This series follows a group of friends, all over twenty-one, who are consenting adults. They see sex as a sport, like golf or tennis—nothing more. There’s no jealousy or attempts to steal a partner’s girlfriend, boyfriend, husband, or wife. No sneaking around; often, their partner is present. For them, sex is purely for enjoyment.
Amy and John have built a strong relationship. John is everything she ever wanted in a man. Unbeknownst to their friends, they just got engaged. Things seem to be changing quickly for them as they plan their life together. Currently, each of them has their own home: Amy owns a marina condo, while John owns a house by the marina. After some consideration, they have decided to move into John’s house.
Amy hosted a wine-and-cheese party to celebrate her engagement and happily shared the news with her close friends. All the women were excited and quickly started giving advice.
One of her married friends, Nancy, warned her, saying, “Be careful! John might try to control you and take over everything!”
Amy just chuckled and said, “I don’t think so! He believes everything is going well. Why cause trouble?”
With that, they all had plenty of advice to offer her, whether married or unmarried.
“The only thing I know for sure is John would like it if I’d try to be braless as much as I can,” Amy stated.
They all had to laugh. “Join the club. That’s all we ever hear, ‘Why are you wearing a bra?’”
Amy replied, “I have large breasts, and I need some support. I can’t go flopping and bouncing around. So we compromised; I’ll wear a shelf bra. That’s what being together is all about, working things out. Right?”
Her friend Karen, who had double-D breasts, said, “I love shelf bras; you will too. They are very comfy and sensual. I’ve been wearing them since high school!”
Sarah stated, “Next, he’ll ask you to run around naked and shave your pussy. And he’ll want to shave you!”
“Not John. He loves my red pubic hair,” Amy laughed. “And I enjoy being nude! Being nude at home is okay as long as it doesn’t get too cold. If he sets the AC too cold, I definitely wouldn’t stay nude.”
Amy looked around the room, and all her close friends were having a good time. She raised a hand and motioned for them to come closer, grabbing their attention.
“Now, let me tell you the other reason I called everyone here. I have an important question for all of you. I really need and appreciate your advice.
“I’ve decided to let John be the first to fuck my virgin ass. I’ve never had anal sex before, only a finger up there. John’s an ass man. He has always wanted to fuck my ass. Now I’ve decided to try it. My virgin ass will be a gift to him.
“John really loves a woman’s ass; he thinks yoga pants are made for admiring all the cute ones. Also, he was the first guy to ever finger my ass and, really, rim my brown eye. I love it.”
Then all the other women, almost at the same time, said, “We all rim. Just like you do when you go down on one of us. Rimming is just part of eating pussy.”
“I know!” Amy voiced. “But getting rimmed by someone who is really into it is different. Just like a guy eats pussy differently than you girls. John loves to do it to me all the time. Every time he goes down on me, he not only takes care of my pussy, but my asshole as well.
“Plus, while we are making love, sometimes he will slide a finger into my ass, and I love the feel of that too. The first time he did it, I was about to tell him to stop, but I held back to experience it first. I loved it. Now, I believe I’m prepared to take the next step! Now I want to feel his cock in my ass,” Amy expressed to them.
Amy continued, “Before John, all the guys I ever fucked only paid attention to one thing: my tits. Trust me, I don’t think I have ever, or will ever say to a guy, ‘hey, come tit fuck me.’ That doesn’t mean I don’t do it; I do it because it pleases my man. I enjoy it once we begin, especially when he comes on my nipples and licks them clean afterward. Even better is when we lick it off together. John loves doing that with me. Be honest, don’t you just engage in a ‘tit fuck’ because you feel obligated?”
Noel replied, laughing, “Speaking for all well-endowed women, you’re correct!”
Amy continued, saying, “Now I want to try something new, like anal sex!”
Amy described herself as a planner who preferred to organize everything in advance, especially when trying something new like anal sex. She mentioned that she wasn’t very spontaneous and wanted her first experience to be perfect. Amy wanted to learn as much as possible from her friends, all of whom engaged in anal sex. She observed many of them doing it, and it appeared to her that they enjoyed it. Her friends assured her she would love it because of how wonderful it feels, and they shared advice and personal stories.
