Blowjob from the girlfriend of a total asshole

This story happened almost ten years ago, is one of the hottest stories of my life, and is absolutely true.

I had complicated friendship with a guy in college who, in the end, was a friend, but in spite of a lot of bad behavior on his part. He was an asshole by nature that patrolled college parties intimidating any non-aggressive personality-type males he could find. Total egomaniac, arrogant, good-looking, and, someone who believes in aggression as a virtue. We became friends early freshman year just because I was basically a bigger dude and didn’t take shit from someone like him, which I think he respected. Of course, he had a bunch of chicks around in the time I knew him, but our junior year he was with one for a while who was probably the best looking of the bunch. She was petite, maybe 5’6”, thin, blonde, C-cup, tight little ass, and your standard private school bitch personality, though innocently caught up in this guy’s whirlwind of a personality at an impressionable age. He cheats on her plenty, they fight, break up, get back together, and on and on. Eventually he cheats on her with this girl who was known to be able to deep-throat, and this gets back to the girlfriend who is furious.

My girlfriend and her sister’s nude habits.

Note – This was posted on r/sex and the mods deleted it. One of them was kind enough to redirect me to this sub-reddit.

Let me start by giving a background on how my girlfriend and her sister grew up. They are very close in age (about 15 months apart) and are from a very rural area in the mid-west. The house they grew up in was a farm house with one bathroom and the closest neighbor was about a mile away. Because they had one bathroom it was not uncommon for them (their parents and the sisters) to be in the bathroom all at the same time and it never bothered them. To this day my girlfriend and her sister when they are running late would shower together, but I am getting ahead of myself. More on that later.

Three years ago they lost their dad and about a year later they lost their mom. They both moved to a city in the Northeast where I work as a junior internet security analyst. I met my girlfriend through work.

[MFF] my first threesome thanks to my awesome girlfriend and her best friend.

Hey GWStories! Long time no see. I’ve been busy with work and catching up on little projects around the house but this I had to post. I didn’t intend it to be this long but fuck it. It was an amazing night.

As always I’m on Mobil so please excuse any mistakes.

So if you’ve read some of my previous posts you know about my rekindled relationship with Emily. It’s like heaven on earth when she is around. Truly amazing woman I’ve got.

So on to the fun. This Friday was my irl cakeday. Emily was coming over and we had plans to go out and celebrate.

Friday rolls around and I head home from work to clean up the house before Emily is supposed to show up. The house looks mint, Emily shows up around 7 and around 8 we head into town to meet up with some friends for dinner and drinks.

We go to this casual bar that serves killer wings and always has a fun atmosphere. We eat, drink and dance the night away. Midnight rolls around and we decide to wrap the evening up. As we are getting ready to leave Emily’s best friend Demi asks if she car get a ride home with us as she doesn’t feel like she is sober enough to drive safely. Who am I to object?

I delivered a cake in nothing but lingerie and an overcoat(pics at end)

So my girlfriend’s boyfriend’s birthday is today. (yes we are poly.) Yesterday I decided that I wanted to give him a super sexy surprise, because the happier he is then the happier she is. I text her and tell her that I am at Wal-Mart and about to order J a cake that I plan on delivering in a sexy way. She replies and says that they are at Wal-Mart as well, buying games. This is extremely inconvenient and also such a weird coincidence because they don’t own a car and always take the bus everywhere if I don’t drive them. I didn’t want to be rude so I walk over and say hi, make an excuse and hurry to leave, deciding that I’ll go home and change, then grab the cake on the way to their apartment. Bad idea. I should have just gotten the damn cake first…

A Friendly Blowjob [MF, oral]

I banged on the door. “Yo, Chris! Are you in there? Stop jerkin’ off! I need to borrow your printer!” I waited patiently for a few seconds. No response. I raised my hand to knock again when the door swung in, revealing Chris’s exasperated face, his brown eyes glaring at me. I held up my flash drive. “I just need to print out my essay, is that okay?”

He sighed. “Sure, come on. Make it quick.”

“What kind of a greeting is that?” I asked, as he shut the door behind me. “Is that any way to say hello to your beautiful neighbor?”

“Like you’re one to talk, Lisa. You nearly gave me a heart attack with that Verdun of a hello of yours. How do you knock so loud? You’re like, a hundred pounds.”

I flexed my arm and smiled. “You didn’t think I did all that taekwondo for nothing, did ya? Don’t tell me you need another demonstration…”

He winced. “I’m good. Just thinking about the last time makes me body ache…”

“I really didn’t mean to kick you in the balls. It was an accident!”

