Headline
Message text
Most of us have friends from high school that we rarely see. They're friends on social media, or we occasionally bump into them while we're out. Every so often, you'll share a TikTok or funny video. One of you might accidentally say more than you meant to about life's problems.
In my case, I graduated with Jill. She was wildly smart and athletic when she was younger. Her life pushed her down a path of both career and children. Over the last few years, I failed to notice that her messages became more frequent.
As with many couples, her husband transformed from a happy family man to a bitter, hard drinker. Last year, Jill's messages began to include bizarre stories of his behavior and of her struggle to understand how her life went wrong.
Health problems forced her to retire. But her mind was just as brilliant and active as it always was. When she decided to get divorced, I was happy for her. I encouraged her to let life happen and eventually find someone looking for a partner, if not a soulmate.
One morning on a rainy Saturday, I got up to find a message notification on my phone: "Hey, Kevin. Good morning. I've been thinking about this, and I haven't quite got the nerve to say so. I'll write to you a little bit later if that's okay."
Reading the message made me feel nervous. Any number of things could have happened.
After typing out my reply, I hit send. "Good morning! Of course." I wanted to write more, but I've had a bad habit of overthinking and writing too much in the past.
As the day progressed, I thought about her message a couple of times and then forgot about it.
At three p. m., my phone vibrated.
"Kevin, I'm lonely. I have no right to ask or put this on you. I want you to come over and be with me. Don't text back. Just show up. And if you don't appear at my door, I'll understand. I want you to do this for me this way because I want to experience hope. Hope that you'll come over and spend time with me. I know we've only seen each other for a brief minute in the last few years. But you are kind and funny. I need that."
Stunned, I read the message over and over. The urge to write back was overwhelming.
Jill is beautiful now that she's older. Her hair is streaked with silver, and she has wrinkles where we all accumulate them. Her full lips are more likely to smile than frown. Life has been tough lately, but underneath it all, she's funny. She finally stripped away the veneer of pretending that things were all right.
Despite all the reasons not to visit, I drove across town by five, convinced I wouldn't go through with it when I got close to her house.
When I pulled into her driveway, all my nervousness disappeared. She might not know all the things going on in my life, but she secretly knew I needed a connection, too. Her loneliness and frustration found a way to overcome her fear of rejection. Once she peeked out and saw me in person, she could slam the door in my face or not answer it at all.
Even though there was a doorbell to my left, I knocked on the door. Several seconds later, Jill opened the door.
She smiled at me and opened her arms for a hug. I moved toward her and wrapped my arms around her.
My head went to her neck and intimately nuzzled against her. It wasn't something I thought about before doing it. We'd share a few emotionally vulnerable moments over messaging, and all of those allowed me to short-circuit my social nervousness.
We stood in the doorway, hugging each other and rocking slightly.
Jill pulled away, grabbing both of my hands as she looked at me. "I can't believe you came, Kevin. It's so nice to see you."
"Look at you," I replied. "Same beautiful smile and same beautiful face."
"You're too kind. My face has a lot more wrinkles now."
Again, without thinking about it, I let go of her right hand, moved my hand to the side of her face, and ran my thumb along her jaw.
"Jill, I like what I see! And you're still the same funny, beautiful girl I used to know."
"Thanks, Kevin. I'm a used car now," Jill said.
"Be that as it may, there is a huge market for used cars."
Jill smiled at my wit.
"Come in. I have coffee. Let's go out on the back deck." Jill turned to walk through the front living room as I followed her. Her house was immaculate, exactly like I imagined it would be.
Jill wore comfortable blue jeans and a T-shirt. Comfort had become her constant companion after her health problems started. The T-shirt was long, going halfway to her knees.
"Would you grab the coffee cups? I don't trust myself not to spill."
"Of course," I said. I wasn't sure how Jill's health issues might affect her. On the outside, she was beautiful, somewhat older but as alluring as she always had been.
"I don't wear makeup much now. I don't even bother coloring my hair, not that I worried much before."
As she spoke, I looked at her blondish hair, now streaked with gray.
"You were always a practical woman, Jill."
"Maybe that's why my husband decided he didn't like me anymore."
I frowned. "You know as well as I do that whatever he does and did has nothing to do with you. That's how alcoholism gaslights people."
