[F] I had sex with crushes roommate/landlord [M] who’s old enough to be my dad

I started liking this guy June and I think I was responsible for him coming out of his shell, hes like super introverted and only gets along with a few friends from school and his landlord who he rents his room from.

I hung out at his place a lot recently, and I got a long with the landlord too because hes a pot head and we pot heads connect you know lol. I even heard it was this guy that encouraged my crush to man up and make moves on me not sure if thats true or not of course.

Flash forward to Saturday and by then I had been over to his place almost every night and chilling with my crush. I thought for sure something was going to happen but instead he gets a call and tells me he has to sleep early for work to cover a shift on a Saturday!

No homework, sexy lingerie and no sex. I am a night owl and because I didn’t want to keep him up with my key tapping on my laptop I head out to the living room where Ralph the landlord (not his name) is watching tv. He offers me weed and I am sort of happy again and we end up talking about my crush and filling in some blanks about the past couple of years since him and his dad moved in with Ralph.

He asks for my instagram and end up next to each other with him teasing and reading out loud all the dirty comments by guys. I realized maybe a couple of minutes later he was flirting with me but I knew I could handle it if he made a move. Instead we ended up laughing so much over the next hour or so going through all my social media comments.

I sort of felt the situation and the air change when he offered to take photos of me in the lingerie I mentioned to him when I had gotten more comfortable with him during the night. Not for him though, it was suppose to be a tease photo to send to my crush later with me in bed next to my crush posing in my lingerie and telling him what he could have had tonight.

I remember the feeling of wearing my bra and thong for someone else that was normally just for me to see and feel sexy about and it was overwhelmingly nerve wracking at the time especially because it was not my crush but his middle aged landlord. He took a bunch for me and we could barely contain ourselves from laughing during the photos and had to quickly get out of there all the way to the other end of the house to laugh.

I know I was ready for something to happen but I really wasn’t and realized I was being kissed by Ralph and I sort of froze and remember his face looking down at me and he did it again and kissed me and took me the floor and I think the combination of wanting to have sex with my crush so much to the big disappointment and now how I was dressed just all came to a point and I just felt like I deserved this and can think of the consequences after. He didn’t even remove my lingerie and I think I had it on the entire time we had sex in the living room.

I still haven’t decided on what I want to do about my crush and I don’t want Ralph to ever talk about what happened other than owning up to being my photographer for those shots. He never caught on that someone else took the photos yet.

EDIT: Ralph is older than my dad by 5 Years!!! HOLY!! Weird right???

Source: reddit.com/r/gonewildstories/comments/7l0889/f_i_had_sex_with_crushes_roommatelandlord_m_whos

11 comments

  1. Um so as much as that sucks for your crush, you deserve to have fun. Live your life. Now if you have a thing for older guys, well we all have our weird kinks. But I enjoyed your confession(;

  2. As an older, middle-aged, pot headed landlord… you inspire me and give me hope! Beautiful photos, and sexy story! Thanks for sharing!

  3. Wow. You brought your crush out of his shell, you look fit af and you smoke, and you wore lingerie over to HIS HOUSE

    Guy doesn’t know how lucky he is

  4. So.. if this story is true, you’ve got to find yourself another crush.
    Damn. Great job on bringing him out of his shell, just to shit all over him and destroy any possibility of a happy relationship. This story wasn’t sexy, just made me sad.

  5. Call me crazy and send the hate comments, but if you’re into a guy and you fuck someone he’s close to, not only will you definitely do it again, but sounds like you don’t deserve him not the other way around. Most guys don’t want to date a girl that’s fucked their friends.

    You’re on here saying you really like him, but then fucking someone else while he’s sleeping 20 feet away?! You’re either a liar or plain fucked in the head!! If you were really into him, you would’ve controlled yourself or at the very VERY least stopped his landlord.

    You felt like you deserved it?! HA!! What a fucking joke! I feel terrible for guys in his position… thinking they’re hitting the lottery with a girl like you and then come to regret it. If only they knew. The worst part is that you do know and you still haven’t been honest with him.

    If you really give even the slightest shit about this guy, tell him the truth and let him decide if he wants to be with you instead of lying to him and tricking him into thinking you’re a catch!

  6. Guess where I am? https://imgur.com/a/OfwDM a lot of u guys hate me for what i did but what matters is he knows and he doesn’t hold it against me. I decided being a friends with benefits with my crush is better than not having him at all. I am a happy girl at least.

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