Let’s rewind the clock to the beginning of March, 2021. While my actual work was slowed way down, I had a day in the OR during the first week of March, and then had another in the second week of March. That in an of itself was unusual for me, but it worked with other plans I had. When I had gone in the prior week, one of the scrub nurses with whom I worked was a travel nurse (we had a number of staffing issues in our city, and travel nurses could make good money by going that route).
We only worked with one patient together, but my takeaway from that couple hours was that she was talented and experienced for her age, but perhaps more important to GWS, she had amazingly beautiful eyes. We were both masked the entirety of our time together, so other than a general sense of her figure, I had nothing to go off of. She was about 5’4”, and had a slim figure, at least from what I could tell. Her eyes though, my god, the closest I could say is Ana De Armas (to the point that when I watched No Time to Die, other than Ana having darker hair, they were *very* similar).
When I showed up on March 9th, there was a name on the schedule with me for several surgeries I didn’t recognize (which wasn’t altogether surprising, given how infrequently I was working), Sydney. When I got to the OR, I was pleasantly surprised to see that Sydney was the gorgeous-eyed scrub nurse. Again, she demonstrated great command of what I needed, and even though we had barely worked together, was able to anticipate my requests. Altogether, a great experience.
I could also tell that my anesthesiologist, Dinesh, was quite taken with Sydney. Dinesh, who was also a good friend of mine, had gotten his divorce finalized in January, and he and his ex-wife had been separated for over a year. He had thrown himself into work, and while I told him he needed to get back out there, he was struggling with how to even go about it.
There was good rapport in the OR, and Sydney was always the first the laugh at the jokes that Dinesh and I made. Towards the end of our last surgery of the day, which was running long, I asked what everyone’s plans were that night. It was a Tuesday, which threw some of them off, but eventually, everyone but my resident confessed to not having plans (he was headed home for some much-needed R&R with his fiancé). So, I said, ‘Happy hour at Hillstone, my treat.’
After we finished up, the five of us met up at the bar at Hillstone (myself, Dinesh, Sydney, our circulating nurse Jessica, and the surgical tech Sam (short for Samantha). Happy hours inside were just becoming a thing again, and I could tell for those who weren’t going out all the time, there was a shell shock to coming face to face with a reasonably full bar. Sydney ordered first, and I’ll never forget how she ordered it, ‘Tito’s dirty martini, I like it really dirty, as dirty as you can make it.’ That raised an eyebrow or two amongst our group.
Sydney pulled her mask down when her drink arrived, and I got my first look at her smile. The Ana De Armas comparison didn’t end at the eyes, her nose and mouth were similarly beautiful. Dinesh and I were sipping G&Ts, while Sydney pounded about half her first martini in the first sip before pulling out the toothpick and eating one of the olives. Jessica and Sam were talking at the bar, both drinking white wine. Sydney made some off handed remark about how we were both drinking gin, her least favorite liquor.
We ordered some appetizers for the group still the duo of Jessica and Sam, while the three of us were slightly separated. We talked for a while as Sydney finished her drink and then another, as we learned her basic bio. Grew up in northern Florida, and after college moved to Miami. Had a boyfriend until December and when they split up, switched to travel nursing.
‘How do you like it?’, I asked.
‘Meh, it’s okay. The money’s great, and working with different people is fun, but agency housing is depressing.’
‘So is his apartment.’ I said, gesturing to Dinesh.
‘Hey, not cool!’ Dinesh replied as we all laughed.
The bartender told us it was last call, which was a little surprising given the headcount in the bar, but staffing was still an issue, and they hadn’t planned for as many as were there on a Tuesday. Sydney ordered another martini, Dinesh ordered a third G&T. I had switched to soda water and lime after my first. Both Sam and Jessica said they were going to call it a night and headed out.
‘So what do you do for fun when you are on the road?’ Dinesh asked Sydney.
‘Honestly? Like, nothing. Watch Netflix or Hulu, sometimes work out, but that’s hard since I usually do pilates or barre, and most of those places are still closed.’
‘No dating life?’ I asked.
‘Nope. There’s like two groups of guys out there. The first are super thankful that you are a frontline hero, or whatever, but because of that, aren’t interested in dating. The second group, which don’t have an issue with the risks aren’t the ones I’d want to date.’