As Jill closed the patio door, I saw that it took her more effort. She gave me another beautiful smile.
"Thank you for reminding me. It just took all the confidence out of me."
"I would disagree. I seem to remember a beautiful woman sending me a plea for companionship earlier today." I smiled back at her, keeping my eyes on her face.
"That was desperation. I just needed to have someone here with me." Jill paused. "Not JUST anyone. You. Because I trust you."
"And do you still feel that way?" I knew that my face turned serious.
Jill nodded. "Yes. Even more in the hours that I've waited. Wondering if you might show up didn't give me hope. It made me feel like I might have lost something I never had."
I placed the two coffee cups on the small table between chairs that stood surprisingly upright.
"Damn, Jill. There's no need for that."
I moved toward her and pulled her close to me. Jill wrapped her arms around the small of my back and put her head on my chest. I used both hands to cradle her head and rub her hair.
We didn't talk as we held each other. Jill's fingers slightly rubbed my back as she held her hands together behind me. I looked out toward the trees behind her house and wondered how often she had been out here, wanting nothing more than someone to hold her like she deserved.
"I hate to break this hug. It's almost magical feeling your body heat and your hands in my hair. But my legs might give out."
When we separated, Jill tilted her head to look at my eyes. Acting on instinct, I moved my hands to her upper arms and lightly kissed her.
"Do that again," Jill whispered as I pulled away. When I kissed her this time, Jill's lips reacted and kissed me hard.
"Thank you. It's been a long time since I've kissed someone who wanted to kiss me back."
As I looked at her face, I had to remind her one more time. "I'm sorry. I know this isn't what you had planned for your life. For right now, I'm feeling pretty appreciated, too."
Jill smiled and moved toward the chair next to the table with the coffee cups.
I sat down on the chair on the other side. Feeling the upright part of the chair behind me, I realized she had chosen the chairs because they were much easier to stand up from once you were seated.
It may sound strange, but we sat and drank our coffee for at least ten minutes without conversation. We casually looked at each other. No awkward looks or sideways glances. We looked at each other as often as we wanted and as if we had done this a thousand times.
When we finished drinking our coffee and looked at each other and the trees enough, Jill stood up. "Can we watch my favorite comedian for a little bit? I need some laughs."
"Ha! That guy again? You really do like his comedy." I know who she meant because she had shared multiple videos of his with me.
After putting the coffee cups in the sink, we went to a room on the other side that she called the den. A huge TV stood halfway up the long wall on the opposite side. Two massive recliners and a long couch faced the TV.
Jill picked up the remote and turned on the TV. She moved to sit in the middle of the couch. Pulling a blanket from the back of the couch, she fluffed it open. When I moved to sit a couple of feet away from her, Jill looked at me like I had just jumped over the back of the couch.
"Sit with me, Kevin. Right up against me." She patted the couch next to her right leg.
As she turned on the app for the comedy special, I moved next to her until our bodies were touching.
"Oh, give me a second? I can't relax with pants on." Jill stood up from the couch and put the blanket to the side. She turned away from me, lifted her T-shirt, and unbuttoned her pants. I tried averting my eyes briefly, but as she pulled down her jeans, I looked at her legs. The years had been kind to her once muscular legs. Turning, Jill moved her hand into the neck of her shirt and did the magic act of unfastening her bra and removing it. She tossed the bra onto her pants next to the couch.
While Jill had always messaged carefully, I knew her private life had an undercurrent of physicality. She wasn't ashamed of her body or for anything she wanted; it was simply private.
I couldn't help but stare at her standing before me, wearing only a large T-shirt. "You look beautiful, Jill."
Jill smiled. "It's just an old T-shirt, but thank you." She sat on the couch, pulling the cover over her exposed legs and throwing one edge to me to cover my legs.
Jill surprised me by turning and leaning on my left shoulder. Her left arm moved across my stomach.
"If you're not too hot, would you spread the blanket over me?" Jill briefly looked up at me.
I did my bed to fling the edge of the blanket across her legs and mine. When I was done, I used my left hand to lightly rub her head as she leaned into me.
Within a couple of minutes, we had already laughed ten times. Even though we both sat down with our thoughts, the laughter distracted us completely from thinking about our lives.
We sat on the couch, holding each other like a couple who were completely comfortable with each other.