“It’s fine… Water under the bridge. Just…don’t do it again…”

Let’s Have a Study Break [M18, F23]

Despite the current trend of entering into college with a five year plan, majors decided upon, and internships three years out lined up in order to justify the enormous debt that we would all be accruing over the next four years, I started college with no plan, no major, and not even a thought of a possible internship. My thought process was that all of that would work itself out, and in the meantime, I would not be at home with my parents and sisters. This thought process led to me signing up for some of the more obscure general education classes. One of these courses was Theater History. In high school I had taken two years of drama to fulfill my vocational requirement, acted in a few plays, and even directed my own one act play. I was by no means a drama geek, but I enjoyed the theater and thought that it would be a nice change of pace from my math and science heavy schedule.

Answered a craigslist ad from a guy willing to suck off straight guys, got more than I bargained for [M/M]

I should preface this story by saying that I am straight, generally, and had never been with a guy before this story. This was a few years ago, when I was 24, living in New York City and dating a girl long-distance.

My girlfriend and I had been together for a few years, since college, but an amazing opportunity took her to another city for two years. I found myself on the Greyhound a lot and, when I wasn’t with her, often sexually frustrated–especially as I saw all my friends living it up as single guys in their twenties in NYC.

One day, on one of those nights when I was away from my girlfriend all my friends were out hooking up, I strayed from my normal porn appetite onto Craigslist’s casual encounters page. I wasn’t really planning to do anything there–I had never cheated on her–but I decided to browse and click a few ads. I started on the w4m section, but it soon became exceedingly clear that every one of the ads there was posted by a prostitute or a spammer. So I drifted over to the m4m section, mostly out of curiosity–and while most of the ads were not my style, one caught my eye. It was a guy a little older, 28 years old, who had posted a simple message offering a free, no-strings-attached blowjob to a straight/curious guy. His apartment would be dimmed with straight porn on the TV, and whoever answered the ad could walk in, get sucked off, and leave anonymously.

Watching my girlfriend with another girl [M/F/F]

Hey everyone, I have enjoyed reading stories here for a while now, and I thought I would post what this last year has been like for me in college. My story involves myself (5’10 with athletic build, 145 lbs, and around 6″ when I’m excited), my girlfriend Whitney (5’4″, curvy athletic – like a volleyball player – full B cup and a nice ass), and her roommate Kim (5’8″, athletic as well – think soccer player – Full C cup but a smaller ass).

I have been dating my girlfriend Whitney since freshman year, we have always had a great relationship. Whitney was raised in a pretty conservative home, so she had a steep learning curve. Despite that she had always been open to learning and trying new things. I had got her into watching some porn with me a year into our relationship and she really seemed to enjoy it. One of the most intriguing things about this was that Whitney enjoyed watching girl on girl porn. While she is only attracted to guys, something about girls making out and going down on each other really turned her on.

My Girlfriend’s first lesbian experience.v [F/F/M]

This weekend Me and my GF, lets call her “S”, had an amazing experience with her female friend, “F”. It’s one of those long time coming things. There’s always been sexual tension between them two. We’d spoken about introducing other females before. “F” would mostly come up as the highest contender.

They spent the day together doing the girly getting ready things before we went out for a friends birthday. I suggest she stays at ours “to save on the taxi”. We head to the party and the evening is going well, alcohol is flowing and we’re all getting pretty loosened up. F made a few hints to S about she’s game for extra activities later.

We end up heading home quite late. Once we’re back the sexual tension goes from obvious to unbearable. S is adorably cute, giggling and playing with F’s hair on the floor in my lounge whilst they’re both making sexual comments. It took a few times of S trying to initiate and failing due to shyness for F to get annoyed and just pounce on her. They’re both incredibly stunning. I’m sat on my sofa with my jaw on the floor.

To flash or to feel? [F/M][cheat]

Before I start, I’d like to say that this is the first time I’ve ever written down an encounter such as this. And it’s arousing me to even remember it and write it down… so I hope it brings a few moments of arousal to you, too.
 
Let’s set the scene with a few descriptions to give you some nice, clear mental images. I’m a 28 year old lady with long, straight, brown hair, standing 5’8” tall. I’m of average build, a little curvy… with very long, shapely legs (or so I’ve been told). At the time of this encounter, I was measuring about a 34B – small boobs in my estimation but maybe not so small, to others. David is a 26 year old, tall guy. He’s 6’4” and average build. He’s mixed Caucasian and African background, so he’s a lovely chocolatey colour, good enough to eat. :)
 
At the time, we were both in long-term relationships… no marriage, just living with our significant others. David had been going out with a girl called Lara and living together for a number of years, at this point.
 