‘Totally get that.’ I replied.
‘What about you guys?’
‘Well this one works all the time, this is the first time I’ve been able to get him to go out.’ I said, referencing Dinesh.
‘I’m so glad we did this, seriously, it’s been like sooo long since I went out with people. Sort of sucks they closed so early.’ Sydney commented.
‘We could try to find another bar.’ I said.
Dinesh followed that immediately with ‘Or we could go back to one of our places.’
Sydney paused for a second, before saying, ‘My place is like a forty minute drive, and it’s suuuuper depressing.’
Dinesh responded with, ‘I’m only 15 minutes away.’
‘But we’ve already established your place is even more depressing. And last time I was there, you only had gin to drink’ I said. Sydney made a face at the reference to gin. ‘I’m not far from here,’ I said, ‘and with a full bar.’
We walked out to the valet, and Sydney realized she was not really in shape to drive, having pounded three fairly large martinis. Dinesh also had three, but lower alcohol content and he had nearly a foot and probably twice her weight on her. I talked to the valet about parking her car in the lot, and giving her the keys. Then they brought our two cars up. Dinesh’s came first, a several year-old BMW 750.
‘Wow, that’s a big car. I mean, it’s nice, but like, it’s big.’ Sydney said.
‘That’s Dinesh’s retirement car.’
‘I just haven’t had time to go look at anything.’
‘It’s okay, I mean, when you pull into the hospital parking lot, everyone thinks you are a senior doc, so they make way for you.’
‘That’s true actually.’
Then my car came up. Sydney laughed and said, ‘I don’t even have words for that. I mean, I do, there were tons of guys driving that shit in Miami, but I like you, so don’t want to offend.’
‘Who do you want to ride with?’ Dinesh said.
‘Don’t take offense, but I’ll go with Jack. I don’t think I’d willingly get into one of these driven by anyone else, so this could be my only chance.’
The three of us then headed back to my place in our two cars. Sydney and I made small talk on the 15-minute drive, mostly her making fun of my car. We arrived at the place I was renting, and we went in.
‘Okay, first order of business, drinks. Sydney, another martini? Dirty, was it?’
‘Yes. Dirtier the better.’
‘We heard, you like it dirty. D, another G&T, or something else?’
He said yes to the G&T and headed to my bathroom while I made the three drinks.
‘For a guy that doesn’t drink that much, you have a really stocked bar.’ Sydney commented.
‘I, uh, entertain a lot, I guess?’
‘Oh, is that how you describe bringing girls back here?’
‘I mean, well, yeah. But Dinesh has drank here before too.’
‘Ohh, so you guys are like a think then?’ Sydney asked laughing.
‘Not what I meant, but he is a pretty great guy, so you know, if I was going go that way, sure.’
‘What are you on about?’ Dinesh asked.
‘Sydney was asking if we were, you know, a thing.’
‘What the fuck? How did that even come up.’ Dinesh said.
‘Misunderstanding. I was backpedaling on bringing girls back here.’ I replied.
‘Hey, no need to defend yourself, at least one of the three of us has a sex life.’ Sydney chimed in.
‘Just gotta put yourself out there.’ I replied.
‘But like I said, the guys who are willing to take the covid risk freak me out, and the ones who aren’t don’t want anything to do with me.’
‘I guess you need to just date other healthcare workers.’ I said.
‘I don’t even need to date, I just want to, you know…’
‘Same!’ said Dinesh.
There was a palpable rise in sexual tension in the room. At that moment, Dinesh had to be regretting coming back to my place, instead of going to his or hers. ‘I can leave you two alone if you need’ I said.
‘Oh my god, that’s not what I meant.’ Sydney said.
‘It’s okay, Dinesh is a good-looking guy, even if he drives an old man’s car and has a depressing apartment with only gin to drink.’
‘True, the car and apartment I could overlook, but the gin, no, hard pass. But no doctors for me. A mentor I had early in my career said to avoid doctors. Too busy to commit fully, arrogant, and most of them cheat.’
‘I think that’s a little harsh. I mean, sure, commitment issues and arrogant sort of ring true, but most of them cheat? Not in my experience.’ I said, with Dinesh agreeing.
