NEW-Part 4- Fucked my best friend’s widow and knocked her up (again)-Part 4 [mf]

*If you want to start from the beginning of this crazy ass shitstorm- Parts 1-3 are posted below-

Part 1: https://redd.it/glt7ln
Part 2: https://redd.it/gnjzva
Part 3: https://redd.it/gw8it3

*So, it seems like this throwaway is going to be used almost strictly as my confessional, to cleanse myself of the fuckings I probably (definitely) shouldn’t have participated in.*

When I first found out Tia was pregnant (again), we were both surprised (not sure why), but cautiously excited. The guilt of knocking up my deceased best friend’s widow started to creep in…I wondered how he would really feel if he were alive. We were close like brothers, maybe closer. But with that said he had this unspoken desire to try and compete with me, and he once said to me that I had ‘won’ against him in everything…I told him that wasn’t so, and he had what was really important: a woman who loved him. Well, now I was taking that too, and it brought up a shit ton of old, unresolved feelings.

5 years a go I[M][23] fucked my High School crush[F][23]

This one was easily THE BEST SEX I have ever had And the worst thing I have ever done! This happened around Id say 2015. We were both 23 and had gone to high school and where in JROTC together, But for her own safety her name will be H, and I had the biggest crush on her since junior year of high school. At the time she had a boyfriend she was seeing since high school, they had previously broken up, and had gotten back together. I had just gotten home after basically 20 weeks of Basic training at FT.BENNING, called OSUT, essentially you stay at your BT for your entirety of the training, and at the time women weren’t allowed in combat arms and this was 20 weeks without seeing a woman, so you could imagine, I was nothing but PURE HORMONES, I was training for 19D, US Cavalry. Anyways H was smoking hot, had a damn good body, nice plump ass She definitely workout often to make that ass nice and juicy, but she was easily C cup tits, she was a redhead as well. So essentially the woman of my dreams, or just me looking at her with rose tint glasses. I was at a bar with a friend, we had gone to it to celebrate me coming home for the time being, and all the sudden I hear from behind me Crushfuckedme! I turn around and to my shock it was H! she gave me a hug and we just started chatting it up, it had been a while since I had hung out with her, perhaps 3 years? Not entirely sure, but she look just as good as ever, we had gotten a few drinks and ended up talking for a few hours. It was around midnight when we decided to leave, I ended up giving her a ride home as she was dropped off and it was a good 4 mile walk to her home. As I pull into her drive way, she just turns to me and just lays a giant ass kiss right one me, no warning, just BAM! This is essentially where the fun begins! We are just going hot and heavy In the car, essentially drunken deep face sucking, I started to reach for her tits, which of course she further helped me get to by just pulling them out. I begin to just slowly rub my thumb around her right nipple, and as I did she slowly start to let out some light moans. I pull away for a second to ask about K, and she said “forget K” you are the man I’ve always wanted, and damn if that just didn’t make me fucking more horny. She whispers in my ear let’s go inside, and we ever so quickly head Into the house, as soon as I close her door, she began to just tear my cloths off, and I Did the same, heavily making out and just playing with her nipples. She’s soo damn hot and horny, as soon as we get to her bed and it’s just GAMEOVER, no Reserve just going to town on each other. I’m kissing and, playing with her tits, sucking on them, lightly licking as I begin to finger her ever so tight, wet pussy. I tell her to lie down on the bed and I begin to eat her out, and boy was it the best damn pussy I ever tasted, seriously, it was sweet, and yet a tiny put of tang taste to it, as I was going down on her, she was just grabbing my head and just squeeze it with her legs with every quiver of her body she just was 100% into it, and couldn’t help but cum, it was soo fucking hot. She quickly yelled out crushfuckedme, take a break! I couldn’t help but laugh out loud at this comment; the most random and yet most hysterical thing ever, she had me flip on over and she just start blowing me, and boy could she suck the chrome of a trailer hitch, just really getting all into it, playing with my balls lightly licking them every so often when she would stop sucking my cock. She did that for a solid 3 minutes, this was so shocking to me, in high school she was a great student and a kind person, when all my “friends” would insult and belittle me and my intelligence, she was the one constant that never did, she was just the on person who had a kind heart and soul, so her being this way was just a SHOCK to the system. I had her stop I didn’t want her to keep going, if she did I would of blasted all in her mouth, not what I wanted, nor did she haha. She laid next to me and I’m getting the condom, and as I start to roll it down my rock hard cock, she just takes it rips it off and says, not today harbinger, I wanna feel every inch of you inside me, which wasn’t a lot of inches lol. As I lay on her bed, she just gets right up on top of me, and just ever so slowly eases me into her, but as she was doing that she was just teasing the SHIT out of me with her Pussy. She would ease the tip of my cock into her and then pull out, she did that a good 3 times every time she did this she’d inch my cock a tiny bit deeper into her, I want to grab her so badly and just slam her down but she finally got me all inside of her, and damn was she tight! I mean she 100% did kegels , idk how I didn’t blow my load right there and then, must of been the alcohol, and a bit of delayed ejaculation, or just sheer willpower. Anyways she was simply amazing she would slowly ride my cock up and down, while I did my best to thumb her clit. We go threw a variety of positions, the best being doggy and reverse cow girl as I just loved watching her sweet ass bounce on my cock. We flipped over and holy shit was I just ready to cum, We swapped on over to missionary and I was just going to town, deep hard thrusts, she was moaning so damn loud I’m sure the fucking neighbors could hear her, her moans came louder and I could feel that pussy just tightening around my cock as she came, saying “oh god!” “Oh god”, she had damn tight pussy, Thats when it happened, my cock got soo hard it felt like it was going to burst, I just said, I’m going to cum, and that’s when she wrapped her legs around me, and whispered in my ear, cum for me crushfuckedme, cum in me crushfuckedme, and nothing makes me hotter then a sexy woman saying that in such a seductive way, and damn she got it, my cock was soo hard it felt like it was about to burst at the seams! I did one last DEEP thrust and then it happened, 20 weeks of pent up hormones and cum, just exploded out, I unleashed pure suppressing fire in her Pussy. I just began was felt like painting the walls of her pussy, as the last few Spurts of cum came out she slowly moved her hips to just continue to tease me, and by then I couldn’t take it anymore, I had to have her stop it was just too much stimulation! Though I’d be lying if I didn’t say I wanted to go again, but I just couldn’t she took every once of it out of me! As soon as I was done we just laid there with me still inside of her just lightly kissing and holding each other until my cock became flaccid. I stayed the night and we cuddled and kissed a bit, Until we had fallen asleep. The next morning we got up, had a bit of a hangover and had gone to Denny’s for breakfast, and her phone was just filled with a ton of text messages from her BF, I felt sooo terrible, but at the same time I didn’t regret it, not one bit, she was the girl of my dreams at the time, though I did deep down wish I somehow got her pregnant so we could keep fucking but, I’m glad she didn’t, she was on a BC so I was safe there. We talked and agreed that we would never talk about what happened to him ever. We texted back and forth for a few days but she eventually moved to Washington to work as a park ranger, I later learned they broke up a few months later. I still feel somewhat terrible a few years, but am glad.

