From the first time he heard the lusty trombone glissando that started the song, before he knew it was called “The Stripper”, before he understood what burlesque was, before he could imagine how entwined music was with emotion and eroticism, it roused something in his gut—and maybe a little lower.
When he got the chance to select an instrument to learn and play in the school band, he chose the saxophone because of those haunting solos, breathless dances, and popular songs that featured the versatile horn. Despite the taunts from his buddies, the resemblance to “sexophone” did not influence his choice, unless subliminally.
Teen movies may suggest that band camp was a way for music geeks to discover their sexuality but, for Fred, it introduced him to the universe of jazz. He heard and endeavored to play styles and rhythms that were not in the high school repertoire. His musical maturation outstripped his social development, so he started college having been intimate only with his hands.
When they met the first week of classes, Fred liked Molly’s bubbly personality. Her broad smile and dark brown puppy dog eyes made her seem approachable. As he got to know her, he dared to think of her romantically. Both of them virgins—awkward, insecure, and inexperienced—she unsuccessfully tried to communicate her interest and felt rejected by his lack of response. By the time he dared to make a romantic move, she had set her sights on someone who didn’t hesitate, leaving Fred in the friend zone.
Playing in his dorm room would annoy too many people, but the practice rooms were claustrophobic. Fred found a spot to play at the far end of the intramural sports field under a handful of trees.
It was early October, the last hot day of the year. Dinner was in an hour, so he was thinking about stopping when a figure seemed to be approaching from a distance. When he detected a female shape, he kept playing, imagining he was luring her to him. Wearing shorts and a sleeveless shirt in college colors, she strolled closer, showing lots of skin on shapely arms and legs.
He tried but couldn’t guess where she was going that would cause her to pass nearby. The mystery was solved but renewed when she stepped into the shade and stopped. He took the sax out of his mouth, which probably made him gape more than he wanted to.
“Keep playing,” she said. When she took off her sunglasses, he recognized her—she was Molly’s next-door neighbor. “We haven’t been introduced, but I’ve seen you with Molly. I’m Tori,” she continued. “What were you playing?”
Trying not to stare while adjusting to the fact that this gorgeous co-ed was addressing him, for a moment he couldn’t even recall. She was a cheerleader, which explained her physique; in those clothes, she could have been returning from practice.
“Nothing in particular, just a mashup of different things,” he replied. “Do you have any requests?”
She named a few famous saxophonists and he picked one of their standard tunes and started playing. Nodding her approval, she sat on the grass to listen. After a bit, she mentioned another artist and he segued into a different tune. After a couple more transitions, she called, “You know your stuff! My parents love jazz, so I grew up on it.”
When he finished the song, she jumped to her feet and said, “Thanks! I have to take a shower before dinner. Want to meet me at the cafeteria?”
“Sure!” he said, unable to suppress his surprise at the invitation. He tried to be cool, going back to playing as he watched her jog toward the dorms. When she was out of sight, he quickly packed up and hurried to his room, taking time to brush his teeth and change his shirt. He almost sent a text to Molly but didn’t know how she would take it.
They met in line and took their trays to an isolated table in the corner. At first, he wondered if she didn’t want to be seen with him. She was certainly out of his league. Although the scoop-neck short-sleeve blouse and skirt covered more than the outfit she had on earlier, loose hair instead of a ponytail and the hint of cleavage made her that much sexier. He couldn’t believe he was sitting across from her.
Her full name was Victoria, but Molly said she warned people to call her Tori—definitely not Vicky. A fortuitous mix of genes endowed her with flawless olive skin as well as dark hair and eyes that gave her an exotic look. Her Boston accent, which to Fred’s ears elided some Rs and inserted others, worked to disclaim any pretension.
“I want to talk more about music later,” she began, “but I have a proposition for you.” She took a bite of food, not in a hurry to lay her cards on the table, and so did he.
“I know you’re a friend of Molly’s, and so am I,” she continued as she ate, drawing out the narrative. “I checked with her before approaching you.”
She took a slow drink. “She doesn’t know the details, and I want to keep it that way.” Fred worried that he was supposed to say something, but with no clue what she wanted, he just nodded.
“Molly really trusts you. Can I trust you?” she asked.
“Yeah,” he started, but she held up her hand.
