A Straight Couple Goes Gay

I chewed my lip, then finally nodded. I knew Amy was right; I was just nervous about what I was in for. I couldn't wrap my mind around the thought of another man's dick up my ass. Then again, as Amy had said, it did go both ways... so I knew I didn't have a choice.

I tried calling my brother, since he was obviously experienced in gay sex. But I couldn't bring myself to tell him what I was about to do. I did manage to broach a more general sex talk, the kind that brothers have all the time. At one point he mentioned liking his boyfriend's big dick, and I tried to press him for details.

"Wait a minute," I said. "Doesn't that hurt?"

"What, you mean taking a big dick?"

"Well yeah..."

"Not if you know what you're doing," he said. "Me, I wouldn't want it any other way."

I wanted to ask him to elaborate, but I didn't want to make him suspicious. So I just shrugged, acted casual, and steered the conversation toward random bullshit. I did feel a little encouraged, knowing he actually enjoyed getting it up the ass. So at least I knew it could feel good.

Then again, I was the inexperienced straight guy in the equation, so I still had no idea how this would go. I worried that it would be awkward, and that Amy would be disappointed. But I also couldn't help wondering: what if I did like it? Wouldn't that make things weird... especially since I'd be right in front of my girlfriend?

Amy knew I was nervous, so she helped me get ready. She offered to let me borrow her vibrator, and she encouraged me to experiment with it. I'd never used a vibrator before, but I figured I had nothing to lose.

Amy tried to relax me as best she could. She made me a candlelight dinner, and she plied me with a couple of glasses of wine. Then she led me to the bed, got me naked, and had me lie flat on my back.

"Now," she said, "make sure you use lots of lube. You can control how much vibration you want: just turn the knob at the bottom. And if you don't want any vibration at all, that's fine. Just do whatever feels good."

"Okay..."

"Now have at it," she said as she gave me a kiss. "You'll do fine." And with that, she sat back to watch.

I took a deep breath, then reached for the lube, and I dabbed it on my butthole. It did feel weird at first: after all, I'd only ever lubed up my cock before. But I kind of liked the feeling of my fingers on my hole. I added another glob of lube, and at first I smeared it in circles. Then I started to get more daring, and I stuck a finger up my butt.

"There you go," Amy said. "Loosen yourself up."

I nodded and pushed my finger in deeper and deeper. Then I added a second finger, which felt uncomfortable at first, but then I got used to it. I slid my fingers in and out, and the more I did it, the better it started to feel.

"Damn that's hot," Amy said.

I reached for the vibrator with my free hand. Then I pulled my fingers from my butt, spread my legs, and got the vibrator into position. I didn't turn it on, but I pressed it against my hole, and I just savored that feeling for a second. Then I pushed it inside me.

"Yeah," Amy said. She stuck her hand down her pants, and she started touching herself as she watched.

I fucked myself slowly at first, letting my body get used to the feeling. It did turn me on: by now my dick was nice and hard, and I was starting to breathe deeper. I shifted the vibrator's angle, and I realized it could go in even further. I pushed it in all the way, so that only the handle was sticking out of me.

Amy licked her lips as she watched. Her eyes were practically twinkling. She undid her fly to give herself easier access. Then she started rubbing her clit.

Slowly put surely, I picked up the pace. I noticed it actually felt better to pull it out further, then shove it back in. I did that a couple of times, then pulled it out the whole way. My sphincter tightened up for a second, but then I rammed myself as hard as I could, which forced my hole back open.

By now I was so into it that I wasn't even watching Amy. I was just working my ass as hard as I could. Not that Amy was complaining.

It was time to take this to the next level, so I turned the vibrator on, and it started shaking inside me. At first it was kind of gentle, but then I realized the vibrator was adjustable. I turned the knob further, and it rumbled harder and harder. I kept thrusting it in and out, savoring every jolt, every bump, every quiver.

"Try hitting your G-spot," Amy said.

I thought only girls could do that, but I was too busy to say anything. I gyrated my hips, and I pounded my ass from all kinds of different angles. Each angle felt good, each in its own way. I was getting to know my body in ways I'd never imagined.

I heard Amy moan, and I could tell she was close. Then she started gasping faster and faster.

I wanted to cum with her, so I grabbed my cock with one hand, while I kept fucking myself with the other, and I started whacking away. By now my whole body was going haywire, and I loved every second of it. It only took a few moments before I went past the point of no return.

