sexystories Archives — Page 168 of 1074 — NSFW story

Memories of a Gilf

I was in my early 30’s working a small thrift store. She was 60 & neglected. Her hubby had cheated on her. She was about 112 lbs 4’7″, then with long salt & Pepper auburn hair. She wore tight yoga pants & workout gear. She was a regular & flirted all the time. She would bend over in front of me & her shiny tight asscheeks would make me hard. She was my 1st Gilf. Some days I could see she didn’t wear panties. She had blue eyes & a great smile. Sensual & aware she had that spark that makes men notice.

I don’t mean to sound derogatory but she was a trailer trash goddess. She gave me her number one day, I wasn’t too sure about it.I knew she was hot with her little nipples always poking out at me. Her pussy lips just inches away from my watering mouth. She knew I wanted her. I thought it was just a passing flirtation. One day she came in alone w/out hubby. Read more »

[M] fantasizing about nerdy friends lusting after his girlfriend [F 24]

I have this fantasy, I’m a nerdy myself but got lucky enough to meet my girlfriend 9 months ago. Things are going great and I think she’s super hot, she has a lot of curves and has a big butt I like to play with.

Lately I’ve had this fantasy of my friends listing over her, checking her out, trying to touch her subtle, her teasing them. It started when she came home from work in this tight outfit and they were there. She hung out with us for a bit, and the skirt was so tight you could see her ass move with each step. I kept thinking how they must have been loving it.

I want to encourage her to dress like that more but I don’t think she will……

Game Night [MF] [Ex Sex]

“I can’t believe I left that Triple Word Score open for you!

“Leah,” James said through laughter, “calm down, that was, like, six turns ago.”

“Yeah, but that’s what clinched your victory!” I was laughing too, playing up for effect my very real irritation at losing Scrabble. “I would have had you if not for that.”

“Jesus Christ, you sure think a lot of yourself.” He said it through a chuckle, still smiling as he leaned backward, his arms slightly behind him and his weight resting on his palms. The Scrabble board spread out between us where we sat on the floor.

“Nah, just a lot of my Scrabble skills.” I pulled my knees into myself, hugging them to my body before picking up my beer and taking a long drink. A reflexive move: his pose right then sent an unexpected wave of desire through me. His slender, lithe form so relaxed, his hair falling over one of his crystalline blue eyes … looking at him knocked the wind out of me. Read more »

[FFf] Me [F25] and my girlfriend [F27] finally had a sleepover with Malory [F19] (Part 2!)

As we laid sprawled across the bed in all states of disarray, our bodies covered in sweat and mine partially soaked in Mal’s squirt juice, all of us breathing heavily, Malory began laughing hysterically. “I literally can’t believe that I’m here right now doing this!” she exclaimed, still laughing. My gf and I joined in, all three of us in disbelief at the ridiculous situation.

We all decided that rather than washing off and getting dressed, we’d all hike down to the lake (about a 5 minute walk through the woods behind my house) and go for a dip before the sun fully set. I joked that Malory should wear the strapless strap-on down to the lake, and she actually fucking did it, mounting it firmly inside her still-wet pussy before getting up and walking to the door.

“I brought a dress,” she said matter-of-factly, “think I should wear that down to the water or my shorts with this thing sticking out?”

“Neither,” my girlfriend retorted, “there’s nobody around. Bugs won’t come out till later anyway.”

Malory rolled her eyes and laughed, reciting her signature catchphrase for us, “y’all motherfuckers are crazy.” Read more »

FWB invites a third

This happened years ago when I lived outside Chicago. I was kinda/sorta dating this girl Kaitlyn. We started out just hooking up, and then after a few weeks (I was seeing other people throughout this) she asked where we were going and I told her I wasn’t looking for a relationship, just a hookup, and I had other hookups and I was ok if she did.

She didn’t take this super well, and ended up immediately hooking up with friend of mine, which tbh didn’t bother me because…reasons stated above. We joked about it together. Anyway, you just have to know for the story that she wanted to annoy me by flagrantly hooking up with other people and putting it in my face to make me jealous, but it wasn’t working because I didn’t want an exclusive relationship with anyone at that time of life.

So one weekend I’m traveling for work, I’m a videographer, and I invited her along to stay at a fancy-ish place I was being put up in Minneapolis for a two day job as a travel fuck-buddy. Read more »

Just what you always wanted [FMF] [threesome]

I got a text from my fuck buddy telling me that her husband just left on a business trip for the weekend and wondered if I wanted to have a little fun. Her name was Margot and she was incredibly sexy blonde that I met a few months ago at a party, it really didn’t take long for us to get to know one another more intimately. When she texted me I couldn’t leave my apartment fast enough, we hadn’t had much time to ourselves recently and were becoming more just buddies than anything else so I was excited that this situation presented itself. When I got to her house I knocked and the door basically flew open right away and Margot was standing there smiling. Margot’s short hair was almost platinum blonde, she had on some ripped jean shorts that showed off her nice ass and a loose white top that gave me a view of her flat stomach. She grabbed me by my shirt collar and pulled me into her house. She slams the door behind me before she comes in close and starts kissing my neck and lips ever so softly. Read more »

How I[f18] lost my virginity

I’m f18 and when I lost my virginity I was also 18. I was very horny, I was living in a dorm room with a roommate and she never left so it was very hard to even touch myself so you could only imagine how horny I was. At the time I was on both bumble and tinder. My roommate had left for the weekend finally so I laid out everything and got comfortable to touch myself. I ended up matching with someone and the conversation ended up sexual very fast and we quickly started to exchange pictures and videos and I was so horny. By the end of our exchanges and sexting I had came 3 times and I was so tired but my body craved more. The match and I continued to talk and we had a normal conversation and I found out he was very close to me and we decided to meet up. Now I don’t meet up with guys that quickly anymore but I was very horny. I was nervous to meet him but we met halfway and went on a walk and chatted for a bit, I was being a bit of a tease, flirting with him and brushing my arm against him. He eventually caught on that j was still horny and pulled me aside into the trees where no one could see us. He pushed me against a tree, pulled my pants down and bent me over immediately playing with my clit. He loved how wet I was and his dick was able to fit right in with a little push. He felt so good but it was so big it was hard for me to take. He covered my mouth so I wouldn’t make any noise while he made me braindead with his dick. He made me cum twice and when he was about to cum he pulled out and put me on my knees shoving his dick in my mouth, it tasted and felt so good. He called me a good girl and walked me back to my dorm. He blocked me but he was the best dick I’ve ever received

Secret note to ecstasy. (MF)

You walk out of work after a long boring day, dreading the drive home. As you approach your car, you take your keys out of your pocket, and notice something is different about your car. Walking closer, you find an envelope under your windshield wiper. There isn’t anything written on the outside, no clue as to who it might be from. As you open the seal, your mind is racing, wondering who could have left it or what it could be. Inside, you find a folded up piece of paper. Once unfolded, you find a blindfold, with the following message “Cancel your plans, meet me for a night of exploration. Come to the Marriott, room 420. Once you arrive at the room, put on the blindfold and knock 3 times. See you soon. XOXO”. You inspect the letter and envelope once more, looking for any hint of the author, with no luck. With your interest piqued, and your cock interested, you climb into your car and head for the hotel. Thoughts are dancing in your head, could it be something sexy? Dangerous? At this point, you don’t know what tonight holds, but you are down for anything. Read more »