It was the Fall after I graduated college.  My longtime girlfriend had just dumped me.  Intellectually I could understand why: she was younger than me, and had spent most of her college career attached to me, and I guess she wanted to enjoy college without attachment for a while.  But it still hurt.

I started spending more time with my friend Theo. I'd met him in chess club, of all things, early in college.  We had remained friends, hanging out on and off, although he graduated two years ahead of me, now with a burgeoning career as a physical therapist.  

Besides our past and our numerous shared interests, another thing we had in common was that he too had just been painfully jilted by a girlfriend, whom he thought he was going to marry. So we commiserated over that too.

We went to bars and basketball games on weekends, and occasionally watched a game together on weekdays. Played board games and, of course, chess.

One night while we were out at a nightclub, we found ourselves both dancing with a flirty, attractive woman.  She said her name was Megan. Could have been Meaghan, I don't know. She didn't spell it for us.

After a few minutes Theo whispered to me that she looked almost exactly like his ex-girlfriend, Jane.  I hadn't noticed until then, but immediately realized he was right: flowing hair, warm brown eyes, a bit on the tall side, a bit wide-hipped, with a nice round booty and generous, firm-looking breasts. She did look like Jane, strikingly so.  She even moved on the dance floor like Jane. It wasn't quite like they were twins, but it was a bit uncanny.

I asked if he was comfortable dancing with someone who reminded him of his ex so much. He said it was okay, maybe it was even good for him, so we kept dancing.  We all got pretty sweaty, and she even took turns dancing close with each of us, playfully bumping up against my slightly engorged package at one point, prompting a smile and giggle from her.  

I had to admit it was a turn-on dancing close with such an attractive woman, really the closest I'd been to a female body since my breakup. I also had to admit to myself it got me thinking about Jane too. Which I felt a little guilty about.  I shouldn't be thinking about my friend's ex.  

But I was.

On the way back to Theo's place, I asked again if he was okay with what had happened.

"Yeah, totally cool.  I mean, she reminded me of Jane, but she wasn't Jane.  So it was kind of cathartic, actually, helped get her out of my system a little bit."

He went on, "Of course, an even bigger catharsis would have been if she'd come home with us."

"Dude, you're dreaming.  Besides, what do you mean us? Wouldn't that be a little weird?"

"Whatever. You can't say you didn't think of banging her." 

"Well, yeah a little, but it feels a little funny because she looks so much like Jane. I mean, just I would never have done anything with Jane, I don't know if I could make a move in front of you on someone who reminded you - us - of her so much."

"What if I said it was okay? Like I said, it might have been cathartic."

"That's pretty hypothetical.  Notice she is not exactly in the car with us."

"Maybe not as hypothetical as you think.  Look, I never thought I would ever tell you this ... but, well, with Megan and all tonight, I can't not tell you."

I gave him a puzzled look.  He continued, "Okay, here goes. Jane wanted to have a threesome with you ... I mean, with me and you."

"Shut the fuck up.  Dude, I could not do that to you, knowing how much she hurt you."

"But you didn't know that then."

"Okay, true, but that's still pretty hypothetical."

"Maybe it seems that way now.  I'm telling you, she always liked you. She begged me to do it."  Suddenly I was raging-hard, sitting just two feet from Theo, imagining myself with his ex. Good thing I was sitting.

"Huh," was all I could reply.

"She really wanted you to fuck her."  He grinned.  "After meeting Megan, I bet you can picture it vividly."

"Stop it!"

"Well, what if Megan had come with us tonight? I bet you can picture that!"

"Shit dude.  I mean, yes I can, but it still seems weird."

Theo was the designated driver, and I wasn't sure I was in shape to drive home yet, so when we got back to his place I crashed on his couch.  It wasn't that late, but we at least feigned sleepiness.  I had to admit, I had some thinking to do.  Probably he did too.

I lay on the couch, and my mind immediately went to Megan ... Jane ... Megan ... Jane.  And Theo, taking turns with with me, with one or the other of these lovely women.  I imagined myself plunging into Megan as she sucked Theo, inches from my face.  Then I imagined Theo doing the same to Jane, while his former beloved took me in her mouth.

After a few minutes I couldn't stand it.  I went to the bathroom and jerked off as quietly as I could, my head spinning ... not so much from alcohol as from the infinitely hot idea of being together with Jane, or Megan, who mixed together in my mind.

Scenes of myself and Theo with Jane, or Megan, or for a split-second both of them, flashed through my mind.  As I was heading towards my peak, my mind settled again on Theo banging Jane while she blew me, inches from his face. And then, just as I was dumping a very large load into some tissue, in my fantasy Jane pulled her head back and Theo started sucking me.
 
As my orgasm hit, I was dreaming that it was into my friend's mouth instead of a tissue that I was cumming into.  I'd never actually done anything with another guy, though that didn't mean I hadn't thought of it.  I suspect most guys, like me, have dreamed about it in their hornier moments.  I love my own dick, and am fascinated by it. Wish I could get it in my mouth, but never could.  I always found it pretty easy to transfer that thought to that of another guy's member.  Still, those fantasies weren't usually about my friends - especially a friend who was in his bedroom on the other side of a wall.

