Easy Money

When my adolescent self turned 15, a decade ago, Mom sat me down for a sex talk.  Dad, divorced from Mom and living across the country in California, wasn’t in my life that often and he sure wasn’t going to do it.

Ugh, I thought, this is SO fucking awkward. 

But the talk went differently than I dreaded.  Nothing about the how-to, nothing about pregnant girls and diseases and birth control and condoms.  Instead, all about the realities of being an unusually attractive young person growing up fast and starting to move into the world.  And it turned out to be good advice. 

Mom has had an interesting life so far, and in her early 20s she was an A-list fashion model for a few years.  If you’re older, you may have seen her in Elle or Vogue sometimes in the late 1980s.  She suddenly quit, though, just as her star was rising fast, and she never really explained why.  I came to have a distinct impression that something really bad happened, but it’s just too uncomfortable to even think about your own mother being…. Can I change the subject?  I mean, it’s that difficult to think about.  She’s my mom, and she’s still beautiful at 52, and I love her, end of story.

“Dylan,” she began, one Saturday afternoon ten years ago. We were sitting in the kitchen. “Physical beauty like yours, like mine, is a blessing and a curse. Take it from me, and listen carefully: People are going to want to have sex with you.  All kinds of people. Women. Men. And sometimes, maybe a lot of times, it will be people you don’t want to have sex with.”

Mom didn’t know then if I was gay or straight, but she sensed several outcomes were possible, and I too was still figuring it out.  But she told me, and I’ll never forget it, to remember that I can make choices, I can be the hand on the steering wheel of my own life.  Not let other people steer it.  And to stay honest with myself and ask certain questions whenever I feel unsure or uncomfortable with what’s being asked of me, sexually. These were the questions: What does this person want? Why?... And what should I do, what do I want? Why?

She said to really take time with these questions, not just five or ten seconds but five or ten long minutes, because they will often lead to insights you did not realize.  About other people.. and about yourself. 

The questions came up and were especially helpful a few years ago, when my friend Danny tried to get me to do porn.  I was a recent college graduate and making very little money working the floor at a well known luxury goods shop.  I knew next to nothing about the merchandise but I was hired “for your look; it’s the PERFECT look,” they told me.  There were vague promises of more money, of a nice-sized commission on sales “down the road, when we promote you”, but the starting reality was a base salary of just $28K, and that did not go far in Boston in the year 2014.

Danny was the bad-boy of our gay clique in college.  He was highly sexual and an adventurer, a risk taker, big on partying and not big on academics.  He left college hallway through and kept mysteriously flitting back and forth between Boston and New York City.  Then, BOOM, in 2013 suddenly he was everywhere in gay porn as a hot new boy named “Shane Shagwell.”  And it turned out porn was only part of the situation; Danny aka Shane was making his real money as an escort, or sex worker.  He had a page up on Rentboy.com before that site got taken down. 

Danny must have asked me ten times.  “Oh my GOD, Dylan. You’re like one of the most gorgeous boys in all of Boston. Everybody’s head turns, when you walk in the room. Look at you, six foot two, with those amazing eyes and cheekbones and lips, and you've got a nice fit body, some muscle but not overdone, and I’ve seen that dick of yours a couple times, it’s a mighty fine one.  Dylan, I’m telling you, you could be a porn superstar, do you understand me, a fucking SUPER-star… much bigger than me.”

Something in me held off.  The actual filming of porn intrigued me.  My mother’s cautions aside, I love sex.  And the idea of getting paid for it, and knowing that lots of men all over the world would watch it and be turned on, was highly arousing.  But I kept seeing a visual metaphor of the Internet as a living body, with video and photo images of me in porn traveling through it.  Traveling, spreading, propagating themselves in this living Internet… like a virus that spreads very fast… and then exists forever.  Thoroughly out of my control.  What doors might close, in my life, if I did this?  It was a gut feeling: caution, self-protection.  And I kept turning down Danny’s requests.

But a few months ago, he was back in town and we caught up socially with a bunch of friends.  And after a couple of drinks, we were slinging all kinds of talk around, and I complained about my low income and high monthly expenses. Danny shot back, “Listen, Gorgeous, anytime you want some side cash you just ask me… ‘cause I can definitely set things up. And I ain’t talking about on-camera work.” And we all burst out laughing and started calling him Danny the Pimp, for the rest of the night.  He seemed to wear the new label quite proudly.