“I mean, totally trust you,” she emphasized. “You couldn’t tell anyone, not Molly, not your guy friends.
“It’s nothing illegal and it won’t hurt anyone, but it’s private. Whether you accept my offer or not, Fred, you have to promise not to tell anyone,” she said firmly. “Absolutely no one. Especially Molly.”
Her eyes latched onto his and he flinched a bit before he returned her gaze. He still had hopes with Molly but if he didn’t promise, Tori would walk away. Firming his jaw as if he were about to start a solo, he replied, “I promise, Tori.”
There was a long silence as they searched each other’s faces until they were satisfied they had a meeting of the minds.
“Are you still a virgin?” she asked.
His head jerked as if she had punched him, and he turned a deep red. She smiled, recognizing his discomfort as a confirmation of her belief.
Reaching across the table, she touched his hand, sending a shock through him. “I’m sorry,” she sounded sincere. She hadn’t anticipated his reaction.
“I confess, I overheard you and Molly talking the other day,” she explained, her hand still on his. “I didn’t tell her about that. When I casually asked her if you were dating, since I saw you two together a lot, she told me that she didn’t think of you that way. I assume you know that.” He nodded, taking a sip with his free hand to regain his composure.
“That’s too bad because she’s also one. But her loss is my gain.” Her smile confused him even more than her words. When she finally put the last piece in place, it took a minute before he realized she was done.
“I want to have a virgin,” she said.
Too many ideas were bouncing around inside his head: losing his virginity; having sex with someone; doing it with Tori; discussing it coldly over dinner; not telling Molly... What? Why? How?
When his confused expression settled into a vague smile, she continued, “I want to see what it’s like to be in charge, to train a guy, to have him do what I want, instead of having to wait and react and put up with what he does.
“Maybe you won’t want to do it, or maybe it won’t work out the way I hope, but I figure I might not get another opportunity like this in my life, so I decided I’d ask you. You know you wouldn’t have a chance with me under normal circumstances,” she said. The last wasn’t a boast; it was simply honest.
“That’s true,” he agreed with a sigh. Given the way he missed his chance with Molly, he was certainly unprepared to attempt someone like Tori.
“As far as anyone else will be concerned, it will seem like a normal relationship and we’ll have sex. But I don’t want you to think it will be long term. I don’t want you to fall in love with me. You seem like a nice guy and we’ll have some fun together. For certain, we will split after winter break, if we last that long.” She alternated grins and sober expressions.
“I want you to think about it,” she said, swooping her spoon to grab a bite of the chocolate pudding from his tray. She didn’t have her own dessert, and her body suggested it wasn’t a frequent indulgence.
“You can tell Molly I ran into you while you were playing, and we talked about music over dinner,” she instructed, using her tongue to scour the spoon, sending a shiver up his spine. “Ask her about me if you want, but don’t tell her the real story. If you want to proceed, come to my room tomorrow after dinner. We can talk about jazz and… other things.”
With that, she got up and walked towards some of her friends at a distant table, leaving her tray for him to return. As he watched her table-hop, he savored his pudding and tried to replay every moment since he noticed her approaching while he played.
Fred made sure to bump into Molly the next day at lunch. He tried to bring up Tori casually, but she laughed, expecting the query.
“She asked me about you,” she admitted. “She said she heard you playing in the field and she likes jazz. She worried that you and I were together but I assured her that we were just friends.”
Those two words didn’t hurt Fred as much as they had in the past.
Tori’s dorm room was typical, a single bed against one wall, a small desk against the other, a small couch and a set of shelves with some plants below the window. Doors led to a closet and a minimal bathroom.
They both felt a little uneasy on the couch as they discussed the details.
“You have some things to learn before we get to the main event,” she warned. “I’m thinking at least a couple of weeks.” When she saw his face fall, she grinned and added, “Don’t worry, there will be other fun things to do before then.
“Show me how you kiss,” she welcomed him closer on the couch. He started stiffly but relaxed as enjoyment overcame insecurity. She brought her tongue into play sooner than he would have dared, but as she became bolder, he tried to mirror her activity.
Without removing any clothes, she gave him a tour of her body, moving his hand to give him permission to explore each warm, soft territory. She found no resistance as her hands roamed over him.
