This is an update to my [advice post](https://www.reddit.com/r/shittyadvice/comments/i9ak2o/i_gay_male_in_his_20s_live_by_myself_in_a_big/?utm_medium=android_app&utm_source=share) on r/shittyadvice and r/askredditafterdark. I recommend reading that first, just so you understand the situation better.
As a warning, it’s very late at night and this happened a couple hours ago. I apologise for any redaction issues/grammar mistakes. I’m also sorry if this is very detailed, you can read the TL;DR at the end of the post.
I browsed Reddit right until she arrived. I head the doorbell and opened. She immediately came in, and asked me what I had decided. I still wasn’t 100% sure, but I told her I thought it’d be best to leave. “But it’s such a great deal! Why won’t you accept?” She seemed really irritated. I told her I’m gay and it probably wouldn’t work out. She pointed out how I had gotten hard the day she tried seducing me. I just told her “It was… the friction of you sitting on my lap”. She didn’t answer a word. All she did was start taking her clothes off. I was clearly a bit confused. She sat me down on the couch and said:
“Just watch. If you get hard, I get to fuck you. If not, you can stay here for a month rent-free, no conditions.”
“Why do you wanna get laid with me so bad? There’s many men out there who’d want you.” I asked her, I was honestly curious.
“10 minutes. Just watch me. Do you accept?” That’s all she asked. It was an opportunity at staying for an entire month and not having to move anywhere, nor pay for the rent, so I accepted.
She began to finger herself and massage her breasts in front of me. She moaned very loudly and kept on pleasuring herself. She got closer, without touching me, and pressed her hands against her breasts. She got her lips really close to mine, but didn’t kiss me. She then moved backwards and just swinged her ass while I watched. The 10 minutes passed and when I looked down, my dick was almost out of my pants. I hadn’t even noticed how hard I had gotten. She saw it and put her hands on it. She smiled very naughtily and just whispered “I told you”.
She sat on my lap already completely naked and started kissing my neck. She placed my hands on her tits and showed me how to massage them. I took a hold of them and started kissing them and licking her nipples. She took off my shirt and kissed all over my abs while I lied down. She pulled down my pants and my underwear and started sucking on my cock. She moaned, a lot. After a very wet blowjob, she got on top of me and put my dick inside her and rode me. She bounced up and down and I came really fast inside while we had a heated make out session.
After I finished, she lied down next to me on the couch and just exclaimed “finally!” very excitedly. She relaxed a bit and then grabbed the contract, it was on her purse. I generally sign these every couple of months, but she made this one specially for this occasion. So, with that, I confirmed my stay for another month until I can find a job. She got dressed and told me she’d see me tomorrow morning, since she wanted to discuss something related to the air conditioner (that’s what she said, at least).
**TL;DR**: Landlord came in and basically begged me to accept the offer. I refused and she offered something else: I had to watch her strip/finger herself for 10 minutes straight without getting hard. If I did, we fucked. If I didn’t, I got to stay rent-free. I accepted. To my surprise, I got a boner and she rode me on the couch. Good thing is, I don’t pay rent this month!
Source: reddit.com/r/gonewildstories/comments/i9f052/i_gay_20m_fucked_my_landlady_42f_in_exchange_of_a
Well shit dude that’s nice !!
Did you enjoy it? Would you do it again?
Hope your doing okay after that.
Omg. You are a fucking king….literally. ? Keep up the good work big guy!!
Best story I’ve read in a while. Thanks for your sacrifice ?
Dude, you lucky bastard.
What a perfect ending to a great thread
Does this open your mind to possibly being bi or do you think the orgasm was purely instinct?
Nice
How much is your rent? Would you do it next month?
You came inside crazy?
Better not be a child support case in your future.
I’m so sorry you had to go through that. She is abusing her power and financially blackmailing you. </3
So much detail, is this real or the script for a porn movie?
We did it boys homosexuality is no more
Were you okay with the sex?
I love it. It was a win either way the ball(s) swung and you had a “Happy Ending” as a fucking bonus (pun, double entendre intentional). Shoot, there is nothing wrong with what and how you performed this. As a matter of fact I’d ride this deal for as long as she’s willing. And willing she definitely is.
Isnt this like sexual harrassment ???
If a dude did this to a female it would be called rape. Why did you let her do this to you. It’s creepy as fuck. She talked you into sex. That’s so fucking gross
nice porn fanfic
You ok? Like with all that happened?
Same time next month? lol
Next month, ask her if you can do her in the ass. Then you can just close your eyes and think of your favourite twink.
Rent is cheaper then child support.
Hey everyone, don’t fuck landlords. They want to evict millions of people during a pandemic. Landlords shouldn’t exist, housing is a human right
I hope you find a new job bro
Hey man, congrats on figuring out your bi!
Does this make you open to a mutually beneficial sexual relationship with her?
What I mean is if she offered to bang you once a month for free rent would you do it? I’m straight so I definitely would. I don’t mind saving $1500 every month. It adds up, besides it sounds like you enjoyed it, or at least your dick did.
Is she a good looking 42 year old?
So she raped you.
Did you cum inside of her?
i can see you took the r/shittyadvice on getting her pregnant for permanent free housing
Congrats on the free rent month and good luck finding a job! How did the air conditioner conversation go?
So what’s with the conditioner?