"Oh yes!" Amy yelled as she got herself off, and she let off a couple more yelps.

My cock started shooting, and my cum went splattering every which way. Some of it went on my chest, and some of it pooled on my abs. The rest of it just poured across my hand.

"Whew," Amy said. Then she let off another breath.

I pulled the vibrator out of me, then finally turned it off. Then I looked over at Amy, and I saw she still had her fingers up her pussy.

"Looks like you liked that as much as I did," she said.

I looked down at all my cum. "Well," I said, "I guess you could say that..."

"If you can take a vibrator, then you can take a dick." She came over and gave me a kiss. "I believe in you, baby."

Amy ended up picking the guy I'd have sex with— the same way I'd picked out her girl. She was just as diligent as I'd been before. She sifted through the options, trying to gauge which guy we'd both like best. It was kind of a weird feeling, leaving such a personal decision in someone else's hands. But like we'd always said, it did go both ways.

Amy narrowed the options down to a Blake, Joel, and Ricardo. She messaged Ricardo first, but he didn't respond for a while. Then she messaged Blake, who responded right away, and he seemed totally down for what we wanted to do. So that's how the decision was made, that Blake would be the dude to take my gay virginity.

Amy also took care of the logistics. She laid out a bottle of lube, along with a bunch of condoms. I couldn't help noticing that the condoms were in all different sizes, since we didn't know how big Blake really was. It was one more sign that I didn't really know what I was in for.

Once again, the anticipation was killing me. Except unlike before, I wasn't living out my own fantasy; I was living out Amy's. I definitely didn't want to disappoint my girl, though I also didn't want to disappoint myself.

Blake showed up right on time, again at seven o'clock. This time it was Amy who jumped for the door.

When she invited him inside, that's I caught my first glimpse of the guy. He had greenish-brown eyes, sandy-colored hair, and a slender but muscular build. My first thought was that of course Amy had picked him: he looked like her celebrity crushes, kind of like Nicholas Hoult or maybe a young Robert Pattinson.

"Hey man," were the first words Blake said to me. He acted like we were just randomly saying hi, as if none of this was a big deal.

"Hey," was the only response I could think of.

Amy sat down in the love seat, the same place I'd sat a few days before. "Now," she said, "go ahead, make yourselves comfortable."

"Thanks," Blake said as he sat on the couch. Then he looked up at me. "You want to join me?"

"O-oh sure," I said as I sat down beside him.

"You know your girlfriend was right," he said. "You're real cute."

I'd never had a guy talk to me that way. Or at least it had never been that obvious. "Thanks dude," I said. Then, before I realized what I was saying, I blurted out: "So are you."

Blake just grinned. "Well in that case, you're in luck," he said. "Since you're gonna get to have your way with me—"

"I-I son't know if I'd put it that way—"

"Then how would you put it?" he asked, and he put his hand on my leg.

"Well," I said, "maybe we don't need to label it at all."

"Fair enough," he replied, but before I could say another word, he moved in for a kiss.

I didn't resist, so the next thing I knew, Blake and I were making out. To be honest, it wasn't that different than kissing a girl: his skin was definitely rougher, and his cologne did smell different. But that was basically it. His lips felt exactly the same as a girl's, and he moved his body exactly the same way.

As we kissed, Blake moved his hand up my leg, till he was playing with my crotch. I could tell I was in expert hands, both literally and otherwise: he touched me the same way I liked to touch myself. He put his free arm around me, and he pulled me closer. "Mm," he said between kisses, "is it true you're new at this?"

"Well," I said, "I don't know what Amy told you."

"Well, for example... have you ever jacked off with a friend?"

I was kind of surprised that he went there. Then again, it did kinda make sense. "I mean... not a guy friend, no—"

"How about watching a boy? Have you ever beat off to that? Not counting straight porn of course."

"N-no..."

"It's all good," he said. "It just means I've got my work cut out for me. Though if I do my job well... hopefully you'll wanna keep coming back for more."

"Hey," Amy said. "Don't give him too many ideas."

Blake snorted. "I thought this was your idea to begin with."

"Well... I mean still—"

"It's okay," he said. "I promise I'll give him back to you in better shape than I found him."

"You'd better!"

"Of course," Blake said as he put his hand on my cheek. Then he leaned in for another kiss, which I didn't object to. And he started sucking my face even harder than before.

