My First Time Fucking the Little League Mom [MF]

*\\Hey all—this is a really long one that I debated splitting into parts but felt it was better told as one.*

*SO:*

*1) If you want to read the whole story, by all means!*

*2) For blowjob, skip to “@@@@@@“*

*3) For cunnilingus, skip to “#######”*

*4) For sex, skip to “$$$$$$$$”*

*//*

“Ball three!” The umpire called from behind his mask.

I leaned down to mark the call in my coach’s book.

This is how I was putting myself through law school. Well not this particularly, but it’s related. I wasn’t drafted out of college, and although I may have been able to walk on to a minor league team and shoot my shot, I decided to pursue my lifelong dream of being a lawyer. I took the LSAT and enrolled in law school back in my home state of Georgia.

It was good to be home.

Law school ain’t cheap people, and scholarships and financial aid only cover so much. So I took a job coaching youth baseball in the summer between semesters. I didn’t make any real money doing that though. Rather, I was able to start offering private lessons to my players and other kids in the league for $50 per hour, and I was starting to make some really good money during the week doing that (probably about $500 – $600 per week), which was lifesaving. Plus, it was something I could handle at the same time as a legal internship.

I had never coached baseball before, but I was starting to really enjoy it.

“Ball four! Take a base!” The umpire called.

“Good eye, Cooper!” I cheered at the kid who just got walked. I saw him look at the stands and wave to someone shouting his name. I followed his gaze, but I already knew who was cheering on Cooper with me. His mom, Ms. Ward.

Now, I’m not gonna lie. I have a little bit of a thing for moms. And some of these kids had some HOT mamas, Ms. Ward being one of them. I’m not too proud to admit that I had stroked a few out to many of the moms on the team regardless of marital status, but I was definitely more drawn to the single ones.

There was Maria Velasquez, Oscar’s mom. She had changed her name back to her maiden name after her divorce. She had jet black hair and gorgeous Latin skin. She was wearing a team jersey the moms had made that accentuated her chest and paired with some denim short shorts, that really helped her ass bounce when she jumped up to cheer on her son. She had plump Latina lips, colored a dark purple-red from her lipstick. Those lips were often the object of my fantasies.

There was Jazmin Thompson, Trey’s mom. Definitely the loudest of the parents. She had rich ebony skin and was thick in all the right places. I don’t think that Trey ever knew his father. Jazmin was wearing a white tank top, her bright pink bra quite visible underneath and a pair of skintight jeans that I couldn’t believe her ass fit into. I had imagined shoving my white cock between those black cheeks on more than one occasion.

Then there was Ms. Rebekah Ward, the most frequent visitor in my masturbation induced fantasies. She was Cooper’s mom (the kid that just got walked), and almost as big of a baseball geek as me, which only made me obsess over her more. She had been separated, but not technically divorced for over a year. Her husband was an executive at a bank, and he made boo-koo bucks, which possibly explains why they hadn’t been divorced—separating marital property can be a pain.

Ms. Ward was the whole package: polite, kind, attractive, and had a smile I could melt into. Her body was beyond sexy. Standing at 5’5, she had an amazing rack (I later learned it was 32DD), and she didn’t do much if anything to conceal it, not that I minded—she was usually in a summer dress, but if not that, in a low-cut top and some yoga pants, booty shorts, or tight jeans. She had gone with the yoga pants that day, and I wasn’t complaining. She was a natural brunette, her long hair effortlessly falling straight to the middle of her back. I couldn’t believe she was 37–14 years my senior.

After I snapped back to reality, the game ended up being close, but we ended up pulling it out with a double play in the bottom of the ninth inning.

As I sent the team home, Rebekah came out on the field to congratulate her son and the team.

“Still on for lessons on Tuesday, Coach?” Rebekah asked.

“Planning on it! Cooper has come such a long way, yeah?” I answered. He really had. When I first met Cooper, I think he had been allowed in the league only because his mom had paid the entry fee. He was a terrible batter and an even worse fielder—though he could run as quick as his scrawny little body would allow him. Now half-way through the season, he had improved markedly in all respects.