‘So cheating wasn’t an issue in either of your divorces?’
‘Nope, not here.’ I replied.
‘Same, no cheating in mine either.’
‘Well, either way, if I’m going to have a one-night stand, I wouldn’t want it to be with someone with a big ego who only focuses on himself.’
‘Oh that’s unfair, sounds like your mentor had a bad experience.’ Dinesh said.
‘Totally, ego in the OR doesn’t translate to ego elsewhere.’ I replied.
‘Oh please, Dr. I Drive a Neon Ferrari.’ Sydney said.
‘It’s not a Ferrari.’ I replied. ‘Besides, remember Dinesh’s old man car?’
‘Fair point. And since he’s not a surgeon, maybe he’s not all ego.’
‘See, there you go.’
‘Can I get another martini?’
‘Yeah, but I would drink some water, you can’t weight more than a buck oh five.’
‘I’ll take another as well’ Dinesh chimed in.
‘I can’t tell if you are the world’s best/worst wingmen, or if you both are hitting on me.’ Sydney said laughing.
Without responding, I made my way back to my bar, making them both another drink. I held back a little on the vodka pour for Sydney, perhaps making it even dirtier, and grabbed her a water as well. When I made my way back to my living room, I could see that the prompting before I left had finally triggered something, as Dinesh and Sydney were kissing on my couch. I set the drinks down on a tray resting on a leather bench I use as a coffee table. ‘Sorry for interrupting you two, I can give you some space.’
Sydney pulled away from the kiss, her eyes beaming. ‘So sorry! I just, we, um, yeah, I think I’m a little drunk, and well, one thing led to another there.’
‘I was gone for like 3 minutes!’
‘Well, it escalated quickly.’
‘Let me give you guys a little space, if you need anything, I’ll be in my bedroom down the hall.’
I made my way down the hall to the bedroom. I figured I did my part as a good wingman and would try to find a last minute booty call from girls I had been seeing or someone new from apps. As a last resort, I could slip down to a strip club a couple miles away where I’d had pretty good luck getting extras in VIP. I was probably 10 minutes into swiping on Tinder and Bumble when I heard Dinesh call out from the living room, ‘Hey Jack, can you come out here for a second?’
Leaving my bedroom I walked down the hall, and when I turned into the living room, I saw Sydney kneeling on the leather bench in front the couch facing sort of away from me. Her scrubs were on the floor in front of her, and she was now wearing a surprisingly sophisticated strappy black bra, and matching cage back panty like that looked like [this](https://cdn.shopify.com/s/files/1/0573/7565/4076/products/YSM_YA0608_BLACK_PS06132019-6_2048x.jpg?v=1627025842). Dinesh’s scrub bottoms were on the floor as well, and he was standing in front of Sydney, receiving what I believe to be his first blowjob in at least 18 months. She had a pretty good pace going on him, as I stood watching. ‘So, what’s up, did you guys need something?’
‘Sydney felt bad we shooed you away in your own home. She said she was sort of turned on by the thought of both of us hitting on her.’
‘Oh really. Sydney, did the idea of two guys turn you on?’
Sydney pulled away from Dinesh’s cock for a second, looking up at me and nodding, ‘mm hm’, before putting those pouty lips back on Dinesh’s fairly impressive cock. He had probably an inch of length on me, less girth, but an interesting downward curve that Sydney was using to her advantage.
As for Sydney, she was even slimmer than I anticipated under the scrubs. I moved behind her, taking in the cage back panties. The various straps in the back met over her taint, leaving her asshole exposed. It was a beautiful sight to behold. Sydney’s ass was tiny, fitting her small frame, and I could almost fit an entire ass cheek in each hand. I knelt behind her, pulling the panties down to her knees. As I did, I got my first glimpse at her pussy, which was a perfect “simp” style pussy, her two outer labia obscuring any sign of what was between (much like [this](https://i.imgur.com/3soVHW6.jpeg)).
Sydney was shaved, but it appeared it had been several days, as there was noticeable stubble around. Not a worry, I barely lifted each of her knees and slid the panties off before pushing her knees out slightly, grabbing each of her cheeks in my hands and spreading her wide. Given how thin she was, it wasn’t like there was much ass obscuring the promised land but spreading her like that did slightly open her outer labia, presenting her slick inner labia and clit.