I thought it was all just banter, nothing real, until I got the text from Danny one night:

                        Want some easy money?

I laughed out loud.  And I texted back a few laughing-face emojis and said:

                        There is no such thing :-)

He replied:

                        There is!  And right there in Boston,

                         just a few subway stops from you

I had to ask.

                        Details?

Danny provided.

                        Trust fund brat wants to get gang banged

                        for his 30th bday.  I’m the event producer :-) 

                        Next week, Fri nite.  Want to take a turn 

                        on his ass for $200?

=-=-=-=-=-=-=-=-=

I told Danny I’d think about it.  Because the truth was, that $200 would be extremely well timed if it could arrive in my pocket before November 1.  But I had so many questions.

Danny was more than willing to chat, and to provide answers.  He said the gang bang would be “I’m not sure… maybe five or six or seven” guys total doing the banging.  He assured me that the man in question, named James, was not physically repulsive.  “Not hot... but, like, he’s not ugly or anything. Average. And he’s a nice guy. He’s half-afraid to do this but he wants it! He wants it real fucking bad.”

He assured me I could go in any order I wanted, first or last or in the middle somewhere.  “You’re a special catch, Dylan.  The other dudes, well, I found a couple of seriously good tops, and that’s not easy in Boston, ha ha.  But you, you’re the most gorgeous one.  In clothes or naked, he’s gonna fucking MELT when he sees you.”  I told him I wasn’t sure but I probably wanted to go second, get it over with.  “I like that” Danny said.  “Because I'm gonna go first, and I want to show off my fucking abilities, in case you never checked them out on screen.”  I laughed and said yes, I have been curious, and have viewed some of his work, and I’m well aware of his talents.... or should I say, “Shane’s” talents.

I asked him about condoms versus raw, and he said “James is on Truvada, negative, like me… and I’m pretty sure me and the others are gonna breed him, you know, but… that’s up to you. Wear a rubber if you want.  Limits will be respected.”

Then he added “I tell you what. $100 extra if you kiss him during the sex and make him feel good. See, one or two of these other guys who fuck him after you, they’re gonna be rough and mean. I don’t know exactly what kind of fuck will turn out to be his favorite, so he’s getting a wide variety… you can be the really sweet one.  The boyfriend experience. Or forget all that, just stick it in and fuck him for $200, no kissing or anything.  Up to you.  Oh and this is important.  Please, no discussing money with the other guys. Because they aren’t all getting offered the amount that you are.  Promise?”

I then understood more accurately, this “trust fund brat” named James had given Danny a large sum of cash that was Danny’s to spend, in making the whole thing happen.  It was Danny’s decision to offer me $200 and Danny’s decision to throw in this extra $100 potential.  I wondered if I could raise my rate, and if so, how much higher.  But I didn’t.  I just told Danny I was impressed at how much he was planning it out.  And I said I’d decide in the moment, whether to just fuck the guy or to be “boyfriend-like” and kiss him and all that stuff.

=-=-=-=-=-=-=-=-=-=-=

Friday night came.  It was Halloween weekend in Boston and I had decided to try to do it all: go over and fuck James, collect $200, and then change into my AquaMan costume and head across town to a really cool party happening that same night. 

141 Hubbell Street, Back Bay, Boston. I showed up at exactly 10pm as instructed.  It was on one of those really nice streets with all the trees, and it was an equally nice building, old-style brownstone with four floors.  James owned the top two floors, as a single huge apartment with high ceilings and a grand curving staircase right in the middle.  I was kind of awestruck, when I walked in. 

Danny came and greeted me at the door almost buck-naked, wearing nothing but a jockstrap.  “Hi Dylan” he said slyly.  “Try to remember to call me Shane” he said mischievously, and he reached his face up to mine and gave me a quick kiss.  His body was more muscular than I’d remembered, with a swirl of tattoo running down one side of his torso.  The apartment looked luxurious yet cozy as I walked in, slowly, following Danny’s round naked ass across the room.  There were candles lit everywhere, and the lights were all turned way down low.  There were two other men there, in jeans and t shirts; one was a very muscular white guy, bald/buzzheaded and intense looking, and the other was Latino and also very fit but more lean/hungry looking, in a handsome way.  They were both around age 35.  Danny/Shane said “Guys, this is Dylan.  Dylan, meet Mike and Hugo.”  Hugo looked me over with a smile and said “hey.”  Mike just nodded and that was it, he didn’t seem too friendly.  I wondered if he was gay or just a muscle dude willing to fuck for money. 

