For my boyfriend’s pleasure

Over the past year that me and my boyfriend Zack have been together he has slowly but thoroughly convinced me to share as much detail of my past sexual encounters with other men with him as I could remember. He would often beg me for more information, more detail, but he had heard it all already. Something about it makes him jealous but he says he likes it, and I like it because it makes him extremely horny.

Recently, as a result of me telling Zack all of my stories, he nervously suggested we find a way for me to have more experiences with other guys so I have more to tease him with. I was pretty unsure about the idea, I didn’t want to do something that Zack would regret that could possibly ruin our relationship, so we both agreed to take it slow. He made various suggestions, I should go to a bar alone, I should join tinder, I should post an ad on craigslist. I suddenly found myself excited by his enthusiasm. I had previously said that I just wanted to make out with a random guy as a first step. Zack was happy with that but i knew he would have let me go further if I wanted.

[M30/F26] – Hooked up with the woman I’ve been doing a DirtyPenPals role-play with for the last 18 months (long)

Going back to October of 2014, I started a /r/dirtypenpals RP with someone, and since then we’ve kept it going with frequent exchanges. We send messages every day or two. I recently turned 30, I’m 6’1″, and about 200lbs. I travel a ton for work, and eat out a lot, so I’m a few pounds heavy, but not bad looking. I described my character physically as a reflection of myself, but maybe in a bit better shape.

My partner’s writing was amazing, and she was creative in all the best ways. At one point she sent me a 4000 word scene describing getting herself off with a vibrator while imagining my character fucking her. It was beyond erotic, and was skirting toward, dare I say, literature. She described her character as 5’8″, blonde hair, blue eyes, and, obviously, gorgeous..

Anyways, as time went on, we started writing more out of character, usually a paragraph or two before the good stuff started up. Over that time, we definitely formed a kind of friendship, albeit one predicated on writing dirty dirty smut to each other, so sex was always an over-arching theme. My DPP partner never physically described herself, but early on did say that she was a college student, English Lit major, just about to graduate.

My [23F] first date with a personal trainer [26M] I met on OKCupid

Knowing I have poor self-control when faced with the opportunity for sex on the first date, I intentionally scheduled my date with Sean to be right before an overnight shift at work so that I had a convenient excuse to avoid temptation. I liked him (a lot), so I wanted to whet his appetite just enough but leave him some things to look forward to for Date #2.

I showed up to work 15 minutes late with my hair mussed and his cum drying on my face.

We had been texting constantly for the three days leading up to the date. The sexual tension built up to something powerful on Friday. For me, the challenge has always been how to back down from that and establish a non-sexual connection. What I found refreshing was that he saw that too and was making the same effort to get to know me on that level. I was charmed. I felt like I actually found someone who wanted the same things I wanted, valued the same things I did, and read people the same way I did. Plus he was upfront about being very excited to see me, which is always nice to hear.

All the time [M/F], [cheat]

Thanks for the continued feedback folks. Onto the the last chapter, the conclusion to Lunchtime and Anytime.

So this was it.

Again, Lucy was quiet throughout the day. No emails or texts or conversation, and I waited for lunchtime to arrive.
The ecstacy of yesterday’s blowjob was still fresh in my mind and I was glad that we were back on, even more ao considering the major hint she gave as to her plans for the rhis lunchtime. I was already turned on but still wary, as I wouldn’t have been suprised if she changed her mind at the last minute. Either way, I was just glad to be with her again.

As tradition, she approached my desk at two minutes to one and asked “Fancy coming for dinner?” Innocently, for the benefit of the others in the office.
“I should think so” I responded, quickly CTRL+ALT+DELing my computer, and I already started to get hard at the thought that within fifteen minutes, i’ll be balls deep inside her.

[F42/M25] My employee has used me for sex this week.

4 days ago, I fucked one of my employees as a favor. She hadn’t dated in a couple of years and wanted to get out built up sexual frustration. The next day, she visited me during lunch in my office to practice her oral skills. We ended up fucking on my desk. Two days, she came over for ‘one last fling’ before her date and to put an end to our short-lived tryst.

Her date was last night. She ended up sucking the guy’s cock in his car, putting nothing more.
About 10 last night, I get a text and a pic from her. The pic was of her beautiful spread labia with the caption “Please help.”

I went over and she answered the door wearing nothing. She held a finger to her lips telling me to be quiet, her kids were asleep. I followed her naked MILF ass through her house to her room. She led me to the bed where we had an amazing fuck together a couple nights previous.