“How long do you think it would take me to make you cum?” she whispered hotly into his ear, her hand lightly resting on the lump in his pants.
“Not long at all,” he conceded.
“And how long do you think it would take you to make me cum?” she asked.
“Um… I have no idea,” he answered sheepishly.
“We’re going to work on that starting next time,” she said, breaking their embrace. “I have to study tomorrow for a test, but Thursday night is good for me. Be sure your hands are clean and your nails are trimmed.”
He changed his plans for Thursday and spent every free moment until then studying what he could find about female anatomy and sexual response. Feminist and lesbian sex advice seemed more pragmatic than the usual porn sites.
Tori opened the door dressed in slacks and a sweatshirt as she might have for any study session. Latin jazz played, masking their conversation and supporting their cover story. He didn’t have to wait long to learn how she wanted to proceed as she casually lifted the shirt off over her head. With unconscious movement, she unhooked her bra and shrugged her breasts out of it.
She smiled at the stunned expression on his face. “You can take your shoes off, but keep your clothes on,” she instructed. “Today is about me.”
He stumbled as he bent to untie his shoes, looking up just as she stepped out of her pants. Pushing the bedding aside, she got into the bed, positioning herself close to the wall.
Patting the mattress next to her knee, she said, “Sit here. I don’t mean to rush, but I want you to see me before I get too turned on.” Tori had not expected her developing arousal.
Fred was overwhelmed by what was happening and gawked at her naked body, his eyes unable to focus on any one part. Against the white sheets, her sepia skin tone and casual pose evoked an old nude photograph. When he sat on the bed, her hands drew his attention to the unknown mystery of her genitals.
He knew enough to recognize that she had trimmed her pubes, dark and thick like the hair on her head, to a neat triangle. She wouldn’t want any to show while doing her cheerleader acrobatics. Below, two wrinkled ribbons protruded from between two smooth pads of flesh. Suppressing a laugh, he momentarily saw it as a sandwich on a bun.
Bending her leg up to open herself dispelled that image from his mind. She briefly stroked herself as if to be sure everything was arranged properly before saying, “Give me your hand.” She took it in hers, folding his thumb and last two fingers and aimed the first two between her legs.
“This is almost normal,” she said, drawing his fingers over her vulva, then along her inner lips. He had not expected it to be so soft and warm. She located her vagina and clitoris for him then prompted, “I’m sure you’ve seen pictures and videos.”
“Yeah,” his face was so flushed, she wouldn’t notice his blush. “But I never touched a woman there.”
“Today, I want you to see me climax,” she said, withdrawing and releasing his hand. “It’s not as fast and easy as you see in porn. I would get more turned on if I were attracted to you and, of course, there would be foreplay to get me warmed up, so this will be like me masturbating.”
The ambiguous circumstances affected them both. Fred’s mind lamented that this wasn’t a relationship yet his hormones celebrated what was happening. Although Tori intended to stay detached, the excitement of the project was more than intellectual.
She rolled to reach for the nightstand, extracting a vibrator and setting it next to her pillow. “Just watch,” she said as she relaxed and closed her eyes, stroking her neck and chest. She massaged her breasts; the spheres had melted to mounds when she lay back. The dark areolas puffed up as she circled and pinched them with her fingers. Caressing her torso, one hand wandered between her face and her navel while the other settled between her legs.
After a few minutes, she sighed and opened her eyes. “Give me your hand,” she said, and he formed the two fingers as before. She guided him over her warming folds until he felt the dampness emerging from her opening. Pressing the tips inside her, she used his fingers to spread the liquid up along her slit until it reached her clit.
She repeated the move a few times until her slick flesh slid easily under his touch. “There, that’s my clit,” she said, feeling his fingertips on the spot. He detected a small firmness amid the soft slippery pleats. As she stroked herself with his fingertips, he lost and re-found it.
When she released him, he couldn’t resist looking at his damp digits. “Go ahead,” she encouraged when she noticed. “If we’re going to get anywhere, you’re going to know that well.”
The aroma was both strange and human. It could have been anything and he would have accepted it because of the context and his aroused state. But deep in his genetic memory, he recognized the scent and it amplified that arousal. Hungrily, he tasted her nectar, making his organ throb. Only sudden fear suppressed the premature ejaculation that his tightly bound cock was desperate to release.