So I felt a little guilty as I went back to the couch. Sure hoped he didn't hear me.  I thought I'd been quiet in there, but couldn't know for sure.

Not long after that, I heard faint rhythmic squeaking from bedroom.  Shit, did I make too much noise in the bathroom? Sound carried through those doors more than I thought.  Now I was picturing Theo in his room jerking his cock.  Then, I was imagining Jane - or maybe Megan - riding him, tits bouncing.  

Crap, now I was hard again.  But I didn't dare go back to the bathroom and jack off a second time.

After a couple minutes Theo went to the bathroom for a leak.  Flushing tissues? Probably.

Then he walked out into the living room.  "You still up?"

"Yeah, wide awake."

"Thinking of Megan?"

"Maybe."

"Me too. Thinking about Jane too?"

"You know I wouldn't do that to you."

"Hey, I know that.  Of course you would never act on it, but you can't help your thoughts."

"Okay, fine.  Yes, dammit I was thinking about Jane too. They look so much alike I'm getting them mixed up in my head."

"Hey, I gotta tell you one more thing I never mentioned before.  It's gonna get you thinking of Jane even more," he said, grinning.  "We did have a threesome once, with a girl."

"How was it?"

"So fucking hot. Jane really got into eating pussy.  I mean, she enjoyed it as much as being with a guy, I think."

"And how'd you feel about that?"

"Well, it's not like tasting someone of her own sex made her gay, and who cares about labels like that anyway? What's important is she enjoyed pleasuring her friend."

Our eyes locked for a second as he said that. Was that a hint? Was he thinking what I was thinking? Because I was thinking it.

He added, "... And she wanted me to have the same experience," a prominent tent now visible in his boxers. Okay, that's more than a hint.

I stood up.  He hadn't been able to see it while I was sitting on the couch, but I had the same thing going on.

No more words were needed  He moved towards me.  Almost in unison, we reached inside each other's shorts, touching each other's manhood.  It felt wonderful: warm, silky soft, and hard all at the same time.

I figured the next thing that would happen would be one or of the other of us would be to drop to our knees.  I've always wanted to know what what a cock felt and tasted like in my mouth.  Just as I was about to get down on my knees ...

He leaned in, kissing me hard.  I had never fantasized about kissing a man, ever. If anything, I'd pushed the idea out of my head in the past. But before I could fully process what was happening, my lips opened instinctively, reflexively.  His muscular tongue entered, probed, wrestled with my own, as his scratchy lips pressed against mine, as he pressed his masculine body up against mine.

It was amazing.   Different from a woman's kiss, but oh so hot.  Manly.  Powerful.  Almost overwhelming.  We dropped our boxers and stepped out of them, still kissing, tenderly stroking each other.  It helped that we had already both cum once on our own, lending less frantic urgency to our touch, not to mention more staying power.  I could do this for a while.

Finally Theo broke the kiss.  As he dropped to his knees, he said, "Too bad I couldn't have done this in front of Jane.  She wasn't the only one who wanted it to happen,"  and took me into his mouth.  I was in heaven.  Maybe just by virtue of being a guy, he knew how work his lips and tongue to maximum pleasure, better than the few women I'd been with.

"I want this so bad," I hissed. "Can't wait to return the favor."

He pulled off for a second and eased me back onto the couch.  "I'm so glad you feel that way too. We both deserve a some loving after what we've been through," taking me in again.

Loving? Well, that was an interesting choice of words. I contemplated this while Theo pleasured me.  An hour ago, the l-word would have threatened me. But much to my surprise, like the kiss it felt right.  It didn't have to mean mushy romance or marriage or anything like that.  I instantly recognized that our friendship was a kind of love. This was just the obvious next obvious step in expressing our many affections for each other.

Theo looked up, staring into my eyes as my cock disappeared between his juicy lips, my pubes briefly forming a moustache on his upper lip at the bottom of each skillful stroke.   As he gazed lovingly into my eyes, I launched over the edge.  He slowed his head movements as I pumped a load into his mouth.

I sat up and pulled him up between my legs so I could kiss him, my tongue dancing with his. He hadn't swallowed it all, so we swirled it around in our mouths playfully for a minute.  

I couldn't wait to taste him.  He stood up, and I examined his thing for a minute.  Bigger than mine by maybe an inch, caramel-brown, veins sticking out, purplish-brown mushroom cap on the end. I could have spent an hour just observing it, exploring its terrain, if I weren't so anxious to get to making Theo feel as good as he'd made me feel.

I took my friend into my mouth, savoring the taste of skin and precum, intoxicatingly mingled with the smell of sweat from our dance-floor exertions.  It was fantastic, and I was finding it just as pleasurable in its own way to give a blowjob as to receive one.

