I [Gay, 20M] fucked my landlady [42F] in exchange of a rent free month. [mF]

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:

The House Always Wins (part three) [Vaginal Sex] [Blowjob] [Dubious Consent] [Age Gap] [Control-Threatening] [Breeding]

It took a week and a half for the bruising to fade and the cuts to heal up. Needless to say normal bodily functions were alarmingly painful and bloody for a few days, enough so that I didn’t even want to eat. I got over the embarrassment of it quickly as Liam and Finn actually took care of me, whether I wanted them to or not.

I’d been giving Liam blowjobs and handjobs for a little over a week and I was dying to fuck him, even if I still hurt some.

He came over on his lunch break and I pounced on him as soon as he came in the door. He grasped the back of my thighs easily and groaned as he kissed me. I worked his belt, pants, and underwear down enough to get his cock, already hard at the anticipation of a simple blowjob or handjob, out and gently worked his head into my cunt.

His knees went weak and he leaned back against the wall as I rode him. His eyes closed and his mouth slightly opened in a moan. I kissed his neck and he whispered, “Christ, Gin, oh fuck…,” and began thrusting his hips up into me as he grasped my hips and pulled me down on him.

[MF] Daycare mom #5 – The Nigerian mom

For context, this mom took years to arrange. Lots of flirting, talking, getting to know, comfort levels, etc. She knew about the other moms and that’s the only reason how this got brought up for me to have that level of conversation with her. On to the story.

This mom was born in Nigeria (pretty sure, or maybe Cameroon, no wait…Nigeria, yes!). Anyway, she lived there as a child, came to Canada as a teen. Spent enough time here to get “Westernized” I suppose is the term when you start wearing different clothing, enjoying music and trends from North America. And basically start living the non traditional lifestyles (to a point) from the country you were born from your their parents came from.

I’ve heard from a lot of children of immigrants to a country (male and female) the struggle to listen to their parents and follow the old/traditional ways and live in a society thats completely different and to follow the trends and lifestyles of their contemporaries growing up. Also, the acknowledgement that their life right now is different then the life their parents lived and how the parents try to get their kids to live the life they led – if that makes sense? And the friction that causes when you don’t want that life. E.g. date outside culture/religion, the pressure to be a doctor/nurse/lawyer/accountant etc.

[FM] A Night on the Town (“Games Night” Part 2)

[Part 1](https://www.reddit.com/r/eroticliterature/comments/i8oadg/ffffm_games_night_at_the_girls_place/)

A few days after the eventful “games night”, things seemed to have returned to normal. All the girls claimed to have been too drunk to really know what was happening, but Anna’s behaviour around me had changed slightly, so I didn’t really believe them. Contrary to what you might think, she started being more conservative around me. Before, she would walk around in underwear, or in just a long shirt, before going to bed. Now, she would change in her room. She seemed to go to great lengths to make it seem like she didn’t exist, which saddened me slightly.

However, a week after the night, Amelie arranged for us to go out drinking together. We all lived in the same city, me and Anna sharing an apartment, and the other three sharing their own, so we arranged to meet up at one of the hottest bars in the middle of the city, a place called The King of Hearts, or KOH for short.

Public Toilet Adventure [MF]

During one of my trips in Japan, I found myself having free time from work for an evening. By this time I had luckily found myself a “friends with benefit” sort of contact. He was an american who lived in the center of tokyo.

This “FWB” of mine actually has a long-distance girlfriend but is in an open relationship. He knows of my status being married and by this time we have met a couple of times already.

I messaged him if he was able to meet up for the evening that I was free. He replied that his girlfriend was visiting with her parents and he is showing them around tokyo for the week. But since we have not met up for some time, he told me that he will try to find a way to meet up. He told me that they will be around shibuya that evening and asked if it is possible for me to go there and if I don’t mind having a quickie in a public toilet. To be honest, I haven’t had any experience in any sexual acts outside the bedroom at that time. I wasn’t afraid of trying something new (though I was nervous) so I agreed.

We Fucked Each Other’s Boyfriends [FM] [Group Sex]

Backstory: Me and my friends were at my house bored, it was Me, Ellie and Lexi, pic of us on my account in that order, anyways so we invited our boyfriends and decided to have group sex.