“He really has!” Rebekah smiled, “thanks to your coaching. He might even have a shot at D1 like you one day.”

———————————————————————

On Monday morning I went to the gym. Once inside, I scanned to see if any treadmills remained open. It was packed, just as the parking lot had been. As I looked down the line, one woman caught my eye, Ms. Ward. I had seen her at the gym a few times before now, though infrequently. That morning she wore multicolor neon Nike running shoes, black spandex leggings that perfectly cradled her tight ass, and a matching black sports bra that struggled to contain her breasts as she jogged.

It is not in my nature to stare at the gym. Women don’t go there to be ogled at, afterall. But, with Ms. Ward, I couldn’t help myself—I had literal dreams about her.

She didn’t wear any makeup at the gym—and I was a bit surprised at how stunning she still appeared without it, though she did look a little older than in social settings.

After staring for way too long, I decided to approach her. As I got closer, Rebekah noticed me, smiled and took out her headphones, slowing her jog to a walk.

“Well hey there, Coach! I didn’t knew you came here?” She said.

“Yeah, I try to come every day, I’ve even seen you a few times but didn’t want to mess up your routine,” I responded, hoping I didn’t sound too creepy.

“Well you should have come said hi then too!” She laughed. “I wouldn’t have minded seeing you.” She gave me a little bit of a once over, and I was flattered.

“I will next time, I promise. I always wondered how you stayed in such great shape.” I hoped she wouldn’t apply any kind of offense to my statement. She really did look great for almost 40.

She blushed, and I couldn’t help but notice a drop of sweat that had run down her face, neck, and now into the hidden valley of cleavage that her bra was containing.

“Thanks, Coach.” She smiled, though a little awkwardly.

*Crap*. I thought to myself. *She caught you staring! Get out now while you still have some self-respect*.

“Well, have a good workout, Ms. Ward.” I said. I didn’t want to stay too close, and headed to the free weights. But when I would change weights, I couldn’t help but glance at the treadmills and steal glances of her ass moving as she ran.

*Focus, damnit*. I would often have to repeat this mantra and go back to my usual routine.

Two sets into my bench press and without a spotter I was starting to struggle, but tried to power through. Just then two spandex clad legs appeared inches from my face. Hands above them helped me guide the bar back to its place.

“Thanks,” I said. *Who doesn’t love a strong woman coming to their rescue?*

“No problem. Are you finished or do you need me to spot some more?” Rebekah asked.

“No, that was my last set.” I said.

“Awesome, would you mind returning the favor on the squat rack, Coach?”

“Yeah, no problem.” I said, trying not to think about how her ass was going to look doing those squats. *Someone please get me a blindfold*.

Rebekah got situated and lifted her bar off the rack. An impressive weight for such a small woman. I took my place behind her as her spotter, keeping my fists at her sides to make sure to catch her if she fell. I guess I misjudged the distance between us because at the bottom of each squat, Ms. Ward’s ass brushed against my crotch.

Thank God for compression shorts, guys. They were barely containing my raging hard on. The mirrors in front of her showing off her cleavage as she performed each squat didn’t help either.

She didn’t say anything, so I wasn’t sure if she even noticed (spoiler alert: she did).

Needing to get out of there, I spoke up. “I think I’m done for the day, I’m going to hit the showers and head out, I’ll see you tomorrow.”

*I would just like to apologize to whoever had the shower after me (and to you readers) because I blew a monstrous load in the showers before getting dressed and heading back home.*

———————————————————————

The next day I arrived at Rebekah’s house to coach Cooper. His house was great, because he had a huge backyard with a batting cage and a machine, making lessons really easy. To my disappointment, though, Rebekah wasn’t home.

As I packed up my gear, Ms. Ward drove up. It was 8:00 P.M. she had a man with her—a date. He looked like an idiot, but that’s probably because I was super jealous of him.