I turned back to Danny, standing there all smiling and near naked, a one-man porn scene come to life, and I said “Where’s the birthday boy?”  He told me James was in the master bedroom waiting for us all to arrive, and that things would start soon. 

“You want anything?  Beer? Wine?  Viagra, Cialis?  Weed, molly, poppers?” 

I laughed and glanced across the big beautiful apartment and all the lit candles, and at muscular Mike and sexy latin Hugo.  I usually didn’t need or take anything for sex, but I’d tried most of the above at least once.  “Quite a menu. What the hell, maybe I’ll take a Cialis just to be sure… that’s the one that doesn’t give you a sudden headache, right?” 

“Ha ha.  Right.  And I know just what to pair it with.”  Danny went into the kitchen and fixed me a half-glass of cocktail involving whiskey and seltzer and some spice-like flavor.  Then he gave me a Cialis and a larger light-brown capsule.  “This is the best herbal aphrodisiac out there, for real. I just took one.” And he rattled off the ingredients, a bunch of exotic-sounding plant names and the words “horny goat weed.”  I laughed. 

“You promise nothing bad happens if I take this?” 

“Promise.  It’s just a booster, you might feel a little like caffeine but nothing crazy, and it really does make you hornier.  Actually to really take it to the next level, let me add a little MDMA into your drink.  Just, like, a one-third of a dose.”  Hugo heard all this from the other room and said “Can I have one, sounds good.”  Danny said “sure, un momento Senor” and finished mine, then set to work providing the same for Hugo.  Muscle Mike, all shoulders like boulders and shaved head, said nothing.  I said to Hugo, “I like your accent, where are you from?”  

He smiled flirtatiously.  “Venezuela.”  

I said disarmingly, “Nice. I’m just a boring American white guy, from here.”

Hugo kept flirting with me. He seemed better looking to me the more we spoke.  “You do not look at all boring to me.”  I grinned, raised the half-glass of cocktail to my lips, and swallowed the pills and thought to myself, Dylan, the train you boarded has now left the station.

The buzzer rang, and a minute later, in came the remaining two guys.  They were much younger, probably local students.  Cute, in that puppy-dog way that some college boys are.  One of them was very blond and had rosy cheeks and a cute smile, and the other boy was darker, very fit, with straight black hair and smooth golden skin; he looked half-Asian.  They seemed to be very good friends, and as Danny showed them around they were nervously goofing around and muttering quiet jokes to each other about being here.  The cute half-Asian boy was in utter awe of meeting Danny, who stood before us all in his naked/jockstrapped glory.  “Wow – Shane!!  It’s really you. I just can’t believe, holy shit, like – you’re even hotter in person.” He turned to his friend, the blond boy. “See, I told you.”  Blond boy was distracted, though, because he was staring up at me in wide-eyed lust. 

Danny broke in, referring to me. “Sorry kid, that’s not James. That’s Dylan… but in a little while, you can watch him fuck James.”  I smiled and reached out with a hand to say hello.  Introductions went around and, honestly, I forget these boys’ names.  I think the muscular half-Asian boy’s name might be David, so that’s what I’ll call him here.

Danny eventually called us to attention and said “Okay, let’s go in.  Give him a happy FUCKING birthday.”

He led us down the hall to the master bedroom and opened the door.  The large bedroom was very warm, it smelled nice like incense or something, and it was all lit with candles like the rest of the apartment.  And in the middle, sprawled in his underwear on a luxurious-looking poster-frame king size bed, was exactly the kind of man Danny had described.  A decent-looking, brown-haired, average-bodied white guy around age 30 and seemingly worth at least $10 to $20 million.  James.

Maybe it was the herbal pill taking effect, but I started to get really turned on by the whole scene.  The men/boys, the candlelight, the sense of intent hanging thick in the air.  We were all about to take turns fucking this man.  And I was going to collect $200 cash for it.  $300 if I felt like kissing the man getting fucked. 

Everybody seemed to look even hotter, sexier, here in the bedroom.  Danny broke the silence. “Hey James.  I brought these friends. They heard it’s your birthday, they heard you like getting fucked – and they all want some.” 

