[F21] – First Anal Experience

“I hear you!” I called across my apartment, “I’m just getting some things cleaned up, changing, then we’ll meet up with you downtown,” I explained to Cara who was chiding me for being a flake.

“Ok, but you better not bitch out on me again!” Cara called as she was ushered out the door by the large group of people leaving to head to the bars.

Within minutes my apartment had gone from a bustling party to deserted apart from my roommate Rachel and my friend Brian who had hung back to help us clean and walk with us downtown.  In reality, I didn’t understand the move.  We had plenty of beer to go around, and the walk downtown wasn’t a short one to make.  I had been content to spend the evening hosting everyone for the sole reason that it meant I could easily sneak off to my room and pass out whenever I felt like it.  Now the evening felt like a far bigger hassle than it had been worth.

I [27m] played a pretty intense drinking game with my girlfriend [26f] and our best friends, [26f] [26m]. It was fun. [Group]

Don’t think I can be as good a writer as most people in this sub…but I wanted to share this SOMEWHERE because I know I can’t tell anyone in my real life. Girlfriend and I have been friends with this other couple since high school. We’re really close but uh, yeah didn’t think we’d get that close. We didn’t have a foursome or anything, but we played a strip game and all four of us ended up naked by the end of it, with some pretty bad forfeits…got to see each other naked up close, some mild touching, and so on.

Most awkward part was the weird game my friend(male) and I were playing of “…Okay so do we pretend this is NOT sexually enjoyable and is just ‘funny’ or…” because we didn’t want to upset each other by like, staring too much at each other’s girlfriends. But we had our fun and by the end of the night we were more comfortable. The girls were pretty okay from the start, but I think part of it was just because of how uncomfortable me and my friend were at the start – well, how worried we were about their feelings and so on.

New Years Eve at my gf Amy’s house, the party begins. Part 2, Amy’s mom has got it going on. [MFFFFFF 21] [teasing] [MILF][swinging]

I went upstairs to Amy’s bedroom and when I went into her room, she was standing there in a black thong and matching bra, as I had requested. And, the front of the thong was see through, so I could see her little bit of manicured bush through the mesh. She looked just like her mom looked earlier, when I accidentally walked in on her.

Amy was smiling at me and said, “Is this what you had in mind?”

I said, “fuck, yes. Now turn around for me.” She turned slowly around for me and there was her magnificent ass. I moved over to her and we started making out and my hands were all over her bare ass cheeks.

Amy slowly got on her knees, smiling up at me, unbuttoning and unzipping my jeans. She pulled down my pants and underwear and my dick sprang out. She licked the head and then all the way up the shaft. I could see us in a full length mirror on the back of her bedroom door. She put it in her warm, wet mouth and sucked it. She said, “You have a nice dick, Jack,” as she stroked it slowly and smiled up at me.

I fucked my girlfriend in her moms house while company was over [MF]

So we’re in a long distance relationship, I live in AZ and she lives in UT. We made plans to go camping for Memorial Day weekend and I got off work late so it was questionable if I was gonna make it that day. She sent me a pic of her wet pussy and I knew I had to go get it. I drove 10 hours after work so that I could treat her like the little slut she is. I got there maybe 2AM and her mom had company over sleeping in the living room. Her moms room shares a wall with hers so I didn’t think we were gonna do anything that night but man was I wrong. The second I get there she’s pulling my pants down and my dicks in her mouth. She waited so long for my cock and she wasn’t going to wait any longer. When I was nice and hard she bent over her bed and told me to fuck her as hard as I could, but we had to be silent. Well that was hard because she cums hard and loud on my cock so her face was buried in a pillow the whole time and I was just trying not to shake the whole house but I was horny as fuck and I couldn’t help myself. After I came inside her (I always do) we both laid down and passed out. I was awoken a few hours later with her sucking me off and I blew another load down her throat, she loves my cum and can never get enough.

My High School G[F] Could Not Resist Worshipping [M]y Huge Dick in an Airbnb

If you’re a reader who tends to dislike/doubt when a writer talks about having a sizeable penis, this will not be the read for you and I politely ask you to please ignore and move on. I understand where the doubt comes from, but these stories are as true as they come, and I included some non-nude evidential pictures to try to help clarify my story points.

This story is also about a time with my HS girlfriend, who I’ll call Blue from now on. Blue is about 5’6″, pale with blue eyes, freckles, short dark hair, with the most sensitive itty bitty titties to go along with her plump (and well worked for) round ass. She’s a beautiful slim thicc, and a bit of an alt girl, who enjoys showing off her septum piercing and naughty grin. As for me, I’m 6’4″, tan latino with gentle green eyes, curly hair, a lanky yet lean muscular build earned through a lifetime of sports, and packing 8 x 7 inches (girth is cone shaped, 6” at the head, 6.7 in the middle, and 7.2 at the base) below my belt. Also a bit of an alt skater boy, but we didn’t take this to the extreme. People knew we were dark/kinky, but also knew us as wholesome and super friendly. Ok, onto the goods.