“I’m so sorry I’m late, Coach!” Rebekah apologized, with the man standing awkwardly to her side. She dug into her clutch and pulled out a $100 dollar bill, more than double my fee. I tried to refuse.

“I can’t acce—“

“Just take it! As a tip for your help at the gym.” Rebekah had a motherly look in her eye that I dared not even challenge.

I tried to laugh it off. “Well fine, I’ll have to give Cooper a two-hour lesson next week. See you at the game!”

I left, and that night I couldn’t sleep. I imagined Ms. Ward with her stupid date. I imagined that it was me above her naked body instead of that idiot. Ms. Ward naked on her back, her big, beautiful breasts finally exposed to me, her legs spread beneath me taking every inch of my dick inside of her. As I came in my hand, I desperately and bitterly hoped that other guy was a one pump chump.

———————————————————————

Another week went by. We won another game and I started seeing Cooper’s mom at the gym more often—three times this week, but I didn’t bother her. She was clearly in a relationship, and I didn’t want to interfere.

On Tuesday, I rang the doorbell and Ms. Ward answered in tears.

“Uh oh.” I said, worried. “What’s wrong?”

Rebekah sighed. “Cooper’s father hasn’t brought him home yet. He is punishing me for seeing another man.” She started. “It’s been a year! I know we are only separated, but nothing has happened,” she said, searching my face for solace. “Can he blame me for trying to move on?”

I pulled Rebekah in for a hug. “I’m so sorry. That must be very difficult.” It was inappropriate timing, but my dick twitched a little as her breasts pressed against my chest.

Ms. Ward sniffled into my chest. She continued, “and it wasn’t even worth it.”

I looked down at her inquisitively.

“Robert, the man you met last week. I haven’t even seen him since . . .” She began.

“Since you slept with him.” I asked.

“Well, that is highly presumptuous of you, Coach.” She hit me playfully and gave me a tearful laugh before moving to the cupboard.

She didn’t deny it though.

Silence. I almost just decided to excuse myself and tell her that I hoped Mr. Ward came to his senses, but Rebekah spoke again.

“Ok, fine. He was my first though—since my separation I mean. And it was all very—well it wasn’t very good. *Why* am I telling you this again?”

“Because I’m a good listener?” I responded.

She looked sad again. I wished I could cheer her up.

“Anyway, I was going to go on another date with Robert tonight despite the five-minute missionary sex because I don’t want to be a sad old lonely single lady for the rest of my life, but because of this *distraction* from my husband—I had to cancel.”

I had noticed her dress earlier. When she opened the door for me, her long brown hair was done into a teased ponytail that draped over her shoulder. She wore diamond stud earrings with an opal necklace accentuating her clavicle. She had on a little black dress—tight enough to make the tops of her breasts almost spill free. It hugged her waist perfectly, giving off the full hourglass vibe and ended halfway down her sexy strong thighs that I had played a minuscule part in building the week prior. Her French manicured feet were adorned by a pair of black peep-toe Christian Louboutin’s.

“Would you like some wine, Coach?” She asked. “Oh god, you are 21, aren’t you?”

“23.” I answered. “And no thank you, I’m fine.”

“Well you wouldn’t mind if I had a small glass would you,” Rebekah inquired rhetorically, already moving to a glass that had small puddle of wine at the bottom. The tip of her tongue touched the corner of her painted red lips as she poured a new glass.

“Hey, I can reschedule when you get Cooper back, Ms. Ward.” I piped up.

“Ugh, call me Rebekah.”

“Sorry,” I paused. “Rebekah.”

“And what should I call you, Coach?” She wondered.

*You can call me anything you wan*t. I thought.

“Well, I’m pretty sure you know my name is Ryan, but if you want to call me Coach, that’s fine too.”

“Do you think Robert would have liked my dress tonight, Ryan?” She asked.

“I do.” I answered, partly confused why she was asking.

“Do you like my dress, Ryan?”

“You look stunning.” I answered, truthfully. I’m surprised I could even speak, let alone respond coherently.

She smiled.

