[FM] FWB proving himself after a dry spell

My FWB and I had been on a month long dry spell, mostly because we were just too busy. I was starting to think our FWB relationship was fizzling out. We managed to find time last week to hook up however the sex was absolute shit for both of us. He lasted way too long, my vagina was starting to get friction burns, and he never came. I also admitted to sleeping with another dude earlier that week. Overall neither of us were happy campers and I was starting to think I should switch FWB duties over to the new guy.

This week, my FWB invited me over and to me this was do or die, if I wasn’t happy again, I was going to drop him as FWB. I meet him in his garage where he is finishing smoking a cone, he tells me to go wait in his bedroom while he does a few things. I go and sit on his bed, looking around the dimly lit room. I did manage to see a red light beaming off the dresser at the end of the bed. It was a mini camera and apparently he had some plans to film.

I fucked an Instagram escort in front of her boyfriend [MF]

Sexually speaking, I’m not that adventurous of a guy. Sure I like some stuff, and I watch porn, but I wouldn’t consider myself super kinky. ​I usually take the woman’s lead and just go with the flow.

For the last year or so, I’ve been hiring escorts. I found this online Madam that was pimping out Instagram models. At first, I was a cynical skeptic on this, but it worked out and we’re all happy with the arrangement. One of the models that I hire on a regular basis, Allison, she’s cool, laid back, chill. She also has a boyfriend who knows about her ‘side job’. All good in my opinion, the last thing I want is drama. We’re all adults here. And there is a mutual understand not to mess with a good thing.

One night, after one of my paid bookings with Allison, she’s cleaning up and getting dressed. That’s when she approached me and asked if I’d be interested in getting together again. Yes, of course. I feel super comfortable with her. But that’s when she drops this kinky bomb on me. She is wanting to get together, but have her boyfriend there. A threesome? No… just him watching. Again, I’m not super kinky, and I’m somewhat private. So a request like this is a bit unusual and out there for me. She can probably tell that I was surprised, so she said that it’s something they do as a couple. Something that they both enjoy and it’s one of their things.

Breakfast (Spying On My Sister, Part 2)

Jenna and James came up the stairs for breakfast in the morning. I was already on the counter drinking coffee and having toast. James just had on boxers, exposing his chest, which wasn’t muscular, but toned so you could see the outlines of his build. He was hairless for the most part. He wasn’t hot but he was definitely sexy. Jenna, I’m pretty sure, had on just an old school “Weezer” t-shirt; one of James’, no doubt. No bottoms, but the t shirt did go to her thighs. They both had nice bodies and were comfortable walking around like that. The main reason they walked around basically naked was easy access.

My sister and her boyfriend had an added bonus this week. Our parents were in Hawaii. We had the house to ourselves, which meant James was living there that week. And they were fucking a lot. It was like they were each other’s newly discovered drugs and they were on a binge. I could hear them every night; they were as loud as they could be, knowing they had no one who’d tell them to cut it out or keep it down. They knew I wouldn’t.

First time with another man [MM]

In my early 20s I went through a devastating breakup. My girlfriend of several years admitted to fucking one of my friends. I went into a depression and filled the void with porn and eventually, random sex. I got really into TS and gay porn on top of my regular stuff. I found myself browsing craigslist personals in search of my first gay or trans encounter. Trans was a lot harder to find in my area. This was the days before grindr and I didn’t like the exposure of a dating site.

I found a guy looking for mutual fun in an adjacent city, roughly a 90 minute drive. He was my age and moderately fit. White with brown hair and hazel eyes. Not weird looking, and I really didn’t have a gauge for attractiveness in men. Not feminine at all, which might have helped later, but I didn’t have a lot of options. Most of the guys on craigslist were way older, overweight, and extremely hairy. That’s a hard sell for a guy who’s only been with women.

I’m a straightish guy but I love botto[M]ing for transwomen, and occasionally men.

I’d consider myself straight. I have a girlfriend who I love dearly and have never cheated on. Before we met thoug, I spent years sleeping around. I went through a rough breakup and started watching a lot of porn. Eventually transgender and gay porn. I started fantasizing about tasting cock. At the time, craigslist still had personals and escort pages. I found myself browsing them and masturbating to the ads. Eventually I got up the nerve to try a TS escort. I’d already been with several female escorts so that part didn’t really bother me. I met this trans escort at her apartment. She was a gorgeous athletic latina with a fat cock. I was nervous so she sucked me for a while before I got up the nerve to suck her. I’d had one gay experience before so this wasn’t the first cock is sucked. Afterwards I topped her. I came so hard in her ass and felt so dirty after.

Cumslut’s First Successful Deepthroat [MF]

I’ve been on a mission to become a more useful cumslut; to be able to do whatever a partner could want that doesn’t overstep my few boundaries. The biggest struggle for what I needed to be able to do was deepthroating, well, that was until this morning.

