Tara & Steve: A Tale of Swingers

by August MacGregor

  She gave me another big kiss. “Oh, baby, thank you so much. This is gonna be so much fun.” She giggled as she looked at the pool. “I’ve got to check this out. And, since it’s private, who needs a swimsuit?” She began unbuttoning the front of her sun dress.

  “Go ahead,” I said. “I’ll get our luggage, then I’ll join you.”

  “Don’t take too long. I’m gonna need this soon.” She gently squeezed my groin.

  “Don’t worry. You’ll get it. You’ll get it in spades.”

  More than you realize, sweet cheeks.

  I left as she continued undressing.

  Kiefer was waiting outside. His car was parked next to ours. We had timed it so that he arrived just after us. He looked serious. It was odd, since I was used to him being laid back. Also, it really wasn’t the expression you’d expect of a guy who was about to get lucky.

  “You still sure about this, bud?” he asked instead of saying hello.

  I stopped in my tracks. This was it before I took the plunge. I was about to share my girlfriend with another man again. For the first time since the Christmas party orgy. This time, however, was going to be a million times more intimate. Just as the Valentine’s threesome had been.

  Yeah, I was still sure. Not entirely comfortable about it, but that was probably an amateur swinger’s jitters.

  “Yeah,” I replied. “Let’s rock Tara’s world.”

  Kiefer grinned. “Said like a man with a generous heart. Tara won’t forget this.”

  I hoped not. Because I was never going to forget Valentine’s night, with her and Claire. Images of that night had popped in my mind all the time. At work, over dinner with Tara, in the shower, commuting. Anywhere, anytime. After all, it had been my first-ever blowjob by two women. Often, I wondered if it was going to be my first and last one.

  But this was Tara’s time. No two-babe blowjobs on this trip for me.

  I quietly carried our luggage into the bungalow’s living room, Kiefer following me close behind. I made sure that Tara was in the pool on our patio. I could make out her brunette hair and her bare shoulders just above the lip of the pool.

  “Baby,” she called out, “you’ve got to come in here. It’s sooo good.”

  “Be right there,” I called back.

  I nodded to Kiefer. His serious expression had returned. He held out his right hand. I shook it and looked him in the eyes.

  It was set. Another dick for my girlfriend.

  Kiefer started stripping as I brought the luggage into the bedroom. I stayed in the doorway to the bedroom as he finished undressing. His shirt and shorts were folded in a neat pile on the end table. His sandals were underneath the table.

  I had to admit that this guy was in really nice shape for middle age. No beer belly. Probably due to the exercise of all the fucking he was surely getting. His dick looked meaty even when it was limp.

  As Kiefer made his way to the doorway leading out to the patio, I held my breath.

  “Is there room for me in there?” he asked.

  A crash of water as Tara whipped around. Eyes as big as the ocean. Arms folded over her tits. I guess instinctively to hide herself, since the voice asking the question certainly hadn’t belonged to me.

  “OhmyGod,” she gasped.

  “Just little old me,” Kiefer replied.

  Little. Right. Maybe your baby toe is little.

  “Steve? Steve?” Tara asked. “What’s going on?”

  I hurried to the glass doors and grinned at her. Me, the only one dressed. “Surprise, baby.”

  She looked from my face to Kiefer’s face to his cock, which was growing. Then, possibly feeling guilty, she looked back to my face.

  “Payback,” I said. “For Claire. For Valentine’s. That was wonderful what you did for me. I’m paying you back.”

  Her eyes started showing understanding. Her shoulders relaxed a bit. She said, “You don’t have to pay me back. That was for me, too.”

  “Yeah, I know. I noticed you liked Claire.”

  Tara had a slight grin. “Well, she is hot.”

  Kiefer’s expression stayed calm and patient during this back and forth. He’d seen it all. One wondered: How many couples had he introduced the swinging lifestyle?

  “I have to agree with you there,” Kiefer added. “Claire’s a beautiful woman. But you, my dear, are a stunning image.”

  She blushed. My girlfriend actually blushed. And Kiefer actually said my dear—which sounded like out of some classic movie.