As I brought my face up to her from behind, I could smell the tangy, slightly sweaty scent of a woman who just did an 11-hour shift, followed by a few hours of drinking. She wasn’t shower fresh, but she smelled clean and aroused. I extended my tongue and did a light lick up between her labia, tasting the salty wetness that gathered there. Sydney let out a quick moan, Dinesh’s cock still firmly embedded in her mouth. I did another pass, my tongue flatter and firmer, this time starting at her clit and working my way up past the opening to her taint. Sydney moaned again around his cock, this time louder.
I repeated that motion a few times before extending my ascent, this time diving my tongue right into her ass at the apex of my climb. I saw Sydney pull her head back before hearing, ‘oh fuck, yes, so good’ before she went back to sucking Dinesh. The taste there was a little more musky and earthy than her pussy, her verbal response had me focus there for the next several minutes while I moved the thumb of my left hand to stroke the clit that was getting wetter by the second.
Bringing my mouth back down to her pussy, I replaced the stroking with my thumb with my tongue, doing similarly quick flicks as Sydney kept moaning on Dinesh’s cock. Dinesh also seemed to be getting into it, and pulled back saying, ‘I need to take a break, I don’t want to cum yet.’ Sydney stayed in the doggy style position, and now without a cock in her mouth her moans were frequent and loud. Dinesh sat on the couch just to our right, his uncut erection throbbing and wet from Sydney’s mouth. She asked him to pinch her nipples and he came forward, grabbing them through the black bra. As he began to touch her, her moans got even louder, and she quickly came to an orgasm, with even more wetness coming out. It wasn’t quite the “squirt” that I had had from others, but there was a noticeable flow into my mouth as she came.
When the pulsing stopped, I backed up, and Sydney did this sexy look over her shoulder before saying, ‘Can I suck your cock too doctor?’ I wasn’t one to pass up that offer, and moved around, now standing in front of her. Sydney looked up at my, her dark brown doe eyes looking sexy as hell, a little watery from gagging on my friend’s cock. I reached to pull my scrubs and boxer briefs down at the same time, my cock, previously pinned to my abdomen by the fabric spring forward. ‘Oh shit doc, maybe the ego isn’t just from your job.’
‘Wow man, yeah.’
‘You’ve got me on length bud.’
‘True.’
Sydney meanwhile was now balancing on one hand and her knees while using the other hand to grab my cock, spreading the precum on the tip across the head before bringing me to her mouth. She extended her tongue and ran it around the head, slick with precum, before bringing it to her lips and kissing the head. She then looked back up at me, and extended her tongue to flick at the frenulum, before looking back down and running her lips and tongue down the shaft towards my balls and working back up.
Sydney’s mouth was incredibly wet, and she kept running her mouth and tongue over the surface of my cock, not yet taking it inside her mouth, but getting it soaked. It felt great but more significantly looked highly erotic as this gorgeous brunette licked and kissed on my cock like it was a popsicle. After several minutes of this external teasing, Sydney brought her mouth up to the head and wrapped her lips around it. It wasn’t the easiest task for her, and to do so, she had to open her mouth pretty wide. This was one of those situations where a girl with a perfect pouty smile can barely fit me in her mouth. Still, though, a good-looking girl with your dick in her mouth is still a turn on.
Sydney worked to get more of my cock in her mouth, which was so wet that saliva was dripping onto my floor with her mouth open the way it was. I could feel her molars against me, which for some is a deal breaker, but something I’ve gotten used to and actually sort of enjoy. Coupled with the slight upward curve of my head, my girth prevented Sydney from taking me too deep, and I felt the head rub against the back of her throat a couple times, eliciting a slight gag from her. She pulled back a little and focused on the head and first inch or two, while using her hand to stroke me.
Once Sydney got into a rhythm, Dinesh got up and took my former position behind her. Sydney moaned on my cock when he began to lick her from behind. He licked her like that for a few minutes with her moaning on my cock the entire time. From my perspective it was still pleasurable, but I didn’t think I was going to get close to cumming. Dinesh pulled away after bringing her to another orgasm. When he did, I could see his lips and chin were dripping indicating she had another gushing orgasm. He said to her, ‘Syd, would you be up for fucking?’