He was relieved when she distracted him, saying, “Next time I’ll let you finger me. Today, I want you to see me orgasm.” Her vibrator was a popular kind, with a penis shape and a protuberance at the base that would buzz the clit. She applied the round head to her opening, not inserting it, but using it to spread her lubrication as she had done with his fingers.
When she was satisfied, she clicked it on, applying the thrumming head to her clitoris. She shifted her body a few times to get comfortable but otherwise was still. Her half-closed eyes looked at the ceiling and he lost track of the time, using the respite to survey her from face to feet.
Her deep breath alerted him and the sound of the vibrator changed a bit as she moved it between her legs. Her athletic form squirmed, muscles in her arms and legs tensing and relaxing. A moan brought him to attention. He saw her face grow tense and her hand became still, applying stimulation right where she wanted it.
Her eyes flickered open and focused on him, grinning at the serious expression on his face. “It won’t be long now,” her voice was low and intense. She knew her climax was within reach. On other days, she might have lingered, teasing herself to build to a bigger explosion. This time, she wanted to stay in control.
“Close,” she sighed. Trying not to overact, she watched him watching her. She was not usually loud when solo, although she could be more demonstrative for the benefit of her partner.
A whimper accompanied the first taste of her ecstasy. “I’m cumming,” she gasped when she passed the point of no return. Her body tensed, seeming to vibrate for a few seconds as she held her breath until she exhaled a long breathy moan.
The only word Fred could conjure for what washed over him was “joy”. As intimate as everything up to this point had been, this was so much more so. He had never seen anything so beautiful. Time slowed for him as he tried to absorb every nuance. It seemed that Tori kept the vibrator in place a long time, but it was just until the last echoes of pleasure receded.
Her clicking off the vibrator broke his trance. Sitting up, she looked at the dazed expression of her student. Pulling his face to hers, she mashed her mouth against his, unable to resist the post-orgasmic hormones.
“Next time,” she whispered, “we’ll see if you can do that.”
Next time, he did. Applying his fingers and the vibrator under her guidance, he got her to the peak, adding pride to the joy he felt at his accomplishment.
She taught him to use his mouth after that, discovering he was a natural. After one class of basic techniques and one of fine-tuning, she found his improvisation skills and stamina applied to more than music. The next session, despite receiving a thoroughly satisfying climax, she cradled his head to encourage him to continue.
He eagerly complied and produced a string of orgasms that were hard to count, since she couldn’t tell when one ended and the next began.
Finally sated, she pulled him up next to her, pressing her naked skin against his clothed body. They stayed that way until the afterglow faded.
“Do you jerk off when you get to your room?” Her giggle landed harder than she intended. “Oh, I assume and hope that you do!” she said, stroking his head.
“Well, yeah,” he replied sheepishly. He declined to admit that he did it other times as well. Needless to say, it seemed he was horny all the time since she talked to him that first day.
“I’ll save you the trouble today,” she laughed, reaching for his zipper. Sitting up to give him more room on the small bed, with his help she managed to unbuckle and lower his pants and underwear. His cock was fully erect and she could see the precum he had already generated.
“You’re still a virgin until this is inside me,” she explained, “but I think you deserve a reward for what you’ve done so far.” She leaned over him, pressing her soft tits against his shirt as she opened the nightstand drawer. Producing a small bottle of lube, she squirted it into her palm and applied it to his cock.
It was all he could do not to ejaculate as soon as she touched him, his overall excitement and the idea of her wanking him rushing him to the edge. Her experience warned her, and she released his bobbing rod to play with his balls for a bit.
“Take your time,” she cooed, letting him retreat from the brink before daring to resume.
“Unless I take a cold shower, it won’t be long in any case,” he laughed. “The taste and smell and sight of you and the feel of your fingers on my cock, how can I hold back?”
Tori removed her hand and bent to kiss him. “This has gone as well as I could have imagined,” she said. “There’s more I want to teach you before then, but I think next Saturday will be the day.” Although she was trying to divert him from an untimely release, her words seemed to cause a precarious twitch.
“That won’t be your final lesson, of course,” she continued. “There will be even more things to learn after that.” Fred mentally tallied the weeks until the end of the term.