James on the bed in his underwear looked up and around at all of us.  His eyes were flashing with aliveness and excitement, just staring up in wonder.  “Wow….” was all he said.  And he collapsed into a fit of giggles, shaking his head slowly at the sight of us all. “Wow…. “ he said again.

Danny slid his jockstrap down, and his dick sprung out, thick and mostly hard.  I’d seen it in action online, it’s a nice dick.  Not the biggest, but definitely not small either.  “Me first” he said to James, and he slid completely naked onto the bed and onto James. 

Things began to happen all over the place after that.   Muscle Mike whipped out his cock and it was surprisingly big for a bodybuilder; I had this stereotype that they have small dicks and get their bodies huge to compensate.  But not Mike here.. he did not need to compensate at all.  He reached down and drank a plastic thermos full of bright pink liquid that he must have brought.  I wondered what was in it, but then I was more distracted by the speed with which Blond Boy scampered over, dropped to his knees, and began sucking on the swelling cock of Muscle Mike.

By then, Danny and James were rolling all over the bed, making out naked, and sexy Hugo from Venezuela had also taken his big beautiful dark uncut dick out and was stroking it slowly.   My own cock was straining in my jeans, and the room was warm and getting warmer, so I decided to go for it and get naked.  A moment later there I stood, six feet two and completely bare and stroking my dick too.  It looked even bigger than usual and was dripping with precum, which meant I was even more turned on than usual.  Before I knew it, Hugo approached me and looked into my eyes with his own, and said “Beautiful. Tell me your name again.”

“Dylan” I said, while stroking my dick slowly and staring right back into those seductive dark eyes.  Hugo lifted a hand to my chin and caressed it.  “Dylannn”, he repeated slowly.  Then before I knew it we were kissing… and it was amazing.  Sex was starting to happen all around us and between us.  Hugo’s mouth on mine felt incredible.  Naked bodies merged and glided all over each other on the bed next to us: James, Danny, and now they were joined by the half-Asian college boy, David, who had a gorgeous smooth muscular body and a surprisingly big thick dark-brown dick.  It was swinging back and forth like a metronome, pendulous and dark and beautiful, as David nuzzled his whole face hungrily into Danny’s ass.  

Meanwhile Danny had gone into pornstar-top mode and was holding James down and sliding three lubed fingers slowly in and out of his hole while growling and talking dirty into his ear.  Hugo and I kept making out, standing beside the bed.  And right next to us I could hear Danny growling and whispering to James, while finger fucking him more and more… “who’s a hungry fuckin’ slut, huh?.... yeah? you want me to give it to you?.... wanna feel my cum inside you? and then all my boys, all my men are gonna breed you, deep and thick, one by one…. Fuck yeah, James, you’re gonna take it all tonight….”

And James started to moan deliriously.  “Oh GOD Shane put it in me! Put it in me!”  I was fascinated and couldn’t help breaking from Hugo’s sensual kisses – I wanted to watch this.  My dick was rock hard in my hand.  Hugo, still fixated on me, moved around behind me and crouched down and started bathing my ass with his warm wet tongue.  I started to feel like I’d gone to some really, really HOT version of heaven.  As Hugo kept on making my hole feel amazing, Danny slid his gleaming rock hard cock right on into James.  “Ohhhh Shane… YES! Ohh jesus fuck me Shane! fuck me!….” 

Danny delivered the goods, slow and gentle at first, and then his hips began to buck and thrust… stronger, deeper.  James was whimpering with delight, going “oohhhhh OOOHHHHhhh!!!” as Danny fucked him harder and harder.  David, the cute smooth half-Asian boy, climbed around toward the pillows and dropped his big juicy dick into James’s mouth, and James sucked on it eagerly and noisily as Danny kept on plowing his ass deep.  Danny’s whole body looked fantastic from behind, his back and ass muscles arching and flexing as he fucked James with everything he had.  James’s whole body got so hungry in that missionary position, he reached up with all four arms and legs and used them all to pull Danny in tighter, like a brace.  Danny/"Shane" fucked him with a new ferocity in response, his hips and ass hammering and flexing even faster.  Bam! Bam! Bam!  I was stunned, watching it all right in front of me and stroking my dick.  What a powerful, intense fuck!  James was crying out, “Ohhh Shane, YEAH! just like that! Ohhh FUCK! Oooh! ...”