We all stood in the room and undressed ourselves, once we did, we looked at each other up and down, and to our surprise Ellie’s boyfriend Sam had the biggest cock. I had never gotten along well with Sam, neither did my boyfriend Brian but he had the biggest cock, before anyone else could do it I walked over to sam and put his cock in my mouth, knowing that it’ll make my boyfriend really fucking jealous, I peered at him with my eyes looking at his disgruntled expression, so he decided to do the only thing which would make me angry he grabbed lexi and started kissing her, I had a major crush on lexi and was always intimidated by her( I’m Bi) She was cute and had bigger boobs then me.

Post-date Blowjob [FM]

We’d gone out to dinner. It wasn’t the first time for me to invite him back to my place, but for some reason it felt different. I guess we’d both had the perfect number of beers, and the perfect amount of flirty conversation. There was a sexual tension in the air that made us both walk just a little bit faster as we rounded the corner to my apartment. We’d done this before, but this time there was no gentle touching in the elevator. In fact, we stand in separate corners, looking at each other and smiling sheepishly in those slow 15 seconds to my floor.

In the entrance to my apartment, I feel a little more relaxed. Switching the corridor light on, I slip my shoes off quickly. He starts to fumble with his shoelaces as I dart into the apartment, quickly picking up some stray dishes and dropping them in the sink.
“Sorry it’s a little messy in here, I had a busy week at work so I – “
“Don’t worry about it! Uh, can I use your bathroom?”
He’s hopping on one foot now, trying to get his remaining shoe off.
“Sure, it’s just through there. Take your time, I need to tidy up.”
As the bathroom door clicks behind him, I gather clothes from the floor near my bed and hurriedly shove them into the laundry basket. I throw the pillows into place on the bed and hear the tap run as I billow the sheets out over the mattress. Then, his voice behind me,
“I did say don’t worry about it.”

[MF] Sneaking away from a family party to fuck my much older boyfriend

A few years ago, my bf who is 20+ years older than me and I went to a family party together. It was at a relative’s house within walking distance of my place. My bf and I were long distance at the time, and he had just arrived when my mom decided she wanted to go over to help set up.

So we go over there, hang out a little, and my mom tells us to go back. She could tell my bf was a bit tired and thought he could use a nap before the other guests arrive.

What she didn’t realize was that after being apart for more than month, we were pretty horny for each other. We snuck touches here and there where we could. One memory that makes me laugh, roll my eyes, and get a bit wet was when he tasted something, bragged about his sophisticated palate, then whispered right up against my ear, “that’s how I know your pussy tastes so good.” He pulled away with a very smug look on his face and laughed at my dumbfounded blushing face.

[MFM]/[MF] A girlfriend wanted a virgin, so I gave her to one.

***Disclaimer:*** *While this story – in its entirety – is true telling of this weekend’s events between myself, Jason, Rory, and Cali, I have taken a certain level of “creative license” in both the details of said events and the manner in which I tell those events. My goal in this is to protect identities of people and locations. My goal is __not__ to embellish or otherwise make this story unworthy of /r/gonewildstories.* Thanks for reading.

___

###It all began when Rory beat me in a game of Magic: The Gathering.

Bet you never thought a story here would begin with something so nerdy, but it’s the truth. I often challenge and encourage friends, colleagues, strangers into random acts of learning, random acts of kindness, and random acts of slutiness by promising them something that has come to be known as a *Golden Coin*. It’s something my late wife invented and when she gave them out, they’re worth was/is limitless, able to change the world – for me they’re mainly tokens for favors (something I began collecting when I no longer *had* to work to collect money^(1)). With girlfriends they’re “coupons” for *any* fantasy scenario they wish^(2).

A skyline BJ for hi[M] and a public city park fuck for me [F]

I [F] was going through a rough divorce and a good friend and co-worker of mine [M] had been interested in me for some time but was hesitant due to the impending divorce. I always thought he was attractive and his friendship was important to me, but there were days I could barely contain myself over wanting to be intimate with him. We had flirted back and forth and sent each other dirty texts since the start of my divorce proceedings, but nothing physical had happened. We both wanted to wait until the time was right and my divorce had progressed, as neither of us were into infidelity.

We spent the day for work at a seminar downtown and had skipped the seminar lunch to go for a bite at a local pub. While at lunch we had been flirting and I finally leaned over for what would be our first kiss, which surprised us both, I think. His lips on mine and my tongue in his mouth ever so slightly was enough to make me crazy for the rest of the day. The look in his eyes said the same.