[MF] My first Experience with Craigslist Casual Encounters

This was way back when Cragislist Casual Encounters was a thing, and I was really reluctant to look for sex on the internet, so I started slow. It was a post inviting a woman to come and watch me masturbate. It had always been a fantasy of mine and just thought that was a low key, easy way to start.

To my surprise, I received a response that same night from a woman named April. We chatted back and forth several times and set something up at my apartment the next evening. She had shared a picture of herself and I thought she was average, but had some nice big breasts. Most of all, she seemed very eager and turned on at the idea of watching me.

We had set a time for her to come over, and I had started masturbating and edging a while before that so I would be really horny and turned on by the time she rang my doorbell.

Dinner [F4M/Mf] [Male Pleasure Dom] [ Female Brat Sub] [Night Out Teasing] [Arousal] [Seduction] [Longing] [Sexual Tension] [Touch] [Surreptitious] [Need] [Arousal]

We greet everyone at the restaurant, sit down and order drinks. Conversation between everyone was happening, chattering, laughter and the ambience of the clinging of glasses and cutlery on plates. The waitress came around smiling as she delivered all our drinks.

You take a sip of your drink and place it back down on the coaster and we all continued our conversation. I cross my legs under the table and lean into you as you wrap your arm around my shoulders and rest it there.

“…Of course…” you concluded a conversation with friends and took another sip of your beer. I run my hand up your thigh and graze over the front of your pants, catching you off guard.

“Babe!” you say half high-pitched as you turn to look at me wide eyed. You smile at me and the others, so they don’t suspect anything. Under the table you grab my hand and place it on my lap.

“You alright there?” you question me. I smile and grab your hand under the table to stop you from moving mine. “Never better” I smile as I continue to listen and react to the conversation we are in.

Published
Categorized as Erotica

Two Tales Of Accidental Pick-Ups [FFM][MMF]

Over the years, there have been a few disparate instances where my girlfriend or I, or both of us, have left the bar with a person or a couple and have naively not immediately recognized their intentions toward us. We then suddenly find ourselves in the middle of (for us) surprise hook-ups. These are two of those stories.

***Part One: Mikayla***

On a cool spring night in 2013 (possibly 2014?) My girlfriend Paige and I had gone out to one of our favorite spots for drinks. Sitting outside on the patio, we began idly chatting with another patron, a cute tomboy named Mikayla. She was dressed in a big sweater, baggy cargo pants, and a beanie, as well as round wire frame glasses, with blonde hair down around her shoulders. Due to her masculine style of dress, Paige and I both assumed that she was a lesbian. Over drinks and cigarettes, the three of us had a wide-ranging discussion on politics and feminism, until suddenly we found ourselves at last call. Mikayla accepted our invitation to come over to our place to have another drink and chill for a bit.

[MF] “Making love” with my girlfriend

We arrived home from the gym and a few other errands. Took a shower together. She wanted us to “make dinner together.” What that translates to is I make dinner while she annoys me being her bratty self.

She is 4 years younger than me, senior in college going to medical school this year, very smart girl. We’re both in our 20s. We met as escort-client originally. She pushed for exclusivity and an official relationship. She has a gorgeous face, round fat ass, small breasts, short, petite, and fit. She was wearing an old blue sweater of mine that fit her like a dress, white panties, christmas socks, no pants, and she had her hair in braids, reached a little below her shoulders. If you want to know a little about me I’m six feet, 7 inch uncut, lean build.

We had dinner. Talked. Just her feet over mine and looking at her was enough to get me rock hard. I’m in a perpetual state of arousal around her. She’s always making physical contact with me somehow, and that definitely contributes to it.

I know what you want [m/f, 30s, cnc, aftercare]

Today. Today is the day I’m finally going to act. I’ve been watching you for weeks. You’ve been teasing me for weeks. Coy smiles, batting eyelashes, flirty giggles. You want me just as much as I want you. I can tell.

I know you’re staying in a hotel. Some time away for peace and quiet to work. Confining yourself to a different room, but with more freedom. I can just imagine you parading around scantily clad, curtains poorly closed, showing off to anyone who could be watching. I’m willing to bet you hope I’d be watching. Well you’re right. I’ve seen your invitation.

Following you up would have been the hardest part for me. Had I not watched you come and go for the last few days. Watched the number the elevator stopped on after you’ve gotten in. I’m fairly certain you’re on the third floor. And as I wait around the corner, keeping my eye on the doors, they open up and reveal you, I count this as a sign that today is the day I’m destined to make you mine.
Look at you, bra barely covered by your low cut top. One tug and they’d be exposed. Jeans barely able to stay up around your hips. How are you not begging for it?

I simply love pegging [26F] [OC]

I remember I first saw the term “femdom” or “pegging” while randomly watching porn, and I was intrigued by the idea of flipping the script and being the one in charge.

One night, after we had been dating for a few months, I finally worked up the courage to talk to him about pegging. To my surprise, he was open to the idea and excited to try it out. We’ve decided to take things slow and start with some gentle anal play to make sure they were both comfortable.

Over the next few weeks, we explored different toys and positions, gradually working our way up to using a strap-on. At first, I felt a bit awkward and unsure of myself, but he was patient and supportive, giving me lots of positive feedback and encouragement. As we became more experienced, I began to love the feeling of power and control that came with pegging.

I enjoyed being the one to set the pace and decide what they would do next. He, meanwhile, was thrilled to be able to explore his submissive side with someone he trusted. Eventually, we got to a point where we were having regular pegging sessions, sometimes multiple times a week.

[MMF] The reason I left my boyfriend

My now ex-boyfriend literally used to beg me to be a shared girlfriend. His previous woman (his ex wife) was a hotwife and he got off on this.