Danny just kept on fucking that ass like a beast, then suddenly his voice went “uh! Uhh! UUAAAHH!! as his whole body convulsed and he came inside James.  “ohh my god….. oh god Shane…” James exclaimed softly.  Danny kept fucking James as deep as he could, pushing his hips up into James to the absolute max.  Finally Danny collapsed onto James, both of them breathing hard, their torsos rising and falling with each breath.  

The rest of us were all slowly stroking our dicks, standing, mesmerized, candlelight all around us.  Danny laughed quietly.  “okay…. Uh… where’s Dylan” and he looked around and caught my eye.  He then slid his naked body up and off James, got up off the bed, and turned to me.  “Go for it. Now.  And hey…. cum makes the best lube and I left you plenty.”

This got me even more turned on and exploded any remaining thought of condoms.  James looked up at me as I approached the bed, ready to give him Fuck #2.  He said “Oh my god… you are even more beautiful than the photos.”  I guess Danny had showed him my Instagram.  I smiled.  “Here to please…” I said, and that’s when it came rushing over me.

Suddenly I saw and understood James as being inseparable from the whole thing, inseparable from the beautiful apartment and the hotness of all of this and what we were all doing. Not just inseparable but central, the core.  And it made me just decide on some deep level that James himself is beautiful.  Not just decide it, but actually FEEL it.  I actually completely forgot that I’d come there to earn some money – all I wanted, in that moment, was to just give him gratitude and pleasure, using whatever I could with my body and my attention.  I now think later that the MDMA and herbal capsule I’d taken had also come surging to full bliss effect inside me, and that was a large part of it.  But in the moment it felt so authentic and true. 

James was still breathing kind of heavy from how intensely Danny had fucked him minutes ago.  His eyes looked up into mine and he whispered “You must be some kind of angel.”  And I slowly lowered myself onto him and kissed his lips. Softly, tenderly, while stroking his hair and the back of his neck.  “Dylan… oh my god… so beautiful…”  James’ hands moved all over my naked skin, and felt great.  I kept on kissing his face, his forehead, his neck and ears, then back to his lips.   James kept moaning softly. I reached over for some lube on the nightstand, and slicked my hard dick completely.  Then I spread his legs up and apart, and pressed my cockhead up to his hole.  It felt warm, wet, inviting, ready.  I leaned back down and kissed him again, sensually.  “My turn” I said, smiling. 

“Dylan…. Oh wow Dylan…." He kept looking up at my face and my body in a state of amazement.  And then I nudged my dick into him.  It went right in, he was wide open, his own hard dick pointing straight up in the air and grazing my abs as I penetrated him.  And oh fuck, Danny was right, I could feel this sexy sensation inside James, something so warm and alive and better than lube, and it was Danny’s cum.  FUCK, this was hot. 

I began to fuck James very slowly, still kissing him.  He reached an arm up and caressed my neck and shoulder, pleading for more.  “Oh my god, this, just keep doing this….” His face beamed into a big smile and he said softly “I’m rolling sooo hard right now… and… what you are doing is PERFECT… you really do feel like an angel. A fuck angel!” and he began to laugh. It was hot and sexy and kind of adorable. I laughed too… I said “I love being your fuck angel” and I pushed all the way into him, just a little deeper, stronger.  His hole felt incredible wrapped around my dick, and the intensity of pleasure surprised me.  This was still medium-slow tempo, yet it was one of the best fucks I’d ever experienced as a top. 

I mostly forgot there were five other guys in the room with us, though I could hear and sense sexual activity happening all around me and James.  I just kept on fucking him slow and deep on that bed of his, kissing him, making it all feel delicious for him.  He kept murmuring my name… “Dylan…. Oh wow Dylan….”  And then his hole squeezed rhythmically around my dick several times and and he started bucking his whole body like a wave, and crying out “Ohh! OHH!!” and I realized he was having some kind of intense full-body orgasm.  I was fascinated, I’d heard something somewhere about this, but I’m mostly a top and I’ve never personally experienced it.  And here I was, giving the experience to James.  He held onto me tight, gasping, shuddering, his hole clenching gently around my dick, and it all felt so beautiful and primal that I lost control and fucked him just a little harder and WOW, I came too, and the orgasm sensations felt fucking huge inside me.  I just thrashed, and gasped, and pumped jet after jet of semen way up in the inside of James.  He was delirious, still gasping, and he just held onto me real tight, our bodies almost merged as one.  We kept kissing and kissing, breathing together as our bodies kept having random aftershocks.  It was amazing.

