The following story is something I never planned on sharing, but as I read through some of the other stories on SH, I thought, why not. It did not happen that long ago - the year is 2018, I was working for a relatively big company in central London. It was your classic corporate setting, something I was never a fan of, but it wasn't a bad deal, as I was my own 'department', so I was not forced to attend meetings about meetings, I could not complain. I got to work out my own schedule, and only had to commute to the office about 3 times a week. To this day I am not a fan of London, so I considered all as winning at life. Being in charge of my own schedule I chose to go in real early on my office days to avoid rush hour and crammed trains, as well as getting home late. I also liked how quiet the office in those first few hours. It was usually just me and either one or two more people - And older guy close to retirement called Jules, and Holly, who was part of the Marketing team. I despised marketing, but Holly I really liked. We got on really well, and managed to form a nice close relationship as far as workplace friendships go. Often flirty, we could joke about anything, it was always in good nature. After a while, she became very comfortable touching - she was one of those people who was loving a hug, and touched your arms when you made her laugh. In the mornings, we enjoyed not having to walk to each others' desks and shout over people's ringing phones and the general buzz of a corporate hellhole. We could also talk about virtually anything. Holly was about 8 years younger than me, she was at the stage of her life when she stopped partying and focused on getting a mortgage with her fiancé. She was very short but compensated with wearing death-defying heels all the time, something I often teased her with. Her lovely hourglass shaped body was very thin and petite, with small but seemingly perky breasts, and an impressively flat stomach. I could always get lost staring at her face, she had the widest smile with memorable features, and she knew how to look her absolute sexiest every time. She proudly kept her dark eyebrows thicker, and she was often wearing her black-framed glasses and rocking her trademark combination of cherry lipstick and smokey eyelids that had a tint of brass to them. She also had a lovely beauty mark below the left side of her lip, I found it very sexy. Her eyes were slightly almond-shaped, dark brown, almost black, and their shape always suggested a smile. Her most usual outfit was skirt suits, but when she had meetings she often went with a blouse and skirt combination. My absolute favourite was her white blouse. There was just something about it and the short skirt along with the heels and black hair that just stirred my pants every time. I also got an extra kick with her running around barefoot until people started pouring in around 9:00. Every once in a while she got to the office with her fiancé, Guy. He was this funny Frenchman - Guillaume, but everyone just called him Guy. He often had a coffee with her or us in the kitchen, or sitting next to Holly for a minute or two before he bounced to his own job. He was a slim man, but I always thought of him as an improved version of me face-wise, with his wavy hair and clean-shaven face. For reference, I don't think I was clean-shaven since I was 15. He seemed like a nice bloke, the kind who remembers the things you tell him, I liked talking to him. And Holly never once complained about him, and I believe we were close enough for something like that, too.
It was usually Jules, the old guy who was first in the office, then it was me, and by the time I got to the kitchen to prepare my morning porridge, Holly would come through the door herself - accompanied by Guy at times, as I said. It was early December, and I was faffing around with some berries I brought with myself for my breakfast when Holly arrived huffing and puffing. She walked to the fridge to put her lunch in for safe keeping, and as she leaned down, I saw a wet patch on the side of her skirt.
"Hey, you have something on your skirt." - She stood up, started examining what I was talking about.
"Ah, come ON!" She stepped towards me, as I was using the paper towel roll. She grabbed a few sheets and started cleaning off the stain, but she had to use some water and soap as it wasn't just simply wet, It left a mark on the dark textile. I was looking at her thighs as she was holding the skirt in the process. Tried my best not to stare too much.
"You guys just can't aim, I swear."
"Pardon?"
"Guillaume. Told him to watch where he aims his thing." I said nothing just mouthed 'ooookay'.
"Sorry" - she added. "Too much information?"