Finally, the day arrived! Amy invited Sarah over to help her prepare, knowing Sarah was the best dressing-and-makeup expert she knew. Amy aimed to impress John by showing off her cute ass. Given Amy’s attractiveness, Sarah’s task was simple.
Amy is 5 feet 5 inches tall, with long red hair and vivid green eyes. She has the typical redhead appearance, sporting creamy white skin dotted with freckles. Her toned, athletic build weighs approximately 105 pounds, highlighting a firm ass and full red pubic hair. Her naturally full D-cup breasts are firm, with dark areolas roughly the size of a half-dollar and long, pointed nipples.
Amy, with Sarah’s help, chose to wear a red satin garter belt, red fishnet stockings, a red shelf bra, and no panties. The garter belt would highlight her hips, complemented by her red, furry pussy. Amy aimed to look more attractive than ever.
Her hair was styled in large curls that flowed down her upper back. She applied soft pink blush and green eyeshadow, with long eyelashes decorated with tiny green sparkles, making her emerald-green eyes shimmer vividly. She finished her look with bright red, glossy lipstick, which John adored on her.
Once Amy and Sarah believed everything was perfect, Sarah took a complete set of photos of Amy. As an experienced erotic photographer and adult film editor, Sara was very skilled at her craft. These pictures would turn out excellent. Sarah took every kind of photo of Amy. Some photos captured Amy with a shy expression, while others showed her with her legs spread, fingering herself. After Sarah finished, Amy took a few selfies. Everything was now ready.
“You and your ass look very cute and tasty!” Sarah told her.
Sarah kissed Amy and asked her to sit in the chair. Amy looked puzzled, but obeyed. Sarah then moved to kneel between her legs and began licking Amy’s wet, dripping pussy, Amy was caught off guard. She simply leaned back and relished the wonderful sensations Sarah’s tongue was providing, enjoying the spontaneous act.
Amy was so aroused that within a few minutes, she experienced a mind-blowing orgasm. As Amy climaxed, Sarah continued licking her sweet, wet pussy. Only after Amy’s peak was fading did Sarah stop, sitting back on her heels and smiling up at her.
“I assumed you needed that to unwind. I needed it too, and eating you out seemed like the best idea. You’re not required to return the favor now. I don’t want you to ruin your makeup,” Sarah chuckled.
As Sarah prepared to leave, she said she wanted to hear all about it tomorrow. She then explained that she needed to go now because she was very wet and excited. Before departing, Sarah mentioned that Lisa, her live-in girlfriend, would enjoy the sex they were about to have and the pictures.
Amy arranged some pillows and kept a few tubes of lube nearby, following Sarah’s advice. She also had a couple of bottles of wine chilling on ice. On their large seventy-five-inch TV, Amy played a four-hour DVD featuring the best porn shorts, smoothly connected, with soft jazz music playing in the background.
Sarah, a porn film editor, ensured the inclusion of numerous high-quality anal scenes. Soft jazz played in the background as the scenes progressed, everything was ready. Amy, who was very aroused while waiting, sat on the couch and played with herself until she reached climax. This only intensified her desire.
John arrived, making Amy’s heart race. She moved toward the door in a loose red robe. When she opened it and saw John, her knees felt weak. He looked at her standing there, wearing an open red silk robe, red fishnet stockings, and red garters. Sarah had highlighted Amy’s nipples using a touch of red lip blush, which looked marvelous pressed against the red self-bra, accentuating her large breasts and vivid cleavage.
John observed her with an admiring smile. Amy quickly moved into his arms, passionately kissing him and exploring his mouth with her tongue. Lost in the moment, they kept kissing with the door open. His hands fondled her firm, perfect ass as they kissed. She was jolted back to reality when a car drove by, realizing she was standing in the open doorway, fully visible to anyone. Smiling at the possibility of being seen, she allowed the robe to slip off and fall to the floor as they stepped into her apartment.
“Wow! You look absolutely perfect and stunning. I’ve never seen you dressed like this before. You look magnificent and superb. As I always say, you’re the most beautiful woman I’ve ever seen,” John told her.