“You know I’ve seen you looking at me.” She said taking two steps around the counter, closer to me.

*Fuck. Was it that noticeable?*

“You? Uh . . . Uhm . . . Well, I mean I was looking out at the stands.”

*Nice save, buddy*.

I could smell Rebekah’s perfume as she stepped closer, until we were inches from one another’s face

“Were you looking at me, Coach?” She asked seductively. Her chest in that sexy black dress was now pressed against my t-shirt as she looked up at me, her heels having covered much of the height difference.

“Well, uh” I swallowed. “Yes.” Our mouths were almost touching. I prayed that this wasn’t some sick trick. I reached for her face and gently pulled her face the short distance to my lips, meeting in our first kiss.

The excitement spread through my entire body, and culminated in an absolutely uncontrollable erection tenting my shorts and pressing against Ms. Ward’s hips. We kissed—neither one of us daring to pull away.

I sucked gently on her bottom lip, letting go only to explore her tongue with mine. I pulled her by the waist, feeling every curve of her body on mine.

Then it dawned on me.

“Wait, we can’t do this.” I said, pulling away to Rebekah’s surprise. “Your son, and your husband—the team.”

“Shut up,” she said kindly with a smile, pulling me in for a short kiss.

“I have a secret. When Robert and I, you know, had sex . . . I wasn’t thinking about him.” She said, staring into my eyes. My dick twitched at her confession.

“But, Cooper. He’s a good kid I don’t want to—“

************Sexy Stuff Starts Here*************

Rebekah hushed me and smiled. “He is. But right now. This . . . is not about him. It’s about us. I . . . want . . . you. And I think you want me too.” She unwrapped her hands from my neck and slowly moved them down my chest, past my hips, to the bulge that she had created.

I almost came right there. I wasn’t used to a lot of foreplay, and also wasn’t used to the object of my affection for months touching my junk.

She gave my dick a firm squeeze, making my eyes bulge. “I want this. In me. But if you don’t. I will stop, and we can pretend it never happened.”

My dick was doing all the thinking for me at this point. Thus, there was really only one choice for me to make. I kissed that little league MILF *so fucking hard*, I’m surprised her lips weren’t bruised from the impact.

Rebekah was the best kisser I’ve ever had. Our bodies pressed against one another as I gently nibbled her ear, then her neck. Then kissed her clavicle. I wanted all of her. Her fingers erotically clawed through my hair as I kissed and sucked.

I grabbed Ms. Ward’s ass with both hands.

“Ooohh,” she whimpered.

I lifted Rebekah onto her kitchen counter and began sliding the bottom of her dress up her thighs. But before I could get it around her ass, she stopped me. I thought I fucked up.

Rebekah’s hands resting on my hard abs. Out of breath she managed, “My room. Now.”

I helped her back down to the floor and she guided me by the hand up her stairs. Her heels clicked against the hardwood floor the whole way.

In her bedroom was a king-sized bed against one wall, a TV and dresser against the opposite wall, and an open master bathroom to the left, a giant mirror could be seen through the opening.

Rebekah closed the door behind me and dimmed the lights. I turned around with Rebekah standing against the door looking like an actual MILF goddess.

“I wonder, Ryan, if you would like this dress *off* as much as you like it on?”

Unable to speak, I nodded like an idiot.

Rebekah smiled as she slid one sleeve over her shoulder, then slid her arm out of it. Then I watched her do it with the other sleeve. Miraculously, and disappointedly, the dress was so tight that her boobs alone continued to hold her dress up. She gently pulled on the dress and it dropped around her waist, revealing a blue lace bra, forcing her tits together to make two perfectly round globes.

With her hands, she then reached to her waist and slowly shimmied the dress over her hips and thighs, letting it drop to the floor before stepping out of it in her heels. Around her hips clung a pair of matching blue lace cheeky panties.

*Damn, Robert. You poor bastard*.

She turned around, showing me the goods. All the while I continued to stare dumbly at the epic fantasy unfolding before me.