"I am glad you kids start the day with a healthy workout" - and gave her a thumbs up. See? Told you guys we were very close and could talk about anything. During the day I could see her get conscious about the skirt, checking where the stain used to be, and I always gave her an all-knowing smile from the other side of the room. Later on, when I was walking around in my lunch break, I saw her having lunch sitting by the window in a small burrito place with Guy. We all waved to each other and I was about to walk along, but she tapped on the glass, and urged me to go inside. I got some nachos for myself, while they were enjoying a wrap each. At one point she bit into her sizeable lunch, a white sauce dribbled all over her skirt.
"Oh, for fuuuck's sake!" - she muttered, covering her mouth. She was wiping it all off, while I giggled:
"I swear you're doing this on purpose." Guy looked at me and then her, puzzled. Holly just nodded towards her fiancé:
"Yeah, you had me walk to work today with your cum on my skirt, pal." I was surprised, we were always very openly discussing 18+ things, but this was the first time Guy was present. I just stuffed my mouth with nachos before I make a dumb joke. Guy put his hands up and shrugged.
"Sorry Chatte (his nickname for Holly), could not see in the dark. Gave the office people a good laugh though, no?". We were then chatting away, and then I was on my way, leaving the two love birds.
The next morning, Holly arrived right on time, as I was busy with my breakfast again. She was wearing her white blouse, so I was a bit more chirpy than usual.
"Hey, you got something on your skirt." - I informed her as she was squatting in front of a bottom shelf.
"YOU'RE JOKING!" - She stood up with a stomp, started turning around, checking her skirt. Took her a good minute to realise I was joking.
"You're bad, you know."
We laughed it off, went back to our seats and continued talking about everyday stuff. I got an email notification on my phone as we were chatting away. It was from Holly, to my personal email address, instead of the work one. Wasn't surprised, I expected a funny video or an article of some sort. Instead it just had one line from her: 'You were not far off, by the way.' I looked at her from across the room and lifted one of my eyebrow with a 'huh?' gesture. She turned back to her computer. I got a response. She just took a photo with her phone of her inner thigh and knickers in view, with a few drops of liquid glistening in the crappy office lighting. I wasn't 100% sure, but it seemed like cum. I just got up walked over to her.
"Fucking hell, what's that all about?"
"You're not the only bad one, mate."
I could not get it out of my head, I kept checking on the photo on my phone ever-so-often. I went to a floor that was vacant to use the toiled there, and had a quick wank over it, too. I think she knew.
The next day I was working from home, so we didn't meet, but she did send me another email. 'Guy is curious to know what you thought about the picture.' I thought it's some sort of kinky play between them, so I let them know that it got me hard, and even wanked over it. Why not. 'Prove it.' - came the response. Interesting. I had the photo on full-screen on my tablet, and took a picture of my erect cock cumming all over it. Photo sent, but I got no reply. The day after, everything went as per usual. Holly arrived with Guy. I looked at them all victoriously.
"Morning, you two."
"How's it going?" - Holly smiled back at me. Guy said hi, as he was preparing coffee for himself. And asked if everything is ok. I said "Sure, you good, too?" He looked at me, and made an excitable face:
"Oh, man, yeah. It was pretty hot. Thanks for that." It felt surreal, getting a compliment like that, especially from another man, so I just nervously thanked him, laughing it off. He made sure we're ok, and he rushed off to his workplace.
"We had a chat this morning." - said Holly.
"Yeah?"
"We would like to try playing with another man." - I knew them trying threesomes with other girls, so it wasn't that big of a shock to me.
"I understand. You want to know if I know anyone who'd be interested."
"Dick!" - she gently flicked my ear.
"Hah! And Guy would be up for it?
"Up for it? He suggested it." - Now that surprised me more than anything. The mindset of a guy who wants to have his girl being fucked by another guy always puzzled me, even though I had my fair share of threesomes, and other types of group fun, I was always the 'extra', could never see myself sharing someone I am serious with.