Even though we lived in different continents, David and I worked for the same company and we’d first met a few years before at a work meetup. We’d hit it off and became friends. While we worked for the same company our tasks didn’t really intersect, but we continued to chat online once we were both back home. It was pretty innocent but it developed into a friendship, with each of us finding the other an outlet to vent about our respective partners. Sometimes you just need to vent, no matter how strong a relationship you’re in. The chatting led to staying up late online, talking about anything and everything, even playing silly online games together… just to talk. And to flirt.
 
After about 6 months of this, there was another work meeting planned… this time in his home town. Over the previous months, I’d often fantasised what would happen when we next met up, after being a lot more intimate and friendly in online chat. My fantasies wouldn’t exactly be wild… just pretty simple ones, such as baking brownies together but then getting horny, playfully smearing melted chocolate on each other and then fucking on a stainless steel countertop.
 
For a while, David had been joking about me flashing my boobs to him. He’d said it a few times, and it was something of a running joke… probably with serious intentions. I think the first time he’d said it, I had responded with something like, “*I wouldn’t flash you, I’d rather you’d have a feel!*” I was quite paranoid about the size of my boobs and couldn’t imagine flashing them and having someone see them, just out of the blue like that. But having a quick feel, under clothing… would be acceptable. This had been recently mentioned and I just knew it was going to come up again, and the scenario had even featured as part of my fantasies.
 
At the time I was in his country for work, it just so happened that David had just been through emergency surgery and was at home resting, on sick leave. He was told not to have sex for a month… something that I’d imagine would be quite difficult for a 26 year old man to do, never mind having any foreign visiting distractions (such as me) thrown into the mix. So regardless of what happened, I knew that sex was not going to be on the metaphorical (or physical) table.
 
We chatted and arranged to meet up at David’s house, where he was recuperating. Lara was out at work for the day.
 
Having not really seen each other in person more than a handful of times, I’d no idea what was going to happen with David… if he felt the same sexual attraction as I did. The clues were there… but you never really know until it actually happens, eh?
 
I caught the bus to his end of the city and I remember it was a nerve-racking journey. I had no idea what was about to happen; I was a mixed bag of feelings – nerves, arousal, guilt, excitement.
 
David lived in a small apartment, and he didn’t even have a sofa… just a double bed and a TV in front of it, with a kitchen and bathroom off to the side. It was small, intimate. We had planned on watching a movie, so I could either sit in a computer chair or there was the bed… but I wasn’t just going to invite myself into his bed. I said something awkward like, “*Can I sit here?*” pointing at the bed. He said that was fine, I hopped on… him inside the sheets, me outside.
 
We watched the movie together, I can’t even remember what it was now. The situation was comfy enough, though I was acutely aware of lying right beside someone I’d been talking/flirting with online for months, within touching distance. I imagine he felt similar.
 
After the movie, I think he said something like, “*So, about this boob feeling…*” I was soooo shy and self-conscious, I tried to talk myself out of it but I finally gave in. I did want it, but we were both in relationships and I know it was a very cheeky thing to do. I perched on the side of the bed, David was lying along the bed. I unhooked my bra, pulled it through my sleeves. As I was doing so, I felt David’s hands slide round my waist and I was shocked at the touch, I think I gasped a little – being touched intimately by someone that you’ve really only ever had a passing friendly hug from.
 
He softly slid his hands up my body, under my t-shirt, cupped my breasts and said, “*WHOA, FUCK.*” I instantly panicked and thought something like, “What the hell’s wrong with my boobs?” I quickly reached up and grabbed his hands and splurted out, “*WHAT!?*” He replied with something like, “*They’re so big!*” I was shocked and giggled nervously. In thinking about it now, he’d only ever been with really small Asian girls, his long-term girlfriend was really small and petite and very flat-chested too. My 34B cup must have felt like quite a handful in comparison.
 
David’s hands were quite large, in keeping with his stature, and they felt warm and heavy on my chest. I felt awkward but horny. My arm that was side-on to him had nowhere to go, so I raised it up and rested it on my head. I leaned back in towards him a little and let him explore. I was close enough to smell that nice man smell from him, and a hint of aftershave too, not overpowering at all.
 
At one point in the past when we’d been talking, I mentioned I didn’t have very sensitive nipples, I felt that they didn’t have a lot of sensation and I didn’t really play with them, or have them played with much, during sex. During this boob feeling session, he decided to give one nipple a massive pinch, and I barely reacted to it at all, maybe just a little intake of air – probably a lot less of a reaction that he was expecting. He chuckled slightly at that.
 