Minutes, several long minutes, must have passed.

Finally one of the other guys said “ahem…” and broke the magic spell, and I remembered there were five more dicks ready to keep on fucking James after me.  And I felt a wave of compassion for him, like, oh my god, how can you just keep getting fucked some more, after what you just experienced?  I’d get all sensory-overwhelmed and probably shut down, if I was him.  But Danny said James definitely wanted this, the full gang bang experience.

So on it went! 

The Blond Boy was supposed to go next, but he was rolling on molly almost as intensely as James was, and so Blond Boy tried but he couldn’t get hard enough.  So his friend, David the well-endowed muscular cute half-Asian boy, stepped in... and David was more than ready. 

James had his legs up in the air for quite a while, and said he needed to change positions.  So he lay flat down on the bed, ass up, looking kind of spent but still eager for more.  And David mounted him from behind and just slid right on in and started fucking James.  James began to moan again, in a trance, his eyes closed.  David got into a good fuck rhythm, his young smooth muscular body grinding as he delivered the goods.  I was kind of spent myself, post-orgasm, but was still transfixed watching the scene. 

Then, to my surprise and to David’s far greater surprise, his porn-star crush had a treat for him.  Danny, aka “Shane”, was rock-hard all over again and he knew how David felt about him.  "Shane" decided to grab the opportunity and fuck David while David was fucking James.  David was over the fucking MOON when he realized this was about to happen and then was in fact happening, the porn-famous dick of “Shane” was sliding up his ass.  “Oh my GOD, SHANE!!  Oh fuck fuck FUCK YESSS!!!!!”  

Danny grabbed onto David and fucked him strong and slow, and said “Go on, baby, keep doing your job” and David found himself thrusting frantically in the middle of one hot, sexy fuck sandwich, dutifully plowing James while “Shane”, his porn star fantasy come true, drilled him deep up the butt from behind.  When the two tops really got going and fell into a chain-groove with their fucking, wow -- this was one of the sexiest sights I’d ever seen in real life.  David was going crazy with lust, fucking and getting fucked all at once, and he only lasted like this for two minutes or so before he lost control and came hard, yelling really loud and fucking James’s ass like a wild dog.  Danny then pulled out and scooted out of the room to freshen/clean up in the bathroom.  David, completely spent, lay on top of birthday boy James, who had now taken three loads nonstop.  James seemed lost in a trance, laying there, but still seemed deeply, deeply happy.   

David went to go take a shower, and next up was big bald Muscle Mike.  He seemed horned up and pissed off.  He grunted and growled “been waiting fuckin’ long enough” as he climbed onto the bed, hoisted James’s prone body up to doggystyle, on hands and knees, and slapped James really hard on the ass. SMACK!!  Then again, SMACK!!  This definitely shot James wide awake from his dazed fuck-trance, and he cried out in surprise, and his ass involuntarily dribbled out a little cum.  “You fuckin’ pig..  fuckin’ dirty fag… ” growled Mike, and he spanked James’s ass again just as hard. WHACK!!  Then Mike spit on his dick and shoved it into James, mean and rough.  James whimpered into a pillow as Mike’s big dick fucked him hard and deep with no mercy.  

Finally Mike threw James back down into a lying-down position, and Mike lay on top of him, all 240 pounds of muscle, and kept on fucking him, talking dirty and mean into James’s ear.  I couldn’t hear most of it but I did hear “faggot” and “fuckin’ rich kid” and “rape you if I want to”, and James was whimpering and crying and his legs were half-kicking in the air, and I wanted to go toward the bed and stop the scene and just check if James was OK and was wanting this, but Danny saw my concern and came up next to me and said “Don’t worry, he told me he’s been fantasizing for months about a rough kind of scene like this…”  I still felt disturbed and wanting to stop it though.  I didn’t feel sure enough about the dynamic I was witnessing.

