I 29 [M] felt that she 29 [F] wants me to just let go

Since my GF started her master degree a year ago she is stressed. She is a very independent woman and will not accept financial support form, anyone. So at times, it is a lot with searching for temporary jobs and studying. Especially in the current COVID-19 situation, (her jobs were at the airport). So last morning she had a complete breakdown and told me that she doesn’t know why she is doing all of this and that her life is worthless and she just wants to stop with everything and lay in bed the whole day. I comforted her and tried to motivate her and went to work. For dinner, I ate Pasta-Aglio olio with a lot of garlic, since I thought that I will not sleep at here place. After such a breakdown she often needs some time for herself. Right before I went home she called me and asked if I wanted to come by and eat some homemade crepes. I could not resist that offer and went to her place. The next morning she put on a short black jumpsuit and started studying in the kitchen while I laid in bed. After a while, she came back to bed with a coffee and started cuddling with me. I laid between her thighs while she was crawling my afro hair. After I a while I started kissing her and she said: “uugh how many garlic cloves have you eaten yesterday?”. I said: “probably 3 but I thought that I will sleep at my place” and we both started laughing and kissing again. I then started to undress her, which was really quick because she was only wearing her jumpsuit. When she was laying there naked I started fingering her while kissing her thighs. After some minutes (she did not become really wet by then) she asked: “what are you doing down there? Drilling for oil?” and started giggling. I stopped fingering her and laid down right beside her and we started cuddling in the spooning position. I first caressed her breast and then slowly went down to her belly and finally ended up between her legs. She was now very warm and wet. So I turned here on the back and sat in front of her. I grabbed my penis and slowly slid it in her vagina. Still holding my partly inserted penis I caressed her lips of the vulva in a circular motion. She really started to enjoy this and signalled it by a long but silent moan. I felt that she became more aroused and wet. So I leaned over here and supported my self with one hand beside her head and with the other hand, I grabbed her waist so I could slowly guide her while I started thrusting. Normally I would not continue thrusting in this position for very long, since she told me once that she does not feel much in that position. But this morning she grabbed my waist with both hands and pressed me against her. So I knew that she just wants me to let go and give it to her. We increased the intensity and speed. As we turned up the heat I heard my balls slapping against her perineum. It was just awsome but simple in-n-out fucking. It felt the pressure building up in my dick and started going deeper into her and then I came and I felt my penis pumping all the cum into her.

Work trip, some mountain road head, and hot hotel sex [MF]

I don’t think he realized how bad I wanted him. Sometimes I think he was oblivious. Although most of the time it was the other way around. The few nights we spent together previously and our ongoing friendship seemed to be all he was aware of and I’d have to suppress my desire for him over and again.

We decided to take a trip to another city for work together for another seminar. We both had been dating other people since the fall, so time had passed and I figured we’d have a good time and it would be on the company dime so, why not? Something fun, new, different. We were both single again and it felt like a good time to get away.

He had previously lived in a town not far from where we were going and mentioned that he’d like to go. Not realizing he was asking me to join him I told him to have fun. He couldn’t believe I didn’t pick up on it and he finally asked if I’d like to go in a day early and go for a small road trip and do a little sight seeing. He laughed at my oblivious nature, sometimes I really didn’t pick up on things, either.

That time the hot girl hit on me [MF]

This story is from nearly 20 years ago. I don’t remember the chit chat verbatim, but I’ll do my best at recreating. This may not be the sexiest story, I’ve never written smut before.

So at the time I was in my early twenties, working at home on the farm. Most of my days were spent either driving a tractor or fixing something because my dad refused to spend money on reliable machinery. The only time I really socialised was my weekly pub session on a Friday night, or a special occasion.

One such occasion was a farming conference. I was a dab hand at IT stuff which at the time (early 2000s) was a very rare thing in the farming world. My dad was running a conference and needed me around in case (read:when) shit went sideways. I sat at the back of the room at the local showgrounds hall while people dribbled on the best way to incorporate chemicals based on some method I didn’t remotely care about. Most everyone there was male and over 50, wearing their best flannel, their leathery skin testament to a life spent outside without a shred of thought to skin care.

The [M]oment I [F]ucked a friend, and cheated on my girlfriend.

It was a friend from high school that I had kept in touch with that finally got me to cheat.

To give a bit of background my gf and I met first year of university. She was a friend of someone I was flirting with and broke the heart of when I asked her out. She had a panic attack at one point in second year cause a girl I was living with who was absolutely gorgeous wanted to have me as a fuck buddy. I nearly cracked a few times but in the end I held off, that caused a bunch of drama that actually would have been avoided had I fucked her but that’s a different story for another time.

My friend (we’ll call her J) and I had been flirty when we had known each other in high school. That gradually over time went to being open about our relationships and sex lives. To the point we knew a lot about eachother. But there was always something building under that which we never addressed until my third year. She had gone to another university on the other side of the country but we had kept in touch and continued to be open. To the point that I was reading the sex blog she was posting at the time.

I [F] gave him free use of my asshole, while my other holes were duct taped and I was handcuffed. [FM]

So I’ve talked before about the dynamic that my housemate and I have ([link to my post about that](https://www.reddit.com/r/SluttyConfessions/comments/hkcalx/ive_given_my_roommate_a_blowjob_every_day_for_a/?utm_source=share&utm_medium=ios_app&utm_name=iossmf). I was chatting with another friend and our conversation turned very naughty, he suggested that I should duct tape my pussy and make it clear that I wanted my housemate to use my asshole.