When the special ended, Jill pressed the home button on the remote. "Can I sit here and hold you?"
"I'd like nothing better," I truthfully answered.
"Pull the blanket over our heads."
I laughed. Because the blanket was long, it easily went over our heads as I adjusted it. Jill moved as close to me as she could get. This time, she pushed her right arm behind me. I sighed when her left hand moved under the bottom of my shirt and moved to my stomach.
Jill moved her head onto my chest. Even though we both had hundreds of things to say, we sat and caressed each other.
Because I was so comfortable, Jill surprised me when I heard her say, "Kiss me?"
Because we were cocooned with our heads under the blanket, I created a bigger gap between the blanket and us by letting go of her hair and pushing the blanket up.
Jill moved back slightly and tilted her head. When my mouth found hers, her lips hungrily met mine. When her tongue darted into my mouth, I responded in kind.
My hand found her head again and held her face against mine, exploring her lips and face. She moved against me when I kissed her around her mouth and under her eyes.
Jill's fingers began to trace up and down my stomach.
"Kevin, if you want me, I'm yours. Be gentle, okay? Until I figure out what I can handle."
Most people would have had many questions, but not me. I had a good idea that Jill would tell me immediately what she wanted or didn't want.
I moved away from under the blanket and disengaged from Jill. Standing up, I pulled the blanket aside.
Jill turned to sit facing me. Her eyes were glistening as she watched me.
I kneeled in front of her as she opened her legs. Reaching up, I moved her T-shirt up her legs.
Seeing the creamy skin across her upper legs made me shiver. But it was the way she looked at me that made me feel both protective and excited.
I moved my fingers across her lower stomach and then down between her legs.
"Oh!" Jill gasped. When my fingers hooked under her panties, I moved them down and off her legs as she lifted her hips to accommodate me.
I think Jill expected me to pull my pants down. Jill gasped again when I ducked my head to her right knee and began to kiss my way up her leg.
"It's been years," she whispered.
Kissing my way up her thigh, I used my lips to kiss her skin. My fingers tickled the outside of both of her legs up to her hips.
"Give me a second," Jill said. I moved up and watched as Jill sat up. She pulled her shirt over her head and tossed it behind the couch.
Though time had affected her, her breasts were beautiful. Jill moved her hands to lift them and then let them fall. I traced the underside with my fingers before gently lifting them. My thumbs ran across her nipples.
"Fuck!" Jill gasped.
"Sorry about the cursing," she added. Jill's habit of enjoying other people's cursing while never doing it herself made her automatically apologize.
As my fingers continued to lightly brush against her nipples, I could see that Jill's body was reacting.
I stood up to lean over and kiss Jill as I used my left hand to continue to brush against her nipple. Jill's mouth devoured mine.
When I kneeled between her legs, I pulled lightly at her hips to indicate to her to move herself forward.
"Oh my God. You don't have to do that if you don't want to."
I smiled. "I not only want to, but I do have to. You relax and let your body feel how much I'll enjoy the way you taste."
Jill visibly shuddered as she realized I wanted to put my tongue on her more than anything. She didn't have to tell me she had wanted it for years without getting it. No one had taken time to worship her body.
I once again ran my tongue and lips up and down her inside thighs. Jill's hands moved to either side of her legs and gripped the couch cushions. Seeing her naked and vulnerable to me set off fireworks in my head.
As my lips hovered an inch away between her legs, I made eye contact and held it. Jill's eyes were filled with desire.
Moving my head close enough, I darted my tongue out and ran it quickly across her clit.
"Ohhh," Jill moaned.
Her left hand jerked from the couch and moved to hold the back of my head.
"My medication might make it hard for me to cum," she whispered.
"Don't worry about that. Just enjoy having someone wanting you to be happy."
Moving my head down slightly, I pushed my tongue slightly inside of her as I brushed my lips across her clit. Jill's fingers tensed on my head.
Because she hadn't experienced a man's mouth on her in years, I gently worked my tongue inside of her and then back across her clit slowly and repeatedly.
Although I wasn't sure how her medication affected her, I was certain that with enough loving attention to her clit, eventually, her body would crave a release.
Unsure of what she might like, I moved my hands up and caressed her nipples. Another long moan excelled from Jill, one that gave me goosebumps. There was no mistaking the deep satisfaction of experiencing that kind of pleasure.