"But we would like to make sure we're on the same page." At this point, old guy Jules waltzed in for his coffee number 3 of the day, so we paused the topic. The first thing I did was typing up an email real quick with my questions. She was quicker though, and sent me one before I could finish. It was pretty straight-forward, saying that nobody should do anything they are not comfortable with, and that there's no pressure if I would rather back down at any point. As if.
My cock was almost pulsing by the sheer thought of fucking her. Then she stood up and walked over to my desk. She leaned down close to me so we could talk without Jules hearing about the topic. Poor man, I doubt his coffee-infused heart could take it. Holly said:
"You know how I talked about those threesomes we used to have with my old flatmate?"
"Sure."
"Everyone had a play with everyone, it was all up for grabs, you know."
"Oh." - I got the idea.
"Have you ever played with other guys before?"
"Nope."
"I guess the question is - would you like to try?" - Not going to lie, the answer was a clear no in my head. I was never bi or anything like that, cocks and men don't turn me on. Before I could say anything, she went on.
"Remember, nothing goes that you are not comfortable with. It's a first for us, too. It's all about fun. But the thought of the two of you has been a huge turn-on and role-play for us." Hearing these words was just bizarre, but I focused on her being turned on, I liked the sound of that.
"I'm not bi, but let's see how it goes..." - I really wanted to fuck this woman, so I thought, what's the harm. I honestly wouldn't think anything would just drastically changed who I was and what I was into, I have no crisis or anxiety regarding my sexuality. It seemed like smooth sailing, but we struggled to set up a date that works for everyone. It was starting to get a bit frustrating, my appetite and curiosity to see Holly without her clothes on grew stronger every day. She was still the same person I liked so much, she didn't become slutty or anything around me, it was all normal, with her arriving after me, sometimes with Guy, banter, jokes, all the rest. But deep inside, I was getting impatient.
Soon it was mid-December, and a Monday. I went to the office as per usual. Tinkering with my breakfast, and right on cue Holly and Guy arrived. In the middle of some small-talk, Holly backed out and leaned out the kitchen.
"There's no one here." - She noted. - "Jules is not here, either." She disappeared and had a quick walk around. I just realised that the old man was off for the rest of the year, of course. She hurried back to us with a glow in her eyes:
"This is it! Let's go upstairs!"
"Now?!"
"Yes, the meeting room upstairs. We have the whole building for ourselves for 2 more hours!" - She buzzed. Guy was frantically typing on his phone, some random email to his coworkers about being late today.
"That floor is completely empty, and we'd hear if anyone buzzed in, that's brilliant!" - I convinced myself, getting into the idea. We would have been stupid not to go for it, as the entire floor above was vacant, but heating was still on, and the meeting rooms were at the far end of it, the furthest point of the entrance. Guy excused himself and went to the toilet/shower room on our floor. He took some time, but we used it to make sure we were entirely alone, and gathered our stuff. Then Guy rushed back so we made our way upstairs and let ourselves in. There were a couple of chairs stacked on top of each other, and a huge, sturdy desk in the middle with some boxes of computers in one corner. Holly put her bag against the closed door, and she then started kissing Guy, who was just finishing his texting. Holly took his phone and dropped it in her bag, and started unbuttoning his shirt while still kissing. She stopped to unbutton her own blouse and dropped her glasses in the bag. I was fixated on her beautiful bra cuddling her smaller boobs. She stepped close to me, as she kicked her heels off, and started unbuttoning my shirt too.
"You too, come on..." - she said. She tiptoed to give a small peck on my lips. I looked at Guy to see his reaction, but he had the largest grin and nodded slightly. I pushed back on the kiss, and leaned a bit down so she doesn't have to tiptoe and gave her a long and deep snog, while our shirts and blouses made their way off of us. I was feeling up her body, this wonderful, petite woman I fancied so much. I put my hands in her bra, and I could feel her tense up a but as I touched her nipples. She may have had small breasts, but they were still nice and firm, and wonderfully perky. I have to say I wouldn't be able to choose between small and big tits. Love them all. As I was kissing away and fondled her boobs, I felt the tightness of her bra disappear, as Guy walked up to her backside and undid it for us. Nice one. Holly released my lips and leaned against him, kissing him passionately with her head turned sideways. It was a wonderful sight, something you'd see on an erotic photo-shoot, with the girl reaching the guy's face, who is behind her. Her boobs had small, flesh-coloured areolas with nipples as hard as rock. My cock was getting impatient at this point.
