Picking up a Hitchhiker [MF]

Ok let’s face it we have all had the fantasy of picking up a random stranger and fucking them. The whole “public pick up” genre of porn is a testament to that. My thing is I never really thought it was a real thing way to many videos fulfilling the fantasy and I just couldn’t think it was real.

Until a months back. It was late January and pouring snow down out in the Spokane Valley (yep live in Spokane don’t really care if people know) I had just gotten off work at 9 at night and was driving down the road heading towards a friends to work on dnd sheets.

Like I said it was freezing cold snow pouring down and I see this girl walking down the side of the road. I don’t think anything of it because hey people are always walking no matter the weather. Plus it’s sprague (the street that’s famous for its lady of the night) I’m about to pass her when she looks back and flashes a thumbs up the international symbol for ‘need a lift’. I pop into a parking lot in front of her and drive to the exit roll my window down thinking to myself “What the fuck am I doing!?”

My sisters roommate (Part 3) [mf]

My sisters roommate

So it’s a pretty true statement that woman can’t share anything. This is especially true when it comes to sharing men. My night with my little sister was the start of one of the craziest weeks of my life.
The morning after we woke up and I helped her clean the sheets from her roommate’s room and me and her were sitting playing games in the living room when Abbie came home.

I was able to get Abbie and Ray to sit down together and talk things through and they quickly made up and things seemed to be getting better that was until I left and Ray told Abbie about me and her fucking the night before.

Now Abbie try to remain aloof about it but Ray knew that she was getting pretty jealous so she went out and started dating one of her admirers (read as desperate Fuq boi) and he quickly got her to agree to being in a relationship with her. Both myself and Ray tried being happy for her but couldn’t due to the fact of how bad this guy was.

My sisters roommate (part 2) [mf]

So last time I told about the first time me and Abbie had ‘messed around’ but we didn’t go all the way until a few months later.

But I guess I’m gonna start with context of me and hers situation at the time. We were friends for a short time after the last story took place but a couple weeks later she got into a relationship with a guy and I took a step back in order to let them be themselves.

The sad truth is that the guy she had been with was a abusive asshole but again I was pretty absent from her life. I spent my time working on myself and finally getting laid (comment if you wanna hear that story) and during the time directly afterwards me and her made up and got back to being good friends.

It was around New Years that things started to pick up pace. I had been trying to get a time to be alone with her to try my luck so I had asked her out to see a movie on New Years. We made plans to go during the day and I made plans to spend the night together but at the last moment she had to ditch because her dad had come into town. I said it was cool and spent the night in sexting a new fwb of mine.

My sisters roommate (part 1) [mf]

So in my last story I talked about how I had hooked up with my little sisters roommate which caused them to get into a fight that led me to staying over and hooking up with my little sister.

This time I’m gonna start talking about my times with my little sisters roommate/best friend. Now for clarity me and her had an on going thing for about 2 years never really getting together until about a year into it after I had lost my vCard and had gained some confidence. That being said I probably wouldn’t be where I am today without her and the boost to my self esteem that started with her.

Ok background I grew up in a very strict Christian home and because of that I for the majority of my life had thought that I should wait until marriage to have sex. I had a very long and serious relationship that had started in high school and went on until I was almost out of college. She was a missionaries kid so we never went further than a little bit of oral but it led me to be awkward about sexual situations sense I was under the impression that sex was something that only people “in love” could do.

A night with my little sister[mf]

Disclaimer real story not my real sister.

Ok so a little background about 9 months before I lost my virginity I met my friend Ray. We started up a conversation on Facebook because a mutual friend of ours told me she was easy and knew I was looking to lose my vcard. Anyway within a few minutes of us hanging out I knew I had a great friend in her but that she was batshit crazy and I lived by the motto ” don’t stick your dick in crazy” at the time.

So fast forward thru the next year and a half and we become really close. More like siblings than friends I’d always introduce her as my little sister and her with me being her big brother. She was one of the first people I had told I lost my virginity and also had taught me to be more confident giving me a pretty good life philosophy of IDGAF.

During this time in my life I was just randomly hooking up with girls and trying to get a fwb thing that would last a couple months. At the time I had actually hooked up with her roommate and they had gotten into an argument about it.