[MF] It’s Me. I’m Your Present

You really know how to celebrate. Not only are you working a 10 hour day on your birthday, but you scheduled an apartment tour on top of it. Now I’m also eager to live together and enjoy you daily, but why today? Didn’t you figure that would get in the way of my plans to spoil you?

Lucky for us both, your little slut knows how to adapt and overcome.

Littering your snap with my nude body is nothing abnormal. I love to show off my pale double Ds and their cute little perky nipples for you. Squeezing and pinching them for the camera feels so good. Fresh out of the shower, still coated with water droplets, they look extra fun in my opinion. Well, yours too judging by the hard on you show me you’re sporting at work.

Lisa warns me my ass is in for a long night

A week ago Lisa had hung me from a hook and more or less savaged me, leaving bruises, hickies, bite and lash marks all over my torso, and my muscles fatigued and sore. The third day after, while I was trying to find a position in bed that wasn’t painful, she came in naked, with sad eyes. She pulled the covers back and looked at my marked body. The bruises were turning yellow in places. Her eyes were wet. 

She muttered, “Never again.”

“Sounds good to me.”

She looked me in the eyes, her face sorrowful. “I want to hold you.” A declaration that was somehow a question too.

I’ve got no defense against her sorrow. I just want to make her feel better. “Only if you hold me tight.”

She made a soft sound of relief and snuggled up to me, gently. It was good.

The next few days we had sweet, normal sex. The most aggressive she got was when she worked her way up my chest and sat on my face, her hands tugging my hair as she screamed in orgasm. We did all the things we had done before. It was satisfying and safe. 

The secret chamber [FFM; BDSM; orgasm control; oral]

“Come on Celine!”, my best friend Elle bragged me, “you have been fucking him with your eyes the whole night. Go ask him!”

She was right, I was undressing him with my eyes all night. Him… Gus…

Gus was my secret, or probably not so secret crush for two months now. I didn’t really know much about him, I knew that he was 29 years old and was a regular at the night club we were in. He always wore black clothes, I had never seen him wear anything else. His black hair and very dark eyes made him even more intimidating. It was probably on purpose to seem unapproachable, as he was alone at the bar today again.

Just as this moment a tall blonde, very hot woman sat beside him, started flirting with him. But she didn’t even stay longer than 20 seconds before dashing off, her cheeks bright pink.

“He doesn’t seem to like company today”, I said and looked at her.