After a bit, things went pretty quiet. All we could hear was each other’s breathing and a little rustling of movement. I don’t really know how long we sat like that. I had promised it would only be a minute long… but was it two minutes, three? It was very sensual and I knew I was feeling pretty aroused with the whole experience, and I quietly and a little gruffly said, “*I think it’s been more than a minute…*” He let out a tiny little exhalation of what I thought could have been disappointment and slid his hands back down again. I moved off the bed and stood up, and I could actually feel the wetness between my legs.
 
I had to leave soon after so we had a hug and said a slightly awkward goodbye, as I left to catch the next bus back to my hotel. During the whole bus journey, I sat there feeling my own wetness, and replayed the details in my head, over and over, clarifying the memories. To date, it’s one of the most sensual experiences I’ve had and I regularly revisited it in my own mind, remembering the arousal and the amazing feelings of horniness – even though there was no actual sex involved. I got back to my hotel and masturbated furiously, of course.
 
That evening, David messaged me to ask if I was alright, and I told him I was, just a bit embarrassed and awkward about it. He wanted me to visit him again the following day though, and I wanted it too.
 
The next morning, I made another bus journey consisting of excited feelings and wet panties. The morning played out in a similar fashion… we watched some other crappy movie, just happy being beside each other instead of a couple thousand miles apart and communicating by text. After the movie, we just lay and talked for a couple hours. At one point, David gently took my hand and started playing with it, tracing patterns, studying my fingers. It was only a couple years after this that I read somewhere online, that if a guy plays with your hand… he wants you. I didn’t really take the hint, and I also didn’t want to make the “first” move, so to speak. That might sound silly, but it seemed to make sense at the time.
 
As we lay and talked about nothing and everything, we were slowly creeping closer to each other in the bed, almost imperceptibly so. After a while, when we were incredibly close and I was lying on his arm, he grunted and pulled me in towards his body. I snuggled into his chest, smelling that nice, warm man-smell again… David still playing with my hand. As we hugged, our faces were also coming closer together and things went pretty quiet for a while. I don’t know who made the first move in terms of kissing the other, but we were mere centimetres apart when it happened. We kissed quietly and gently, for a short while, maybe it was only a few seconds. We both smiled and I think I said something like, “*I’ve been wanting to do that for quite a while.*”
 
David said, “*Me too.*”
 
I remember feeling very excited and I could feel a growing ache in my groin, it was seriously craving some stimulation. There was no way we were going to make love, but there was lots of other fun that could be done – and we also had to avoid David’s groin… for medical reasons! We continued to kiss each other, exploring bodies, relishing in the fact that we could physically touch each other after the many months of mere virtual contact. David started to undress me slowly, to get another feel of the breasts which he’d seemed to enjoy so much the day before.
 
When he took off my top and bra, he had a lot of fun sucking my nipples which I think were a lot more sensitive than the day before. I remember him lying in the bed, with me straddling him, my breasts hanging down towards his face, David looking up at me while he licked and caressed them.
 
He slid one hand inside my jeans, right down to find the wetness already there, and slid a finger or two inside me. I was so ready for it; I ground down onto his hand with need. After a very short while of this, I came… right there in my jeans.
 
Eventually, I was totally naked. David commented on how pale I was… I’m so white that I’m almost grey! The sunshine rarely caresses my skin, especially not in my intimate areas which are incredibly pale. David’s chocolate skin on the other hand, was a severe contrast to mine and it looked amazing seeing our two naked bodies alongside one another, intertwined.
 
Even though David wasn’t supposed to for the aforementioned medical reasons, he was literally begging to slide his cock into me…, “*Just a tiny bit, please*” he said, over and over. But I was on top, I was in control and I was calling the shots. My pussy was just soaking wet and I was rubbing it up and down him, but I refused to let his cock pop inside me, even if only for a tiny bit. We both wanted it badly, but I didn’t want to go that far.
 
We kissed, we played, I came a few more times from David’s deft handiwork…
 
Eventually it was time for me to scarper before Lara came home from work that day. I was flying out of the country the next morning too… so things felt really urgent when David and I were making out and playing, knowing that to touch each other couldn’t happen again any time soon, if ever.
 
We said our goodbyes and I got on the bus again… my pussy still absolutely soaking wet. I replayed the past couple days in my mind, memorising the sensations, sounds and smells, in order to be able to re-live the moments by simply closing my eyes, any time I wished.
 
David and I still keep in touch, and have had a few more raunchy encounters in the years since the above events. David split up with Lara a few months after the above liaison. He wanted me to emigrate and have his babies (!), but that was all a bit much for me. :D I’m still with the same partner, but the above story is my little secret. I’m not telling anyone about it… well, except you guys…. Don’t tell.