My face became slippery with a combination of my mouth and Jill's body responding. I felt her hips begin to make small thrusting motions. Patiently, I continued to run my tongue across her as my fingers touched her nipples as lightly as possible.
"It's working!" Jill spoke more loudly than I expected.
I nodded my head between her legs and kept going. Gradually increasing the speed and pressure of my tongue, I did the same with her nipples.
Jill's hips rocked faster. When I felt both of her hands on the back of my head and pressing me forward, I knew that was her sign that she was ready to cum. That she needed to cum.
I cupped my lips around her clit and flicked it directly and hard.
"Ohhhhhh!" Jill groaned as she started to cum. Her hands held hard against the back of my head as she got lost in the spasms that she deserved.
I gave her the pressure she needed to feel the pulses travel through her body. For several seconds, I got lost in the moment along with her. She was just a beautiful woman who went too long without someone to give her an effortless orgasm.
When her hips relaxed, I lightly tongued her a few more times before raising my upper body and moving my mouth from her. My fingers left her nipples and tickled their way down across her thighs and back up between her legs.
"Ahhh," Jill whispered.
It took Jill a couple of minutes to come back down and open her eyes enough to smile at me.
"Fantastic," she whispered.
"It was for me too. Knowing I could get you there if you trusted me."
"I got there all right. I still feel it everywhere. Even the heartbeat between my legs," Jill said.
Even though I wasn't sure she would want to kiss me after my mouth was between her legs, I took a moment to kiss her as my hands caressed her neck and shoulders.
"Do you want me to do it again?" Although I did not know everything about her, I had learned that unlocking that particular door could easily make a woman ravenous.
"No. But you have to." Jill let out a small, weak laugh.
When I ducked my head between her legs to give her what she needed for the second time, Jill pushed her hips further forward and gripped the cushions on either side of her legs.
This time, as my tongue found her clit, I was going to do it hard and fast, hoping that she would let me know if it was too much.
I moved both hands under her legs until they cupped either side right under her ass. I was going to hold her hard against me instead of vice versa.
Using the flat side of my tongue, I licked hard and fast. It didn't take long for Jill to thrust her hips harder than she had the first time. Her hips pushed up as she groaned louder and louder.
When her orgasm started, she jerked her hips back down. But because I had my hands under her, I immediately got my mouth around her clit again and assaulted it as she came. There was no mistaking how hard she came because her legs trembled and flexed as each spasm hit her.
Not wanting to take her too far, when I raised up, I darted my left thumb between her legs and lightly rubbed her.
Even though I expected that orgasm to wipe her out, Jill's eyes opened fully as she watched my thumb move up and down on her. Jill flexed her hips. It was as if the second mind-blowing orgasm had awakened her.
"Move your finger faster!" Jill's eyes lit up with the kind of lust that spoke volumes about how long it had been pent up inside of her.
I reached with my right hand and pulled at her left nipple as my left thumb rubbed hard and directly on her.
"Kevin, don't stop no matter what happens. Fuck, I am going to cum again!"
We held each other's eyes as Jill panted. I saw the change in her eyes as her mouth opened. Jill's hips once again locked as she came. Her eyes rolled back in her head as my fingers brought her to her third orgasm.
She didn't pull her hips away from my finger this time. She held her hips rigid and let me give her another orgasm.
"Uhhh," she moaned as her hips finally gave up and fell back to the couch.
I leaned over after pulling my hands from under her and wrapping them around her waist. Nestling my head against her stomach, I hugged her. Jill's right hand reached for my head and ran across my hair.
I held her until her breathing normalized.
"I think I could cum ten times!" Jill almost laughed. The exhaustion from finally having someone treat her would eventually reach her body. But for now, she was reveling in the experience of wanting it all and all at once.
"Is that normal for you?"
Jill actually laughed at my question. "Not for thirty years. I used to be able to finish like that when I was young. My body would set me off with almost no contact when I competed."
"That sounds amazing," I said.
Jull nodded. "It was. Sex wasn't something I was proud of. But I felt eyes on me all the time when I competed. It made for an active fantasy life. I could cum almost anywhere and quickly."