My tongue went into Blake's mouth, and his tongue came into mine. Now we were full-on swapping spit, but once again, the flavor was still what I was used to. So was the texture of his taste buds as they brushed against mine.

Blake took my hand, and he guided it toward his crotch. This was where the sensations were different: I felt his boner through his pants, and I could tell it was yearning for action. But his anatomy still felt familiar. After all, Blake had the same basic equipment as me.

"So," Amy said, "how about you boys let those dicks out?"

I broke off the kiss. "Listen, babe—"

"Why, what's wrong? You both know you want to."

I didn't want to admit it, but she did have a point. I looked back at Blake, who just gave me a quiet smile. Then I took a deep breath, did as I was told, and unzipped his fly.

Blake's cock peeked out tentatively at first. Then I opened his fly all the way, and I pulled down his underwear, and his whole package came into view.

He looked exactly how I'd expected, at least based on having felt him up. He was cut, with an unusually smooth shaft, which was eagerly standing at attention. His pubes were pretty thin, at least compared to mine; it was hard to tell if they were naturally like that, or if he'd just carefully manscaped. Either way, his nuts were hanging loosely beneath him.

I put my hand on his rod, gingerly at first. Then I started stroking him more and more intensely.

"Fuck," Blake said as he grappled with my pants. He obviously couldn't wait to unwrap their contents. He stuck his hand in as deep as he could, then started working my cock.

"Mm," I said as I kissed him again. Our earlier awkwardness was gone, now that we were both rubbing each other's dicks. And we were getting more and more into it.

We kept making out while we played with each other. Blake's breaths got deeper, so I could tell he wanted more. I felt his pre-cum start to smear on my hand, and I knew exactly what that meant.

I kept my lips locked with his as I slid my free hand under his shirt. Then I ran my hand up his torso, savoring the feeling of his abs and his chest.

Blake finally broke off our kiss, but only out of necessity, while he stripped off his shirt. I started pulling down his pants and his underwear, and he obviously didn't fight it. It only took a second or two before Blake was buck naked, raging boner and all.

I knew I had to reciprocate, so I pulled off my own shirt, followed by my pants, my underwear, and my socks. Then I climbed on top of Blake's body— since he was lying against the couch— and we went back to making out.

Blake's dick brushed up against mine, and I felt a jolt of adrenaline. It was an intimate feeling that I'd never felt before. I lowered my body onto his, gyrating it ever so slightly. As I did, our ballsacks touched too, which just added to the sensation. Then our whole packages pressed closer and closer together.

"That's what I'm talking about," Amy said as she took off her own clothes. I caught a glimpse of her tits and her crotch, but to be honest, I didn't look all that closely. She just wasn't my focus right then.

Blake was busy wrapping his legs around me, and he kept pulling me tighter. "Oh yeah," he said between kisses. "Your woman is one lucky girl..."

"Tonight it's your turn," Amy said.

"Mm-hm," Blake said as I sucked on his earlobe. He responded exactly the way I'd expect from a girl: he closed his eyes and threw back his head, and he let out a loud sigh. I started moving away from his ear, and I kissed the side of his neck. And as I did, Blake's breaths got heavier and heavier.

Amy licked her hips. "So babe," she said to me, "you want to show your man what he's in for?"

"What do you mean?" Blake asked.

She waved her finger at me. "Go ahead, stand up. Let him get a good look at you."

I kissed Blake one more time, then pulled back and got on my feet. My penis was sticking straight out, and a spot of pre-cum was jiggling on my cockhead.

"Damn," Blake replied, "that is one awesome dick..."

"Well, like she said, it's all yours..."

"You bet your ass it is," he said. "I can't wait to do naughty naughty things with it."

I'd never really been objectified like that. At least not to my face. Not to mention from a dude.

"How many inches is it?"

"Oh I dunno..."

"You've never measured your dick?"

"No."

"Then let's see," Blake said. He got up from the couch, and he put his cock against mine. Then he took both of our shafts in his hand. "Me, I'm about seven inches hard... you look to be about eight?"

"I-I guess..."

Blake squeezed my dick against his. Then, with his other hand, he patted my shoulder. "Turn around."

I did as I was told, and I showed him my ass. I was standing right between him and Amy, so while Blake was eyeing my butt, Amy was eyeing my cock and my balls.

"Bend over," Blake said. "I wanna see you open your cheeks."