Now that she was calming down, Amy felt more like herself. She was mentally reviewing her plan. She thought, “I dressed how I thought he’d like.” Turning around so her back faced him, she silently bent over slowly at the waist, revealing her firm, hard ass to his gaze.
Amy heard him sigh as he stared at her perfect ass, framed by the red satin garter belt and red fishnet stockings. Looking over her shoulder at John and smiling at him, she slowly bent lower. As she lowered herself, her asshole and pussy, covered by her red furry pubic hair, came fully into view.
Once Amy was completely bent over, she asked, “See anything you like?”
Then, she gradually rose and declared, “I’m completely yours! I want you to be happy. I want you to enjoy my body—every taste, smell, and hole. All of me is for you!” Amy said to him.
Knowing he didn’t fully grasp what she meant by ‘every hole,’ she was confident he would understand it soon. Standing in front of him, Amy began unbuttoning his pants and pulling them down.
“Let me see your gorgeous cock!”
With that, she kissed him while unzipping his pants. When she did, he helped by pushing his pants down. As he did, Amy dropped to her knees, engulfing his rigid, long cock, in her warm, willing mouth. Taking all of him down her throat, she waited a few seconds, then pulled it out, licking the head. Holding the base of his cock, Amy looked up at him with her sexy green eyes.
“You taste so good. I can’t wait to swallow your creamy load. Your cum tastes so yummy!”
Amy went back to licking and sucking on his stone-hard cock. After a few minutes, she moved lower, licking and kissing the sensitive area between his balls and anus. John was lost in a world of bliss from the sensations.
Standing, Amy kissed John on the lips, then slowly moved to the couch. She got on it, facing away from him, kneeling on the cushions. Her perfect ass pointed right at him. Looking over her shoulder, Amy saw that John had removed all his clothes. Now nude, he stood directly behind her. His cock was as hard as a rock. Bending further forward, Amy revealed as much of her firm, hard ass and red furry pussy to him as she could. Her hands were steadying herself on the back of the couch.
Amy’s ass pointed directly at John, perfectly framed by the red satin garter. John saw her pussy was dripping, and a hint of red pubic hair could be seen from between her legs. Reaching back with both hands, Amy spread her firm, flawlessly hard ass cheeks as wide as she could. She knew John was watching, taking in her cute asshole now fully exposed.
“Come over here and lick me! Lick my asshole! Do it the way I love you to do it to me. My ass is yours. Take it!”
John knelt behind her. His face was now at eye level, with her firm, enticing ass and flawless pussy, all framed in red! Grasping a hip with each hand, John slowly ran his hot tongue over her sweet asshole! Amy squealed with pleasure! As if by instinct, her hand went down to rub her clit, while John continued to lick her.
With a hand on each side of her cheeks, spreading them, John’s tongue slowly traced around her cute puckered asshole! Amy took a deep breath as his hot, wet tongue moved around her ass and pussy. She loved the sensation! Her nipples tingled as more of her nectar dripped from her, and John was there to lick it up.
After his first contact, his tongue moves over her outer lips, then back up. Every now and then, he slips his tongue into her sensitive, dripping vagina. John loves licking up all her sweet nectar, savoring her taste and aroma. It seemed like an eternity to her before his tongue went back to her virgin asshole.
As Amy enjoyed his oral assault, John opened his mouth so his upper lip was on her asshole, his lower lip on her clit. His tongue explored everything in between! Amy didn’t recall the exact moment, but she let out a shriek as she reached climax from his oral play from behind. Amy treasured the feeling of her powerful orgasm, with John’s warm mouth staying on her lower area throughout.
After her climax subsided, Amy told John something she never imagined she would say to any man. She was so aroused from him licking her pussy while tongue-fucking her asshole that she knew she was ready.
She glanced over her shoulder at him and said, “John, please do something for me.”
“Anything. What?” he asked.
“Be the first to fuck me in my virgin ass! I want it! I need it! I want to feel you shoot your hot cum up my ass! Please fuck my ass!”
The room fell silent for a moment before she heard, “Are you sure? You really want me to fuck you in the ass?” John asked.