  “Well, aren’t you a sweet talker?” Tara asked, her eyes lowering to Kiefer’s erection.

  I wondered: Was she remembering how that thick club felt inside her?

  “Just speaking the truth,” Kiefer said.

  Tara’s arms slid down to her sides, baring her tits for Kiefer and me to enjoy. She turned to me, asking, “You’re serious about this?”

  I unzipped and pushed down my shorts, proving that my manhood was growing. “Yep. It’s payback time, baby.”

  She slowly shook her head, saying, “Unbelievable.”

  My girlfriend’s gaze left my groin to jump to Kiefer’s groin, then returned for a short trip before heading back to Kiefer. As her eyes took in the two hard-ons aimed at her, her lips spread wider and wider.

  The lady was warming to the idea.

  She said, “Well, come on in, guys. The water’s delicious.”

  Kiefer smiled and said, “Just like you.” The smooth-talking, middle-aged swinger slipped in.

  I stepped out of my shorts, boxers, and flip-flops. Yanked off my t-shirt.

  Tara and Kiefer kissed in the pool. Kiefer’s back was to me, and I could see that Tara’s eyes were closed. His hands cupped her breasts, squeezing them. I hesitated and watched them, instead of plunging into the pool and joining them.

  After more kissing, Kiefer’s hands traveled south. That’s when Tara’s face shifted. Relaxed. Her eyes looked unfocused. Her mouth slowly opened.

  Kiefer was fingering her pussy. Had to be.

  He leaned down and sucked on her tits. Tara went even more limp. She was receiving pleasure above and below, and I knew she loved it. After all, I had done this to her many times.

  My girlfriend enjoyed this for a bit, then she said, “Don’t worry about making me come. That’ll come later. I want this.”

  Both of her hands had been gripping his shoulders. One of her hands lowered, and I couldn’t see it—but I imagined it was holding his cock.

  Kiefer nodded. He lifted up one of Tara’s legs.

  My emotions grew more intense as Tara’s expression changed to discomfort. Surely, Kiefer’s dick was easing into her, and she was again adjusting to a cock that was bigger than mine. I’d seen that expression before, back at the orgy, when I had witnessed Kiefer enter her from behind, with her bent over the dining room table.

  Like then, her discomfort was going to transform into pleasure as she grew more accustomed to his cock and the thrill of being filled up so much.

  Payback had begun.

  Claire for me, and now Kiefer for Tara. I was glad to pay her back, but I was also jealous. Was my jealousy going to continue? I’m a competitive guy, so I guessed it was going to.

  I had thought that Kiefer’s shaft was about the same length as mine, but seeing it again—closer up this time—I now figured it was a little longer. But it was much thicker than mine. That was the obvious difference. And that difference made my girlfriend moan louder than when I was inside of her. To me, that was plenty of cause for jealousy and disappointment.

  But, like back at the orgy, I was going to have to deal with my emotions. The negative and the positive ones.

  I decided to sit at the end of the pool away from them and wait. Dangle my feet in the water. Let the two go at it without getting in the way. How would I have fit in, anyway? Stand there and stroke them and cheer them on? Nah. I’d rather watch and leisurely stroke myself. This was like watching a po
rno while jerking off.

  The obvious difference being that my girlfriend was starring in the porn scene—and it was real life.

  Tara’s expression had returned to pleasure, showing that she had adjusted to his size. She glanced at me as I sat down, and then her attention returned to Kiefer and she kissed his neck.

  His dark hair was gray on the sides. Her arms hugged around his shoulders, her palms on his back. Her coral pink fingernails stood out against his deeply tanned back. I realized that he had no hair on his back. Not on his butt either. Mr. Super Swinger here probably had his body waxed for his sexual escapades.

  I was an audience, just as I had been when Tara and Claire got it on during our sexual escapade on Valentine’s. That had been much hotter than this patio sex. Tara was getting pleasure from Kiefer, sure, but I preferred watching the two hot chicks together.

  Still, I was turned on. I’ll admit it.

