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Being a Mistress at 24 to a 45 year old (true story) [PART TWO]

Damn, alright. Wasn’t expecting the response from the first one. I thought of posting because I always wanted to blog… but don’t know what about. Also, i’m SO SEXUALLY FRUSTRATED. All I have is to look back on my relationship with Jerry. Just logged on to my secret sex e-mail, and found the video and pictures I described on my previous post.

God my pussy is wet. Im craaaving dick right now.

Alright, let’s continue with my story on my affair with Jerry.

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Jerry is a tender romantic. Thats what I like about him. He is obviously more mature. But he is also gentle. Though in bed… my god, he is dirty AF. As i mentioned, we eased in sex on our first meet. When we entered his studio from the balcony, I took off my sandals, and crawled onto his bed. Purposely had my ass out. He loves my ass.

I lay on my back, swaying my legs side to side. Waiting for him to come to me. He then climbs over me and kisses me. Read more »

[M]y girlfriend at work and we have so[M]e guy time [bisexual] [mm]

I thought I’d share some of my recent past with you to see if you’d like to hear more. I’m a 40 yo male, 6,3, 215 lbs, athletic build, handsome, dirty blonde hair with a better than average cock that I’ve been told looks great (shape, head, and curve, etc) My girlfriend is 28, dark hair, 5’6, athletic build with c cups and a nice round, firm ass.
She had confided in me that her fantasy was to have a threesome with 2 guys sometime a couple years ago. I decided to make her fantasy come true, so I asked my best friend of he wanted to join in and he was more than happy to. He’s 38, 5,11, 170, athletic to muscular, hairy but not gross type hairy, darker completion, with a very large cock. If you’d like to hear those stories (we’ve had 3 threesomes now) I’ll be glad to share.
But I thought I’d tell you about the time a few months ago, when we went to grab lunch one day. She had to work when he came in to town, so it was just a guys day. He and I were parked in an inconspicuous area of a parking lot. We had finished eating and had started to talk about the threesomes we’d had with my girlfriend. I was telling him what she likes, like how she enjoys giving in and feeling slutty, how she loves that she’s turning on 2 men, that she liked how we both came inside her the last time, and how she loves feeling stretched and filled by his big cock (he’s really girthy). I don’t consider myself gay, but I would definitely say I’m bi-curious. Because of all the talking about sex, turn ons, and fantasiesis, etc, I was getting really hard. I was really horny and needed a release. I also wanted to see him and his big dick getting himself off. I was nervous to ask but decided if he wasn’t into it I’d act like it was a joke. Since we’ve seen each other naked, fucking, and stroking ourselves during the threesome, it didn’t feel too awkward to ask if he minded if I jerked off. He of course said “No. Go ahead. I don’t blame you, I’m getting turned on too.”
So I pulled my pants down and started jerking off. I could tell he was starting at my cock as my hand slid up and down. I could see the bulge of his fat dick getting hard and all I could think was that I wanted to see it. I wanted to watch him stroking that long, fat cock. I finally just asked him to see it. He was a little taken back. When asked why, I told him because he has a really nice dick and I want to see it. I love watching it sliding in and out of my girlfriend’s pussy and mouth and I want to watch him stroke it.
That’s all it took to convince him. As he undid his pants I could feel butterflies in my stomach. He slid them down and his mostly hard cock flopped out. He wrapped his hand on it and started stroking. I kept encouraging him. Telling him I couldn’t wait to share my girlfriend with him again. How she couldn’t wait to ride him again. How she wanted to get on her knees for us and make us cum on her tits together. Looking over at him after a few minutes, he still wasn’t all the way hard. He told me how he wished she was there to suck his cock and help him cum. So I decided to push even father.
I asked if he wanted help. He seemed to stop mid stroke and looked at me. I looked him in the eyes and decided to test the waters. I put my hand on his muscular thigh and started running my hands up and down. Stopping and squeezing a little as I did. He let go of his cock, pushed his pants down lower and leaned his seat back a little more.
I was so nervous. Here I was about to grab my friend’s dick and stroke him and we have the risk of someone coming up too the car and seeing us. But the chance was here and I want going to let it go.
I finally slid my hand up his thigh, slid across his lap, slowly…. and touched my fingers across his shaft. He sighed and I felt his cock twitch. I just ran my fingers across it. Teasing him. Still stroking myself, feeling very near orgasm. I wrapped my hand around the shaft and started pulling the skin up and down, just like I like to have it done. It was so hot feeling him getting harder. It encouraged me. Let me know he was enjoying it. I looked at him and he was watching me jacking off. Watching his best friend get off while fondling his thick cock.
He was soon moaning softly. I could see precum starting to leak out. His cock was drooling for me. I had heard my girlfriend describe how she loves giving head so many times. How she loves feeling how turned on a guy gets and how she knows she’s pleasing him as she tastes precum leaking into her mouth.
My friend again started moaning about how he wished she was there to suck us off. I took that as a hint. I knew what he needed. I asked him if he liked what I was doing to him. He moaned, yes. I asked if it was helping to relieve the tension he has since our talking had gotten him all worked up. He again moaned quietly, yes.
I leaned over. I have him a few long strokes. Spreading his precum down his shaft. He looked at me, unsure. I leaned a little closer, place my face inches from his cock and just kept working him. I looked up at him wondering if it would really be okay with him if I did. I was so sure he would be, since I was jerking him off and he was definitely enjoying it. But I was still so nervous to cross that line. But my face was so close and I wanted it so bad. Wanted to know how it would feel pushing into my mouth. On my lips. Against my tongue.
And then he put his hand on my head. And if he was still uncertain he was willing to go all the way despite his hesitstions. If it was because he was curious too, or if he just needed that release and I was doing a good job, I didn’t know. But I opened my mouth and let him shove his fat dick in me. The head was so spongy yet firm and hard. I could taste his salty-sweet precum. I decided to try working my tongue around it and was rewarded with a nice moan. I took my time enjoying the sensation. Pumping his hard shaft. Running my tongue around his head. Then he started getting into it. Pushing my head up and down. Thrusting his hips. Trying to get his long cock in deeper. So I pushed it in as hard as I could. I’d seen my girlfriend take the whole cock in her throat and it was such a turn on. I tried as hard as I could to push it in but it was just too much and I was gagging a little. I knew he liked it because I got more precum and his soft moans were getting louder.
I felt him adjusting in his seat and it gave me room to actually start really working him. Sliding my hand up and down his shaft in unison with plunging him in and out of my mouth. That little move got him to ask, “Are you sure you’ve never done this before? Fuuucccckk”. I had to stop stroking my cock now and then, so I didn’t cum until I had sucked him off.
Seconds later I realized that he had adjusted so he could reach into my pants. I felt him grabbing my dick and stroking. It was so hot knowing I’d seduced him into guy on guy sex. It made my feel hot knowing I was turning him on and he want to play with my dick. But I was so on edge I started moaning and groaning, trying to hold off, but between him jerking me off and his thick cock fucking my mouth and his moans I couldn’t hold back. My groans were only quieted by my giving head. I was loader than I should’ve been for were we where. But I couldn’t help it. I was coming in my friends hand and on his muscular arm and giving him a blowjob and I couldn’t stifle it.
I’m sure this sent him over the top as well. Seconds later he was telling me he was going to cum. His cock got even harder and it was amazing to feel it in my mouth and hand. He warned me again that he was close. I think he was worried about cumming I’m my mouth, but I wasn’t about to stop. It was such a turn on knowing I was getting him off. He was going to cum and I was doing a good job pleasing him.
And then he did. So much. I could feel it spasming in my mouth. Taste him shooting cum on my tongue. I just kept sucking, bobbing, stroking and licking. Feeling his manly cock shoving into me. I kept going until I felt him gently tap me to stop. I swallowed his cum and then saw the huge mess I’d made on his arm, my pants and shirt.
We were both laughing and joking that we should have tried this 10 years ago. I was worried that it would be awkward after, but we were both fine.
Since then we’ve experimented more, but that’s a story for another night.

