Roleplay With My Cougar [MF]

I have been dating my girlfriend for a few years now. She is in her early 40s and I’m in my early 30s. She around 5’6” with dark curly hair and a awesome body from her constantly working out. Our sex is amazing and pretty frequent. We done almost everything two people can do together. Despite that I do have a minor gripe; I get little feed back on what she likes and what she really likes. She is always willing to let me lead her into new territory, but rarely gives her own input. According to her sex was always just sex, nothing fancy. I find the contradiction with her having such a high sex drive and then no drive for variety both odd and funny.

As I said, my sex life with her is just about all I can ask for, but somethings that lack of feedback is a bit irritating when I’m so completely open with her. I really would love to do more of the things she would want when she wants, if I knew what those were. There have been a few successes here and there through the last few years where I gained a few tidbits of sexy info from watching her mannerisms in conversations. I know just the thought of us having sex can make her blood boil when she in the mood, but once a blue moon I want those specifics.

[MF] When the girlfriend and I got some kinky tattoos.

This one is from days long passed, but I was thinking about it today. Had some time on my hands, so I typed it up (on mobile, so im likely screwing a few things up). Its more of a gone mild story, but what the hell, its still fun for me to think back on and hopefully for you to read.

I was 19 at the time and I just broke up with my high school girlfriend about 2 months prior. I ended going out with this petite 18yr blonde. We ended up having a lot of fun in the few short months that we were together. She was of average build with some damn nice c cups.
On maybe our third date I mentioned I was going to get a tattoo that was kinda kinky. Her eyes went wide and said, “I want one too!”

[MF] A friend from college comes to visit

I wrote about this lovely lady in my other story [[link](https://www.reddit.com/r/gonewildstories/comments/9lragy/burnedout_college_students_mf/)]. This one takes place sometime just after I graduated. Maybe a year and a half later from my first story.

Quick and dirty stats if you didn’t read the last one. She is 6’1” slim figure with long blonde hair and blue eyes. I’m 6’1” in pretty good shape, dark brown hair, and blue eyes.

I started my first “professional” job before I even graduated. 2 months into it I lost it due to budgetary reasons. I was pissed, depressed, and lonely. It was supposed to be my ticket to a decent career. After kicking myself in the ass for my stupid luck I started a full time retail job to pay rent. The rest of my time was spent job searching.

My lady friend from college was in the same boat. She graduated a semester before me and she couldn’t find a decent wage job. We sent long emails back and forth every so often. I only saw her once since graduation then one day, out of the blue, she calls me up. She had an interview not far from me and wanted to meet up beforehand. I managed to switch days around at work, so we could make a day of it. She would show up the day before the interview, we would do things, and she would leave early for her interview the next day.

[FMF] The girls from work help me get over my evil-ex

About a year after graduating from college I landed a supervisor position. We maintained historical sites and other outdoor reclamation sites. It was mainly physical labor, but involved a lot of homework and community outreach. The work was hard and kept me in pretty good shape.

I had made a few friends in the area and at work. Being in management allowed me to divvy up task. Since, I like to set the example I always choose to work on the weekend while others got the weekend off. I did have to have at least one other person with me and I usually took the newest people. The work was amazingly easy on the weekend, it was just more or less driving and checking that systems are working like they should, so you had a lot of time in the car then. Thankfully, the two newest people were temp girls that just finished college. I got the opportunity to know them both and the three of us clicked.

A Day For Just The Two Of Us [MF]

I wrote about this lovely lady in my other story [[Link]](https://www.reddit.com/r/gonewildstories/comments/9lragy/burnedout_college_students_mf/). This one takes place over a year down the road.

Quick and dirty stats are as follows. She is a 6’1” slim figure woman with long blonde hair and blue eyes. I’m 6’1” in pretty good shape, dark brown hair, and blue eyes.

Somewhere around 8 months after graduating I lost my first “professional” job due to budgetary reasons. I was pissed, depressed, and lonely. I started a full time retail job soon after to pay rent. The rest of my time was spent job searching. My lady friend from college was in the same boat. We sent long emails back and forth every so often. I only saw her once since graduation. She ended up back home while see applied for work. During this time I lived outside of a large city, but still managed to get a place on a quite wooded road. One day, out of the blue, she calls me up. She had an interview not far from me and wanted to meet up beforehand. I managed to switch a days around at work, so we planned on making a day of it. She would show up the day before the interview, we would hang out and she would leave in the morning.

Burned-out college students [MF]

Back in my late college days I was good friends with a 6’1” skinny blonde chick.  By chick I mean young woman.  She was in her mid-twenties and a non-traditional student like me.  We both weren’t much into the party scene and we really didn’t have many social connections, due to our intense work schedules.  We met intentionally twice a week just to buy a drink or blow off steam by going for a jog, tennis (we were horrible), or just some nature hike.  She had a boyfriend that she been dating for fourish some years up to that point.  Since we were both still good boys and girls at this point we cared about doing right for each other, so no hanky panky was ever on the table.  Now don’t get me wrong we were both overworked and under sexed college students.  There was always a desire between us that was kept at a low simmer.

Ok, we WERE cool for about a year, but we did eventually have our own little flings.  The night I’m telling you about was the first of only a few encounters between us.  

[FM] Long Standing Desire Between Friends

When I was in college there was a girl I hung out regularly with, but who was engaged. She was a tall skinny blonde, long straight hair, with b-cups. One night after coming home from the bar things got a little hot and heavy. She wanted to stay faithful but we were so damn horny. She wanted to see me masturbating. Obviously then I wanted the same. She agreed, but we could not touch.

We ended up being at both ends of the bed facing each other legs spread apart while we got ourselves off. It wasn’t long before our legs was interlock as we rub ourselves inches from each other. I slowed down not to come too soon. She brought her pussy to the base if my dick. I felt her wetness and heat across my balls. She told me to take my hands away. I did and she started grinding up and down my cock. I was covered in her juices. Then she states, “God I just want that handsome dick inside me. Please. Please.”

“Please, let me inside you.” Was my reply.

“No we can’t”