Sydney pulled off of my cock, and said, ‘oh fuck yes. But I’m not on birth control, you need to wear a condom’ before returning her mouth to my cock. Dinesh quickly scrambled back to his pants, grabbing his wallet and pulled out a condom. He slid it over his cock and I watched Sydney’s face as he positioned himself behind her. Her eyes widened with lust when he started to slide in, followed by another signature moan from her. Dinesh let out a moan of his own as he slid into her. From where he was standing, it appeared he had gotten about half of his cock into her, pulling back before continuing in further.
‘Oh that’s so good’ Dinesh said.
‘Is she tight? I asked
‘Oh yeah, and so wet too.’
‘You like having a cock on both ends Sydney?’
She responded with a muffled ‘mmmhmmm’ as Dinesh pushed in. I decided to stay still and let the movement of him pumping into her provide the motion on my dick. Sydney appeared to be trying to focus on my cock as best she could while taking in the feeling of Dinesh’s member making its way to the hilt. At one point, she pulled her hand off my cock before bringing it back to him and putting it against his abdomen, pulling off of me and saying, ‘oh too deep. If feels so good a little more shallow’.
Dinesh adjusted and kept pumping into her. I asked her, ‘Did you like when I was licking your ass?’ She moaned a reply onto my cock. ‘Do you like having your ass played with?’, getting another moan in reply. ‘Put your thumb in her ass man.’ I watched Dinesh bring a hand to his mouth, get his thumb wet and then slowly slide it into Sydney’s ass. She let out another loud moan on my cock, even pulling off for a second to say, ‘Oh god, yes.’
‘You love being airtight don’t you.’ I said, as she continued moaning.
Dinesh sped up his pace slightly while Sydney’s moaning got more urgent, her attention to my dick lessening, before she was straight crying out. When she did, I heard a bit of a splash on the hardwood floor, with Dinesh exclaiming ‘fuck, that was hot’. He resumed his pace, perhaps even slightly speeding up before he groaned loudly. He pulled back after a minute, the tip of the condom full. Sydney kept working my dick with her mouth and hand before I said, ‘I’d love to fuck you too if you’re up for it.’
She pulled her mouth off, looking up at me with those beautiful eyes, ‘Hmm, you’re so thick, we can try. Condom though.’ I considered telling her I had a vasectomy but given the fact we were doing this as a threesome, I thought better of it.
I went to my room and grabbed a couple condoms and returned to the room. Dinesh was now sitting on the couch while Sydney was still in front of him on the bench on her knees, rubbing her pussy with one hand.
I made my way behind her, watching her rub her pussy while I tore open the condom and put it on. Her ass looked great in that position, and the lower back dimples (one of my weaknesses) were very pronounced. I added some saliva as lubrication to the condom and came up behind her. Even after some rigorous fucking, the puffy outer labia mostly obscured her inner labia and vagina, and as I placed the thick head of my cock against her, I watched them spread out around it. Sydney moaned a loud, ‘oh my god’ as I started to slide in, ‘that’s thick!’
I slowly worked my way into her, and the wetness from her orgasms, being highly turned on, and Dinesh’s fucking made that easier. Sydney was tight still, perhaps even more so externally. One of my absolute favorite things to see is a woman’s exterior anatomy stretched around me, and Sydney’s “simp” was doing just that. I was slightly worried that the extra friction from the stubble on her lips could cause a tear in the condom, but she was so slick that, for the time, it was just a good added sensation.
Once I was effectively fully in and moving, Sydney resumed her moaning. I didn’t have the same depth issues that Dinesh had and was able to get fully into her, letting me hold onto her hips and penetrate pretty aggressively. As tight as she was, Sydney was able to take a pretty hard pounding, her moans eventually turning into grunts.