He grabbed me by the hand and led me to the bedroom.  "You are not sleeping on the couch tonight, man."  Once in there he lay back and I resumed my work.  After a few minutes his body tensed up, sweating slightly, and I felt the power of his cum squirting into my eager mouth.  I savored the taste of his cum, at once sweet, salty and bitter, before taking a satisfying swallow of it.

As we lay back, savoring the post-orgasmic glow, he said, "You know, I never thought of doing this until Jane brought it up, but ever since she did I couldn't stop thinking about it."

"Well, I've been thinking about it too. When I was jacking off in the bathroom ..."

"I knew it!"

"Hey, I heard you too, you know," I countered.

"Well, once I heard you I couldn't stop thinking about it.  After you left the bathroom I kept thinking about my lips wrapped around your cock."

"Funny you should say that. As I was about to say, when I was jacking off in the bathroom ... first I was thinking of a threesome with Jane, or maybe Megan, I don't know ... and then, just as I was starting to cum, out of the blue I suddenly pictured your lips around my cock too."

"So we both imagined me sucking you while we came ... in separate rooms?"

"Yeah. So I guess I wanted it too, even if I didn't know it until that moment. I mean, we've been friends for a long time, and we care about each other, and we've helped each other through some grief, so yeah it just felt right"

"Yeah, and we both just got to have sex for the first time since our breakups.  How's that for catharsis?"

"Pretty damn good. I couldn't have imagined this two hours ago, I mean, I've thought about sucking dick before, but it was always kind of disembodied, and there wasn't any kissing or anything.  I never really imagined it with a friend though.  I mean, as fun as doubling up on Megan would have been tonight, I'm kind of glad it happened this way."

"Me too. In a way that was as good as being with a woman, maybe because we're such good friends. About time I tried it." He grinned. "And maybe I wanna try it again."   I leaned in and we kissed, this time reaching for each other's cocks, which quickly stiffened to full hardness.

I scooted down the bed and started sucking him.  This time I paid more attention to his balls, licking around them and even sucking them into my mouth gently.  I was really enjoying exploring his body this way, my hands also roaming over his legs and his ass.

As my tongue roamed below his balls another time, he started lifting his ass.  I licked his perineum too, but wasn't sure I was ready to lick an asshole.

"Listen, uh ..." he stammered, "Sorry, I won't ask you to lick down there if you don't want to, but if you're, uh ... up for it ... I wanna have you try putting your cock in me."

"You want me to fuck you?"

"As you so crudely put it, yes fuck me."

"I've never done it in the ass before. Even with a woman."

"Well, me neither.  Lots of firsts tonight."

He reached toward his nightstand and pulled out a tube of lube.  He had condoms in there, but we agreed we wouldn't need them, neither of us having had sex recently.  He rubbed the lube all over my dong, then put some on his asshole, and asked me to try it.

I pressed my cockhead against his puckering hole, then tried to slip it in as I would with a pussy.

"Ow! Fuck!" he gasped, scooting backward.

"Sorry! Is it too big?"

"Don't flatter yourself," he joked.  "Not too big, just too fast.  I'm sure it will fit.  We've all seen this in porn.  I think we just need to go slower so I can relax and let it slip in.  Why don't you stay still and I'll just ease myself onto that cock of yours.  I really do want to feel you inside me."

He moved back towards me until his pulsing hole was touching my cock again.  This time I stayed as still as possible, fighting the temptation to push it in again.  I felt myself go in just a little bit, then he paused and held there, my cockhead inside the entryway but not quite in.  And then, just a couple seconds later, I felt a tight warmth start engulf my cock - seemingly my entire being - as his sphincter relaxed and I started penetrating him.  It was much like entering a woman, but in some ways more intense.  

I was in. He lay back and I leaned down onto him, my cock finally pushing deep inside his colon, my balls on his cheeks.

As with being inside a woman, I felt an amazing connection to the person I was inside, and felt an overwhelming desire to kiss ... well, him, this time.  He pulled my head towards him as this thought came to me, and we kissed even harder than before, our lips crushing and scratching each other's.

"This is fucking amazing," I moaned.  We kissed some more.

He nodded. "Dude, this is amazing fucking. You think you might want to try it sometime?"

"I've had candles in there before, and it felt pretty great. So yeah."

"I have too, and let me tell you candles don't hold a candle to this.  Your cock is so warm inside me, it's totally different. Plus it's attached to someone I care about."

I reached down to stroke him as I plunged in and out of him, both of us writhing and moaning from the pleasure.  Before long he was shooting what little was left inside him onto his belly.

This pushed me to the limit, and many thoughts flooded my head in the instant of higher ecstasy. First and foremost was a sense of affection - oh heck, call it love.  I felt as intimately connected to Theo as I had with a woman.  It wasn't the same, of course - he didn't have the soft tits, or gumdrop nipples, or curved hips, or soft lips, or juicy pussy, or feminine personality - all of which I loved about women.

But I realized he didn't need to have those things.  Maybe in my mental state, it was better he didn't.  Like we'd said, I wasn't ready to date a woman - or frankly, even have sex with one - right now.

As we fell asleep in each other's arms, I felt the satisfaction of a friendship deepened more than I thought possible.