and she got on top of me for some cowgirl action. The next thing she did caught me by surprise as she asked her hubby to guide me into her so he reached over and grabbed my cock and placed it in the opening of his wife and she slid right down on me all the way to my balls. She was actually quite loose (I guess 3 kids will do it to you) but one thing I liked about this position was the tip of my cock would hit her cervix as I was way inside her which really felt nice. She slid up and down on me for about 5 minutes and then turned around and got into a reverse cowgirl position and proceeded to really work my dick at this point. I could feel my climax start to build and I told her I was getting close and asked her where she wanted me to cum and her hubby answered “cum inside her and fill her up”! I didn’t have to ask twice with that answer and just let her continue to slide up and down on me until I let out a huge blast of cum deep inside her followed by three more blasts. She pulled herself off of me and laid on the bed next to me. Her hubby came over and was inspecting her pussy as cum was oozing out of her and the then pulled off his pants and proceeded to fuck his wife as I guess he wanted to feel the “sloppy seconds” feel and in a very short time he also climaxed inside of her and collapsed on top of her.

Well that was it for the night as I gave her a kiss and immediately left the scene to allow them to be alone to discuss their experience. So that was my first experience with another couple and I certainly was not disappointed. I had more experiences with this couple but I won’t share them with you as in the next part of this series I will give you an experience with a different couple.