I moved my hands down from her hips to hold those two petite ass cheeks, at first just gripping them before slightly pulling them apart. Her asshole was pointed right up at me, and as my cock moved in and out of her pussy, her ass pulsed open and closed slightly. The view was extraordinary, and I found myself spreading her wider with my hands, my thumbs moving down into the cleft between her cheeks. Her asshole was still moist from the digital penetration Dinesh gave her. I brought both thumbs to the ring of her asshole, and slightly pulled in opposing directions, opening her up slightly, eliciting another groan of pleasure.
Not wanting to release my grip but wanting some more lubrication on her I decided to use to some spit. Luckily, my aim was true, and a glob of spit landed basically right on her partially open asshole. Continuing to hold her open with my left hand, I ran the thumb of my right hand over the spit and began to massage the pucker of her ass with my thumb. Sydney groaned out an ‘oh god, yes, that’s so good’ as I rubbed circles, putting my and more pressure on the hole itself.
I pulled my hand away and was going to spit onto my thumb again, and instead decided to see how kinky she’d get and brought it up to her mouth. ‘Get it nice and wet for me’ I said to Sydney. Without hesitation, she took my thumb into her mouth coating it with saliva. I brought it back to her ass, and slowly but firmly slid it into her, up to the webbing of my hand, ‘OH MY GOD, YESSS!’ Sydney cried out, and as she did, I felt the ring around the base of my thumb tighten and spasm while her pussy matched the rhythmic clenching around my shaft. After about eight pulses, I heard the telltale splash of liquid against the leather bench and my hardwood floor.
I wasn’t about to pull out of either hole, and kept pumping her, feeling my cock through the thin wall separating her ass and pussy. ‘Oh fuck, I am so full, keep going I think I’m going to cum again.’ She said, before returning to the moaning and grunting she was doing before. I continued the penetration for another couple minutes when her verbal theatrics escalated once again, and at this point, I was reaching my own climax. I felt my own spasm start, my cock twitching release into the condom. I tried to continue pumping, but as Sydney’s muscular response to the climax started, the clenching actually pushed me out this time. As my cock slipped out, I was now holding onto her hip with my left hand, my right thumb still embedded in her ass. She was twitching and this time, there was an even further release of liquid that erupted right as my cock slipped out. ‘Ohh fuuuuuuuuuck!’, she exclaimed.
I stood back, taking in the scene. My good friend Dinesh, sitting naked on my couch, sporting a decent stiffy. Sydney now resting her head and chest on the leather bench, ass still up, inner thighs soaked. A wet spot below her and on the ground below that, and me, standing back, filled tip of my condom hanging off my cock.
‘Well that was a wild end to the night’ Dinesh said.
‘Is it the end?’ I replied.
Sydney moaned before saying, ‘oh my god, that was crazy. I did not think that was going to happen when I went to work today.’
‘What was best for you?’ Dinesh asked her.
‘The downward curve, when you don’t go too deep, it just hits a spot that immediately makes me want to cum. And Jack, I just felt so full, and when you put your thumb in my ass and I was all the fuller. My god. Let me see your hand.’ Sydney asked. I brought my hand up to her, and she put it next to her own, dwarfing it. She wrapped her fingers around my thumb and said, ‘I have been with guys with equipment this big.’ Eliciting laughter.
‘Anyone need anything?’ I asked.
‘Water. I feel so dehydrated right now.’ Sydney responded.
‘That tracks,’ I replied, gesturing towards the bench and floor.
I went to the bathroom and tossed the condom, rinsed my cock off and then went to the kitchen and got three waters and a couple gatorades as well. I came back out into the kitchen, and Sydney had moved to join Dinesh on the couch. He was still naked, and she just had on the strappy black bra, sitting next to him, almost in a cuddle position. I handed them the waters and set the gatorades on the bench.
‘So was that your first time doing something like this?’ I asked her.
‘Which part? A threesome? No, I had one in college.’
‘Nice, how’d that come about?’
‘Drunk after a party and the guy I was hooking up with’s roommate came back to the dorm. I blew the roommate while getting fucked doggystyle.’
‘Ah, so you’re used to this then.’
‘Not so much, neither of them were as big as you two. And it was a one-time thing’
Dinesh chimed in, ‘So you said you didn’t think that was going to happen when you went to work today. I have to ask, the sexy underwear under the scrubs… um, what’s up with that?’