I went further with the idea. I duct taped my mouth and pussy, and taped a piece of paper to my stomach saying “use my asshole”. Wearing only the duct tape, sign and high heels, I walked into his office at the start of his lunch break (we’re both working from home) holding a bottle of lube.

His jaw dropped when he saw me. “Fucking hell, someone’s especially horny today.”

Without saying another word, he tossed me over his shoulder and carried me to his bedroom, where he keeps sex toys. He threw me onto the bed, and handcuffed my wrists behind my back.

He has a camera on a tripod already set up. We often record our sex sessions in his bedroom; he turned the camera on. My heart raced as he positioned me bent over the side of the bed so that my ass was up in the air. I could hear him lubing up behind me and I felt giddy with anticipation.

[MFF] I am a lucky bastard – part 2

Before I continue my story – link to part 1 in the comments.

So it is Tuesday I couldn’t get my mind thinking for something else besides tonight. I do have a responsible job which requires a lot of concentration so I decided to take a vacation and think about what’s coming.

Ana and Bella look a like a lot. They are not beautiful in a classic way and compared to some other girls in the place I live but they are charming as hell. Both are relatively the same height around 5 ft 1. Bella is with really white skin and Ana is a tone or two darker. They have maroon-blondish hair both very wild hairs. Brown eyes. Both have mid sized tits, Bella has a more bubbly ass and Ana’s ass slightly bigger but nice and tight. Both of them have always been very well maintained and they have almost no hair on their bodies. They both have perfect feet which very important for me. Bella is more like business attire girl and Ana is almost always casual. To be honest their third sister is beautiful and exotic, but I don’t think I have any chances there. Moving on.

A night to remember, count it up: her four orgasms in four locations in one night [FM] (part 2?)

(Part one [here](https://old.reddit.com/r/gonewildstories/comments/ia7bpu/i_m_got_to_watch_a_longterm_flirt_have_passionate/)!)

Sunday morning (eh, around noon, I didn’t get home from work until 5a or so), I texted Rachel to see what she wanted to do. She responded pretty quickly, saying we should just grab some food and drinks to go and hang in Prospect Park. All fine by me. Then she sent a picture of her and Gabi in bed together in a state of undress, cuddling. I asked her if Gabi was coming as well — I was happy if she came along, she was really cool — Rachel told me no, she had plans tonight with a friend of hers, but maybe we’d meet up later at night. We spent the day texting, with her sending me pictures of her in the shower, on her bed, and me telling her what I wanted to do to her looking like that. Later on, about an hour before we were supposed to meet up, she sent me a 30 second video of her and Gabi making out, which sent me over the edge a bit. Just… damn.

When I was 22 [M] I found out my 19 [F] GF of 2 years had been cheating. We fucked one last time and then I dumped her and walked out

My ex was in a minor car crash one day. She called me and her dad to come and help her out. We couldn’t understand why was in that part of town – it wasn’t near college and we didn’t know anyone out that way. She just said she’d been going for a drive.

Anyway, later on in the evening I tried to call her and couldn’t get through. Then her dad called me asking if I knew where she was. A bit later I went round to the house she lived at with her parents. We were all getting a bit concerned that we hadn’t heard from her at this point.

Her younger sister claimed not to know where she was, but she kept sneaking off to make phone calls. Her dad confronted her and she admitted that she did know where her older sister was.

At about 9pm a taxi pulled in at the top of the road. My girlfriend gets out and walks in as if nothing has happened. To cut a long story short, she admitted in front of the whole family that she had been cheating on me with an older guy she met online.

Confession: I [M] Fuck Jolene [F] Repeatedly With Her Husband’s Consent

During the second half of 2009, I struck up a FWB relationship with Jolene (not her real name), a married woman in her 50s I met through OK Cupid. I already had a long-term thing going on with a married woman named Katie. You can click on my reddit handle to find the many posts about my times with her. Katie still wanted to see me but made it clear that she wanted full latitude to see others, and I felt I had slipped to her backburner. So I went looking for someone else too, with her encouragement.

You probably know how OK Cupid works. You create a profile and can run searches with the criteria you select — how far away do they live, what are they looking for and so on. In those days they had a category for married people looking for outside lovers. I am not sure they have it now. Remarkably, it was free of charge, even for men. I am not sure how they covered costs.

My Sophisticated Indian Mom and My Best Friend [M] 21[F] 43 Part 1

Before I get started please keep an open mind and if you don’t like my perspective or POV please ignore this.

My mom was 17 when she got married to my 29 year old dad. My dad came from a well off family , had a stable job(government jobs are valued high in India) also my mom had 4 sisters(which is seen as a burden in India by fathers) . So my grandfather thought it would better to get my mom married off soon, and made my mom quit studies in the middle of her education(she was very good at studies,she was a topper in her district)

Since my mom was good looking, my dad’s family agreed to get her married to my dad. My mom’s family wasn’t financially stable so her in laws never really respected her much, always used to take digs at her on how she’s lucky to marry rich.
It obviously must have hurt her a lot, a woman who wanted to study higher become a teacher someday and all of that was suddenly snatched away from her and was being disrespected by her in laws on a daily basis. My dad was working in army and he was stationed at a remote place so he had left my mom at her in laws place.