Deciding that the open air and discussion had sufficiently cooled his organs, she reacquired his penis and gently pumped it. It was not long before it had achieved its previous rigidity. The unfamiliar touch was both more erotic and more uncertain, driving him up a less steep but ultimately higher slope than his hand would have.
She polished the head, squeezing it in her smaller hands, making him buck before returning to jerk his shaft. His gasps and moans were unavoidably louder than usual, but he was too turned on to be embarrassed. The next time she gripped the tip he exploded, announcing that he was cumming only after the squirt into her palm made it obvious.
Using one hand to keep him from spraying his shirt, she firmly milked the semen out of him with the other until there was no more left. “That’s so good!” he exclaimed. “It never felt like that.” His sighs and moans said as much.
At the next meeting, he was finally allowed to undress. After he practiced combining his fingers with his oral ministrations, she introduced him to fellatio.
“The most important rule is to find out where you’re allowed to cum,” she emphasized. “Sometimes she’ll want you to shoot in her mouth, sometimes somewhere else. You don’t want her accidentally biting down because your sperm made her cough.”
“That means you need to give fair warning when you’re going to erupt,” she continued. “Today I want to see how far I can make you shoot.” This time he wouldn’t risk staining his shirt.
The variety of her combined oral and manual stimulation sweetly postponed his climax as she guided him to several edges. “Not yet!” she contradicted when he warned of his impending release. She would suppress his urgency with a pinch or a tug, giving him just a taste of the pleasure she was building inside him.
After what would turn out to be his final warning, she didn’t stop but tongued his frenulum until she felt him twitch. Aiming his cock at a forty-five-degree angle, she squeezed his shaft, moving counter to the reflexive thrust of his hips. She lifted her head to watch his cum rocket upward, some reaching his face and leaving a trail down his chest until the last of it dribbled into a puddle on his belly.
Teacher and student were more than pleased with their progress. Subsequent sessions covered more variations on oral sex, including sixty-nining and simultaneous orgasms. Fred could not believe all he had done while still technically being a virgin!
On the big day, Tori opened the door wearing a skirt and blouse. The lights were low, candles providing much of the illumination. Cool jazz played in the background.
She put her arms around Fred and pulled him down to kiss him, pressing her chest against his. Swaying with the music, she purred, “I want tonight to be special for both of us.”
He had been so focused on what this milestone meant for him that he had forgotten it was also fulfilling her wish. She led him to the couch and snuggled next to him. Kissing and stroking him, she placed his hand on her chest. Fred finally understood this wouldn’t be the usual formal lesson.
When she began unbuttoning his shirt, he followed suit. He fumbled for her bra clasp behind her—he would have practiced if he had known—but she giggled and showed him she had considerately worn a front-clasp model. Her breasts had been a side issue in her instruction to date, so he took advantage of the opportunity to pay homage to the sweet orbs. As he tongued her nipples, they swelled into milk chocolate kisses that he sucked and gently pinched.
Tori began to work on his belt and zipper. His task was easier as he slid his hand up her thigh, raising her skirt. She was more practiced and had drawn his penis out enough to stroke it with her hand while he rubbed her through her panties. Taking their time, they kissed deeply as they caressed each other.
Standing, Tori drew Fred to his feet then unexpectedly knelt in front of him, pulling his pants and underwear to his ankles. He gasped as she took his cock in her mouth, the O-ring of her lips slowly going from base to head and back, drawing him to his full extent. When she stopped after a few repetitions, he was almost grateful, not wanting to go off before it was time.
Caressing her face, he urged her to her feet and dropped to his knees, unfastening her skirt and drawing it and her panties to the floor. Sitting back on his heels, he lowered himself enough to nuzzle her bush. Pulling her towards him with his hands on her ass, his tongue found her slit and he gently probed. It was a clumsy position and after a minute, she lifted his head. Leaving their clothes behind, they moved to the bed.
On her back, she spread her legs. It wasn’t just the training that drew his face to that spot; the brief taste had whetted his appetite. Today, she gave him no directions, letting him do what he wanted. She felt proud of herself for how she had taught him and proud of him for how he had grown; the success added to her excitement.
