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Showmance- The Education of Bella

I’m an actor. Not a famous one…I’ve done some local commercials so you may recognize me hawking furniture, electronics, or used cars if you’re in my area. But that’s just to underwrite my true love: the stage. If I were on Broadway or even doing regional theatre or a national tour, I’d quit the commercials. But for now, they subsidize my appearances on the local stages. I’ll never get rich, but my bills get paid by doing something I love and you can’t beat that.

While I do enjoy performing before an audience, what really fuels my passion is the process of putting a show together and the bonds that are formed within the company. Sometimes that bond gets more “personal” for some. It’s what is known in the business as a “showmance”. I’ve tried to avoid showmances as they tend to get messy when a show closes or one of those involved moves on to another gig. Eventually, if you’re in the business long enough, your paths will cross again and it’s awkward at best, downright hostile at worst, when one has moved on to the next conquest. It’s not always easy to avoid showmances as a straight guy as a good number of male actors are gay. When a straight actor comes along, all the straight actresses “lock and load”. Because the job takes up so much time there’s little time to try to find a romantic partner outside the company and there’s so few available straight guys backstage. It doesn’t matter that I’m not the leading man type (I’m not terrible looking, just average). I’ve got a cock that gets hard for women and that’s enough for them. But, as I said, that can get messy.

There’s a couple of women (one an actor, the other a stage manager) who just want to get laid. They don’t want any kind of relationship but they do want to get fucked occasionally. We’ve become fuck buddies. Feeling horny? Give me a call. Find someone you want to get serious with and want to cool it for now? No problem. You broke up and just want to get laid so you call again? We can pick up where we left off. No jealousy, no hurt feelings…we’re friends outside the bedroom as well, but the sex is uncomplicated and without attachment. We fit our needs because we’re a little older (in our late 30s/early 40s). The women can still get the young straight guys because they’re still smokin’ hot. But they prefer someone who has some experience and is looking please in bed rather than trying to put on a performance. As for me…I’ve transitioned from playing “wingman/buddy” roles to typically playing the father of one of the leads. The young girls either aren’t interested in older guys or they have daddy issues, which I want no part of. Of course, there are exceptions. Like the Howell sisters…

I was old enough to be Anna and Bella’s father. While I did check them out, I harbored no fantasy of ever getting to bed them. Anna was the older sister. She didn’t have “leading lady” looks, but she was girl-next-door cute. She’s little thick (not fat) and has a sassy personality and demeanor, so she began booking the “girl buddy” roles with frequency. I met her when she was in the ensemble of her first show and I was playing an older advisor to the lead in the show a couple of years ago. Bella, on the other hand, was stunning. She was 5’10”, thin but with a nice ass and firm, full tits, and she was drop dead gorgeous with a smile that would make you melt. She was also doing her first show in the ensemble, but everyone could tell with her looks and talent she would be booking leading roles very soon.

One thing you should know about backstage during a performance…occasionally an actor has a quick costume change. There’s usually a dresser to help them out of one costume into another just offstage. As such, you tend to drop any pretense of modesty, but you also respect your fellow actors by not ogling them as they stand there in their undies. That doesn’t mean you don’t check them out though. There was a scene where both Anna and I had a quick change on the same side of the stage. We both came offstage and immediately began stripping down, me to just my boxer-briefs, Anna in just a bra and panties. I’ll admit that I did take a quick peak and liked what I saw. She had a nice set of 36Cs, almost D cups, and an ass that was built for pounding. She caught me glancing but instead of being embarrassed or offended, she gave her tits a little jiggle as she smirked and winked. I did notice she was checking out my package as well. After we dressed, we waited in the wings for our next entrance. She leaned over and whispered, “nice cock!” Without missing a beat I whispered back, “great tits!” Just before she walked on stage she looked me in the eyes and with full confidence said, “I know!”

As brash and worldly as Anna was, Bella was the opposite. She was very intelligent, but very naive. But she was also a sweetheart without a bit of pretentiousness in her. You wanted to dislike her because she was so beautiful and talented, but you couldn’t because she was just so damn nice.

