Me, My Girlfriend, and Her Mom – The Series by Sage_of_the_Forlorn_Path

Part One:Ashley rode my rock-hard cock, moaning like a banshee with her huge tits bouncing in my face. Ashley was my girlfriend, and she had always been somewhat of a nymphomaniac. She was 19 and I was 21 and I had snagged her when she first came to college. As she rocked back and forth on my lap, I was rubbing her pussy with the thumb of my right hand and squeezing her melons with my left. As I groped them hard and pinched the nipples, Ashley moaned and ran her fingers through her blonde hair.

“Oh god, Zach! Smack my ass!”

I slapped her rear with both hands and squeezed the soft cheeks as hard as I could. Holding onto her perfect rear, I started lifting her up and then slamming her down onto my rod, using the force to push myself as far up into her luscious pussy as possible. Ashley leaned forward as I fucked her as fast as possible.

“Harder! Harder!” she moaned as I sucked on her tits.

Grabbing her hips, I turned her around so that her back was to me. Lifting herself up almost in a crabwalk, Ashley handed the job of movement to me as I started hammering her cunt in a steady rhythm, my nut sack was starting to hurt from being slingshot up and down like a yoyo in the hand of a crackhead.

“I’m going to fucking cum!”

At that, I began fucking her even harder. I hammered her cunt with the last of my strength, trying to turn my manhood into a jackhammer with flesh. Her womanhood was pulling on me like a vacuum, desperately trying to draw forth my seed. Finally, a river of pussy juice gushed out from between her legs, washing over my lap. There’s nothing better than a squirter. With her taken care of, now I could unleash every drop of sperm I had. In one final burst of strength, I forced my throbbing manhood up inside her and emptied myself into her womb.

Ashley pulled herself off of my deflated dick, turned around, and wrapped her lips around the head. She knew her job. With her sucking the last globs sperm out of my cock as if it was the straw of a milkshake, I could feel another orgasm welling inside me. Her lips wrapped around the head and Ashley pushed the tip of her tongue into the slit, while simultaneously rubbing the shaft with one hand and massaging my nuts with the other. Holy shit, she was a sex goddess.

She then took my whole cock in her mouth, rubbing it against the back of her throat. Her head began bobbing up and down as she massaged every centimeter of my dick with the soft corners of her mouth. She would use her lips, tongue, and the inside of her cheeks to massage the shaft, and she would rub the head of my cock against her uvula and agitate her gag reflex, just enough so that her eyes would roll back into her head, she would slightly tremble, and saliva would drip from her lips and onto my lap. I wonder how many guys she had to fuck to get this good…

Finally, she took my dick out of her mouth and I shot a stream of cum across her face and onto her tongue.

“Holy shit, that was one of our best ones yet,” I said.

“You’re damn right it was,” Ashley purred as she lied down beside me.

“I love you,” I said as I wrapped my arm around her and kissed her on the forehead. ‘At least I love fucking you.’

“I love you too.” She gripped my worn-out cock. “And I love this.”

I pulled up to Ashley’s house, trying yet again to call her cell phone. She lived with her mom in a nice beach house, but their landline phone service often went down. Most of the time, communication was restricted to cell phones and driving. Ashley’s phone battery was probably dead, and her car wasn’t in the garage. She wasn’t home, exactly what I wanted.

I was constantly showing up at Ashley’s house, so she and her mom had told me that I didn’t need to knock. I silently opened the door and stepped inside the lavish beach house. Ashley’s mom really had gotten a lot of cash from the divorce.

Down the hall, I saw the flutter of blonde hair. It was her, Jill. She was an easy-going woman, having no problem with me and her daughter fucking while she was still in the house or me spending the night, even with Ashley’s moans and dirty talk loud enough to be hear next door. Jill looked just like an older version of Ashley, and was just as sexy and beautiful. I didn’t know how old she was, but she was the definitely the perfect age. She was the best mix of young babe and mature milf. Her skin was still tight, smooth, and soft, but lines were starting appear on her face and you could tell she was aging, but in a way that made her more desirable than a woman ten years younger.

Seeing her always gave me an erection, and I would have given my right hand to fuck her. I would have given my right hand and both my legs to have a threesome with her and her daughter. I had spent countless hours masturbating while imagining Jill and Ashley sucking on each other’s tongues while I shot my load into their faces. She was one of the reasons why I was dating Ashley. Once Ashley introduced me to her parents and I saw Jill for the first time, I made a promise to myself that I was going to fuck her, no matter what it took, and I was here today to once again try and inch myself closer to that goal.