"Now I remember how beautiful you were in your athletic clothes, Jill. Is it dirty for me to be turned on knowing you were cumming so much?"
Jill giggled. "Quite the opposite. But I was embarrassed, thinking there was something wrong with me. When I was first married, the sex was beyond great. But then kids, careers, and drinking ruined it."
"It seems like it's back again," I said.
"Sit up and look at me, will you?"
Something in her voice compelled me to do as she asked. Jill exaggeratedly pointed at her body with her left hand when I made eye contact.
"I thought I had lost it and might never be touched again. This was all you. Thank you."
I squeezed the top of both of her knees. "It's definitely you, but I'll accept responsibility for giving you the horrible gift of pleasure again."
Jill laughed hard. I didn't think about it, but I must have taken a hard look at her breasts as they shook.
"See? That look you just gave me. Whatever that is, that's what opened me up again."
"You're beautiful. Whoever gets the credit is irrelevant."
Jill couldn't stop smiling. "When you look at me and say it, I believe it. Where have you been for thirty years?"
"Uh, obviously living my life wrong. Duh!"
"Isn't it weird how we have both struggles? It could have been this way the whole time."
I gave Jill a long look. "Yes. But because we both had good intentions in all of our relationships, who's to say we wouldn't have ended up failing to appreciate each other?"
Jill's mouth opened in surprise. "Damn. That is sad."
"Yes. But we're here now. Thank you for reaching out."
Jill looked up at me as I stood in front of her. Her eyes traveled up and down my body. I saw as they stopped at my waist.
"I'll regret it tomorrow. But you know we have to do the rest, right? You have to put yourself inside me. If you're going to be my first after getting a divorce, I'm all in."
Instead of answering her, I unbuttoned my pants and pulled them down enough to pull my underwear off and underneath my dick.
Jill's mouth moved without speaking. She watched as I removed my shoes and socks, then my pants and underwear. Pulling my shirt over my head only took me a couple of seconds.
"Help me up," she said as she raised both of her arms toward me.
I pulled her up. Jill looked down at my hard-on and then reached for it with her left hand. I grunted hard when her fingers circled it and pumped lightly.
"Sit on the couch in the middle," she instructed.
I moved in front of the couch and then sat. Jill moved her body to my left and then carefully put her left foot over my legs. Her breasts brushed across my face.
I was surprised by how fast she moved despite probably having difficulty doing so. Her right hand went behind her and grabbed my dick. Working her hips back and forth, she rubbed the head of my dick across herself and stopped. Making eye contact, she let her weight down slowly until I was inside of her. She put one hand on my right shoulder and the other on the back of the couch as she pushed me inside of her.
"Let me do all the work, okay?" Her eyes held mine as she ran her fingers across my balls from behind her back.
Raising her hips slightly, she began to fuck me delicately.
When my balls pulled tight on her fingers, she squeezed them. "Hold out for me just a minute. That's all I need."
My hands moved to her hips to support at least some of her weight as her hips gyrated and lifted with each push of her body.
Jill's head went back as she focused on her own pleasure and to feel me inside of her. Whatever was going on in her head gave her the energy to do something she had been missing for a long time.
As she fucked me, I watched her body move and bounce. I did my best to avoid thinking about cumming.
Jill moved on me. How she kept her fingers on my balls while lifting herself was beyond me.
When she moaned softly, she looked down at me with her eyes open. "Can you kiss me while I cum?"
I leaned forward the little bit that I could and moved my hands to the side of her face. Jill's tongue surprised me because she forcefully worked it into my mouth and held her face hard against mine.
I felt her contract hard on me. Her mouth tightened as she came. Her hips began to move erratically as she spasmed. Her lips never left mine as she experienced the orgasm.
When she let her weight fall hard on my legs, she groaned once. I felt her body go almost limp.
Surprising her, I helped her lift herself up as I slid out.
"My whole body is tingling. I've missed the intimacy of cumming with someone I want inside me."
I moved around and stood up as I helped her lie down on her back. Getting between her legs, I moved the tip of my dick to her and pushed inside.
Jill grunted. I put a hand on either side of her hips and thrust repeatedly. There was no way I was going to be able to hold it.
I'm not ashamed to say that within ten seconds, I felt the first shot of cum fly out of me and inside of her. Pump after pump followed. I wish I could have held out longer, but everything we had done piled log after log on my urge.