  Strange, isn’t it? Another man was fucking my girlfriend, and I was turned on. I remembered that I had also been turned on at the orgy. However, this time was easier than the first time his dick was in her. Maybe that’s because at the pool, I wasn’t able to see Kiefer’s beefy cock pushing into my girlfriend’s pussy.

  Then it hit me that Kiefer was fucking Tara just like I had fucked her, when I got back to our apartment on Valentine’s night. When I had fucked her against the wall. I was more frenzied about it, though. I was grateful to Kiefer for not jumping from zero to frenzied pussy-pounding in seconds. He was easing into it.

  In more ways than one. He was easing into her with his size—and easing into the threesome by taking it slow.

  Tara whispered something in Kiefer’s ear. He nodded. She released his shoulders. She smiled at me, at my hand wrapped around my boner, because I had been leisurely masturbating. Kiefer backed up.

  Tara slipped under the water and moved toward me. I followed her progress across the small pool, her long hair swirling behind her. She touched the wall below me. Her face angled up. She broke the surface of the water, her hair straight back, dark and wet. She surfaced right between my legs. My pretty mermaid appearing from the depths. I let go of my dick.

  Her face held a curious expression. Joy was in there. That much was obvious. But there was something more. Gratitude, maybe. Love, maybe.

  Whatever emotions she felt, she was also in the mood for sucking my dick. As her mouth took me in, I gasped with satisfaction. I was first in her mouth, buddy. Kiefer, you were first in her pussy, and I was first in her mouth.

  She was incredibly sexy, with her slick hair and her glossy pink lips sliding up and down my pole. Her mouth felt wonderful—as it always does.

  After enjoying her delicious blowjob for a minute, I said, “Come on up, honey.”

  When she let go of me, my cock immediately missed her mouth.

  But there were other pleasures to be had. I stood and walked over to one of the two chaise lounges and lay down on the soft cushion. As Tara watched me, I cocked my head in the come on over gesture.

  She did. She pushed herself up and got out of the pool, dripping everywhere in a gloriously sexy image. Then she came over and straddled me. Plops of water fell from her, landing on my stomach and chest. Her pussy took me in, welcomed me, just as her mouth had. Her knees settled on the cushions.

  How incredibly hot she looked as she softly rose and fell. And how incredibly sweet she felt. My girlfriend was pretty when she was dressed up for a nice party or in a simple t-shirt—and she was also very pretty when we made love. She glowed.

  The person who designed the patio was brilliant. The view of the ocean. Big tropical leaves and tall privacy fences flanked us. It was our private little world, where no one was going to mess with us.

  In this private little world, Tara rode my cock, and we felt the sun’s warmth on our skin.

  “Over there,” Tara said to Kiefer, who was still in the pool. She pointed to the other chaise lounge, just next to us.

  As Tara humped me, we watched Kiefer climb out of the pool and lay down on the other lounge chair. He was a copy of me—except he was middle aged, more tanned, and sporting a beefier dick.

  Tara leaned down and kissed me. “I love you,” she whispered.

  Then she was off, dismounting me to mount Kiefer. She winced and let out a low groan. I had to get accustomed to those groans while Kiefer was with us.

  This time, unlike with their pool sex, I saw Kiefer’s dick entering her. You know something? I was still turned on. Truly, this was payback. Yeah, all the other emotions were in me, too. But I thought it was a positive sign that I was still turned on.

  Tara rode him for many bounces, and then she was back on top of me. After many bounces on me, Tara hoisted off and straddled Mr. Club Cock over there.

  This pair of chaise lounges on the patio was surely meant for a pair of lovers. The bungalow’s decorators probably had not envisioned a couple of guys stretched out on these lounge chairs, while a hottie jumped back and forth, fucking them in cowgirl position.

  But here we were, doing just that. And Tara was going to wear herself out as she jumped back and forth, trying to keep both of us dudes satisfied.

  Her being tired out right away wasn’t going to work. I didn’t intend for my girlfriend to be exhausted in the first half hour. We had a long day ahead of us, and I wanted for her to be exhausted at the end of this long day.

  I needed to prevent Tara from coming back to me. Instead of waiting, I went over to the other lounge chair. I stood right next to her, as she rose up and down on Kiefer’s cock. I presented my erection to her. She accepted, knowing what I desired. Her lips closed on me again.