Guy took over playing with her boobs, so squatted down, and started getting rid of her skirt. I rolled down her black knickers that felt very warm and soaking wet to the touch. Finally, there she was, completely naked in front me, and wet. Dreams do come true. I took a deep whiff of her panties, and sometimes you come across a person who just tastes and smells heavenly - when the chemistry is right. Guy saw this and let out a deep sigh and 'oooh'. We looked at each other with Holly, I wanted to see if she found the situation exciting. I was squatting, inches away from her pussy, looking into her eyes. She bit her lower lip, and I got to work - I took a seat on the floor, and started licking her inner thighs first, teasing a bit, then slowly, and only using the tip of my tongue, gently leading my tongue alongside her lips. Her pussy was shaved smooth, and she had her beautiful inner lips show in a bright pink hue. I fell in love with it right there, and didn't hesitate to kiss away passionately. This made her moan rapidly, and wobbly in the knee, so it was a good thing Guy was supporting her from behind. While I was greedily licking up her juices, Holly was stroking Guy's dick through his jeans. He let her go, and started undoing his belt. This is when she gently touched my chin - making me stop licking and sucking on her lips and clit, I stood up, and copied Guy. As we got rid of all our clothes, she kneeled down and ushered us next to each other. She placed one hand on my cock, and took all of her fiancé's shaft in her mouth. Guy had a similar sized member as me, but his was darker, circumcised and had a slightly wider helmet, while mine was thicker, and uncircumcised. With me being average size, it is always a gamble, but we seemed to be playing with similar gear. Holly stopped sucking Guy's dick, and turned towards mine. She stopped in her tracks and looked up to see my happy face. She was clearly happy we were doing this, too. Unlike with Guy, she first gave it a small kiss, then gave the shaft a sensual lick, all the while keeping eye contact with me. She wrapped her red lips around my cock and stared sucking me off while wanking off Guy. Guy then put his hand on her head, making her push her mouth around my cock as much as possible. Again, I copied him, and from the other side, I put my hand there, too. And then my dick flopped out of her mouth, as she made us stand real close next to each other. She then grabbed both our dicks against each other and started licking and sucking the two together. The feeling was ecstatic. All three of us were moaning and hissing for a while, and after a minute or two, Holly stood up and climbed on top of the huge meeting table. It was as big as the room almost, suitable for lots of people to sit around it, not cheap material either, so we deemed it safe for any or all of us to be on top.
She was sitting on the table, with her legs hanging off, waiting for the next chapter. Guy stepped closer to her, and she spread her legs wide to welcome him. He started smacking her pussy with his cock, and she let out playful, short moans to show her appreciation. I took this time to find my jeans and pull a condom out of my wallet and put it on. The table was fine, but not the right height, so Guy climbed up next to Holly. They moved back towards the middle of the huge table and he rolled on top of her. Now, he had easy access to her pussy, and didn't hesitate to slide into her. The sight of him diving in and out and his balls smacking against her ass made me even harder than before. I climbed up next to them, waiting for my turn, licking Holly's boobs while she was wanking me off with her hands. She stopped and just held onto my cock as Guy was still fucking her missionary style. And as I was sucking on her nipple, I felt Guy's hand touching my neck and back, just gently, stroking. It was odd, another man's touch on my body like this, but he wasn't pushy or demanding, so we kept on going. Guy then pulled out of Holly, and lied down on his back. She got on all fours and started licking his balls and taint while I had the pleasure of seeing her ass and pussy being spread right in front of me, ready for my cock. I slowly pushed my erect dick deep inside her, as she was letting out a high-pitched squeel of joy. Music to my ears. I kept fucking her for a short while like this, and then I noticed that Guy turned around so he wasn't facing away from her, but pulled himself underneath Holly being on all fours, like it was 69. Holly did gobble up his dick from this angle, and I had a feeling something unexpected would happen...
