Katie and Jeff walked out of the movie theater arm in arm, laughing. "That was so fun, Jeff! I love our dates!" Jeff smiled at his girlfriend as they walked back to his car. The two seniors were just a week from graduation, high school sweethearts headed off to college together. They started dating earlier that school year and they knew early on that they had special chemistry. They spent much time together, working on school work, going on dates when they could, and cuddling together on the couch late at night.
Katie's mom, Lisa, was a single mom whose husband passed away many years ago. She witnessed their relationship blossom into love and was very happy for her daughter. She developed a motherly affection toward Jeff and fully expected the couple to marry when the time was right. She approved of the couple's plan to attend the same college, and was pleased that Katie would have a kind-hearted partner to look after her.
Katie and Jeff's relationship was special, but their physical intimacy had not progressed. They, of course, kissed each other. Recently, they each experienced their first orgasms by their partner's hands. However, they both remained virgins, agreeing to save themselves for a special time. As Jeff drove Katie home, she turned to him, "Jeff thanks for another wonderful date. We have come so far since we started dating all those months ago. What do you think about finally taking our relationship to the next level."
Jeff paused with surprise at his girlfriend's suggestion. He knew that sex would be a part of their relationship someday, but he didn't realize she would be interested in starting soon. "That sounds great, baby. You know I love you and I'm definitely ready. I will admit, I'm not sure exactly how it will go. You know I don't have much experience."
"Neither do I. I was actually going to ask my mom about it. She always told me when I was ready to not be shy about coming to her for help. Maybe she could walk us through what to do."
"Cool! It would be nice to have some guidance and your mom has always supported us. Let me know what she says."
The couple pulled into Katie's driveway and said their goodbyes. As Katie strolled up the walk, she could barely contain her excitement. As she walked in the house, her mom sensed her jubilance and smiled, "You're in a good mood, Katie. Anything special happen today?"
"Jeff and I finally decided to lose our virginities together."
"That's wonderful honey, I actually figured you guys already did. So what are your plans? Where, when, what positions, what birth control?"
Katie looked sheepishly at the ground. "Actually I need your help with some of those details. We are both obviously inexperienced and are not sure what to do."
"That's okay sweetie; I'm happy to help. Would you guys like to do it here next Saturday after graduation?"
"That sounds great, Mom."
"Perfect," Lisa replied, "we will take you tomorrow for a birth control prescription, so it will be effective by next Saturday."
"Should we get condoms too?"
"Since you and Jeff are both virgins, he doesn't need to wear a condom. It will be a much more natural, intimate experience without him having to worry about using a condom or pulling out."
"That makes sense! I really didn't want a balloon between us anyway!"
"I totally agree," Lisa chuckled. "I'm happy to teach you guys how to make love your first time. I want to set you up for a long, happy, and intimate relationship."
"Thanks, Mom, you're the best!"
Her mom smiled, thinking how she wished she had a caring, open-minded mentor to help her with her first time. With the plan settled, Lisa and Katie relaxed for the rest of their night, enjoying their time together.
The next day at school, Katie was able to speak with Jeff privately. "Mom agreed to help us with our first time. She's taking me to get birth control today after school, so we won't need condoms. She said she would teach us so we will be prepared for our future together. If it works for you, let's get together after graduation next Saturday."
"I'll be there; can't wait. Lisa has always treated me like one of her own, and I'm thrilled she is willing to help us."
Katie left him with a kiss and was off to her next class. She felt so happy to have Jeff in her life.
The next week went quickly with the couple focused on the weekend. Katie diligently took her pills every night, each serving as a small reminder of what was sure to be a fulfilling weekend.
The graduation ceremony was bittersweet, with heartfelt goodbyes and much reminiscing. However, Katie and Jeff could not wait to get back to the house.
Lisa beat them home and greeted them there. "Hi Katie. Hi Jeff. Are you guys all ready?"
"We are," Jeff responded, "and we're so glad you're helping us."
"I'm happy to. I love you both and want you to have a fun, satisfying future together. I know you both have been excited all week, so let's go to Katie's bedroom and get started."
Once in the bedroom Lisa spoke. "Jeff, Katie and I spoke some this week, but just to fill you in: I'm here to help you have an enjoyable experience. Katie's birth control is effective so there's no need to worry about getting her pregnant. Today is purely a celebration of your love, and I want to guide you to what will hopefully be the first of many satisfying lovemaking sessions for you two. Sound okay?"
"Sounds great, Lisa!"
"Okay let's get started."
The couple sat on the bed and began to kiss. Lisa could see their pent up passion from the week as their tongues intertwined. She knew she had to slow them down. She wanted them to savor the experience.
She put her hand on Jeff's shoulder. "Easy guys let's take this slow. You both are fully clothed so you can start by gently undressing each other."
Their kisses slowed down as Katie gracefully removed Jeff's shirt. Jeff removed Katie's shirt to happily discover she wasn't wearing a bra.
"Somebody came prepared!" Lisa laughed. "Okay Jeff you can start gently kissing her breasts, working your way towards taking her nipples in your mouth." Katie began to moan sensuously. She continued to undress Jeff, removing his pants and boxers, revealing that he was already hard. Jeff removed Katie's pants and underwear, revealing her shaved triangle of pubic hair and the top of her pussy lips. Katie was already wet and knew she was ready for whatever came next.
"What a beautiful couple. Okay now that you're naked, Jeff lie down on your back. I'm going to teach you both about oral sex. Katie, you will go first. If you make Jeff come, he will last longer inside of you when the time comes. He will have time to get hard again when he goes down on you."