I love my mommy girlfriend.

I’ve been getting the urge to call my girlfriend mommy during sex for so long now. We’ve been getting more open with each other lately, so when I was sucking on her breasts today, I just couldn’t help but say how much I loved her milkers and then she replied “My mommy milkers?”. It was so hot and she told me how cute it was when I said that afterwards. I felt like such a good boy.

My new girlfriend is an exhibitionist. It was fun at first, but now I think I’m in over my head. [EROTIC HORROR]

I was longing for some spark in my life. I swiped on her on Tinder, tags like **“looking to try new things”**, **“soul-searching”** and **“adventurous”** setting off mini-fireworks in my head. I had previously gotten out of a long-term relationship, one that ended as drawn-out and miserable as watching the family dog wither away. My ex had cheated on me, and once I rode out the tide of my grief I was looking to get out there again.

Her name was Mona. Raven-black hair, pale skin covered in tattoos, eyes so hot they could start a fire. I knew she was out of my league… you could imagine my surprise when my swipe led to a match.

She messaged me not long after the fact. She was a woman who went after what she wanted, which was something I found very attractive. We messaged back and forth, something I had to reassure myself was really happening with how fucking hot she was. It didn’t make any sense to me. We texted for a bit, and when we seemed to hit it off, we talked on the phone. Her voice was smooth as silk and her compliments made my heart flutter. We talked for hours, and as we chatted into the night, we got to know more about each other.

(23F) On Halloween, I gave my best friend’s boyfriend an oral. [FM]

Before her Halloween party, my closest friend and I got ready together. As we were enjoying a few drinks, she was telling me how her partner would constantly bug her about getting a threesome. She said she would be open to it but didn’t want to have sex with a total stranger. She informed me that all she wanted to do was watch another girl blow her guy, so I offered my services. It was first intended as a joke, but I told her I would be pleased to do it because I felt it would be a little entertaining.

My best friend pulled me into her bedroom later that night while I was talking to a handsome guy. Her lover was lying on the bed with his parts off and was blindfolded. She grinned and pointed at his dick, so I walked over to the bed and simply went for it. He had a typical-sized dick. He knew it wasn’t his girlfriend, but he was extremely into it. I would estimate that he was around 6 inches tall. He continued to force my head down against his dick, so I started sucking on his balls and jerking him off. He didn’t last for very long, lol. I got up, went to the restroom, washed off, and then went back outside to chat to the guy I had been flirting with earlier after he came on my face after about a minute. We had wonderful sex, and I ultimately went home with that other guy!

[MF] An unexpected rendezvous with an ex

I was grabbing coffee a few days ago when I heard my name called. I looked up to the counter, but there was no one holding a cup. I heard a second shout, and that’s when I spotted her. B. My first proper college girlfriend.

Not the first girl I fooled around with, or the first I fucked, but the first one I had those magical days with where you do nothing but. When you spend hour after hour exploring your each others bodies, driving each other wild.

I’d not seen her in about ten years. It didn’t really end well. But here she was, looking as amazing as ever. Petite, just over five foot, but with the most incredible curves – D-cup tits and a firm round ass, with a tiny, waspish waist and the most beautiful blue eyes. We made small talk for a bit, but then I had to rush off for a meeting. It felt like a missed opportunity, but not one I was going to dwell on. Though I did have a few flashbacks to fucking her during the day.

Stories for my mom

Lucy sat at the computer reading, engrossed in the document she had come across. Under normal circumstances, she may not have given it a second glance, but the name of the file had caught her attention. “My Mother, My Lover” sounded intriguing, and curiosity had got the better of her. It was a pdf file, hidden in plain sight amongst the other shortcuts on the desktop, so many that it now took her ages to search through them all to find the one she wanted and would have been quicker just to go straight to the program index. She had stumbled on it purely by accident while scrolling.

Her eyes had skipped past it and then returned as her brain processed its name, wondering what the document contained. Opened, it appeared to be a story and Lucy had started reading, momentarily forgetting what she had initially been about to do.

It had only taken her thirty minutes to complete the story which covered about twenty-five pages and at the end of it, she had felt breathless and if she had dared to admit it, slightly aroused. It had been about a mother and son, a daring story of love and incest, the sex scenes graphic in their descriptions. The story had been erotic, her body responding to the words and making her feel excited as she wondered how it had got there. Who had written it?