So, enter me (19F). I decided to try it out and see if I enjoyed it or not. He asked me for my deepest fantasy and I told him its to be spit roasted by to very hung black men.

After months of looking and internet chatting, we found Jay and Ty. They were 47 and 49 and apparently had done this a lot together. We met with them at a bar and quickly headed to a hotel. As we were leaving the bar, Jay leans to me and says ‘Are you sure about this? Once we have you, your thoughts about sex may be altered for good.’ I pondered this for a minute, got a nod of approval from my boyfriend and proceeded to agree to meeting at the hotel.

When I Was 30, I Was Seduced By A 50 Year Old Woman – Part 2 – [M 30] [F’s 50’s] [F 22] [Boy-toy] [Sex]

Once a month when possible, my seductress would take me to a popular hot springs nudist resort, which was secluded in the woods about an hour’s drive away. We would relax in the thermal baths and sauna and, after having become very aroused and stimulated by naked bodies of all shapes and sizes, we would retire to our room in the afternoon for much intense and satisfying carnal activity. Occasionally, she would see one of her girlfriends there and invite her to join us, which definitely boosted the level of passion and pleasure for everyone, as we all played together, and, as I came to discover, thanks to my seductress, mature women are Super Hot and appreciative, and they take very good care of their boy-toy in return. I found out later that bumping in to her girlfriend there was prearranged, no complaint from me. My seductress had a 22 year old daughter whom I seldom saw because the couple of times a week that we got together was in the afternoon and her daughter
wasn’t home. The few times she was home and answered the door, she would give me very unfriendly vibes and would never speak to me. One afternoon when my seductress and I were on her bed chatting, she told me that her daughter was jealous of me, which surprised me, and I told her that I just thought that she didn’t like me because of our relationship. She said, “no, she is just jealous.Would you like to become friends with her?” I said that I would. She got up and left the room for about 10 minutes. When she returned, her daughter was with her. Her daughter was wearing a transparent, pink Baby Doll negligee, and her mother introduced us. The daughter was nervous, but she said hi, and her negative vibes were gone. She was an adorable girl with a lovely body and looked very sexy. Her mother tenderly undressed her daughter, brought her to the bed and had her lay down between us. She laid on her side facing me and hungrily looked into my eyes. I caressed her hair and down her back, pulled her to me and softly kissed and caressed her until she relaxed. Her sighs and moans were so sweet. Her breasts were very cute and I could feel her hard nipples against my chest. As I started working my way down her body with my lips and tongue, her mother straddled her and placed her daughter’s head upon her lap. I spread her legs and gave her inner thighs butterfly kisses, moving ever closer to her over-flowing honeypot. I kissed her lips and deeply lapped her sweet honey. Her moans were endless, and she was in that zone of sensual bliss, as I easily satisfied her several times. Like mother, like daughter, she had her mother’s highly sexed libido. Her mother said to me, “ She is a virgin….Take her now.” I said to her daughter, “Is that what you want?” And she answered, “Yesss…please!” I raised her legs, resting them against my shoulders, and proceeded to enter her, gently but firmly pushing my way in. She was hyper-ventilating, and as I broke through, she let out a loud, long, scream that came from deep within. Her scream became loud, long moans of heavenly pleasure that soon became extremely intense squirting orgasms, one after another until she was
exhausted. My motto has always been: “Once Is Never Enough!” We let her rest for a few minutes, and she just laid still with her eyes tightly closed and a angelic smile on her face, as she savored the feeling of warm endorphins racing around her body and brain. Her mother and I held her and caressed her for quite a while until she was back to ‘normal.’ It was a memorable, bonding experience for the three of us. Her mother told me later that her daughter had been very frustrated and had begged her to share me with her. I usually had sessions with my seductress twice a week, and she would allow her daughter to join us once a week, which made her a very happy, more self-assured young lady. After our very fun, messy sessions together, the three of us would get into the shower and wash each other with a few begged for deep, doggie strokes and shower orgasms, as the hot water rained down upon us, a fun way to end our day happily. If you have any comments, questions or are a woman in need, DM me. I would love to hear from you………… Please let me know if you might want Part 3.

Working in Real Estate part 1 [M35/F30] [oral] [fiction] [penetration]

Note: hi all, this series continues one I wrote last year featuring some local real estate agents. Yes, the people and descriptions of them are real, just changed their names. The story is pure fantasy, but I hope you can still enjoy it! If you want to go back and read the first series, I’ve linked the first story below, the rest can be found on my profile.

[M]y [F]avorite Realtor part one from eroticliterature

In the two years since I had last seen my favorite realtor, Kayli, our lives had gone in drastically different directions. My wife and I had separated, not due to my cheating, but into reasons I don’t want to get into. She kept the house, later selling it, giving me a small amount of the profits, and moved into a townhome. I rented an apartment, worked a ton of over time, and started taking better care of myself, hiking and playing basketball as much as I could.

I [F]18 manage to have a big discount on my new iphone

I broke my phone yesterday, and I was super upset.

I just got to the phone shop next to my home (small one they do repair and selling phone)

I put my biggest cleavage and got downstairs.

I came talk to the dude (a new one that I have never seen before, really cute).

He gives me the price for the iPhone ($1300)

and I was like ok I don’t have this money.

I ask him if I can have a multiple time payment or so and he tells me nothing is possible.

Only cash.

So I tell him that he was really good-looking and that if he was able to get me a good discount, I could do what ever he wanted for him.

He calls is boss on the phone and after like 5 minutes of talking he said : ‘Ok I go take a coffee my boss should come help you in 5 minutes’

I was waiting in the tiny and full of phone case store for at least 10 minutes and a big dude come, and ask me if I was the girl who was looking to buy iPhone but didn’t get enough money.