As I was fucking another man's girl, his head was underneath, with his tongue touching my balls. We did not stop, and kept fucking like this for a while, with Guy licking my balls. It feels surreal writing it down, too. I could not believe what I was a part of, but Holly was so gorgeous and hot that I didn't mind. Guy was being very careful not to be pushy, so he had my respect. He was not on a mission to "convert me" or anything. Holly then pulled herself off of my cock, as she wanted to see what was happening, and turned around. She turned around, straddling Guy, who was on his back. Holly way looking at us as she was slowly riding Guy like this, and her words from a little while ago rang in my ears: The thought of the two of us together was a huge turn-on for her. I leaned forward, like I was doing missionary, but instead of her, it was Guy's face looking upwards that was underneath me. I didn't jam my cock in his face, i wasn't sure what he was about on this front. So with this move, I clamped on Holly's tits and started licking them again. And then I felt guy position his head so he can put his lips around my cock. All three of us started to change pace, and our moans for getting a bit more passionate. Holly moved her body a bit and tilted her head so she could see what was happening with my cock and her man's mouth. The moment she realised what was going down, she was riding Guy harder and harder, and with that Guy was sucking me off with more force, letting out deep groans. She jumped off her fiancé and gently pushed me on my back. Guy turned around, too, so there they were, both of them between my legs. They both leaned in to start licking my cock, but Holly stopped and looked up.
"I want you to taste him, too." - and then she looked at me. - "Is it ok?" Guy chimed in and said:
"We have been only playing with each other for a while... we're clean." I knew it was true, and besides, there was no reason to lie, as we worked together on a daily basis.
"Me too." - I said. Holly ripped the condom off, and put all of my cock in her mouth with a deep purr. There they were, their mouths and tongues were dancing around my dick, kissing each other, licking me, sucking me together, it was chaotic but organised at the same time. Holly was seemingly getting more and more aroused, and with that, Guy was panting heavier, too. Needless to say, with Holly losing herself in all of this, and without the condom standing between us, I was chuffed and extra hard, as well.
She then lifted herself up, and I was about to follow, but she put her hand on my abs to make me stay put. She turned around and comfortably sat onto my cock all the way, almost pulling my balls into her, too. She was so warm and velvety, and as we were doing it in a reverse cowgirl position, I had a wonderful sight in front of me: My cock disappearing in between her greedy pussy lips, and how nice, firm butt flying up and down. I held onto her firmly as Guy positioned himself in front of her face, on all fours. It was not something I have seen up close before, but as his cock was hanging downwards, she was wanking it off, while using her tongue to gently lick his taint and asshole. Our breathing filled the room, I could see condensation build up on the windows of the room now. The thought of the three of us in chain like this was very exciting. In a few minutes, I could see Holly using a finger, plunging it in Guy's ass. He was completely clean, which was something I was worried about initially. I knew that much of anal that you need to prepare. And as it turns out, he was prepared. They had been fucking the night before, and as it always involves anal games, he made sure he was presentable, so when he excused himself earlier to go to the shower room, he just made sure he's super clean again. There we were, me, lying on my back with Holly riding me, as she was fingering Guy's ass with one hand, and wanking him off with another. I pulled out to edge myself a bit, I didn't want to cum just yet. I perched her ass a bit higher so I'll have access to her better, and started licking her pussy again, while fingering her a little bit, too. I teased her asshole with my tongue as well, just for good measure.