Kiki

This is the story about how I met the most important woman in my sexual history. If Kiki is reading this, I hope she remembers who I am, and sends me a PM.

I was a shy kid with few friends all through high school. I went to college having gone to prom without a date, and not having dated anyone all 4 years. I tried dating once I got to college, but after having my heart broken a couple of times, and being friend zoned by a woman I pined over for 2 years, I was still a virgin at 22, and frustration was setting in.

By that point, I had discovered that the Internet was a good way to kill some of the frustration I was feeling. I discovered cam models, who would pay attention to my needs, and then get naked for me. I  remember accidentally spending over $70 on a session once because we got to chatting about other stuff than sex, and the minutes just kept ticking by.

The first time my [f18]girlfriend swallowed [m18]my cum

This happened back in college. We were each other’s first loves & first sexual partners. We met when we both signed up for our dorm’s co-ed intramural soccer league.
Lori was 5’1″, petite, with tumbledown red curls, luscious bee-stung lips, green eyes, and the cutest little nose Daddy could afford as a 16th birthday gift.
I’ll fast-forward to the moment when she was about to give her first ever blow (which was also the first blowjob I received). We’d talked about it- a lot- prior to the actual event, so it was pretty much agreed on that she was going to swallow. She was hesitant about the idea, but knew that it was something I’d fantasized about for a long time, and she wanted to please me.
The actual blowjob was over a lot quicker than I had expected. I didn’t take into account just how amazing it would feel to have those soft lips sliding over the head of my cock, or how hot the inside of her mouth was, or how it would feel when she tried to get as much as me as she could inside her throat.
My orgasm took us both by surprise. She’d been sucking on me for mere seconds when all of a sudden my cock swelled and started gushing into her mouth. It was (at the time) the most intense orgasm of my life! It felt like my balls were being sucked through my cock. I literally filled her mouth with cum.
Neither of us knew that the blowjob was supposed to be over at that point, so she kept sucking. At first, it was a little uncomfortable. The head of my cock felt raw, and it took my full concentration not to yell “stop!!!” at her. Somehow, though, I managed to maintain my composure long enough to enjoy the sight of her sucking on my cum.
Eventually I started to soften in her mouth, and it was TIME. “You can swallow it now,” I told her. And so with beautiful green eyes open wide, she released me from her mouth, sat back, and swallowed my semen in three slow languid gulps.
Licking the last few drops of cum that oozed out of my cock as I watched, she looked at me and smiled. “Did you like it?” she asked.
I guess I gave her the right answer, because she spent the entire rest of the weekend perfecting her newly learned blowjob skills.

new adventure yesterday with My Dom

As some of you know, I have posted a number of stories and a NSFWIAmA about myself and the things I have done over the years. I am a 32 yo female sub that is now with my SO Dom for a few years. If you missed the previous stories, please check them out in here.

So yesterday morning I was informed that I had to attend a BBQ with my SO and that some of the guests were clients of his. This isn’t unusual, but I was also given a pair of vibrating panties with a remote control and told that I was to wear it to the BBQ. I was a bit confused as we don’t usually mix business with our sex life/BDSM, and I was a bit nervous about it. But I showered and shaved myself as usual and when I got out he was waiting and told me to “PRESENT”. I immediately got on all fours on the bed with my head down and ass up with my knees spread and he started to give me a spanking. As he was doing this he explained to me that I was to make sure that I didn’t embarrass him in any way and that he planned on tormenting me throughout the BBQ by allowing random people he knew to have the remote control. I was starting to get really wet, and he stopped spanking me and told me to get dressed. I put on my required sundress, sandals and nothing else. I then was told to bring along dark red lipstick in my purse.

From omegle stranger to in person hookup [20F/35M] (Part 1 of 2)

After I broke up with my first boyfriend, I was pretty sad but at the same time very horny. Quite honestly, he didn’t fulfill my sexual needs- he refused to go down on me, barely sucked on my nipples, constantly needed help staying hard (probably due to all his porn). However, he was the one I lost all my ‘firsts’ to- first kiss, blowjob, sex, etc. After we broke up, I couldn’t help but crave real sex, which he gave me a taste of. Now, I am a shy Asian girl with very little experience, so something like tinder or a bar hook up was too much for me. So, I turned to omegle.