Tori had planned only one orgasm for herself but when his fingers on her G-spot pushed her over the edge, she surrendered to a sequence of peaks. She finally stopped him, pulling his head to draw him next to her on the bed.
“I need a minute,” she sighed, still tingling, snuggling under his arm with her head on his shoulder. His pole stood out from his body and she idly toyed with it.
“I want to ride you,” she whispered as she sat up, gesturing for him to lie in the middle of the bed. Moving between his legs, she licked him from balls to tip, watching how his cock throbbed. She had grabbed the condom during the change in position and she slipped in on him, warming it with her mouth. Squirming like a snake, she slid up his body, mashing her tits against him, feeling his hardness poke against her. When his rod sprang free between her legs, she pushed back, giving him the hot wet feel of her folds along his shaft.
In slow motion, he watched her rise to her knees. The flickering light revealed an unfamiliar hunger on her face. The heat of her flesh against the tip of his cock was searing and it was that more than the slippery grasp that he noticed. Millimeter by millimeter, her cunt engulfed him.
Leaning back, she wiggled her hips to be sure he had no more to give. She had planned to tell him he was no longer a virgin at that point, but she was lost in the feeling she hadn’t realized she had been missing. The virgin project had eliminated her other sexual outlets, and this was the first real cock inside her in months.
He reached for her dangling boobs as she leaned forward and began to ride him. His hips bucked involuntarily as his excitement rose.
“Let me do the work,” she said, stroking his chest.
Overwhelmed, all he could do was respond to her. He hoped his groans, gasps, and sighs adequately communicated his elation. Time convoluted, rushing by but making him feel every moment. Riding him fast then stopping, feeling him twitch deep inside her as he gasped, she tried to draw it out.
In this position, she automatically applied more pressure to her clit, so it wasn’t a big surprise that she found herself building to another climax. The more authentic prelude to this ceremony and the thrill of accepting his virginity drove her ardor to unexpected heights.
“You’re making me cum,” she sang, sharing the credit. Her ass bounced wildly as she tried to get the full measure of pleasure. Needless to say, her announcement and unrestrained stimulation created a cataclysmic explosion in him. Their unseeing eyes locked as they shared that primordial ecstasy.
When the frenzy passed, Tori settled onto Fred and they relished the pleasant throbbing of their united genitals. Each smiled at the view of the other, treasured images of the singular event. Tori suppressed the “Congratulations!” she had planned; Fred decided that “Thank you!” was inappropriate despite the gratitude he felt.
He pulled her to him, holding her tight, feeling the way he knew it should feel, hardly noticing when his softening cock slipped out of her. She lost herself in the warm embrace of this man, forgetting how they got to this point or how things would proceed. They slept that night in that single bed, interrupting only to dispense with the condom and extinguish the candles.
In the morning, she donned a robe as he got dressed. In the daylight that streamed through the window, they awkwardly settled back into their roles.
“There’s more work to do,” Tori said uncertainly.
Remembering her original deadline of the end of the semester, he grinned broadly, “I want to learn as much as I can!”
Returning to the well-lit, unromantic lessons, Tori taught Fred the basics and some of the variety of lovemaking. As final exams approached, she let him choose what to do for their last time.
When she introduced him to it, Fred had become an instant devotee of facesitting. He could look up at her face between her breasts, which he could play with, while her bush tickled his nose and her pussy drenched his mouth. Tori’s legs were weak from orgasms by the time he came up for air.
Guiding her onto her back, he stood next to the bed, pulling her ass to the edge. Lifting and spreading her legs, he slid into her sopping hole. The angle let him go deep while pushing upward toward her clit. Her tits danced as their eyes met.
“Fuck me, Fred!” she groaned. “Cum deep inside me!”
He had learned to wait to see if she wanted to peak first and he hoped to give her a climax this way on his graduation day. Her intense expression showed she must be close. She had taught him some control and he had learned to recognize her sounds. When she reached the precipice, he changed from deep to fast.
“Oh! Oh! Oh! Oh! Oh!” he exclaimed as his voice matched the spurting of his dick and the impacts on her pussy. Her satisfied smile and singing sigh announced her valedictory culmination.
“You definitely make the Dean’s List,” Tori chuckled when she finally caught her breath.