My cock instantly hardened as I realized that she was in a tight bikini. Her round tight ass looked just like Ashley’s as she walked around while swinging her hips. She was in the bedroom… looking for her top. I couldn’t believe it, I was finally able to see her bouncing double D tits. Her areolas were the size of quarters and she had nipples like pencil erasers. Like her face, you could see the signs of age on her tits, but that just made me want grope them more.

As much as I wanted to stare at her tits, I knew that she would notice me and get angry. She was looking for her bikini top, which I saw on a reclining chair in the living room. If I gave it to her, it would grant me a little more time to admire her tits and she wouldn’t be as angry.

I walked to the doorway of the bedroom when she had her back to me. “Looking for this?” I asked as I held up the bikini top with it wrapped around my fingers.

Jill let out a small shriek of surprise as she bolted around. “Zach, you scared me!” It was only then that she looked at her titties and covered them with her arms.

“Relax, I was standing in the hallway, I’ve seen them.”

“You were spying on me?!”

On cue, I tossed the bikini top to her. She caught it and began to calm down, just as I planned.

“I wasn’t spying. I opened the front door and I saw you down the hall. You’re just as beautiful as Ashley and I’ve always admired you and even had a small crush on you. I must admit that I was a little awestruck.”

She gave a modest smile, and to my surprise, she lowered her arms. She wasn’t covering her tits and was holding the bikini top as if she was about to put it on… but she hadn’t. For some reason, she kept it in her grip.

‘Interesting, very interesting,’ I thought to myself. I decided to push it a little further, to experiment with the situation. “Your breasts are beautiful. I’m guessing that they’re natural?”

She gave another modest smile; I was actually putting her in a good mood. “Yes. Most people think that they are fake, but they are actually real. Why didn’t you think they were fake?”

“You’re always so honest, you don’t seem like the person who would lie about her appearance. Plus you’re already so pretty that breast size doesn’t matter.”

She began to blush. “My ex-husband never appreciated my looks…” Then she held her tits and jiggled them. “Or the girls.”

“I can’t imagine why, they’re fantastic,” I said, reaching out and cupping one.

Jill stiffened at the feel of my palm against her areola, but she didn’t pull away.

“Uh, Zach, I don’t think we should be doing this.”

“Relax, it will be our little secret. Besides, a little human contact feels good, doesn’t it?”

She gave a soft moan as I gently squeezed. Holy shit, her titties were even better than her daughter’s! I began massaging it, first with one hand and then two. I then moved my other hand onto her other breast and began squeezing them both. Jill moaned and hummed as I massaged her tits and even pinched the nipples. There was no telling how long it had been since she had felt this.

Before she could stop me, I got behind her, continuing to massage her breasts. Now with more elbow room and straight wrists, I was able to be a little more rough, groping the melons with a firm squeeze, rubbing them in circles like joysticks, and pulling on her nipples to make her yelp. I could take it anymore; I had to have her. I pressed myself against her and ran my tongue up the side of her neck.

The feel of that lick and my erection poking her ass told her that we had gone to far. She hurriedly stepped forward out of my reach and put on her bikini top. “Ashley, uh… Ashley will be back in a few hours. I’ll uh… I’ll be out back.”

She rushed out of the room without looking back at me and into the kitchen, where she pulled a bottle of white wine out of one of the cabinets. Something told me that she had not planned on taking it with her. She walked outside and lied down on a beach chair out on the yard. She began drinking heavily from the bottle while putting on tanning oil.

“It looks like I might get a piece of that sweet ass,” I said to myself with a smile as I put my hand on my rock-hard cock.

With how fast she drank, Jill was passed out in half an hour. I walked outside and waved my hand in front of her face to make sure she was really out. A slight flicker of her eyelids told me that some stimuli was getting through, but she was so drunk that I doubted that she would wake up unless I splashed her with a bucket of water.

I was tired of waiting, I was going to take her then and now, whether she liked it or not. She would undoubtedly try to fight me off at first, but if as long as I overpowered her, she wouldn’t get away, and there weren’t any neighbors around right now to hear her. All I really had to do was make sure she had an orgasm. She had left her husband three years ago, and according to Ashley, hadn’t dated anyone since then, meaning that this milf in her sexual prime was probably starving for a good fuck. All I had to do was make her cum and her resolve would break, then I could do whatever I wanted. It all depended on how well I could keep from blowing my load.