Young 18[M} starts relationship with former boss 40[F]

So, this story is completely true and happened when I was 18. My first job out of high school was in an office building where a lot of people worked but we were separated by a cubical. So fast forward to me working for the company for a couple months Not to toot my own horn but I was liked by everyone in the office for the most part but unbeknownst to me one of my managers Lori had a real interest me. Lori was an older lady late forties or early fifties I would say. She had real huge breasts not much of an ass, but she was always nice to me at work. So, the office ends up closing and we all end of getting laid off and this is really where the story begins.

The day I was deflowered [F]

Yes, this is long. Skip to *** for the action.
A little background: I’m a 5’5 white brunette, my now ex is 5’8. This is relevant later on in the story.

Due to a few reasons I informed my ex, who I had been dating for 4 years, that I wanted a break. He didn’t take it well but ended up accepting it.
He was a nice enough guy, decent looking, and I liked him a lot for a while but I had been noticing that feeling diminishing a lot as of recently.

We had agreed to wait to have sex, and so both of us were virgins by the time of the break. During this time I was introduced by my friends to my sex dream guy, let’s call him C.
C was everything I found attractive in a guy: very tall (around 6’3), tanned, incredibly ripped, defined jawline, attractive features.. Short, black hair in an undercut which he gelled back. You get the picture.

Anyway, C and I started talking and flirting a lot, and even though I knew he was a player I was so attracted to him I didn’t care. After I while I flatly told him I wanted him to take my virginity, which he seemed incredibly eager to do.

[MF] Coming in a Friend’s Mouth

Not the craziest story, but I tend to find the most erotic aspect of these things is the sometimes banal authenticity of real events. To that end, here’s a brief description of an encounter I had about 8 months ago.

I traveled to a southern state for the wedding of two college friends. It was a long drive to the lake house where it was taking place. The night was warm and dark-green, with a comforting din of insects in the background. The wedding was the following day, but there was already a big party going on at the house when I arrived. The house was glowing from inside and out. Terraced balconies led down to a dock and boathouse tucked into the lakeside. I picked up a clear plastic cup of red wine and reacquainted myself with friends I hadn’t seen in years. I saw Elisa organizing people to play some kind of group game, and I joined in. She’d been a passing friend of friends several years ago, enough that we recognized each other by face if not really by name. I enjoyed her energy as she reigned in people to play, her long legs gliding underneath an airy, floral print dress. Strawberry blonde curls ran down her neck and lay on the thin straps of the dress. I saw her glance at her reflection in a window, adjusting the linen over her modest breasts, before she walked over and said hello to me. The small talk was good, she was smiling a lot. Talking led to drinking, led to smoking, led to making out next to the lake by three that morning.