They would depart on winter break the next day and separately let Molly know that they had decided to see other people. Her sports involvement as a cheerleader and interest in joining a sorority seemed incompatible with his heavy course load and desire to form a jazz ensemble.
So ended Fred’s playing Eliza to Tori’s Professor Higgins. “You’re going to make some woman—and likely more than a few—very happy,” Tori said, kissing him on the cheek as they parted.
Indeed, the opportunity to do so came sooner than he expected and with an improbable participant.
A month into the second semester, Fred was still experiencing the aftermath of his time with Tori. He was alternately thrilled by the memory and torn by the impossible wish for more of it. That dissonance buried his disquiet over his unrequited affection for Molly.
The absurdity of what happened could be overwhelmed only by the fierce hormones of youth. There was a fleeting logic to it that would withstand no reflection, so none was given.
Molly was still a virgin. Fred’s friendship with Molly led to him to give his virginity to Tori, a mutual friend. Now Molly was giving hers to him at Tori’s suggestion. After dating Josh for a few months, Molly was ready to go all the way with him, but she wanted to get some experience before she did so things would go well.
“Are you sure you want to do that?” Molly demurred when Fred’s mouth moved south of her navel and she realized his destination.
“I enjoy it,” he assured her. “I think you will, too.” He had taken it slowly, spending thirty minutes unwrapping her and massaging and kissing her ample boobs and pillowy torso.
“If you want me to stop, now or later, just bop me on the head,” he smiled at her uncertain face, hoping his friend’s arousal would relieve her anxiety—and his.
As he got close to his second pussy ever, Fred could only guess what it would be like. With her legs together, the cleavage of her vulva scarcely suggested the treasures it held. From porn, he knew there were many shapes, sizes, and landscaping, but he hadn’t seen Molly’s.
Her untended pubes were sparser and more widespread than Tori’s trimmed thick patch. Sliding his hand between her thighs, he gently parted them, opening her plump vulva to reveal the thin lips nestled within. She jumped when his mouth touched her secret flesh, but he maintained contact to let her get used to the sensation.
Bringing his tongue into play made her squirm a bit and rewarded him with her flavor. Her taste and aroma were noticeably different yet notably the same as Tori’s. Reproductive necessity had aligned male perceptions with female excretions.
Molly relaxed and began to spread her legs as he delved deeper. When they were wide enough, he moved between them, continuing his oral survey, seeking her clitoris. She gasped when he got close, so he roamed elsewhere, making brief returns more often as he lapped every inch of her pussy. Raising his head to see her reactions, he was surprised how pink her folds were compared to her pale complexion, and how shiny from his watering mouth.
Her first moans were music to his ears—he had never heard his friend make such sounds. They showed he was finding the right spots and he became more confident that he could make her climax. Both knew she was unlikely to orgasm from her first intercourse, yet he wanted her to know the pleasure that was possible.
As he circled back to her clit more often, he felt the tension in her body grow. Her knees bent and her thighs closed slightly. When she touched his head, he paused, but she simply stirred his hair with her fingertips so he resumed his feast. She held her breath, then gasped and drew another. He could only imagine the cute furrowing of her brow as she strained for her release.
He kept his pizzicato tongue on the spot when her fingers pressed tighter to tell him to stay where he was. Another deep breath and she was silent, but her body quaked and her thighs closed against his ears. Uncertain which side of the precipice she was on, he kept going as he heard her moaning exhalation. She squirmed and whimpered and finally pushed him away, swinging her leg over him to lie on her side, her backside in his face.
Her still silence made him wonder whether this was pleasure or disappointment. Tori had always made it clear when she was or wasn’t satisfied. He moved up to cuddle Molly from behind. Her ass was big, soft, and warm but he tried to keep his cock from poking it.
After a couple of minutes, she broke the quiet, “How did you learn to do that?”
“Well… you know Tori and I had sex,” he told the part of the truth she knew.
“After that, who needs fucking?” she laughed.
He hoped he hadn’t licked his way out of deflowering her. “I’m told women like to screw even if they don’t climax from it.” He knew he wasn’t an authority. “But one way or another—or another or another,” he teased, “you just find what works for you.”
“Oh, I know,” she giggled. “I’ve used a dildo; sometimes it’s enough, but usually it takes more.” They had already discussed that her hymen was long gone.