Finally Muscle Mike growled harder and came inside James, fucking him brutally and grunting and pulling his hair.  Eventually that began to simmer down and I thought Mike was done, but then his whole thick muscular body convulsed a few more times and he threw some last fuck strokes deep and hard into James, yelling as he slam-fucked James those few more times. “HAAH! HAAH!”  Finally Mike was really done, and he just pulled his big dick out of James, and he got up and walked out of the room like nothing much had happened. 

James kept laying there, moaning and breathing softly.  Finally I couldn’t take it any more and I went to his side and asked “Hey… hey there… you okay?”

He opened his eyes and they were wide with confusion and shock. “I – I don’t know.” 

I felt a rush of guilt come over me, for not intervening sooner.  “Can I get you anything… do you need a break?” 

James just nodded.  Then softly he said “...break.” 

By now Danny began to realize maybe he’d miscalculated a little, and he felt concerned too. He and I sat with James, laying our hands on him for a minute.  James then sat up slowly and said “Can I –- is it okay if I just go into the guest bedroom for a while, and lay down.”

Danny said “Of course, babe, it’s your house.  Do anything you need to do.  You wanna be alone?” 

“I think so.  But you all please keep on having fun, please, I don’t want to kill the party.  It’s just.. I, um, I need quiet right now and I need to be in the other room.”  And James got up and slowly walked to his closet and took out a long blue bathrobe, wrapped it around himself and went into the bathroom.  Several minutes later, as sexual activity was indeed starting up again in the bedroom, James slipped out of the bathroom and into another room down the hall.

By now I was kind of getting a second wave of sexual energy, and two obvious pairings were happening right in front of me, across the entirety of the king sized bed.  Venezulan Hugo and Blond Boy could not get enough of each other.  And neither could David and “Shane”/Danny.  I joined Hugo and Blond Boy for a while and it was getting really hot, they were both into me and into each other, then Hugo started fucking Blond Boy and it became a powerful love/lust duo right then and there. I could feel it, and I was kind of a third wheel and kind of okay with that.  Meanwhile, on the other side of the bed, David was fucking “Shane” (Danny) with surprising passion, and they both were loving the hell out of that too.  I knew Danny well enough to know, he’s versatile all the way but he especially loves getting fucked by a nice thick dick like David’s. He was in sexual heaven right now.  And for David, well, clearly this was part 2 of an ultimate fantasy come true.  Meanwhile, Hugo was fucking Blond Boy just as vigorously next to them, missionary style.  I just stood there smiling and marveling at these two hotter-than-hell fuck-couples going at it, thrusting and moaning and bathed in candlelight.  It was better than any porn in existence. 

I was also thinking about James down the hall, though.  I wanted to see if he was okay.  And I didn’t know if Muscle Mike had left or if he was still lurking around somewhere.  I went down the hall, still buck naked, and I peeked in the living room, and noticed Mike’s bag and clothes were gone.  Okay.

Then I gently opened a few doors along the hallway until I came to the guest bedroom where I saw a human form curled up in bed, under the blankets.  I stepped into the room quietly, closed the door behind me, and came to the bed.  I gently lifted the blanket and said as soft as I could, “hey James… it’s me, Dylan.  Wondering if you could use an angel for a little while.”  He just said “angel”… and then silence.  I slid into the bed beside him and carefully moved the two of us so I could hold him, spoon-like.  He felt warm and quiet in my arms, just breathing.  A long, long time passed like this… maybe even a half hour.  Finally he spoke.

“I wanted – I wanted to be a good sport… but honestly I was exhausted and that was… it became too violent.  Funny… all this money and I still don’t how to speak up for myself when it really matters.  I’m still that scared little boy sent off to private school.”

I asked, “He did it too hard?  If you’re hurting I can get you something from the bathroom if you need…”

James was quiet for a moment, resting in my arms. My dick, mostly soft, rested along the cleft of his ass. 

“No, I mean yes, it was really rough but my butt was past the point of resisting, so… no, it was the things he said in my ear during it. Mean, dark, ugly things. It’s my fear… that some people hate me for my money, and some people hate me for being gay, and I don’t know… he was saying such twisted, hateful things and even kind of choking my neck while he said all that and fucking me so hard like I didn’t matter… It just, it felt like he actually meant all that disgust and all that hate. I don't know, maybe he did."  James went silent for a moment.  "I guess when I said I wanted to try something like that... I didn’t think it would be so full of those awful things he said... messing with my mind this much.”  He paused, then chuckled.  “File this one under, ‘Be careful what you wish for.’” 