"Do you have another condom?" - She asked. I climbed down to get my wallet again. But I knew. She wanted to see it, not live it. I had three on me usually, so I pulled another one out of my wallet. She followed me, climbed off the table and helped with the condom. She gave me a kiss that almost knocked my jaws off, dripping with saliva, and asked 'are you sure'. I just nodded, I wanted to see how horny this woman can get. This was a fantasy, and later I learned that they often roleplayed at home, with her using dildos on him. I lied down on my back as Guy lowered himself on my cock. His asshole was very tight, but the condom helped sliding in relatively easy. I usually love watching how I slide into a pussy or an ass, but this time I kept my eyes on Holly, who was losing her mind over what she saw, touching herself, pinching her nipples.
"Fuuuuuck.....Yesss..." - he groaned. Holly crawled on top of me to get close to the action, and was fondling our balls and licking Guy's dangling member. Her fanny was a bit far for me to lick like this, so I grabbed her waist and started pulling her further up. She had to sit up this way, sitting on my face. This was godsend, I could immerse myself in her lovely, sweet pussy and maintain my erection. Everybody wins. Do not get me wrong, it did not feel 'bad', but this just confirmed that I had no bi tendencies, I needed the visual stimulation, the taste and scent of a woman to get me going. We created some form of a triangle, I was lying on my back, Holly sitting my face and her fiancé on my cock. The two of them facing each other, kissing passionately, with Holly wanking him off as best as she could. I held both of Holly's legs tight with both my arms wrapped around them. Her moans were replaced with shorter, muffled squeels, and she started grinding against my tongue harder. I took one hand and started fingering her while going to town on her clit with my tongue, and in no time at all, she let out a huge scream, as she lifted herself towards my chest. This was the second time I experienced a woman squirting, and I loved every drop of it. She flopped on my body, then after composing herself, she had Guy get off of me, and ripped the condom off of my cock.
"Your turn." Did she mean mine? or Guy's? Or both of us?
She had guy lie down mirroring me, with our balls touching, and then she grabbed them both with one hand, and held them together while she attempted to lower herself onto us. This could have never happened if one of us was longer than the other, and I never in my life have I experienced this position elsewhere. It is not as easy as it looks in porn, she had to find the right angle, and after a few attempts, the one that worked the best had a bit of symmetry to it: I saw Holly from the left side, and Guy could see her right side. It was an extremely tight feeling, and I wasn't sure she would enjoy it at first, bit she greedily pushed herself down to our balls, and we supported her from below with slow, deep thrusts. She was breathing heavily, and kept saying:
"Oh fuck me, I love it. Fuck me, please!". We were shoving it up her pussy in synch, the feeling was definitely remarkable, unlike anything else.
"I'm...going to cum soon... Please... don't hold back..." - she pleaded. We both picked up the pace. It didn't take half a minute and Guy started to groan and hiss, with me being behind him only with a mere second, and as we exploded deep inside Holly's pussy, she held her mouth to muffle her cry and enjoyed a long, deep orgasm. I could feel how my cock just kept pumping cum, it was more intense than usual. We were sitting there, all three of us panting, catching our breath...Holly was covered in sweat. As our dicks flopped out of her pussy, there was also a huge gush of our combined loads pouring down on our balls. I sat up, and was looking around for something to clean it up with, while Guy started licking her pussy and scooped up a large amount of cum in his mouth. He and Holly then kissed passionately with cum dribbling down on their faces. Holly then got closer to me and cleaned my dick with her mouth and tongue. Smacking her lips, giving out a satisfied 'mmmmmmhhh' sound. We all got what we wanted, and were happy we went for it.
We all got dressed, and there was no awkwardness between us. We cleaned up the room, we're not animals after all, and then Holly and I got back to our floor in the lift, while Guy took the stairs to go on his way to work. Nobody ever knew, as we spent less than two ours upstairs. Later on, Holly sent me another personal email, thanking me for how flexible I was, and how much she appreciated turning a fantasy into reality. Our relationship did not shift at all, our jokes and banters stayed, and so did her smiles. The experience did not change my sexuality at all, in a funny way, it just made me more certain. I do not regret going through with it, how could I? At the end of the day, all of us had fun, and had orgasms worth remembering...