A Memorable Fuck

At fifth and third street, Julian sat on the bench waiting for his next trick. No formal address, working as an escort in Las Vegas for the past two years. Reaching to get a cig from his pants pocket he thought about the fuck he had last night. The school teacher with bouncy breasts who paid him five thousand dollars to fuck her anal and spray cum on her face. Last night, made him reconsider the idea of quitting. The money paid for everything he could ever want because working in an office cramped his style. Waiting patiently, a black sedan pulled into his view. The hook-up came from back page and from the looks of her picture she needed a good fuck. Dabbing the cig on the bottom of his shoe, he got up and approached the vehicle smiling in a childish way. A foot from the passenger door, it opened revealing an attractive blonde with huge tits and a curvy frame. In awe of her aesthetic, he checked the cell to see the picture again. She looked different from what he seen previously which made him tilt his head in wonder.“Your name is?” Julian said while leaning against the car.“I’m Diana the CEO of Rosenlock Cosmetics.” She said while rubbing her breasts looking in his eyes.“So, what did a woman like you want to do with a guy like me tonight?” Julian said moving in close to her neck to lay one kiss.
“Oh, you move fast, well my apartment is right here so let’s go upstairs and get to know each other.” Diana said while moving with sass up to the apartment door.
Julian watched her ass move like a milk shake as she walked up the stairs to her apartment. She turned around observing him right on her ass. “Sorry I was making sure I didn’t lose you.” Julian said as he ran his fingers through his dark long hair. She smiled back at him then opened the door to her apartment. Stepping inside, he noticed luxury chairs dripping in gold and plush white carpet. Her apartment looked like a palace fit for a queen. She told him to have a seat while she put down her things. Julian sat on the white couch that felt like velvet. As he admired all the gold relics in her apartment, she emerged from the bedroom door in a black robe.
“Are you comfortable Julian?” She said moving closer to him sitting on the couch. Julian was intrigued by her beauty. Her nipples pressed against the robe making their own impression. She noticed his eyes panning down at her big breasts, so she opened her robe. Her breasts were full youthful and perky.
“Wow, your breasts are amazing I love them already.” Julian said squeezing each one while she smiled broadly at his comment. Going in for a nibble on her breasts she pulled back and closed her robe. Confused by her action he moved closer to put her at ease.
“Julian how much money do you want because I am a unique kind of woman?” Diana said as she started to part her legs to invite him in.“Well depend on what you want me to do, but I will take ten thousand if that’s ok?” Julian said as he began to unzip his jeans while sitting on the couch.
“How about sixty thousand now and ten more after we finish?” She said spreading her legs open even more. The more she talked about money the harder he got. Cock stiff with lust he got close to her and rubbed in between her thighs. Soft moans led him on a chase for her sweet pussy lips as the two got closer exchanging exhales. Then as he got closer to her lips, she whispered into his ear. “Julian suck my cock.” Julian moved back quickly from her lips then stood up as if he had just woken up. “You are a man?” Julian said moving back slowly as she tried to grab for his hand.
“No, I just have a cock but I was born female.” She said putting her head down slowly then looking back up to see his expression.“Look I never sucked a cock before and it won’t be today.” Julian said trying to zip his jeans back up.
“Julian I’m sorry, I will put the money on the kitchen counter take it and again I’m sorry for wasting your time.” Diana said as she laid the money down returning to her room. Julian looked at the money then grabbed it heading for the door. As he went down the stairs with a feeling of disgust he paused upon reaching the last step. What are you doing Julian she is paying so much just for one night. Thinking about it he decided to head back up the stairs to at least comfort her.
“Look I am sorry please open the door.” He said waiting for her to open the door. Peeking out with fear she let him. She sat on the couch with an erect cock stroking it as she spoke to him.“Do you want to be here Julian?” She said rubbing her cock up then down.
“I never done this before but there is something I like about you.” He said while sitting next to her on the couch watching her stroke with urgency.“Maybe start slow Julian, suck my nipples while I stroke my cock.” She said taking off her black silk robe. Her long hair reached to the perky nipple as Julian sucked it slowly. As he sucked her nipples she stroked even faster making Julian hard. His cock tented up in his jeans as her strokes made him drool onto her nipple.“Oh yes, Julian suck my cock baby.” Julian hesitated but his lips wanted to feel her fat cock in his mouth. He went over to her then placed his lips on her wide fat cock. The size filled his mouth as he sucked deeply into his lips. Her moans intensified as she rubbed her nipples watching Julian sucking. Aroused with curiosity he kept sucking her cock as if it was meant to be. She gently started to pump her cock inside his mouth making her moan loudly. Turned on by her body Julian unzipped his jeans and began stroking his cock as he sucks hers. Julian had never been this horny in his life and wanted to fuck her so bad. Knowing his desire, she slid her cock from his lips then turned to sit on his cock.“Julian fuck me dirty baby.” She said while easing onto his hard cock. Sliding up into her anal he began a slow fuck as she grinded on his cock. The tightness made him fuck her slow as she began to grow with excitement. As he fucked her anal she began stroking her cock again which turned on Julian so much. Stroking faster her cum exploded wildly into the air which made Julian come inside her anal. The climax exhausted him yet he wanted more. Sliding off his hard cock, Diana stood up rubbing her cock and then put back on her robe.“I guess you will be leaving now, people usually fuck me and go.” She said with sadness in her eyes walking towards the door. Julian rubbed his cock and began to put back on his jeans. Gazing at her watery eyes he threw his jeans back onto the floor.
“Nah, I am not leaving we are going to do this again in the shower, are you ready?” Julian said grabbing her by the hand running to the bathroom.