Because I had so much stage experience and a generous spirit (if I do say so myself), many young actors come to me for advice and tips. So it wasn’t unusual for the young actors to drop by my dressing room to hang out. I enjoy it because it keeps me feeling young myself. And I want to see the theatre live on after me. Anna began dropping by fairly regularly. We’d talk about theatre and acting techniques but we also talked about our lives in general. I’m also a very physically affectionate person so hugs are my standard way of greeting. One day Anna, being the sassy woman she was, began rubbing her tits into my chest when we hugged. “You better be careful, you might start something you won’t be able to finish!”, I playfully warned. “How do you know I can’t finish? Besides, maybe that’s my intention.” I must admit she caught me off guard. “Anna, I’m all for some playful flirting, but I’m not sure that…”

“Save it, Ray. I’m not looking to fall in love and I don’t have any problems with my dad. I’m just needing to get laid. I would hook up with one of the guys my age, but they’re all either gay or treat sex like it’s another goddamn audition. And if I wanted to eat some pussy I’d hit up one of the lesbians. But all I want is some stiff flesh in my mouth and pussy…not a dildo.”

I was a bit taken aback and, I must admit, pleasantly surprised. I had felt some sexual tension between us before but I just chalked it up to me being a horny old perv.

“I’ve seen you checking out my tits during our quick change, Ray.” She stood up, walked over to me, and straddled my legs. “I want you to have a good look at them.” She pulled off her shirt and there, right in my face, was a pair of some of the most gorgeous, perfect tits I’d ever seen. She lifted them to my mouth and I took her left one and began sucking it. She closed her eyes and let out a soft moan as she let her head fall backwards. After sucking on her tits for a couple of minutes, she slid off my lap and kneeled between my legs. She unzipped my pants and reached in for my cock. “Let’s see if this bad boy looks as good up close as it does in your briefs.” She pulled my stiff cock out and kissed its head. “Oh yes…very nice” she slowly took my shaft into her mouth and began sliding it in and out of her lips, reaching down to fondle my balls as she did. I was mesmerized by the way her tits swayed as she bobbed her head on my cock. I wanted to play with them, but I was so enamored by their movement that I just watched them bounce admiringly. After several minutes, I could feel my balls begin to tingle and my cock pulsated. “I’m about to cum!”, I exclaimed. She took her mouth off my cock and began pumping it furiously while pointing the head towards her bouncing tits. “I normally like to swallow, but I want to wear it for the show tonight.” The decadence of that thought put me over the edge and my cum exploded all over her chest. She giggled as she massaged my fluid into her breasts. I sat back and began to catch my breath. Just as my breathing returned to normal, the 30 minute call came over the intercom, “Ladies and gentlemen, this is your 30 minute call. Thirty minutes till curtain. Thank you.” Anna stood up, put her shirt back on, then leaned over and gave me a kiss. “I’ll expect a proper fucking after the show!”, she said with a wink. And with that, she sashayed out of my dressing room towards the ensemble room.

The performance went well, although I must confess I had to work to maintain my concentration. During our one quick change, Anna did flash one of her tits at me. She had maneuvered her breast to make it seem like it fell out by accident, but the wink she gave me let me know otherwise. It was all I could to keep from laughing when I overheard some of the backstage gossiping from the ensemble. “Did you catch a whiff of Anna?!? Ohmigod,she smells like sex!” We finished the show, took our bows, then began getting out of our costumes and make up into our street clothes.

The next day was a “one show day” (meaning there was no matinee) so we could sleep late. Typically, we take advantage of these nights to go out for pizza and beer afterwards. As we sat together conversing with our cast mates, Anna slipped me a note: “282 W 32nd St., Apt. 16. I’m leaving in 15 minutes. I expect you to leave in 20 to come give me the fucking you owe me! Anna <wink smiley face>”

True to her word, she departed 15 minutes later. I waited another five and made my exit. I Ubered to the address given and buzzed her apartment number. I made my way to apartment 16 and knocked on the door. “Come on in, it’s open!”, came the voice from behind the door. I walked in and saw Anna sitting on the couch. She was naked with her legs spread wide, two fingers working in and out of her already soaked pussy. “Come fuck me, Ray.”, she whispered. In the soft light, her tits glistened with the dried cum from my BJ earlier. I undressed as I walked to her, dropped to my knees, and began kissing the inside of her thick but toned thighs. I wrapped my arms around her hips and lightly licked her protruding clit. Her pussy smelled fresh, yet a little musky and it tasted tangy…just like I like it. While she had a full bush, she did put in the effort to keep it neat and trimmed. Normally I prefer a shaved pussy but, even so, Anna’s was majestic.

Her hips thrust up to meet my mouth and she took a deep breath, almost gasping, as I buried my face in her cunt. I greedily sucked every drop of her juices as they flowed from inside her. “Oh god, that’s so good!”, she moaned as I lightly nibbled on her clit. As my tongue played with her clit, I slipped two fingers into her hot, wet pussy and began to massage her g-spot. Her thighs felt like they were going to crush my skull as she climaxed.