For all of you who doubted /u/starfishmasterx – my[M35] own “wake up I’m[F35] horny” blowjob story

To paraphrase Taylor Swift, doubters gonna doubt doubt doubt (plus a few more doubts, I think I lost track). Why, I have no idea. The guy thinks his lady’s a perfect 10- well good on him. Eye of the beholder and all that. As to her reportedly copious DD boobage, well we can’t all be officials from the bureau of weights and measures, can we? Either he’s reporting things as they truly are, or he’s embellishing just a wee bit to move the story along. Either way, nicely done. He’s mastered expository composition.
I’m not quite as eloquent as /u/starfishmasterx but I’ll give it a go anyway.
I too have a very beautiful woman at home. Married to her for eight years now. She’s petite & blonde, with nicely perky B cups sporting nipples that somehow always seem to be prinkled up and popping out of whatever she’s wearing. She’s not a fan of padded bras, so she’s a “pointer” practically 24×7. Makes going out on the town a lovely time, especially for the lads who steal a glimpse or two- and they all do.
My story starts out basically the same. I was in bed. It was late. Bianca had been up, probably watching one of those “UFOs- are they bullshit…. or NOT?” shows. Her favorite genre, bless her strange little soul. Whatever it was got her just the teensyest bit horny. But what to do? Her boring old husband was asleep. The hymenal bower was closed for business!
Luckily, she knows a trick or two.
I don’t remember if I was dreaming or not, but I do remember waking up to the sensation of my cock being entirely engulfed in liquid pleasure. It was a sensation I was intimately familiar with, so I was pretty sure I was getting a blowjob in my sleep. It was either that, or the dog, or perhaps I had ordered Chinese takeout and fallen asleep and spilled General Tso’s chicken in my lap. But the dog was too old to climb the stairs and wouldn’t be doing anything of the sort- unless I had spilled General Tso’s chicken in my lap, in which case he’d … well, but I hadn’t ordered Chinese takeout so no need to contemplate the implications. Bianca’s mouth it was, possibly with some General Tso’s in it but I was pretty sure not.
It didn’t take long for me to get fully erect. Bianca is a blowjob mavin. It’s her “go-to” maneuver when she wants to have sex. She knows I can’t resist her sweet mouth, and she’s devilishly clever about switching over to “regular sex” when I’m most ready to go. She’ll be sucking like a hoover, and then suddenly I’ll find myself prone and above her, pumping away in confusion as to how I arrived in such a position.
She knew I was awake because my hips started to buck in a futile attempt to push my cock deeper into her throat- there just wasn’t any “deeper” to go. She was stoppered. Sensing I was getting a bit too close, she raised herself up and offered me those sweet rock-hard nipples, one at a time and after another. I sucked her titsilly while she gently jacked me off, and then kissed my way up her neck and to her lips.
Magic. Somehow I was on top with my cock completely ensheathed in her hot banana wrapper. I’ve always wanted to write “hot banana wrapper,” and I can now cross that off my bucket list. There. It’s crossed off. Banana wrapper. There. I’ve written it.
We fucked. With multiple variations in position, pace, and timbre. Bianca is a moaner. This is why we don’t camp in tents. RVs only, and then not unless they have sturdy suspensions and sufficient insulation to dampen the ululations of a woman enjoying coital relations with a proper studmuffin.
 
But I digress.
 
With consumate skill, I penetrate her banana wrapper as she ululates into the heart of the night. Our position, pacing, and timbre increase in angle, frequency, and stridency respectively until Bianca claws my back in a final spasm similar to that of a victim in the final throes of strychnine poisoning, and then falls back, languid and spent. I collapse onto her, nearly exhausted myself.
“Feel better now?” I ask, the first words spoken since she entered the room horny from the erotic passion aroused by thoughts of the possibility of aliens among us.
“Mmmmmm,” she moaned, languidly and spently. “But you didn’t come!” she said suddenly, realizing that I was still hard inside of her.
Magically I was back on my own back and back in the back of her mouth. She sucked me back inside of her throat. It was like being back in Heaven. Back and forth. Back and forth and back again, she sucked me with such force that I simply could not hold back. Arching my back in another futile attempt to get back further back into her throat, I threw my head back and erupted. Strand after milky strand of hot milky cum shot directly down into her throat, bypassing any number of important anatomical features of her alimentary system that I have no names for because I did not take that course in high school. At last, after what seemed like an eternity, I fell back onto my back on the bed. And slowly, as I lay on my back on the back of my bed, I fell back to sleep, Bianca still sweetly sucking on my softening cock, still moaning, languidly and spently.
Like I said, I’m no /u/starfishmasterx but I have no reason to doubt the man because I’ve had the same thing happen to me more than a few times.