“Yes! Please fuck my ass! I’ve been fantasizing about it for a long time. Now I’m ready. Your tongue feels so good on it. Your finger is always a delight. I love it! Now, I want to have your cock up my virgin ass! Do it now! I’m more than ready. There is lube on the table.”
“Wow!” he said, “You do mean this! Oh, Amy, I have been fantasizing about this moment.”
With that, she got off the couch and kissed him. Getting on her knees, she bent over the couch, so her body was on the cushions, her ass up, ready to be plowed into by his hard cock. John grabbed her and pulled her up.
“Wait for a second,” he said. “Not like that!”
“What? This is how we do it, right? Doggy style? I’ve seen it in movies. That’s how you did it with Sarah. I’ve seen my girlfriends get fucked in the ass. They did it this way. Now I’m ready for you to put it in my ass!” Amy stated.
John smiled at her and said, “Not that way just now! Sarah had experience with this, but you don’t. Sit on the couch facing me. We’ll approach from the front so you can see everything. Since it’s your first time, I want to make sure it’s perfect for you! I can tell from your expressions if you’re enjoying it or not; if not, I’ll stop.
“If you’re bent over the couch, all I’ll see is your gorgeous, perfect ass. I want to watch you as I slide into your sweet, virgin, tight ass for the first time! I want to watch your breasts move as I pump into your ass. Suck on your hard nipples as I slowly slide in and out of your tight ass, for the first time. I want to kiss you everywhere I can reach while fucking you! I can’t do any of this doggy style.”
Amy followed his instructions and sat on the edge of the couch. John knelt in front of her, then began licking her sweet, dripping, red, furry pussy. Reaching for the lube, he put it on two fingers, then went back to licking her pussy. As she enjoyed his tongue, John slowly moved a lubed finger into her ass. Amy sighed loudly as he slowly finger fucked her ass.
“That feels so great! I love it. Push in further,” Amy demanded.
After getting her well-lubed, John slowly inserted the other lubed finger into her, then withdrew it, and pushed it back in. Amy was breathing heavily, pinching and pulling on her nipples, as John slowly fingered her asshole. As he did, he concentrated on licking her clit. Suddenly, he felt her asshole tighten around his two fingers, as Amy suddenly came again with a scream.
As Amy climaxed, he pushed his two fingers as far up her ass as he could. Once her orgasm subsided, John slowly pulled his fingers from her cute asshole as he sat back, looking at her. He didn’t say anything as he reached for the lube and applied some to his stone-hard cock. Amy watched in anticipation. Her nipples were hard, looking like cannons.
John smiled at her, saying, “Keep watching. Watch my cock slowly fill up your ass.”
Pushing her knees towards her chest, he moved so the head of his cock was against her puckered, little, virgin, tight, asshole. Amy moaned as John moved the head of his slick, hard cock, in little circles all around her cute puckered asshole. Amy was breathing deeply, eyes fixed on what was unfolding, her head spinning from the pure pleasure of it.
Then she felt his two greased fingers slide into her tight ass again, lubing her up. Pulling his fingers out, John took hold of her breasts, pushing them together so that he could suck both her nipples at the same time. His cock was against the opening of her virgin asshole, now and then, almost sliding into her wet, slick pussy. After a couple of minutes, John bent down to kiss her wet, red pussy. Amy grabbed his head, pulling him up.
“Don’t eat me, fuck my ass! I WANT YOU TO FUCK MY ASS! NOW!”
John smiled, replying, “That’s all I wanted to hear you say! Now I know you mean it!”
With that, he placed his greased-up cock at the entrance of her virgin asshole. To Amy, it seemed like hours before he began slowly pushing the head of his rigid cock into her virgin ass.
Sitting on the edge of the couch with her legs pulled up, Amy watched wide-eyed as the head of his cock moved slowly into her virgin ass. Just as the head went in her, John stopped a moment. She felt her ass burning for a few seconds as he entered, but it stopped when he quit pushing. The whole time, John was staring into her green eyes. They both watched intently as he slowly pushed deeper up her again. Amy’s green-eyed gaze was locked on watching his cock go into her, feeling him slowly traveling into her virgin, tight, asshole.