  Oh fuck.

  There were now two cocks inside my girlfriend at once. Her pussy and mouth were stuffed. We were headlong into porn territory.

  I was turned on even more.

  Her motion stopped and started. She was like a car trying to get going. She tried to do two things at once: hump Kiefer and suck me. But her body ended up fumbling around. She didn’t have porn star coordination.

  Which, of course, was a relief.

  “Worry about him,” I said. “I’ll take care of up here.”

  She nodded with a mouthful of my cock. She stopped trying to bob her head on me. She went back to her rhythm of rising and lowering on Kiefer.

  I lightly held the sides of her head. Then I pumped my dick between her soft pink lips.

  I have to say, it was wild. I had always enjoyed fucking her mouth. But this? This was a first. Fucking her mouth as she fucked another guy—and it was exhilarating.

  I mimicked her motion with my hips, so that my cock wouldn’t slip out of her mouth. I found that it was easy to follow her motion of rising and lowering.

  It was amazing to feel her mouth on my dick and watch her ride Kiefer. She was much smoother this way, not fumbling around like before. She adjusted to it, just like she had adjusted to Kiefer’s bigger dick.

  And, I’ve got to say, I liked it. This was fantasy land, and I was immensely turned on. This was far away from our ordinary lives. Like on Valentine’s—when Tara, Claire, and I were all over the bed and loving each other.

  Unlike that night, this time on the patio didn’t feel like a dream. Fantasy sex, yes, but not the blurry quality of the dreaminess I felt back on Valentine’s.

  After a couple of minutes of fucking my girlfriend’s mouth while she humped Kiefer, I pulled out and jerked off onto her boobs. It seemed the better thing to do, rather than come in her mouth and possibly interrupt the action. You see, I didn’t want to automatically assume that this was going to be one of those special times when Tara was going to swallow my come.

  Most of the time in our relationship, Tara had quietly gone to the bathroom to spit after I had finished spurting into her lovely mouth. But there were occasions when she had swallowed my come, and she said she did that on special times.

  I really enjoyed those special times.

 
So, at the bungalow’s patio, I didn’t want to jump to conclusions and possibly ruin our adventure right as it was starting. If she was going to spit out my come, I didn’t want to make her interrupt her cowgirl fun for a rush to the bathroom. Or, who knows, maybe she would’ve skipped a bathroom run and spit my cream onto the tropical plants.

  It was impossible to predict her reaction, so I simply shot my come onto her tits. A replay of my come-shot at the holiday party.

  My girlfriend’s excited eyes followed the action of my jerking hand and the launches of semen at her chest. Then her eyes narrowed and the corner of her mouth smiled, as she looked down at the splatters on her tits, and she rubbed them into her skin.

  Which is something that she had never done. But then, Tara had recently done things with me that she hadn’t done earlier in our relationship. She was getting more daring in sex.

  Satisfied and spent, I returned to sitting on the other chaise lounge, and I watched the humping that was still going on. Again, I felt like I was watching a live porno.

  Kiefer didn’t last much longer.

  “Up,” he grunted as he lifted Tara’s hips.

  Once Tara’s pussy released Kiefer’s dick, he started masturbating. Tara sat on his thighs and had a front-row seat to his self-loving. All three sets of our eyes were on his cock as it spurted a few times, with each shot landing on his own stomach. The polite guy had not wanted to come inside my girlfriend.

  Tara stood up and softly said, “Wow.”

  One had to wonder: Did she mean Kiefer’s come-shot, or mine, or the fact that she just had two cocks in her—for what I assumed to be her first time? Maybe it was all three.

  The scene felt awkward as we looked at each other. What was there to say now? Kiefer, the smooth professional, spoke up.

  “That was awesome, guys,” he said. “I’m gonna go clean up now.” He headed inside the bungalow.

  “I’m gonna check out this pool,” I said and slipped in.

  A pool feels great, but being naked kicks it up several notches. Funny, since your bathing suit isn’t that big. But having your junk hang out just feels so nice. Tara joined me in the pool, and we kissed.