Sydney laughed. ‘It’s just a thing I started doing when I started nursing. I would Snap or text my boyfriend pics when I was in the bathroom at work, and the cuter the underwear, the better the response. It eventually just became my thing. Traditional nurse on the surface, and slutty underwear underneath. After he and I broke up, I just liked how it made me feel, so kept doing it.’
‘I love it!’ I said, ‘so just different sexy underwear every workday then?’
‘Sometimes sexy underwear, sometimes no underwear, it’s not like I really need a bra anyway… sex toys.’
‘Oooh, tell us more about that.’
‘I have a jewel plug that I have worn to work a couple times, vibrating panties, those ball/egg things to train your kegels.’
‘So hot, I won’t be able to look at you the same way in the OR again.’
‘I can’t imagine being able to focus being in an OR with either one of you’ she said.
I turned on some music and we continued our conversation. The topic of threesomes came up again, with Dinesh saying he’d never had one before tonight. This was my first MFM threesome, although I had two threesomes earlier in the year with two different sets of women. Our conversation was lively and frequently turned to sex, and after about 25 minutes of it, Sydney was started to get playful and handsy. She was sitting in between us and within a minute had a hand on each of our cocks.
I was soon stiff as a board, with Dinesh still sporting a semi. Sydney was turning back and forth between us, kissing one and then kissing the other while still stroking us. My hand made its way across her thigh to her belly, and then slowly slid down the stubble of her pubic hair before reaching her puffy slit. In the seated position, her inner anatomy was completely hidden. I used my ring and middle fingers of my left hand to part her labia while my middle finger slowly descended between her lips, finding her wet and with a swollen clit. Dinesh was focused on her breasts, and had pulled the bra down slightly revealing small, light brown nipples. He quickly decided to just get rid of the bra and reached behind her to take it off fully.
‘Are we up for another round of this?’ I asked.
‘I *want* to, but I’m kind of sore. That was a lot, especially you.’ Sydney said, squeezing my cock in her hand. ‘Do you have any lube we could use just to help with that?’
I of course did have lube and went into my bedroom for another condom and a bottle of lube. I brought out a couple to let her pick what kind she wanted to use. When I returned, Sydney was kneeling on the floor in front of the couch, still stroking Dinesh while sucking on his balls. ‘I’m glad I took your advice and shaved down there.’ Dinesh said to me, recalling I had told him if he’s going to get back into the market, he needed to pay attention to his grooming. Sydney released his cock and it fell back against her forehead as she slathered his balls with her tongue before putting one in her mouth and swirling. ‘Oh fuck Sydney, that is so good’ as his cock continued to firm up.
‘Which one of you wants to go first?’ she asked us.
‘Umm, so, I only had the one condom.’
‘I could give you one man.’
‘I don’t think that size is going to work for me.’
‘Sydney, is your concern on the condoms just pregnancy?’
‘Yeah, I trust you guys. Not sure I should, but hell, you’re doctors.’
‘He could pull out, or…’ I let it trail off.
‘Pulling out makes me nervous, especially if I’m into it in the moment and push back. What was the “or”?’
‘Ever been DPd, double penetrated?’
‘Oh, umm, no. But, I mean, ok, we can try.’
‘You’ve done anal though.’
‘Oh yeah, definitely, and I’ve done it with a toy and a guy before.’
‘So Dinesh, just go slow like you would with anal. We’ll figure it out.’
‘Well, hell of a time to admit I’ve never done anal before.’
‘What?!’ Sydney asked?
‘Yeah, never on the menu with my wife, and didn’t have a lot of experience before her.’
‘Okay, a night of firsts then.’
We worked out the logistics, and I laid down across the leather bench and put on the condom. Sydney applied some lube to the condom and to her pussy, and got astride me. She put the head of my cock at the entrance to her pussy, and began to push her way down. ‘Unggghhhhh, fuck, so big.’ The lube helped and within a couple minutes, she was fully impaled upon me and moving with purposes. ‘I am so going to feel this tomorrow. Dinesh, are you ready?’