She smiled. She arched her back and reached behind her, undid the bra clasp and let it fall to the floor with her dress.

I have never seen a pair of boobs that I did not love. But Rebekah’s were likely sculpted by God himself. Here was a mother almost 40 years old, and there was only the slightest indication of age to them. I wondered if there were a boob job at first, but I was all over those mountains and there is zero evidence of that being the case. Her pink areolas were the size of a silver dollar, and the nipples almost seemed to point at my mouth. How could I resist?

Ms. Rebekah Ward, mother of a boy I coached little league baseball for, stood before me, naked except for a pair of blue lace panties, and a pair of heels.

I didn’t let Rebekah take one step before she was pressed against her door and my mouth had enveloped her tits.

“Oh my God, yes! Suck on my tits, Coach.” Ms. Ward grabbed the back of my head and pushed me further into her chest, I moved from one breast to the other, flicking and circling her nipples with my wet tongue.

Rebekah lifted my head and kissed me, pushing me to the bed. Just before pushing me down on top of it, she lifted my t-shirt over my head. Her eyes and hands scanned my torso hungrily, paying special attention to my abdominals and obliques. Then she kissed me again.

My God, Ms. Ward’s tits felt amazing against my skin.

**@@@@@@@ Blowjob @@@@@@@@@@**

Rebekah lifted off of me, standing, then sinking between my legs to her knees.

*Oh my God*. I thought.

I sat up to watch.

“I don’t think I’ve ever felt a dick that hard, Coach. I need to see it.”

In one motion, Ms. Ward hooked her fingers beneath the waistbands of both my shorts and my underwear. While she pulled them down torturously, she began to kiss and lick my abs. The feeling of her lips so close to my crotch was almost orgasmic.

As the shorts and underwear fell to the floor, my perfectly average dick sprung free, hitting Ms. Ward squarely in the jaw.

“My word.” She exclaimed, almost reverently.

“I’m going to suck everything you have out of this cock.” Looking into my eyes as she said it and making my cock slap against her cheek.

“You have a really pretty cock.” She continued.

I had actually been told that before. Good to know that at least if I wasn’t 10 inches long, it was still nice to look at.

Cooper’s mom grasped my cock and pulled it to one side kissing the opposite thigh, then the other. She kissed up my balls, then up my shaft until she was left to hover over the head of my cock. Agonizingly, her breath left the tip and she began to stroke me as she drew each of my balls into her mouth. I’m glad I had decided to shave those that week—there really is no comparable feeling to having your balls in a gorgeous woman’s mouth.

Wet from her special treatment, Rebekah abandoned my balls and licked back up my shaft before quickly opening her mouth and sucking my head inside. I hadn’t had my dick sucked in three months and I was in heaven.

“Fuuuuccckk.” Escaped from my mouth.

She took me gradually deeper. For how long it had been for me to have one, I think it had been much longer since she had given one, and she was treating me with caution–at first.

I looked down and my cock glistened with this mom’s saliva.

Rebekah looked at me with her big brown eyes then closed them and deep throated all of me.

*Holy flying fucks, I was not expecting that*. I thought, barely conscience.

“OOOOHHH, FUCK!” I had to stop her or I was going to cum down this woman’s throat before I even had a reasonable chance to enjoy it.

“Mrs. Ward.” I called, stopping her head from bobbing.

She coughed after coming off my cock, her lips making a loud pop as they slid off of me.

“The last person I did that for was my husband.” She exclaimed. “But yours tastes better–oh and it’s Rebekah.” She winked before diving back down my rock-hard cock like she had something to prove.

Rebekah’s hands ran down my torso as she sucked. Mother of God it felt good. I was close. I knew it, and she knew it.

*pop* Rebekah’s suction broke free from my dick.

“Is my mouth going to make you cum, Ryan?” She asked.

“I’m surprised it hasn’t already,” I said through gritted teeth.

She grabbed my dick with one hand, wet from her saliva and began to twist her grip lightly around it like a corkscrew. The remainder of my cock was then sucked into Rebekah’s vaccuum-like hungry mouth.