I'd never showed another guy my butthole before. But hey, he was gonna get an intimate introduction to it sooner or later. So I bowed down, put both hands on my ass, and spread it open as far as I could. As I did, I felt my hole get exposed to the air, which it definitely wasn't used to. At least not like this.

"Oh hell yeah," Blake said. "I'm gonna have lots of fun with that too."

I looked up at him, and all I could see was his body looming over mine. I gotta admit, I wanted to see where that body could take me. I tried to get in another position, but as I did, his dick smacked me in the face.

"Yeah," Amy said. By now she was full-on touching herself. "Keep going babe... you know what to do..."

I stared at Blake's cock for a second, then glanced at Amy, then looked back at Blake. Amy did have a point— I definitely knew what felt good on a dick— though I'd never tried pleasuring anyone else's. Finally I took a deep breath, opened my mouth, and guided Blake's penis inside.

"Oh fuck," he gasped. "Yeah man... suck me good..."

It was definitely a few sensation, letting another man fill up my mouth. But there were obviously no pussy juices like what I was used to, which meant there were almost no smells or flavors— at least compared to what I was used to. I don't know if Blake had just showered or what, but I found myself full-on devouring him.

Blake's cockhead hit the back of my throat, and at first I almost gagged, but then I figured out how to handle it. I also started using my hands, since I knew how good that would feel. I worked his ballsack with my right hand, while I kneaded his butt with my left.

I still wanted to do more for him, so I guided him back down on the couch— all while still working his cock— and I made him spread his legs. I ran my fingers along his hard hairy taint, and I massaged his shaft with my tongue. His body responded just how I wanted it to: he shivered a little, and he thrust into my mouth harder and harder.

"Yeah," he said, "oh fuck I need your dick..."

I liked the sound of that, but I wanted to hear him beg some more. I kept sucking away, and I played some more with his butt. I circled my fingers around his pucker, and he swiveled his body a little. I dabbed at his hole, gently at first, then more and more forcefully. Then I stuck a finger inside.

"Oh shit," he said, and he groaned with pleasure. He tried to reach for my cock, but in that position it was too far away. "Let me suck your dick..."

I teased him a little bit longer, then took my mouth off his cock. At first I thought we'd sixty-nine, but Blake apparently had other ideas. He made me sit on the edge of the couch, while he got on all fours on the ground. Then he started blowing away.

"Mm," he said as he took me balls-deep in his mouth. He buried his nose in my pubes, breathed in, then started bobbing his head up and down.

"Yeah," I gasped. "Oh shit that feels good..."

"You like it?" Amy asked.

I didn't want to say too much, since I didn't want her to get jealous. But Blake clearly knew how to pleasure a dude. And I had to admit I liked it. A lot.

Amy didn't seem to mind. "Tell him how you want it," she said.

"I..." I looked down at Blake, and he looked right back, though he kept my dick securely in his mouth. He looked like he was just waiting for my command.

"You want your thighs played with?" Amy asked.

I wanted to shoot her a look, since she knew full well that I'd like it. But I was enjoying the blowjob so much that I just nodded. "Yeah..."

Blake ran his hands up my legs, then onto my torso, and back down again. He massaged my hamstrings for a second. After that, he caressed his fingers against my skin, and he started moving his hands in circles.

"Oh fuck," I said. I had a surprising urge to reciprocate, as if I couldn't resist playing with Blake's body. I ran my hands down his back, feeling his muscles, his shoulder blades, and his spine. Then I reached all the way down to his butthole, and I dabbed at it again.

"Yeah," Amy said. From where she was sitting, she had a clear view of my finger working Blake's ass. Just like I had a clear view of Amy's fingers working her pussy.

Blake started sucking harder and harder, and the pleasure got more and more intense. I wasn't ready to cum, so I used every edging technique I could.

He clearly knew I was close, so he let my dick plop out of his mouth. "You want to keep going?"

"You think I'm ready for this to be over?"

Blake grinned and gave me another kiss. "That's what I figured," he said. "I just want to be sure."

By now it felt totally normal to make out with a guy. I put my hands on Blake's cheeks, and I massaged his lips with mine, and I even went out of my way to give him some tongue.

Blake kept caressing my skin. Eventually he broke off our kiss and ran his lips down my neck. He circled his tongue around my Adam's apple, then made his way down to my pecs, and he teased my nipples with his mouth.