Our friends Martha and Karin looked at us.

“But you wanted to know about his secret chamber!”

First date with my current fwb! [MF]

Skip to [MY PLACE] if you’re already feeling steamy ;)

I took an uber to the brewery a little earlier than we planned so I could feel more comfortable in the space. I sat in the back of a grey Prius, crossing and uncrossing my legs while wondering if I should’ve worn a dress. I wore my favorite floral v-neck cold shoulder shirt over a super cute push-up bra I had been dying to use. I even brought out a particularly thong for the occasion. My shoes had a slight heel so my butt could look it’s best. I wanted him to want me.

He was my type. I saw him semi-regularly at a mutual friend’s get-togethers and would try to steal glances. He was fit, handsome and funny. We even shared the same humor as we locked eyes mid-laugh. I’m not sure why but those moments made me hot and bothered. My body was trying to figure out what to do with this feeling. I didn’t know I wanted him at the time. I just knew I had a physical response to his voice, his body, and his smile.

[MF] My boyfriend rode my strap-on like a fucking cowboy and I loved it

Seems like you guys like hearing about my boyfriend’s ass! Thank you all so much for the kind words and the awards(!!!). No thank you to the multiple people who have messaged me asking if they can fuck Henry. WE ARE IN LOCKDOWN, FOLKS. He isn’t going to open his asshole for randos from reddit in the middle of a pandemic. Also his ego is massive now from all the attention so thank you for making me deal with that ? Should I be offended that nobody has messaged asking to fuck me? Don’t answer that.

ANYWAY, since you all like reading about our pegging adventures more than our PIV sex, I figured I’d give you another story. But first I have to provide some background: I hate the cowgirl position. It’s a thing. Nobody’s ever broken up with me over it, but I’ve had partners in the past get very frustrated that I’m unwilling/incapable of riding them for hours. I’m definitely not a pillow princess, but there’s something about being on top during vaginal sex that makes me feel unattractive and unfulfilled. I’ve never been able to finish when I’m riding someone.

My Cum Guzzlin’ Maybe Bipolar Cheat [affair] [deepthroat/gagging] [anal play]

***Out of the blue, I got a text from Mia.***

*MIA:* Hi.

I had just set up my laptop and monitor at my workspace. It takes a few minutes for me to take out all of the wires from my backpack and hook everything up. The workspace manager doesn’t recommend leaving your equipment unattended despite security cameras in every room.

*MIA:* Come over real quick

*MIA:* If you can

People leave their shit out all the time, I thought. Here was my chance, after 2 years, to finally fuck Mia. After she sent me pussy pics and me dick pics. After I’d called her “undiagnosed bipolar”.

*ME:* Gimme 20 min

I left all of my stuff. Whatever, I thought. The only person that would steal someone’s stuff is me anyway.

I got in my Camry and glanced in the rear view mirror at my teeth – looks clean. Started up the car – 1/8 of a tank left. Mia’s apartment wasn’t too far away. I could make it there and still have enough gas to last me until the nearest station.

[MF] Some drunk fun in the dorm with my boyfriend after a party

I remember this night from earlier this year. I haven’t realized how much I enjoyed myself that night until I found myself thinking back on it while getting off with my boyfriend on phone sex during quarantine.

For context, I’m 5’2, long black hair, slightly chubby with C cups. My boyfriend is 5’7, a bit wavy, dark brown side swept hair with broad shoulders, former wrestler.

He was visiting for the weekend and my roommate was out of town, so we knew it’d be a weekend with a lot of fun. We slept in quite a bit after a late night movie (and some fun!) and spent the day inside with some microwave mac + cheese and some cereal, a typical college student’s midday meal. We were cuddling for a bit with a food coma and I watched him browse on his phone, dozing off a little. He gets a text from a mutual friend asking if we’re going to the party tonight.

I’d never been to a party before, mainly because I only hung out in very studious groups who prefer to stay in 99% of the time. We drank, but only in small groups in someone’s dorm. Nothing crazy. But that night I wanted to go to a party.

I was a slutty wife for a man who got me dick high [FM]

This happened about 4 years ago. My husband and I were about a year into a sexually non-monogamous marriage. I had met this guy named Anthony. He had a lumberjack look to him. We got along well when we chatted, so we decided to meet up after a few weeks. We went out for dinner and had a hotel reservation for the night. We got along even better in person. He was very charismatic and had me smiling and laughing all during dinner. We both really enjoyed ourselves. I wore a blood red dress with black stockings and heels. After dinner, we met up at the hotel. We got our key and went into our room. It was nice and had a pretty cool view of the city. We opened a bottle of wine and continued chatting. We were sitting on the couch. After a bit, he started scooting closer toward me. Then he placed his hand right under my dress and left it resting on my thigh.

“You look gorgeous in red.” He said.