Reaching around her, his fingers found the firm nubs of her nipples amid the softness of her chest. With a sigh, she stretched her arms and legs, causing his half-hard dick to flow into the crack of her ass, tickling her.
“You distracted me so much, I almost forgot why we’re here,” she said sarcastically. Turning onto her back, she grinned, “I’m ready whenever you are.”
Fred stroked her body from her neck to her crotch, wanting to re-establish the mood. When he had eaten her, he had avoided penetrating her with his fingers, but now he sought her opening. Finding the surrounding area warm and wet, he gently teased her entrance. She tensed and relaxed as she accepted his probes.
Her eyes landed on his penis as it rubbed against her hip. “Do you want me to…?” she asked, taking it gently in her hand, uncertain of its readiness and whether she should assist in the process.
“Some other time,” he replied. “If you want me to cum inside you, you better not overdo it right now.”
“I see,” she grinned, feeling his cock reassert itself in her hand.
He had practiced the process, so the condom went on without trouble as he repositioned himself on top of her. It was surprising how widely she spread her thick legs; it made his approach easy. Pressing the glans of his penis to her vagina, he leaned into her, giving slow small thrusts that moved him deeper and deeper.
Molly’s eyes grew wide as living manhood filled that space for the first time. When he reached the limit, they ground against each other, the heat of that intimate contact dissolving any barriers between them.
“Fuck me, please!” she sighed. She had long wanted to say that to someone.
As he began to move, he could not suppress his emotions. Pain or elation or both, it was too intense to distinguish. That amalgam of sensations and thoughts unleashed enthusiasm and energy he had not expected. The temperate introduction that he had imagined this would be, evolved into a more passionate encounter. His pounding began to shake her body, making her tits oscillate and her belly ripple.
Her face turned from happy excitement to earnest desire. As his training took over, it didn’t matter if this was his friend or his unfated lover, he wanted to give and share the exhilaration that was building inside him.
Molly tried closing her eyes, wanting to visualize Josh, but she still saw Fred. Opening them, she saw a different friend than she knew, his face unabashedly hungry and demanding. The sounds were strange: wet flesh slapping, his moans and breathing, and her now self-conscious gasps and grunts.
A fleeting trickle of pleasure reminded her of the recent torrent induced by his mouth. Her body writhed reflexively, chasing the sensation. She grabbed his waist, wanting to aim him but not knowing how or where.
“Do you think you can cum?” he asked, slowing down, worried he couldn’t last much longer.
It took a moment for her to understand the question. “It feels so good, but I’m not sure,” she sighed. “It’s okay if I don’t.”
“You can rub yourself, too,” he suggested.
“Right!” she agreed, licking her fingers and sliding them to her pussy. “Oh, that’s nice,” she moaned as she fingered herself while he slowly fucked her.
Fred got back to work, watching how the combined stimulation affected her. She grew quiet, focused, more confident that she could get there. He kept a steady rhythm, letting her adjust to him as she needed.
“Fuck me! Make me cum!” her words surprised both of them. She stopped her fingering and grabbed his waist again, tugging to urge him to go faster.
He gave a last burst of speed, knowing he was committed. It would either be enough or not.
It was.
Her string of whimpers and her clasping thighs heralded her orgasm. He teetered on the brink, holding his breath until she dropped her hands, then exploded inside her.
“I’m cumming,” he groaned, but her rapt face showed she was somewhere else. His hips jerked arrhythmically with the spurts of his ejaculation and the bolts of his ecstasy. His veiled eyes saw not the friend but only the woman he wanted, floating in euphoria that he had created. The joy and ache of the difference burned in his chest.
He slowed to a stop, staying inside her as he lowered himself, pressing his sweaty body against hers. After a few minutes, they rolled on their sides and he slipped out of her. Gazing at her sweet face, he so much wanted to kiss her but knew that wasn’t what she wanted. Ironically, she had the same thoughts.
She giggled first, but he immediately joined. “Thank you!” she tittered.
“Thank you!” he rejoined.
They did it a few more times over the next few days, trying different positions and letting Molly practice fellatio before her big night. Fred relished being her teacher as well as the chance to make love with her. Once she slept with Josh, he knew he had lost her as a lover. But it left an intensely intimate friendship that survived as their separate relationships came and went.