Monster Brothel; The Witch and the Demon [fantasy][magic][foursome][anal][cum eating][monster][demon]

“Do you know what they have planned for us?” Alexa asked, twisting her vibrant red hair around her finger.

“All I know is that someone requested us specifically, they’ve more than proven that they know what we like. That squid girl was incredible and you said the Werewolf was exactly what you needed. They somehow know what it is we desire. I mean, it’s obvious there is some kind of magic at play here, they drew us in and now we can’t stay away. I trust that whoever they have for us tonight, it’s going to be special.” Jacob sat down on the edge of the bed next to his wife.

They were in a simple bedroom just like the one that Alexa had seen weeks before, a large bed in the center of the room with an iron frame bolted to the stone ceiling. The bed was covered in black bedding, satin pillows and sheets with a black lace ruffle along the bottom. The curtains were thick and black hanging over the windows on either side of the bed. The floor was grey stone tile and the walls were painted in a dusty charcoal. This room had a darker, more mysterious ambiance than the room in which Alexa had been introduced to her werewolf lover. Read more »

Two-Week Fling with My[F] Roommate[M] Part 4: Featuring My Impressive Throat and His Attentive Tongue

Be sure to check out:
[Part 3](https://www.reddit.com/r/gonewildstories/comments/gww9s8/twoweek_fling_with_myf_roommatem_part_3/?utm_source=share&utm_medium=ios_app&utm_name=iossmf)