We both laughed.  Then I said “I’m gonna go down the hall and check on the guys, okay, but I’ll come right back.”

James pulled me closer to him in an embrace. “Please do.”

I walked naked back down the hallway, and opened the master bedroom door.  Someone, probably Danny, had put some sexy low-tempo music on.  Danny and David were wrapped around each other, half sleeping and half caressing each other.  Meanwhile, Hugo was still fucking Blond Boy, who was bouncing up and down in prolonged ecstasy on Hugo’s hard dick.  I was impressed at their hour-long stamina. 

Danny opened an eye.  “Hey Dylan… are things okay?”  I said, yeah, I’m giving James some cuddle time, he’s okay.  Then I came over and kissed Danny softly on the lips.  Told him he’s awesome.  Danny smiled big and wide like he does.  Then I went back down the hall.

Some moments later I was wrapped around James again, in the darkness, and to my surprise he gently reached back behind me and felt my dick.  It was mostly soft, and his fingertips started playing with it as we lay together in the dark.  I could feel it starting to respond and get hard again.  I chuckled and said “I’m trying to be an angel here, ya know…” 

James said, “my fuck angel.”  I then moved him into position, still side by side spoon-like, and began grinding slowly on his ass.  He pushed back on me slowly.  Before long he said “just a moment” and he reached over to a drawer beside the bed and got more lube out.  He said “Fuck me gently... like you did before.  Being with you was the best part of the whole night, by far.”

Moments later I was balls deep inside him, holding him, fucking him again, even slower than before.  His hole felt warm and snug and so good... not as loose as I expected, given all that had just happened. He murmured contentedly in my arms like a big cat.  I never did cum a second time; eventually we just came to rest with my dick deep and hard inside him, and I’d move it in and out just enough to keep things sexual, while holding him and slow fucking him and kissing his neck. “Dylan… my fuck angel…” he said again.

=-=-=-=-=-=-=-=-=

As everyone was finally leaving a few hours later at 3am, James guided me aside and asked me quietly if I had Paypal or Venmo, because he wanted to send me a special thank-you.  I declined at first, feeling awkward that he was openly acknowledging the sex-money transactional thing between us.  But he said “Please, I want to. I have so much, more than I need, and I really would like to give you just a little of it.”  I didn’t know how to respond, so I agreed, and we also exchanged phone numbers.

Everybody kissed everybody goodnight, and James and I kissed even more.  But we weren’t the only ones.  Finally Danny had to pull Sexy Hugo and Blond Boy apart, only to hear Hugo laugh and say in that heart-melting Venezuelan accent, “What, do you think he is not coming home with me?”

The next morning, I got a text message – ding! – letting me know that James had given me $500 through Venmo.  That was a real nice way to start a Saturday morning.  I texted James and said “Thank you so much” and I put a smiley face and a heart next to it.  He responded later:

                      Thank you in return. Dylan, I am reaching 

                      for words to say how beautiful you are and 

                      how meaningful to me our connection was 

                      last night.  I would like to give you twice or 

                      three times as much as this.  If I may ask, 

                      would you like to spend part of next weekend 

                      with me.

Then a moment later:

                        Ps. I think you may have left a superhero 

                        costume at my place.  I would love to see 

                         you wear it!

I laughed out loud.  Then I texted Danny and told him.  He texted back immediately:

                        OMG you go honey. I figured a 50% chance 

                        that exactly this would happen :-)  I’m in town 

                        until Tuesday, let’s meet up if you want any 

                        advice.  All of this may seem weird I know, 

                        but I say TRY IT. You seemed to like the sex, 

                        you seemed to actually care about him, and 

                        he is one of the nicest rich guys you’ll EVER 

                        meet.  Trust me I’ve met quite a few!

I sat back and thought again of my mother’s advice to me as we sat in our family kitchen, ten long years ago.  Ask yourself some questions, and take all the time you need.  What does he want?  Why? …. And what do you want? Why? 

I began to think.  Of a total of $2000 extra in my checking account after next weekend. Of James and his tender kisses and kind eyes and nice fuckable butt, and his utter adoration of me, and his amazing, gorgeous apartment.  Who knows what this could lead to?  And the next thought I came to was:

Life sure is interesting.