To her surprise, it didn’t hurt; she felt warm and full, enjoying the sensation of his cock filling her ass. When Amy felt his balls against her, she realized he was completely inside her anal passage. She looked down once more and saw her asshole fully filled with cock, her curly red pubic hair covering her empty vagina. She loved it. His cock felt so good and warm in her. Amy was also loving the sight of his cock filling her ass, now no longer a virgin ass.
As Amy grew used to the feel of John’s hard cock in her ass, she pinched her nipples, pulling on them. Pushing her nipples together, John bent down to suck them as one. The sensation of him sucking both her nipples at the same time, his hard cock slowly moving in and out of her tight ass, was nirvana.
Amy began rubbing her clit, now and then sliding a couple of fingers into her slick, hot pussy. As she fingered herself deeper, she felt John’s cock sliding in and out of her ass. Soon, she had positioned her hand so she had two fingers in her vagina, and her thumb was rubbing her clit.
All of a sudden, the combination of John’s cock in her ass, her fingers in her pussy, John sucking her nipples, all of this, made her cum again, very loud and very hard. As she came, her ass spasmed on John’s cock. Her first anal orgasm was magnificent and electrifying!
Once her orgasm started to subside, Amy moved so she was again watching his cock slide in and out of her ass. Amy was obsessed with watching herself getting fucked in the ass; it was so wonderful. So exciting. Soon, she could tell John was about to come; she felt his cock get harder and larger in her ass.
Shortly, she felt the first shot of his hot cum go into her rectum. As Amy watched, John pulled out of her, letting his creamy, hot, thick semen spray all over her pussy, and red pubic hair dripping down over her asshole. As he did, he rubbed his cock, up and down, her pussy lips. All of a sudden, Amy came again, as his load of sticky cum was being smeared all over her clit, and pussy, by his still-hard cock.
Amy was savoring the moment—the thrill of experiencing multiple orgasms, and her first ass fuck. John was no longer in her, but her ass felt tingling; nonetheless, it felt great. She loved the feel of his cum on her lower lips, now dripping down over her sweet, first-time fucked ass.
Once John had stopped spewing man cum, he knelt between Amy’s legs and began to lick up and down her pussy lips and clit. He pushed up her legs and rested them on her shoulders to better access and lick her pussy and freshly fucked ass. The sensation of his wet tongue sliding all over her red furry pussy, probing her vagina and asshole, made Amy come again, even harder, in less than a minute. As Amy climaxed once more, she lowered her legs and pushed John away, being very sensitive.
Amy lay down on the floor, and John joined her. They relaxed, chatting casually and saying nothing significant. John was on his back, with Amy climbing on top of him to unwind. As they spoke leisurely and kissed, she slowly moved her wet pussy around on his semi-erect cock. After a while, she felt his cock growing harder and harder beneath her.
Amy sat up on him, sliding his now hard cock into her slick, wet pussy. They lay there kissing, enjoying the slow fuck. Leaning forward, Amy hung her breasts over his face. John took a firm, red nipple into his mouth, swirling his tongue around it and sucking softly.
Amy adored a deep, slow fuck, and now with the added sensation of him sucking her nipples, she felt weak all over. Amy would slowly raise, almost off his cock, then slowly sink back down on him. After about ten minutes, Amy felt another orgasm building, then in a short time reached a glorious orgasm once more. As she did, she started kissing him, her tongue exploring his mouth, as her multiple orgasms again swept through her.
After her waves of orgasm subsided, she got off his cock, with a little fart-like sound from her pussy. They both laughed a little. Turning, Amy again sat on him, reverse cowgirl, her ass facing John’s face. She lowered herself so that his firm cock slid back into her wanting, wet pussy.
Holding his knees, she again began raising and lowering herself, slowly on his stiff cock. She felt John’s hands on her ass as he spread her ass cheeks to watch his cock slide in and out of her slick, tight pussy. Amy knew John loved watching.
As if on impulse, she raised up, grabbed his cock, and pointed it at her recently well fucked ass. Once aligned, she pushed down on him, feeling his rigid cock effortlessly go into her rectum, moaning in delight.