As her orgasm subsided, the death grip her thighs had on my head loosened. I sat up, the juices from her cunt dripping from my chin, and wrapped my arms around her knees. She was so wet from cumming that I was able to slide my cock right into her hot pussy. Damn, she was tight! I pumped in and out of her slowly to start, increasing the timing and forcefulness of my thrusts as we went. Her hips began to thrust up to meet mine as she tightened and loosened the muscles in her vagina on my hard cock. Anna may have been in just her early 20s but she fucked like an experienced woman twice her age. “Fuck me! Fuck me hard!”, she screamed as the tip of my cock bumped against her cervix. I pulled out of her just long enough for her to roll over to fuck her from behind. I grabbed her by the hips and went balls deep back in. The slapping sound of my hips colliding with her firm, round as echoed in the room. “Oh fuck! Oh shit! Goddamn, that’s good!”, she kept screaming. Her vocalizations only served to spur me on to fuck her harder, deeper, and faster. Soon, I began to feel the muscles she had been using to squeeze my cock begin to contract involuntarily as she began to cum again. “HOLY FUCK!!! I’M CUMMING!!!”, she moaned as she squirted all over my cock. That was all I needed to send me over the top. “Where do you want my load?”, I asked breathlessly. “Cum inside me. I’m on the pill and I want to feel you fill me up!” With that, my cock exploded releasing a torrent of cum inside her as she requested.

As I lay on my back catching my breath, she took my cock into her mouth cleaning our juices off of my shaft. “Dammit, girl…where’d you learn to fuck like that?!?”, I asked with a smirk. She laughed and winked back at me, “It’s like being a great actor…you can take lessons, but either you’re born with it or you’re not!”

“Well, you sure must’ve been born with it. That’s the best pussy I’ve had in a while! Don’t tell our stage manager I said that…she might cut me off if you do!”

“I’m not a cock blocker! As long as my pussy gets your cock on a regular basis, I’m good with it!”, she laughed. As she absentmindedly fondled my cock, her tone turned a little more serious. “Can I ask you for a favor?”

“You can ask. It depends on what it is if I can fulfill it.”, I replied.

“Oh, I think you can take care of it and enjoy doing it. My sister, Bella, is still a beginner in the sack. Her high school boyfriend popped her cherry in his back seat after their senior prom and they fooled around a couple of times after that, but she needs a patient, experienced man to really teach her how to fuck.”

I couldn’t believe my good fortune. “I think I can take care of that! Are you sure Bella is on board with your plan?”, I asked. Anna gave a sly grin and replied, “Absolutely. It’s her idea. She asked me to find her a good teacher.”

The next couple of days were two show days followed by a matinee only on Sunday with Monday being our off day. We made plans to attend the usual post-show gathering/meal with the rest of the company Sunday evening, then spend the rest of the night and all day Monday instructing Bella on the fine art of sex at Anna’s place.

The Sunday matinee went off without a hitch and we all gathered afterwards at an Asian fusion place around the corner from the theater for our weekly “let loose” time. We laughed at the little mistakes we’d made in the past week, gossiped about who was holding auditions for upcoming shows, shared info on what shows were closing, discussed acting techniques, and generally just enjoyed spending time with those who had become a second family to each other. At one point, I leaned over and whispered to Anna, “Does Bella know what’s happening tonight?” She whispered back with a mischievous grin, “She knows what but she doesn’t know who. I wanted that to be a little surprise for her.”

About a quarter to ten, we all started making our separate ways home. Anna and Bella grabbed an Uber, I grabbed one of my own. There are those who don’t mind if everyone knows who they’re fucking. Some even revel in everyone knowing. I personally prefer to keep any drama involving me confined to the stage.

I arrived at Anna’s about 5 minutes after her and Bella. As I walked in Bella’s face lit up. “I was hoping it was you!” Talk about an ego boost…here’s the most beautiful woman in the company saying she’s happy that I’m going to fuck her! Anna spoke, “Sis, we all know you know the mechanics of sex. Tonight and tomorrow, Ray and I will teach you the artistry of it.” Bella was fidgety, a combination of nervousness and excitement. I walk up to her, cradled her face in my hands, and tenderly kissed her. “There’s nothing that’s going to happen that will hurt you. You’re probably going to make some awkward mistakes. But it’s just like the stage…you make do, recover and carry on, then laugh about it afterwards. If at any time something’s happening that makes you uncomfortable, speak up.” Anna chimed in, “We’re both here and we both want you to have a wonderful experience. I chose Ray because he’s an attentive sex partner.” Anna smiled and nodded her head.