I had gone over to my ex-boyfriend’s place last night with the desire to suck dick. I didn’t care if I came or not, I wanted him to use me and let me please him. I had been hoping I’d be able to wake him up with a blowjob, but that didn’t happen since we kept getting woken up by his family needing him for various things downstairs. I woke up when we got called back downstairs around noon. Unsure if I’d be able to play with him, I distracted myself by watching Netflix. As I did, I lost focus on what I was watching as my mind started to wander, and my hand slipped into my panties. I couldn’t help but play with myself a bit. As if out of some porno, soon after I started playing he came back upstairs. However, I tried to hide it, not wanting to distract him if he still needed to do anything. Of course, he couldn’t stay upstairs with me since he needed to babysit. I chose to wait upstairs until I had to leave, which wouldn’t be for a few hours.

Husband [M] fulfills wife’s [F] masturbation fantasy

*A little* [r/relationship](https://www.reddit.com/r/relationship/) *type venting first.* *My [50M] low libido wife [43F] has expressed for years how she’d love to watch me masturbate.* *I finally agreed to do it for her as part of a Want, Will, Won’t list we did a couple of months ago.* *Problem is that she never brought it up again. After a couple of weeks,* *I tried to prompt her by asking what scenario she preferred.* *Did she want to hide?* *Did she want to sit right in front of me?* *She’d answer with apparent enthusiasm but then forget about it again.* *Finally, in a last-ditch effort to kick start some kind of fantasy play.* *I wrote this story.* *It’s what she supposedly wants, written in a light bondage setting from her perspective.* *I finished it 2 weeks ago and she can’t be fucking bothered to even read it.* *She hasn’t even realized that I deleted the Dropbox link I sent her.* *Anyway, it’s probably crap, but I wanted* ***someone*** *to at least read my effort.I’m open to some honest feedback.* *Should be obvious at this point, but it’s mostly about a guy jerking off.* *Pre-emptive answers/humblebrag: Yes, that’s me in the pic that’s linked.* *The text messages are actually exact copies.*

Halloween Mini Orgy [Group] Much Delayed Sequel

Original story from my previous account https://redd.it/2qoq3a

Read it first.

Delayed because it is difficult to write about awkward things. Of course dialogue is approximate, but it makes for better reading.

The Saturday morning after our Halloween party was like most mornings at the beach house. Everyone woke up and tried to get out of cleaning the place. Dan’s family owned and often rented it to other people. The house had to be clean by the time we left. Hangovers were common, so the mood during cleaning tended to be pretty bad.

My girlfriend, Ariana, was great at cleaning and organizing, so she generally took charge. Dan generally had the poorest work ethic and biggest hangover. He also felt entitled not to clean since he provided the venue.

People left pretty quickly. There was some event that people wanted to go to that night back at school. By mid afternoon, the sun was going down and there was a lot of laundry (sheets and towels) and dishes left to do. Dan, his girlfriend Kim, my girlfriend Ariana, everyone’s friend Heather, and I were left.

Early Morning Claiming Princess [MF] [OC] [Request]

Early Morning Claiming of Princess

By John Sat

Dedicated to that wonderful inspiration who wanted to be the star of the story:

I woke up in that awkward time of early morning. It wasn’t late enough to actually wake up, but it wasn’t early enough for the sky to still be dark. Resolving myself to probably not getting to sleep in this Sunday, I rolled out of bed and headed to the bathroom.

When I returned to bed, my hands still a little wet from washing up, I saw you lying there, tangled in the sheets. Without me there to anchor my side of the bedding, you managed to wrap the sheets around your round body, revealing the most arousing tease of your porcelain skin. It’s become a joke between us that usually when I call you princess, you laugh and ask which one, wide-eyed and excited. My answer was always the same, Snow White. And staring at you lying there, your pale skin set off against the dark curls of your hair, it was reminded yet again why that was always my answer.

The Camgirl Part XI: Chocolate Insomnia [mostly fluff and plot] [lots of unresolved sexual tension]

**XI: Blake and Liam**

**Blake**

Sleep, it turned out, did not want Blake as much as she wanted it. Not tonight.

Her mind just wouldn’t quiet. Even curled up next to Chloe as she was, feeling safe and warm beneath the blankets in her friend’s embrace, the knot in her stomach hadn’t left completely. It certainly hadn’t helped that she’d been able to hear Liam and Marie going at it when she and Chloe got back. Blake’s friend, wonderful as always, had rushed them into her room and given her a hug and a kiss. Blake had almost been weak enough to kiss her back. It wouldn’t have been a big deal, not normally. She and Chloe still made out occasionally, usually when alcohol was involved, or to fuck with boys, but they never let it get emotional, and Blake was still far too emotional for that right now.

With a muffled huff, she carefully extracted herself from the blankets and Chloe’s arms, making sure not to wake her friend.

I need chocolate. Chocolate and sleepy-time tea.