“Oh fuck, Rebekah. I’m going to cum!” I announced.

She popped up.

“Fucking cum for me, Coach. I want to swallow every ounce of your cum!”

Shit! That was all I needed to hear. The sight of Ms. Ward on her knees, the red bottoms of her heels visible around her ass, her smeared red lips around my cock and running eye makeup were too much. I felt my balls churn and begin their release.

It was too much, though I wanted to see her face the moment my sperm hit the back of her throat, I couldn’t help but squeeze my eyes shut. I felt more then 10 jets flow free from their home and rest in Ms. Ward’s welcoming mouth.

*That moment when you’re spent and she keeps sucking. I thought my soul had been sucked through my penis.* I had to push her off with a “fuck!”

Moms do it better. I watched as Ms. Ward dipped her head and swallowed the pool of cum that I had just deposited in her mouth. “Mmm, yummy.”

She stood back up, a little wobbly, leaned forward and kissed me with the lips that he just spent the last 10 or so minutes sucking my dick.

**############ Cunnilingus ###########**

I flipped Rebekah oh her back.

“Time to return the favor.” I said, pulling her hips to the edge of the bed and standing between them.

Ms. Ward laughed. “So you *have* done this before, right?”

“Maybe once or twice.” I teased, getting into a comfortable position. I spread and lifted her thighs into the air, letting her calves rest on my shoulders.

My face was just above her panty-clad vagina. Her smell was intoxicating. I lowered my mouth and began to kiss her mound through the lace. I could feel and taste the moisture from the cloth on my lips.

I hooked my fingers around the waist band of her panties, and slowly began to kiss down her hips as I pulled them off, careful to leave only warm breaths over her pussy lips.

I felt as if I had just discovered the holy grail. Her long sexy legs framed one beautiful pussy. Her outer lips were waxed clean, leaving only a tastefully trimmed triangle patch pointing to where I it wanted my mouth to be.

I began by kissing Rebekah’s inner thighs, then ever so gently flattened my tongue, beginning to tease her outer lips.

“Enough!” Ms. Ward exclaimed, followed by her hand gripping the back of my head and mashing my nose and mouth into her slit.

While being firmly held in place, I made my tongue wide and firmly began to move my tongue up this mom’s pussy, careful to avoid her clit. I wouldn’t touch that until she was begging for it. I repeated my movements rhythmically, already feeling myself get hard again while I licked her clean.

“Ooooooohmygod. Yes, like that. Eat my pussy, Coach!” She ordered.

I kept up my same movements, careful to listen for what Rebekah needed me to do.

“Oh fuuuck. Please lick my clit. YES YES!” She begged.

I moved my mouth to her clit and hood and began to gently suck on it, while I moved one hand to her nipple and the other to tease the entrance of her pussy with my finger, barely sinking in to the first knuckle.

“Ooooohhhh.” She encouraged. I began gently flicking her clit under the suction with the tip of my tongue like a light switch.

She forced my face against her pussy even harder than before, bucking and writhing wildly against my lips–I could barely breathe!

“YES! YES! Like that, Ryan! Oh God! I’m going to cum on your face. Keep eating my pussy! Keep eating my pussy, Coach!” She said. “OH FUCK! OH SHIT!”

I felt a little burst of liquid fill my mouth followed by the feeling of Ms. Ward shuddering against my face.

“Oh my GOD!” Rebekah sighed, finally relaxing from her climax. “You *have* done that before.”

**$$$$$$$$$$$$$ Sex $$$$$$$$$$$$$$$**

Rebekah looked down. Her eyes popped and with a smile said, “Coach! You’re hard again!”

“I mean, can you blame me?”

She began stroking my cock again, and I leaned over and kissed her hard, letting her taste her own juices on my lips. She didn’t seem to mind.

“Well, I’d be lying if I said I wasn’t hoping you’d fuck me with that cock.” She laughed. “God I am really robbing the cradle with you.”

