Author: Jacktrew

[MMF] My third time with Mike and Susan

My third time with Mike and Susan took a bit longer to arrange. Despite COVID clearing up, work schedules are erratic, working from home is still a thing, their kids are still doing distant learning, and just as a matter of course it takes longer to get three schedules in order as opposed to just two. As we struggled to come up with a solution, we decided to take advantage of the conflict and incorporate it into our next session. Specifically, Susan and I would start together and Mike would slip into the hotel room after we had started “discovering” his wife and I fucking.

At the time and place I went to our usual hotel, this time with a different sort of anticipation, despite threesomes being hot, there is something a bit more erotic about just two people. Susan was quickly answered the door after I knocked and greeted me with a warm hug and lingering kiss. To those of you who haven’t read my stories, Susan is r 51, mixed Asian and white, with jet back hair, olive skin, standing about 5ft 2 inches with medium C cups and weighing about 130-140 lbs. She keeps her nails cut closely with a dark colored polish that matched her bare feet and legs. Read more »

[MMF] My second time playing with Mike and Susan

Since some of you have been following my story, I wanted to update you with a couple more encounters. So it was a little more than a week since Mike, Susan, and I were able to arrange our schedules together. I work in the Emergency Management Field as a Paramedic. Mike works for the State and Susan previously worked in the retail industry, while she is a little bit more “free” with her professional life, they have two teenagers at home and find it hard to break away with the kids underfoot.

Finally we agreed to meet about three weeks after our last encounter at the trail, this time at a local hotel. On the time we agreed I walked through the door to lobby and was greeted by Mike. Mike and I casually talked and acted as if we were talking about some project he was working on before making the excuse to “show me some of the papers” in his room. Again, if you hadn’t read my earlier stories, Mike is a bit older, 57, white, graying hair, about 5 ft 7 inches, clean shaven, and about 165-175 lbs. Both of us were wearing comfortable jeans and collared shirts and blended in with the normal business crowd at the hotel. Most of the staff never gave us more than a passing look as we walked to the escalators. Read more »

[MMF] A new couple to play with

After a long dry spell, I was lucky to be DM’d by a local couple looking to add a man to their adventures. Mike and Susan (obviously not real names) had read some of my earlier stories and was able to put together that I was reasonably local to them. They DM’d me to open up the conversation. Like most of you, I rarely take DMs serious so I replied not expecting much, but over a month we progressed from casual chat back and forth, to exchanging longer texts, to swapping video clips, to finally agreeing to mee up in person.

Like most of us, Mike and Susan are pretty discreet. They have been married a while (20+ years), both in their early to late 50s and have jobs that wouldn’t take kindly to their bedroom adventures becoming public knowledge. Mike is a bit older, 57, white, graying hair, about 5 ft 7 inches, clean shaven, and about 165-175 lbs. Susan is younger, 51, mixed asian and white, with jet back hair, olive skin, standing about 5ft 2 inches with medium C cups and weighing about 130-140 lbs. Over the course of their marriage they discovered they have a bit of a cuckold fetish and wanted to continue it since their last partner moved on. Read more »

[MMF] my final threesome with Dan and Debbie.

As I mentioned in several stories, for several months I had a great relationship with an awesome couple (Dan and Debbie). However, like all good things it had come to an end and I was on the verge of moving across the country. In anticipation of this last evening, we planned our last playdate together and decided to hold nothing back.

I can’t stress enough how it was important to communicate what we wanted. The fleeting nature of the relationship, our maturity, their solid relationship all contributed to a seriously lava hot dynamic. As I arrived the last evening, Dan was already in the bedroom and Debbie greeted me at the door in a flowing satin robe.

As I stood in the doorway it hit me this would be the last time I would be with the two of them and that chemistry was felt by her two. As soon as I entered the door, we embraced and I used my tongue to firmly but gently explore her mouth while my hands started opening her robe and feeling her breasts and freshly shaved pussy. After a quick few minute of foreplay, she took my hand and led me to the bedroom to where Dan had was sitting in the corner, listening to us make out and slowly jacking off. Read more »

[MMF] My second threesome

As I mentioned in my last story, I found a great couple, Dan and Debbie that allowed all of to explore a variety of things. I think that what made it successful was the fact that all of us felt safe; safe that I wasn’t going to ruin their marriage (they were moving in six months), safe they weren’t going to suddenly show up at my work or inject themselves in my personal life, and safe in the fact we both seem to realize that communication was the key to making the most of the time we had. Communication between us started the day I got back home, it continued over a variety of emails, it evolved over sending sexy clips back and forth, and matured when we finally lined up our personal calendars.

My next date with this couple involved Dan and I putting some of our boundaries aside to let her live some of hers. As I previous mentioned, I lived about 3.5 hours away and had a monthly reoccurring obligation to visit the area. This time after my perfunctory time was complete, instead of getting a hotel room and meeting them at a bar, I drove to their home as I had been invited to spend the night. This evening I arrived just after dark, probably just a little after 9:00 pm and knocked at the door of their home. Read more »

[MMF]

This was back in wild days of Craigslist.

I was in a real dry spell and hadn’t been laid for months despite being in my early 40s, white, professional, athletic, and clean shaven. One day, I had an overnight trip planned while visiting a family member and knew I was going to have a lot of extra time on my hands at that location. As I was cruising the local Craigslist ads for spare parts for my Jeep, I wondered if there was anything in Merced California I could buy or pick up since I was going to have time.

For whatever reason, I always passed over the personal ads, whenever I was looking on Craigslist, this time I didn’t. I don’t know if this was a combination of being bored, horny, or just curious but as I perused the ads, I became more and more aroused at the idea of a “friends with benefits” type of encounter. I answered a couple of ads, and as expected I got a fair number of obvious scammers, bots, and picture collectors. However, one ad responded back with a real reply; and a bit different from what I was expecting. Read more »