Amy, looking down at John, told him, “Wow, that went right in. No wonder Sarah likes butt plugs. You just fucked me your way, now I want to try my way. I want control. I’m going to fuck you with my ass this way.”
Feeling his cock slowly going in and out of her sweet, tight ass again was magnificent. She was still facing his feet, leaning forward, grabbing his ankles, knowing he would want to see his cock going in and out of her cute, firm ass. However, she soon found out that in this position, she wasn’t as satisfied as before. So Amy sat straight up. John’s cock was now fully in her ass.
This felt much better to her. The stimulation in this position sent sparks through her. She loved it. Amy, now sitting straight up, began grinding her hips into him, feeling his cock, which was deep inside her well fucked ass. It was an incredible sensation for both.
After a few minutes, Amy spun on his cock, so she was again facing him. She liked this way best. Reaching down, she played with her pussy while they ass fucked. John again sucked on her nipples. The sensations were mind-blowing!
Once again, Amy was close to coming, her fingers running all over her pussy. When they slipped inside her love tunnel, she felt his cock on the other side of her vagina; it was so cool for her to feel it. All of a sudden, she came one more time, like a bolt of lightning going through her.
As her ass muscles contracted around John’s hard cock, as she orgasmed. At the same time, he started shooting his cum deep up her ass. Joining her in a magnificent mutual orgasm. As his hot semen flowed into her, she moaned from the pleasure of the feel of it.
“Oh, baby, that feels so good! Fill my ass with your cum!”
Then Amy fell forward on top of him, breathing heavily. Once she knew his orgasm had subsided, Amy slowly rolled off his cock. It slid out of her ass with a pop, sounding like a loud wet fart. They sniggered again at that. As they lay there breathing hard, John slid down between her legs to kiss her sweet, hot pussy.
Amy said nothing as he placed her legs on his shoulders, before again running his tongue up and down her lower lips, also now and then rimming her well fucked ass. Amy relaxed, savoring his warm mouth and tongue. After a few minutes, she felt another pending orgasm. As she climaxed again, her legs tightened around his neck as she arched her back. Overwhelmed by sensitivity, she pushed him away and shifted to lie on her side beside him.
“I love the sensation of your cock in my ass. I love feeling your cum shooting in my ass. I love everything about anal sex! I especially love how you eat my pussy after making me cum. I find all anal play exciting. I’m glad you’re the first ever to take my virgin asshole. I’m so happy I’m no longer an anal virgin! Now I’m saying it, my ass is only going to be for you. No one else!”
John told her, “That was the perfect way to introduce you to anal sex. You liked it and want to do more, so we did it right. I love you.”
They embraced, kissing and simply resting together in each other’s arms until they drifted off to sleep. When Amy woke up first, she shifted down between his legs, not sure how long they had napped, taking his soft penis in her mouth. Slowly sucking on it, licking it, she felt it begin to grow in her mouth. John awoke to the wonderful sensations. Looking down, he observed the marvelous sight of his now fully erect penis, between her red, glossy lips. As she orally pleased him, she looked up, her green eyes sparkling at him.
“I want you to cum. I love the feel of you coming in my mouth. I love the taste of your cum. Come on, Babe, shoot your cum on my face. I love cum!” Amy demanded.
Opening her mouth wide, she licked the sensitive underside of his cockhead. John started spewing his hot, creamy cum. His cum hit her upper lip, then some hit her nose before she clamped her mouth on his spewing cock. Once his jets of cum subsided, she opened her mouth, cum dripped out, covering his cock. Amy slurped it all back into her mouth, this time swallowing it. Taking a finger, she scooped up all the cum which was on her face licking her fingers clean. Then slowly began licking up and down his cum coated cock, getting every drop of his tasty cum she could. John just enjoyed the sensation and the show.
“I love the taste of your cum! It’s good to the last drop. Again, thanks for being the first to fuck my ass and making sure I enjoyed it. I love you so much.”
She moved in to kiss him deeply, then told him they both needed to take a shower.
So far, he’s the only man who has ever had her ass, which shows how special he is to her.