She turned around on the bed, getting to her hands and knees, her heels and jewelry the only items still left on her body. Rebekah looked back at me, “tell me you weren’t imagining fucking me from behind like this when you were spotting me at the gym, Coach. I know I was.”

I climbed on the bed and knelt behind her, my cock sliding behind Ms. Ward’s tight ass cheeks. Rebekah reached behind her and like a pro grabbed my cock blind and placed the tip at her entrance.

“Fuck me.” She ordered.

I thrust in. Her pussy still drenched in her own fluid and my saliva had no trouble taking me.

It had been a few months since I had been inside a pussy as well, and over a year since I had been in one raw. It was a good thing she already made me cum once, because *fuck,* it felt good. So good, in fact, that I didn’t even move at first for fear that the slightest movement would make me bust too soon.

Slowly, I began to thrust. “God, Coach, it feels so big inside of me! How does your cock feel in my pussy?”

“So good.”

“Then stop treating me like a China doll and fuck me!”

I grabbed Ms. Ward by the hips and slammed her hips to mine. Then again. And again. And again.

“Ah! Oh! Yes! Fuck!” It seemed a new sound emitted from her lips with each new thrust.

I saw Rebekah’s teased ponytail, and pulled it back, maybe too roughly while I slammed into her.

“Fuck yes! Pull my hair while you fuck me, Ryan!” Her head was pulled all the way back so that I could lean over and kiss her while I continued giving her back shots.

“Harder!” She cried. I started fucking her a little harder.

“I said harder, Coach! Fuck me *harder*!” I was going full steam engine at this point. Pulling her hair to meet my thrusts and leaving my imprint on her ass as I fucked her harder than I had ever fucked in my life.

“OH MY GOD YES! FUCK ME COACH!” She yelled into her headboard.

I let go of Rebekah’s hair and reached under her to grab those magnificent tits.

“OOOHH! YESSS!”

I then reached under Ms. Ward and began to stimulate her clit while I fucked this goddess.

“OH FUCK! FUCK! LIKE THAT! OH GOD I’M CUMMING AGAIN!”

As I thrust into her again, I felt another small gush of liquid flood past my dick onto the duvet. *She was going to need to wash that later*.

Ms. Ward pulled herself off of me and told me to lie down. I did, and she straddled my hips.

“*More*.” She said, before sliding back down my pole. “I’m going to take care of you, now.”

Showing amazing balance in those heels, Rebekah began doing squats on my dick like it was nothing.

“Fuck, your cock feels so fucking good in my pussy, Ryan. This is what I’ve been missing.” She sat, completely sheathing my sword inside of her and grinding her hips against mine.

“Have you ever been fucked this good, Ryan?” She asked.

I felt it not wise to actually think about the answer to that question, but the answer may very well have been “no.”

“No!”

She began squat fucking me again, holding herself steady with the headboard.

“You like how I ride your dick, don’t you, Coach?”

*Very much, I did. But I couldn’t speak. The squats at the gym were clearly paying off.*

Sex, for me, is like a battle. If I let the woman be on the attack for too long, I’m going to lose the battle and cum before I want it to be over. So I need to take control. But before I did, I had to suck on those tits bouncing in my face. When she plunged down on me, I held her down firmly with my hands and reached upward to take one of her breasts in my mouth.

“YES! FUCK! SUCK MY TITS!”

She was clearly feeling it, but her grinding had gotten me too close. Holding onto her ass, I sat up and kissed her, then lifted her in my arms. I pulled it off without my dick leaving its home, then began to thrust. It was my turn to control again.

Ms. Ward couldn’t have weighed more than 130 pounds, I could hold her in the air for as long as I needed.

I began to lift Cooper’s mom’s fine ass off my cock then gently spear her again, repeatedly.

“Oh my Godddd.” She told me later she had never done that before.

Soon, though, I wasn’t being gentle. Her ass was mine to control and it was getting slammed back to my hilt.

“Oh fuck — Coach— your cock — feels —so good — AH!” Each pause separated by my lifting her ass up and slamming it back down on my pole.