Pardon Me [FF]

Working in the make up department is a bitch. All day drawing women new faces while they have the nerve not to purchase anything. Every so often I go to the back room and light up some weed just to phase out.However yesterday change my mode when I met Carrie. Chunky with hourglass curves, Carrie worked in the perfume department. She lost her job at a prestigious bank here in the city and took this job as a temporary fix. I admired her story already, but nothing prepared me for what she had in store for me. The store usually closes around nine with two clerks to shut everything down. Working there for over two years nothing was new to me. Its Friday night and the boss wanted me to close with Carrie to show her the process. 

Dusting red blush onto older cheeks I turned to give my last customer a look into the hand mirror. She smiled with no effort and thanked me for the application. I assisted with bagging the purchase as Carrie swiped the card. Following the lady to the door, I gave a quick wave then locked the door. Standing in front of the cash register Carrie stood twirling her long black hair. As I walked up to meet her, I couldn’t help but notice the thick camel toe pushing through her yoga pants. Part of me wanted to cup her fat pussy in my hand, but I knew that would be a bad idea. Catching my eyes locked on her pussy she looks at me with a wicked smirk. I am not going to lie, I had no idea what to do with another woman yet I wanted to find out. Assuming that she knew I was straight I leaned in close enough to inhale sweet cherry blossom perfume. Her glossy lips trembled as she asked what was next for the night. Adjusting my plaid shirt, I told her we needed to go in the back and straighten up the products left by the make up artists.

I [F] had my first real bdsm session and it was beautiful. So I want to share it with you.

-I posted this on another subreddit but the told me this was a better place for it. Added some details. :) –

My recent boyfriend (44M) and I (36F) have been very good friends, for the last seven years. We met through work and became friends quite quickly. When we got to know each other better, I learned he was a professional BDSM-dom, trying to mend things in his very loveless marriage that started out of common kink interest. Over the years I fell in love with him. Not because of his bdsm-activities, nor his looks (which are great). Just because of how he made me feel. Secure, being able te be myself around him and the possibility of being in silence for hours together without feeling the need to fill the void.

I never told him how I felt. He was married and even if he weren’t, I thought sexual compability was very important for him. I had zero experience in the bdsm-culture, although I always have been drawn to it. I cared for him so much, I decided to take a step back so he could focus on mending his marriage. I was sad for almost a year. I did not know how he felt about it.

[MF] Honeymoon sex and a ruined orgasm

I wrap my towel around my waist and open the bathroom door. She is waiting for me, in a sexy black lacy outfit. My new wife isn’t particularly body confident (though she definitely should be) but I can see wearing this outfit has made her feel sexy as hell.

I feel my cock literally spring to attention and I drop my towel and walk over to her. I cup her face in my hands and kiss her, gently at first but then more greedily.

She moans softly and I can feel the heat coming off her body as she takes my cock in her hand.

We stand there for a while just making out before she leads me over to the bed and pushes me down on it. I make myself comfortable  and lie back with my hands behind my head.

She laughs at my relaxed pose and then starts kissing me gently all over my body, pausing to occasionally gently bite one of my nipples which she knows drives me crazy.

She flirts around  my cock, getting close enough for me to feel her warm breath and then I watch in awe as her tongue flicks out and slides tantalisingly up my shaft.

Andi’s Date (FF)