I continued to pump even after I finished. Jill's eyes opened enough to watch me enjoy her body. When the sensitivity became too much, I pulled out of her and stretched carefully alongside her on the couch. Jill turned her face toward me so that we could kiss.
"Oof, I am SO drained, but in the best way. I'm half-dead most nights, but I earned this one."
"You certainly did," I said. "Would you like a massage?"
Jill's eyes widened. "Wow. Would I ever!"
"It's settled then. Tell me where I can get some massage oil or lotion."
"Wait. Let's go to the master bedroom. I can stretch out for you. If you'd like?"
I carefully extricated myself from Jill as I stood up. I helped her stand. When she moved toward the long hallway, I followed her. Even though I came, seeing her naked gave me a tingle.
Jill entered her bathroom without turning on the light and returned to the bedroom, holding a bottle of clear lotion. After handing me a hand towel and the bottle of lotion, she pulled the covers down on the bed and lay across it facedown.
She turned her and watched as I squeezed lotion on my right and then worked it onto both palms. When my hands rubbed and squeezed her shoulders, Jill sighed deeply.
"I can't believe I'm getting a massage."
As my hands worked on her body, I told her, "That's a shame. It not only helps you, but I also get to experience your body."
"I'm all yours. Have at it," Jill whispered.
For the next several minutes, my hands rubbed every inch of her body from head to toe. Without telling her to do so, Jill turned to lie on her back. Her eyes met mine as she recognized the look in my eyes while I applied more lotion to my fingers.
"I love the way you look at me. I missed that."
"You deserve to be looked at like this. Not just because of your body but because you're you. We'd get into a lot of trouble if I were around."
Jill grinned. "It's the kind of trouble I need."
I rubbed Jill's body with renewed energy. As my hands moved across her body, Jill sighed repeatedly. When I held up one arm at a time to rub and massage them. I could see Jill's reaction on her face. About ten minutes later, I put the lotion bottle on the nightstand and wiped my hands with the towel.
Jill stared up at me intently. I let my eyes travel down her body and back up. Her nipples were erect.
"Can I trouble you to help me cum one more time?" Jill quietly spoke as I admired her body.
I nodded without speaking. Moving close to her left side, I caressed the side of her face with my right hand. My left tickled down between her breasts. Jill tensed slightly with my touch.
"I'm going to make it excruciatingly soft, Jill. How hard you finish is up to you."
Jill nodded as my left hand trailed between her legs. I lightly moved my middle finger across her clit and then inside of her. Jill's hips moved against my fingers. While slowly penetrating her, I touched both of her nipples with my right hand.
Jill moaned and closed her eyes, offering herself to me. Leaning in, I trailed my right hand down to her stomach and then lower. My right middle finger slowly circled her clit as my left middle finger entered her over and over.
Going as slowly as I could, I grazed her clit rhythmically. Though Jill was exhausted, her hips jerked hard.
"Ugh!" She moaned as her hands gripped the bed.
Her legs opened wider as my fingers had their way with her.
I looked down at Jill's lips and face as I helped her. I couldn't imagine growing tired of her face or of her sense of humor. The way she moved when she was younger made me feel regret on her behalf.
As Jill's hips moved faster on my fingers, I imagined what she would feel if someone like me had been there to appreciate her.
Jill's eyes opened and met mine. "Thank you," she whispered.
That's the moment she came. Watching her body convulse and shiver as the spasms traveled through her body to reach my fingers was unimaginably erotic.
When she finished, she sighed deeply.
"I need you to stay with me tonight if that's possible for you."
Looking at Jill's face, I answered. "Of course."
Jill turned her head to look at my dick standing hard in front of me. "I'll take care of that for you. Lay next to me."
I moved around the bed and lay halfway on my side. Jill turned and circled my dick with her right hand. Pumping me slowly from head to base, she said, "I want you to think about how I used to look while I make you cum."
"I don't need to. What I'm holding is better than that."
Jill pumped me for less than a minute before a fountain of cum sprayed out of me and onto her hip and stomach.
That's the last thing I remember until I woke up the next morning, still lying against Jill.
You need to log in so that our AI can start recommending suitable works that you will definitely like.
There are no comments yet - be the first to add one!
Add new comment