Despite me taking control, my dick was at its wits end. It wouldn’t hold out much longer under this punishment.

I laid Ms. Ward back on her bed, her heels hanging over my shoulders. “Where should I cum Mrs. — Rebekah?”

“My tubes are tied. Cum inside of me, Ryan!” She said.

A woman after my own heart. There is something so primal about planting your seed deep inside a warm wet pussy.

I was close.

Rebekah had her hand on her clit, rubbing it violently.

“Fuck me harder, Ryan!”

Oh God. I wanted to cum so bad, but I wanted even more for this woman to cum one last time on my cock. I began rocking back and forth as fast as I could without letting go.

“Oh yes. More. Yes! Fuck yes! Faster!”

I wasn’t sure how my hips could move any faster, but instinctively, they did. Rebekah Ward’s tits were bouncing every which way, completely uncontrolled.

Watching them bounce like that, and watching my cock disappear into her pussy sent me soaring over the edge.

“I’m cumming, Mrs. Ward!” I couldn’t remember her first name.

“OH FUCK ME TOO, BABY!” She wrapped her legs around my waist to keep me from pulling out.

“FUCK YOUR CUM INTO ME, COACH! FILL ME UP WITH YOUR HOT CUM!! OH MY GODDDD!!”

Our orgasms slammed through each other. She came for the third time that night with another small gush, and I for the second. I felt stream after stream travel from my balls and erupt inside of that tee ball mom’s pussy. Her juices mixed with mine as I withdrew for the last time that night and watched the product spill free.

——————————————————————————

I woke up to the sound of Rebekah’s phone ringing. Then I fell back asleep in exhaustion.

I woke again to the feeling of Rebekah’s lips on my chest. Sunlight was streaming into the room, and it looked completely different from last night.

“Wake up, Coach. My husband is about 30 minutes away with Cooper.”

I stood up, panicked, but still a little delirious. I began to put on my clothes. “So, would you ever want to do this again?”

I searched for my shorts and Rebekah was already bending over to pick them up. Well, yeah. About that, I actually texted my divorce attorney last night, and she came by this morning with the papers (she pointed to them). I’m going to serve him when he drops off my son.

“Wow, that’s huge!” I said. “Good for you. I’m happy for you.”

Only then did I notice that she was wearing my t-shirt.

“Oh!” She said, faux realizing that she was wearing my clothes and pulling it over her head to reveal the breasts I was licking mere hours earlier. My cock couldn’t help but react, to Ms. Ward’s delight.

She approached me, now naked from the waist up and sank to her knees with a grin. “I said 30 minutes, right?”

———————————————————————

*Rebekah and I dated for the next four years, and had many fun adventures together. If you’d like to hear more, leave a comment and let me know.*

Source: reddit.com/r/gonewildstories/comments/t40s1k/my_first_time_fucking_the_little_league_mom_mf

39 comments

  1. Fantastic story from beginning to many happy endings! Play ball coach!

  2. Very good writing, and a very hot story.

    Any porn/celeb look-a-likes to Ms Ward?

  3. Little league doesn’t play 9 innings . And they certainly don’t turn 2. Fakeasfuck

  4. Love to hear more. We would make our bottom of the draft picks based on the mom…

  5. FTR. I lost this story right at first kiss because of a call. I’ve spent an hr trying to find it to finish.

  6. Love to hear more. I had my first older woman experience at 18, she was 35. We saw each other infrequently for 3 years.

  7. Do many Mums have fantasies of fucking their kids’ coach?…… I am the Coach and feel like I’m the prey to the hungry mums who don’t want to fuck their husbands anymore!

  8. Was she a pig with a woman mullet? That’s what all the little league moms look like in these parts.

  9. Glad to hear you stepped up to the plate and knocked her out of the park! Keep the stories coming

  10. Very hot you got to cum in her and spend 4 amazing years with her! I agree about the primal sensation … It’s a slight bummer she had her tubes tied already

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