I leaned in and began kissing and nibbling on the left side of her neck. Anna moved in behind her and began doing the same on her right side while reaching around to squeeze Bella’s tits. Call me stupid or dense, but this was only then that it dawned on me I wasn’t just fucking Bella. This was a threesome with sisters! Check another item off my fantasy bucket list…

Bella’s breathing got deeper as Anna unbuttoned her blouse. Anna then reached between her breasts to undo Bella’s lacy front-clasp bra. As she slowly pulled there clothing off of her sister’s torso, I gazed at the heavenly creature standing before me. If we’d been in front of the Venus DeMilo, they would’ve covered the statue out of the embarrassment of having its breasts compared to Bella’s. They were, quite simply, perfect…full 36Cs without a hint of sag to them, topped with soft, pink aureoles about the size of a half dollar. She moaned softly and kissed the top of my head as I leaned down to suck on them. “Notice how he sucks your nipples.”, Anna whispered into her sister’s ear. “Pay attention to what Ray’s doing.” Anna stepped back and undressed herself. She then stepped around in front of her sister and commanded, “Now suck my tits.” Bella lowered her head and latched on to one of Anna’s succulent nipples. “Easy! Easy!”, Anna said with a slight wince, “You want to be firm but not forceful!” Bella eased off slightly to Anna’s delight. “Mmmm!! Much better!” I didn’t think it would be possible for my cock to get any harder, but it sure felt like it did watching one sister sucking on the tits of the other.

I stepped back and undressed myself, though my eyes were transfixed on the two women kissing, fondling, and sucking each other. Anna gave a sly smile as she reached down to grasp my hard cock. “Get on your knees.”, Anna instructed. She joined Bella kneeling in front of me and began telling and demonstrating how to give a good blow job. I was in ecstasy as my cock went from one sister’s mouth to the other and back again. A drop of clear fluid oozed from my cock. “That’s pre-cum.”, Anna stated. “It helps to lubricate the man’s cock in order help slide into your pussy easily.”

“Does it taste good?”, Bella inquired. “Try it and see.”, Anna replied. Bella stuck out her tongue and ran it around the head of my cock, gathering as much of the fluid as she could. “Mmmm…a little salty. I like it!”, said Bella. With that, she began sucking on my head to get every drop she could. “Suck it just like you did my tits.”, Anna said. She was a fast learner. I moaned with pleasure as the younger sister’s tongue bathed my cock. “Now, ease your mouth down the shaft.”, whispered Anna. Bella followed her sister’s teaching only to start gagging when the head reached the back of her throat. “Take it slowly!”, Anna said. She then ran her fingers along Bella’s throat. “Relax these throat muscles and let it ease all the way in.” Having taken vocal lessons since she began acting, Bella knew exactly which muscles she was talking about and precisely how to relax them. Before long, my balls rested on Bella’s chin. I was in heaven.

“Are you ready for more?”, asked Anna. Bella nodded, her mouth still full of my cock. Reluctantly I eased my cock out from her lips. Anna quickly took up where Bella left off. She couldn’t let her sister have all the fun could she??? “Did Randy ever eat your pussy back in high school?” Bella replied, “No. He’d just finger bang me till I got wet enough for him to stick it in.” Anna smiled, “Well you’re in for a treat. Ray is the best pussy eater I’ve ever had. Well…the best MALE pussy eater.” She smirked as she gave me a wink. Anna then sat down and spread her legs wide. Bella sat between them, using her sister’s legs as armrests. As I knelt before them, Anna nudged her sister’s legs open. Bella’s pussy was shaved clean with lips that just barely peeked out from her labia. Starting at her knees, I leisurely kissed my way up her legs towards her honey hole. Her breathing got heavier as I gently kissed her labia, coaxing it to open up like a spring slower for me. Looking up I could see Anna nibbling on her neck while she gently but firmly rolled Bella’s nipples between her thumbs and fingers. As her labia unfolded before me, I began to lick her clit and suck on her lips, tasting the tangy nectar oozing from within her. Bella’s hips gyrated as my mouth worked over her pussy. Soon, her legs began to tremble and she placed her hands on the back of my head, forcing my tongue deeper into her cunt. Sensing she was nearing her first orgasm of the evening, I slid two fingers inside her to stimulate her g-spot. She began to moan, softly at first then growing louder, as her entire body began to convulse with ecstasy. As she reached the apex of her climax, a river of juices gushed from her, covering my face with her squirt. I eased my fingers out of her and changed from sucking on her clit to gently massaging her labia with my tongue to allow her to come back down while sustaining the aura of her orgasm as long as possible. “Oh my god, I’ve never felt like that before!”, she exclaimed as her breathing returned to normal. Anna looked at her incredulously, “You mean to tell us you’ve never had an orgasm before???”