Every time my wife gets ready for a date with me, she spends time on her hair, makeup and the clothes that best flatter her curves. That night was no different, with one exception: I was not her date. This particular night she was prettying herself up for her first date with another woman. She was nervous. She changed her mind back and forth at least twice on backing out of the whole thing. No matter how many times I told her I thought she was sexy and that I was OK with it, she naturally had reservations.
How we both got to this place is a story in itself. Like many others, Andi has always been curious about “what it would be like” with other women, and appreciates a good set of proportioned curves, sometimes sharing her own appraisals of women we see on TV or around town. However, her journey to making love with another woman proceeded slowly. We are kinky, open-minded, curious and –until that night– monogamous. Like many couples, we shared our sexy dreams and enjoyed porn together, but we’d kept it all in the realm of fantasy.
About a month before this night something changed. Andi came home with something she had to tell me. It seems a switch flipped in her and she decided she wanted to take the next step and actually meet another woman and see if they clicked. She explored the safest option and found someone from one of the hookup apps who was also curious and willing to meet up for the safe lunch.
I admit I was a little shocked she’d gone that far without telling me beforehand. I was also more than a little turned on, to be honest. I was not hurt or mad. To that point, we’d discussed hypothetical rules and what-ifs while in bed together, but nothing concrete. Anyway, Andi had lunch with the woman I will call Michelle and they hit it off pretty well, feeling the next step would be the three of us to meet for coffee before she and my wife went out on a real date, solo. Both of them were surprised when I didn’t balk at the idea or try to invite myself, turning it into my own male fantasy.
That’s when I reminded my wife how many times I’d told her that I didn’t necessarily want to be a third and supported her explorations one-on-one if that’s what she wanted. In my mind, two women making love is a beautiful thing; a work of human art I don’t need to mix my brush in. On the flip-side I know that if I take the plunge of sleeping with another guy, I will want her there with us and involved in some way. The hottest thing I can think of is having him balls-deep inside me while I am balls-deep inside her. I want to be able to look her in the eyes when I feel a cock slip into me the first time, but this story isn’t about me.
Fast-forwarding to the big date night, with all the logistics and protocol out of the way, all that was left was for the evening to begin. I had to get her out the door without trying to take her right on the spot and remind myself that for that night at least, she didn’t belong to me. We’d agreed that the two women should go out, have drinks, dinner and more if the mood was right. I was OK with Andi not coming home until the next morning if that’s what fate had in store.
So, at this point, I was alone in the house with my thoughts, wondering what was going to happen and hoping they didn’t back out early or worry about what I needed. A couple of hours went by before I got my first text from Andi. While we’d agreed texts and calls weren’t really necessary or expected, I was happy to find out she and Michelle were having a good time. The second text I received made it clear just how well the evening was going. They sent me a short “selfie” video of the two of them kissing rather passionately and Andi ending the clip by mouthing “thank you.” My body reacted immediately and with an intensity I hadn’t felt since my early 20s and I mouthed back “you’re welcome.”
Another couple of hours went by before I got what turned out to be the final text of the evening. It said “See you tomorrow morning. OK?” It was accompanied by a photo of a hotel room key. I responded with, “Yes, darlin’ have fun. See you tomorrow morning.”

The first night we fucked [FM] [LONG]

If you want to skip the background story and go straight to the good stuff, scroll to the asterisks ***

My current boyfriend and I matched on tinder back in March. Neither of us imagined we would fall in love with someone off tinder but well here we are!

We matched back in March, he sent me a cheesy pick up line and somehow it worked on me. We exchanged phone numbers, texting and flirting back and forth for a bit. However, it seemed like every time we tried to make plans, it never worked.

One night while texting, we were both drinking and I basically begged him to come over because I was so horny. I gave him my address and he said he was only about 45 minutes away and he was on his way. I started worrying when an hour had passed without me hearing anything from him, I texted him again and asked where he was, it took him a while to respond but eventually he did, saying that a friend called him and needed help so he went to help them out. He was going to come over afterwards, except I fell asleep before he made it over.

Sex in ancient ruins [MF]

As I mentioned in my first post some time ago I am an archaeologist. So I work a lot in other countries.

I worked in Greece on an excavation as part of an international team.

Excavating can be backbreaking labor, but we were well funded and had lots of university students and trained excavation helpers to make this one pretty easy. We were busy all the same though with overseeing the dig and cataloging the findings.

Among the university students was a young, dark haired Greek girl called Neoma. The attraction was there pretty much from the start. I could tell she was flirting with me. But in the early stages of the excavation I was too busy to act on any of it.

That changed however, when Neoma, because of her knowledge of the area, I and another archaeologist were sent to take a look at another possible site nearby. That there were ruins was already known, but preliminary research made the chief archaeologist think there might be more to be found. So the three of us drove up there, but it soon became clear that we needed additional equipment. So we decided to split up.