"Okay!" was Katie's enthusiastic reply.
"Don't go straight for the main event. Start by running your hands up his thighs. Eventually bring them to his penis."
After some teasing, Katie wrapped her hand around Jeff's member. She was met with a pleased groan from Jeff.
"Perfect. Start by licking up the shaft a few times before taking him in your mouth." Katie obliged, envisioning an ice cream cone in front of her. She then engulfed him in her mouth, eliciting an "oh fuck yes" from her boyfriend." Lisa laughed at the first time hearing her daughter's boyfriend swear but figured it was an appropriate time.
"I'm not going to last long," Jeff told Katie. She continued to move her mouth and hand up and down his shaft with Lisa's direction.
"Katie, let him ejaculate in your mouth. Do your best to swallow as much as you can."
"Katie I'm gonna come," Jeff warned, but Katie continued her assault on his cock. Jeff tensed up and with a grunt began to come in his girlfriend's mouth. Katie patiently waited for his contractions to stop, tilted her head back and swallowed all of his semen.
"Katie that was really impressive for your first time," her mom praised. Jeff remained in his post-orgasmic bliss, but Lisa snapped him out of it. "Okay Jeff time to reciprocate! Lisa lie down on your back." Lisa obeyed and Jeff positioned his head between her legs. She spread her legs for her lover, giving him his first view of a gorgeous sight. He spent some time taking it all in, her smooth thighs tracing up to her outer labia. Her inner labia were engorged with excitement, and her clitoris began to peek out of its hood. Her neat triangle of pubic hair sat high above. Jeff noticed her vagina was wet and excited which excited him further. Even after his orgasm, he wouldn't be soft for long.
Lisa's voice brought Jeff back to reality. "Kiss her vulva, and tease her. Run your tongue along her lips and the length of her vulva. Then, enter her vagina with your tongue. When you think she's ready, finally move to her clit to start the earthquake."
Jeff followed her instructions precisely, enjoying his girlfriend's moans from above. He loved her taste and told himself that this would be a frequent activity over the course of their relationship. When he felt she was ready, he moved upward, his tongue dancing on her clit.
"Oh Jeff, this is incredible. I'm getting so close."
"Come for me baby."
Katie shuddered and her body began to shake with the best orgasm of her life. She felt so unbelievably content in that moment, but she knew there was more to come.
"You guys did so great with oral. Are you ready for sex?"
Katie and Jeff's eyes met and they nodded simultaneously. Their lips met briefly in a tender kiss.
"Excellent. Katie you'll be on top this first time so you will be comfortable and in control. This is a great first time position, intimate and empowering." The young couple positioned themselves with Lisa sitting at the foot of the bed for a great view. Jeff was erect again, his penis pointing toward his head as he lay on the bed. Katie sat on him, her wetness gently resting on his shaft.
"Jeff I love you and I can't wait to make love to you."
"I love you too Katie. This is so special."
Katie raised herself off her boyfriend, grabbing his penis. She positioned the tip at her entrance, and it gently touched her vulva. The couple both sighed happily. She slowly lowered herself, taking his head inside her. Thankful her hymen was long gone, she continued sinking down on him until he was halfway inside her. "Almost there." She continued until she was sitting on the base of Jeff's penis, the entirety of its length deep inside her.
"Wow this is amazing," Jeff whispered.
"Incredible," Katie whispered back.
Lisa didn't want to interrupt the beautiful moment, so she simply looked on in awe at the couple she loved so dearly. She knew their instinct could take over at this point.
Katie began to slowly lift off Jeff then sink back down. She repeated the motion until they developed a rhythm. Jeff placed his hands on her hips. She bent down to touch his face and kiss him passionately.
Lisa enjoyed the view, as Katie's buttocks formed a perfect picture frame. At the top was Katie's anus, perhaps something to later explore sexually. Below that, Lisa observed their union, Jeff's rigid penis moving in and out of Katie. She marveled at how Katie's vagina gripped him.
Jeff was in ecstasy inside of his love. Without a condom, he was able to feel everything: Katie's warmth, wetness, and the texture of her vagina. He was marching his way toward another mind-blowing orgasm.
As Katie increased her pace, she could feel the building inside her. Jeff was hitting new spots inside of her, and she unexpectedly approached another orgasm.
"Oh Jeff! Jeff!" Katie exclaimed as she began to shudder again. Her pussy's contractions brought Jeff very close to orgasm. She momentarily paused to recover, but then she restarted riding her boyfriend.
"Katie, baby, I'm so close," Jeff grunted in pleasure.
"Don't hold back, Jeff. Come for me baby! Come inside me!"
Jeff's hands tightened on Katie's hips and he thrusted upward into her, planting himself as deeply inside her as he could, his head kissing her cervix. His penis began to pulsate, ejaculating inside his love.
Katie's mouth was agape as she felt his cock pulsate inside her. She could feel his cum splash against her cervix. She was amazed at the love she felt when she realized Jeff left part of himself inside her. She was overcome with emotion and kissed her lover again.
Lisa smiled from the foot of the bed, marveling in the beauty she just witnessed. Jeff's penis began to soften as it exited its sanctuary. His semen began to drip out of Katie's vagina as they continued to kiss. Lisa looked on at the scene of love that just transpired. She hoped that all couples could experience such a loving first time. She was happy to help Katie and Jeff begin their journey of a long, loving intimate relationship.
The End!
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