How had I ended up here?
I was dripping cum on Egyptian cotton sheets on one end and ropes of saliva on the other. Darren was fucking me so hard that I didn't even have to touch myself and I could hardly cry out my pleasure as Justin was continuously making me gag.
There would be a moment of respite when they switched places and it would only end when neither could perform anymore, which took surprisingly longer than I'd first expected from men their age.
Darren and Justin were an odd couple. They'd been together forever and married each other on the very day it became legal. Despite their fierce devotion to each other, they'd both come to the conclusion that they wanted more.
Darren told me that they tried a few hookups but neither of them liked the impersonal nature of casual sex. The idea of opening their relationship to a single individual had apparently led to weeks of negotiations.
They decided on what kind of guy they wanted to be with, to what extent intimacy would be shared, and how much time said person should spend with them.
Then they made a list of people that were already in their social circle that might consider their proposal but they weren't able to come to a consensus on a single one.
Justin never went into the exact details of how they had "shopped" for a suitable candidate but apparently, I'd been in their top three.
I could still remember how kind yet anxious they were with a proposition that couldn't have been particularly easy to deliver.
***
In my last year of college, I was serving tables in Bellissima to help pay for my crushing student loan. Being an art student was not exactly a guarantee to a financially stable life but art was my only true passion.
Darren and Justin had been coming to the restaurant every Thursday at seven sharp for as long as I could remember. Justin would always have the risotto and Darren a pepperoni pizza with extra mozzarella. Sometimes, Justin would get a slice of his husband's pizza but Darren always got a spoon of his spouse's dessert.
Both of them enjoyed talking to me and I'd often bring them my sketch pad when no one was looking. They would gush over my drawings and charcoals, subtly flirting with me in the process. I'd occasionally flirt back.
Then one evening, they left me an envelope with a handwritten letter.
Dear Cory,
Darren and I have always enjoyed our dinners at Bellissima but we no longer come for the food. The privilege of looking through your artwork is one of the highlights of our week.
At the risk of forever losing our Thursday date night destination, we have a proposal for you that we sincerely hope will not make you think less of us.
Darren and I have been married for almost a decade and we've been together for two. We love each other more than I can express in words but we've decided to open our relationship in order to help it thrive further.
We've met many talented, smart, and wonderful individuals over the course of our lives but you've most definitely been one of the few that we both equally adore.
If I've already managed to scare you off with the above, then there's no reason for you to continue reading.
However, we were hoping that you might let us take you out for a good old-fashioned night on the town with absolutely no strings attached.
We would very much like to get to know you outside of the restaurant, so we can discuss a mutually beneficial arrangement.
Darren and I are prepared to face all possible reactions to this letter but if you'd like to take us up on our offer, please find my number below.
Sincere regards,
Darren and Justin
A tingle shot through me, as I thought about what they were implying. Their proposal seemed particularly outlandish, but how was it any different from a hookup with a random stranger?
They were both attractive and full of life and I felt genuinely flattered. What did they mean by a mutually beneficial arrangement, though?
***
The night out ended up being dinner at Juniper; the trendiest place in town, followed by drinks on a rooftop terrace with the most phenomenal view. We continued at the Seis Santos club with a bottle of champagne and white chocolate-covered strawberries.
All night they entertained me with stories from their very colorful life together and asked me many questions about mine. When I agreed to join them for a nightcap at their place, they finally discussed what they had in mind.
"As you might have gathered from our letter, we have a proposal for you," Darren said, carefully choosing his words.
"We'd like to continue to 'date' you... as a couple," Justin interrupted.
"So this is not a one-time thing?" I asked in surprise.
"Quite the contrary. If we all manage to get along, we'd like you to 'be' with us," Darren said.
"Considering the highly irregular nature of our proposition, we want to assure you that there will be significant benefits involved," Justin added.
"Such as?" I asked.
"Well, we could ensure your comfort by providing you accommodation in one of the three apartments we own in the city for as long as our arrangement stands."
"So basically you want to compensate me for sex with both of you?" I asked, doing my best not to laugh.
"No, no, nothing like that!" Darren said, looking all flustered. "We just want things to be... fair. We want to treat you like one of us."
"But just for the sake of clarity, 'dating' you guys will include sex?" I asked, enjoying my temporary position of power.
"Well, doesn't any relationship ultimately..." Darren started spluttering.
Justin cut him off and said, "Yes, we expect sex. Lots of it, actually."
"Well, then I see only one problem with your elaborate plan," I said with a furrowed brow.
Now they both looked equally nervous.
"How can you know if I'm the right man for the job if you've never... sampled the wares?" I said with a devious grin.
Darren audibly swallowed but Justin's eyes sparkled.
I thought they only wanted a single night of fun, so I'd come prepared to fuck. What they proposed was something else entirely, and I was too drunk to agree on the spot. Instead, I decided to give them a little taste of what could be and then leave.
As I crawled towards them on all fours, they stared at me like deer caught in headlights. But when I motioned for them to pull their dicks out, they didn't need to be told twice.
I deepthroated one of them and jerked off the other, then switched back and forth. They kissed whilst I slowly brought each to the brink of orgasm.
The hunger in their eyes screamed for more but I was no longer willing to give away the grand prize on this first "date".
"I'll let you guys continue in private," I said, after wiping my mouth on the back of my hand.
Apparently, they'd already gotten more out of their evening than expected because neither of them looked disappointed.
Instead, they glanced at each other for a second and nodded. "Do you want to stay and watch?" Darren suggested.
The notion felt both scandalous and utterly thrilling. I agreed without hesitation and scrambled to a spot on the floor across from them.
With his pants around his knees, Darren climbed onto Justin's lap and pulled up his legs, giving me a VIP view.
Justin then slapped his dick against his husband's pucker a couple of times before making it completely disappear inside him. Both let out a deep moan and my private show began.
They proceeded to flow through a series of positions, and I felt like I was watching a well-rehearsed, perfectly choreographed dance. What they did was neither vulgar nor grotesque, it was... fucking as an art form.
I desperately wanted to sketch their motions, draw their passion, and paint with all the reds of their lust.
Obviously, I couldn't just sit there. I'd been stroking myself since the beginning but I decided to come when they did, so I restrained myself until the end.
Justin cried out as his legs shook. His pelvis convulsed as he came inside Darren, who had released all over his belly moments before.
Their excitement had clearly been further fueled by the notion of an audience of one and I'd enjoyed every second in my role as voyeur.
Cupping my hand, I caught most of the result of my orgasm; likely one of the most spectacular ones I'd ever had.
We ended the night with one last drink and the promise to meet again next Friday for our second "date".
***
We replicated our first experience a few more times with varying degrees of participation from my side.
They'd sucked me off and rimmed me but I didn't let either of them fuck me until we all felt comfortable enough to move into the second phase of their arrangement.
We agreed to get tested and on a lazy Sunday afternoon, we opened our envelopes in front of each other.
With proof that we were all clean, we jumped under the shower, our bodies tingling with the anticipation of what was to come next.
I suggested a coin toss for who was going to fuck me first, but they wanted to take turns instead. The sensation was incredible as neither their length nor their girth was the same.
All three of us were out of breath, and staring at the ceiling when I asked, "Did I make the team?"
"Nah, I think we'll be moving on to our next candidate," Justin said, before bursting out into laughter.
"You go ahead, but I'm staying with Cory," Darren said, earning himself a twisted nipple.
What was the word for this kind of three-way relationship, again?
Because I definitely wanted... more!
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