“Yeah, I have. But only when I get myself off. Randy was only concerned about getting his. I mean…I enjoyed sex with him, but I never came with him. And he never ever went down on me. I’d come home and have finish what he started myself. And I’ve never squirted! That felt amazing!” Anna then pushed Bella from between her legs and said, “Okay. Time to see what you just learned.

“What do you mean?”, asked Bella. “Eat me.”, replied Anna. “ANNA!!! I can’t do that!!!”

“What do you mean you can’t do that? Do you not want to learn how to eat pussy?”

“I mean, yeah…I want to learn to eat pussy. I want to experience it all. But not yours! You’re my sister!!!” Anna stared intensely at her younger sibling, “It’s a goddamn pussy, Bella. It doesn’t bother me to have you eat it. It shouldn’t bother you to eat it. Forget that it’s mine. Now, put your face between my thighs and suck my cunt!”

Bella thought it over for a moment. Anna was right. It was just a pussy, after all. And who better to learn from than her own sister? She kneeled in front of Anna and began kissing up her thighs, mimicking my earlier actions with her. Anna was already soaking and her clit was protruding. Bella took it into her mouth and began to suck on it, hesitantly at first then with growing enthusiasm. “Not so hard…the clit is more sensitive than your nipples so you have to be even gentler when sucking it…oh yeahhhh…you’re getting it! Mmmmm!!! So good!!!”

Anna continued, “That’s good, but you can do it even better. No offense, Ray…but men just can’t eat pussy like another woman can. Here, let me show you…” Anna then swung around, nestled underneath Bella and began eating her while her sister buried her face in her pussy. I sat enthralled at the sisters in the 69 position, going to town on each other. Anna looked up, motioned me to get behind Bella, then whispered to me, “Fuck her!” She grabbed my cock at the base and guided it into her sister’s pussy. Anna’s pussy is tight, but holy shit!! Bella was even tighter. It felt as if her cunt was sucking me in once the head of my cock got past her lips. Bella let out a moan that was muffled by a mouthful of pussy. I pounded into Bella, watching her perfect ass jiggle at the bottom of every stroke. Both women were moaning and grinding on each other’s mouths as they got lost in the sensations. I picked up the pace as my orgasm neared. Just before my cock shot its load, Anna pulled me out of Bella and hungrily took me onto her mouth. My load emptied into her mouth and Anna gulped down every drop. I sat back and watched as the sisters ate each other. Bella came first, flooding Anna’s face with her juices. She rolled breathlessly off her sister so I jumped in and finished Anna off for her. Anna came so loud I was convinced the neighbors would call the cops on us! The three of us lay back in each other’s arms with satisfied grins on each of our faces.

After resting and hydrating, Bella’s lessons continued late into the night till we all fell asleep. We woke up the next morning and showered together, taking our time to fondle and feel each other up. We got dressed, went out for breakfast, then returned for more fucking until I left when the sun went down.

Fast forward four years…Anna and I still get together on occasion. Though she’s picked up a couple more fuck buddies that make our sessions less frequent, she still comes by my dressing room nearly every show night. Yes, we’re still in a show together, although it’s a different one from when we first started fucking. I have my own fuck buddies as well, so it’s not like I’m doing without. She’s become one of my closest friends and she always finds a way to flash me her tits sometime before we go on. It’s become our little tradition.

Bella is no longer here. Her talent was bigger than this local area could contain and she took off for New York a couple of years ago. It didn’t take her long to book a show on Broadway. It turned out to be one of the hottest shows of the season and she garnered a Tony Award nomination for her work.

On the night of the award ceremony, we all gathered together to watch and cheer our girl on. When she was announced as the winner in the Best Featured Actress category, the cheer that erupted was stupendous. Anna cried tears of joy for her younger sister. In Bella’s acceptance speech she thanked the usual folks everybody does…her agent, the producers, the director, the cast and crew, family and friends. She ended it by saying, “…and a special thanks to my older sister, Anna, and my friend and mentor, Ray, who both taught me everything I know.” I’m sure the world thought she was talking about acting. But I caught a certain twinkle in her eye that told me that “everything” meant EVERYthing. Anna caught that twinkle too. I looked over to Anna who gave me a teary eyed wink and mouthed, “thank you!” I smiled, nodded my head and raised my beer to her.

And yeah…we fucked that night.

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