It was Tuesday night, and I was alone with Scott in the living room once again. We sat on the couch in a somewhat awkward state. We were talking, bullshitting about our work and our friends, but not really looking at each other. Scott actually had his eyes closed for most of the conversation, intentionally not looking at me. He was avoiding the elephant in the room so deliberately that I thought this was his way of saying he didn’t want to continue our sexual adventures. And then it happened. The tension broke. Scott opened his eyes, looked at me hungrily, and leaned in just a bit. I did the same, and our soft kissing soon gave way to more passionate making out. His hands grabbed at my back and felt up my chest; he had definitely taken my advice about being more assertive. He slipped his hands under my shirt, working his way up to my bra and unclasping it effortlessly. As he kissed along my collar bones, I felt myself begin to soak through my black satin underwear. There was something so forbidden, so erotic, about doing this with my best friend. I wanted more. Read more »

It’s the morning and you decide to wake me up orally… [oral] [narrative] Anyone on Male [MF] [MM] [AM] [Str8] [Bi] [Gay]

It’s the morning. At least, it must be, since the sun is shining so rudely through the windows. You find yourself naked under comfy sheets that threaten to pull you back to dreamland when you notice me laid out next to you.

I’m still fast asleep, so you carefully pull the sheets back to reveal my half-naked body for you to gaze over. You watch my chest rise and fall a moment before your eyes follow the trail of hair down my chest to my boxers below. You don’t know why I bother wearing them to bed, you’ve made it quite clear you prefer me in the buff but I wear them anyways.

This morning they are a cheeky pair that isn’t quite sitting right, riding low on me. As you take note of the outline of my cock under the loose fabric, an idea comes to mind that will start the day for both of us nicely.

Slowly, carefully, as not to wake me or give away the fun before it starts, you move the sheet off me and position yourself down by my boxers. With a delicate tug, you ease the offending underwear out of the way and free my cock. Read more »

My wi[f]e fucks her younger neighbour just before she met me.

My wi[f]e was a late bloomer but quickly made up for lost time. She explained it was sort of a pity fuck. He was a geeky short teenager. Very awkward around people. She got to talking to him one day when he came across to ask her parents about something. She had just got out of the shower and she had a dressing gown on. It fell open and he stood there staring at her boobs. She covered up but he just kept staring. My wife decided to be brave and open the gown up again. She said you could see his cock get hard through this pants. She placed his hand on her boob and told him to come back after he had showered, which he did. They moved into her bedroom and he was rock hard. She said he was average size and uncut. She guessed correctly he was a virgin so she took the lead. She started giving him a blowjob and after about a minute he blow in her mouth. She lay back on the bed and started to masturbate herself. Seeing the his cock hadn’t gone down she bent over doggy and got him close. She said she had to guide him in because he had no idea where her hole was. After a minute or so of pumping away he came again. She got a towel and let his cum dribble out of her. Still his cock was hard so this time she lay back and pulled him on top. This time he lasted for a couple of minutes before cumming. She said it was all over in about 10 minutes. After he left she masturbated with her favourite toy to bring her to orgasm.

My roommate[f] had sex in our dorm room and knew I was there

(Already posted to [r/sluttyconfessions](https://www.reddit.com/r/sluttyconfessions/) but someone said I should put this here too. Enjoy!)

I have wanted to share this story for a long time, but I want to compose it properly, because I think about it all the time, and it probably has something to do with the fact I am constantly horny and thinking about sex lol. But who knows, chicken or the egg. The sex part of this is all over 18, of course…

Being super shy and quiet throughout my youth, the whole awakening to boys and sex was fascinating to me, and I loved whatever attention I got from guys. But, per usual, I was disappointed that they always seemed too hesitant to make a move. I was friendly with the chess club/band geek type, and no shirt seemed to be tight enough, or skirt short enough, to get one of these oogling doofuses to move in, bless them, no matter how obvious I would hint. So. Annoying. And I was much to timid to make the first move. Also, unfortunately, I was too bookish to get much attention from the sports dudes (even though there was a consensus among jeering jocks in the hallway that I was a solid “8.5”). If they only knew what a filthy slut-bucket mind I had, or about the little furnace constantly burning between my thighs, maybe I would have got a second thought. Alas, for intimacy, I was doomed to rely on my poor hairbrush, which suffered unrelenting abuse throughout my senior year of high school. I had had just enough experience to know it insufficient it was compared to the real thing. Read more »

Visiting Anna – 06 Anna wanted a video (MFF)

…

“I want some of this too.” She whispered, tapping her finger against my cock. “Plus, I’ve always wanted to film myself having sex!”

Anna and I grabbed our glass of wine, and walked over to her bedroom. Lana was sitting on the left side of the bed, already sipping on her glass. She looked at us, smiled, and patted a spot on the bed next to her.

“Come, sit.” She said in a very relaxed voice. She leaned back against the headboard, and had one leg over the other on the bed. “I wanted to ask you something Anna.”

“Sure.” Anna replied, waving me to sit in the middle. I hop in bed, and shuffle to sit right beside Lana. Anna sits next to me, sandwiching me between the two of them. It was a tight fit, but we all had enough room.

“Mind if I spend the night? I don’t feel like putting on clothes anymore.” Lana asked as we got comfy. I looked to Anna and placed my hand on her leg. Read more »