He moved behind her and she gave him good instructions on how to get her ready, with lube on one and then two fingers. To provide the necessary access, she was now leaning down effectively chest against me, her face just above mine, her hands on my shoulders bracing. My own hands were helping Dinesh by spreading her cheeks apart. Sydney began to moan as he digitally penetrated her ass, prepping her for what was to come. I could feel the added pressure against my cock as he did. ‘Are you trying to give me a handjob man?’ I asked, laughing.
‘This is so weird. I never thought I’d be doing something like this.’
‘Stop fucking talking about it you too, you’ll ruin the moment.’ Sydney added.
He slowly penetrated her, stretching her until she said, ‘I think I’m ready if you are. Just go slow at first.’
I could feel Dinesh shift as he removed his fingers from her ass and moved into position. When he brought the head of his cock up, Sydney moaned lightly, parting her lips and brought them to me, which turned into a deep kiss. That kiss was broken when the first two inches of Dinesh’s cock pushed into her, as she pulled back, beautiful eyes wide open in shock, and said, ‘Oh my god, oh fuck, I’m going to cum!’ I could feel the added pressure of his cock pushing against my own for just a second before Sydney’s muscular contractions obscured everything, squeezing us both tightly. Dinesh just held on, barely inside her, while I on the other hand was fully embedded in her vagina.
When that initial orgasm passed, Dinesh began to penetrate deeper. Sydney alternated between profanity, nondescript moans, the occasional whimper, and kissing me. Dinesh kept going deeper and deeper, and Sydney goaded him along, her eyes gleaming while she talked dirty to us both, face inches from my own. At one point, I felt his balls right against my own, and we were both balls deep within her. Sydney moaned, ‘Oh god you’re both so deep. Fuck, I am so full right now!’
In this position, as opposed to our previous doggy style fucking, my slight upward curve was now against her g-spot, while in her ass, Dinesh’s downward curve was effectively mirroring the shape of my own cock in the hole next door. Sydney began rocking on our two cocks, and her vocalizations indicated another impending orgasm. When it hit, it hit hard and Dinesh was no longer able to hold out. He grunted a release into her bowels, and I could feel him twitching through the thin tissue separating us. He pulled out and went to the bathroom to clean off.
For her part, Sydney said, ‘This is so good, but I can’t take much more I don’t think. What do you need?’
‘Are you good at riding?’
‘I think so.’
‘Let me see what you’ve got.’ Sydney accepted the challenge and leaned up. Dinesh re-entered the room and took a seat opposite us watching her ride me. She began to rock and bounce her hips with enthusiasm, and I could feel my orgasm looming. Apparently the slight change in position and ability to grind her clit on the smooth surface above my pubic bone did wonders for her and she said, ‘oh my god, I think I can cum again. Oh, fuck. Fuck, yes, here I come.’ Her pace quickened even more and she had one final climax. I filled the condom as I felt the additional orgasm driven wetness dripping down my balls onto the bench. When she finished, she climbed off of me, her hand moving down to her pussy. ‘Oh my god, I am a mess, I am going to be so sore tomorrow’ before retreating to the bathroom. I look down at my package, noting that in addition to the wetness covering my pubic area and thighs, there was evidence of cum on the base of my cock and balls. I checked the condom, noting it to be full. I made a comment about it and Dinesh said, ‘Yeah, before she came that last time, my cum started to leak out of her, right down onto you and you two fucked it into her.’
‘We should probably tell her to take a Plan B.’ I said.
‘Low risk, but yeah.’
When Sydney came out of the bathroom, we chatted on that point, she seemed nonplussed to be honest. We agreed that was a fun, and never to be spoken of again event. The two of them got dressed in their scrubs, and Dinesh said he would drive her back to her car at Hillstone. I found out after the fact that on the drive their, she said she still didn’t feel like she could drive, and then detoured to his apartment, and went for one more round before bed (protected this time).
I only had one more interaction with Sydney professionally, when she was assigned to a single surgery I was called in to cover for a colleague. While there was a little sexual tension, there were no ill feelings, or awkwardness. She ended up getting a better offer in another state and moved along. I was happy to help Dinesh get a rebound after a long dry spell, and a few weeks later, we did the same thing over again with a different woman, this one completely unrelated to work. Happy to share that story some time as well.
Source: reddit.com/r/gonewildstories/comments/vjcosm/after_work_happy_hour_leads_to_my_first_mfm
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