Between a MILF and a Hard Place
by Donna M.
She was at the water’s edge, in a black bikini that was more revealing than a woman her age would normally wear. Of course, I couldn’t say for sure what her age was, though I guessed she was between forty and fifty. The revealing black bikini accentuated her natural skin tone, and contrasted splendidly with her blond mane.
What first caught my eye, though, were the impressive beauties barely contained within her bra. Hey, don’t get angry; that’s what any red-blooded male would have ogled first. The second thing was more interesting. She was standing beside a young lady around my age, also in a bikini, who didn’t come close to matching the elegance and subtle beauty of the older woman. The resemblance suggested they were mother and daughter.
I was drawn to them.
I’m no muscle man, yet I do stay in shape and the ladies seem to like what they see. I walked up to the pair and struck up a conversation, mostly about local attractions. They told me about a bar that they liked, one I’d been to and liked myself though I feigned ignorance.
I can’t dignify my actions as a ‘tactic’ but by spending more time speaking with and paying attention to the younger woman, the mother showed her competitive nature—and libido—to me, which is what I wanted.
The mom’s name was Dorothy, the daughter’s Monique.
Dorothy said, “Call me Dot,” and so I did. Monique didn’t tell me what to call her, so I called her Monique, thinking all the while that I doubted I’d ever call her “Moaner.”
Stop it, Dorothy Ann, you’re too old to have these kinds of stirrings, I admonished myself. Yet this young man did it. He got my juices flowing simply by walking over here. Of course he’s interested in Monique, not me, but why not have a little fun, do a little flirting. It couldn’t hurt.
After he asked about a bar, I suggested a place we enjoyed, and then suggested he accompany us there. Monique gave me a dirty look. I didn’t recognize if the look was ‘You’re crazy’ or ‘He’s mine.’ Either way, she’d get over it. He told us his name was Dan.
We had the requisite umbrella-cocktails, though I was sure that, like me, Dan would rather have had something a little stronger. My ex could drink anyone under the table; however I could just about hold my own with him, or with anyone. Monique couldn’t. After another round she was loopy, and I figured that’s when our new friend would see his opportunity, and take a shot. My daughter was a big girl now, and I didn’t feel I had to be overly protective of her.
It turned out I didn’t have to be. As the late afternoon progressed, Dan was talking more with me than with Monique. I saw it in his eyes, and it sure was flattering. Monique didn’t like it, though. As the conversation—or maybe I’ll think of it as the seduction—progressed, my sweet daughter figured out the score and was not going to let her mom win this game. Dan looked to be a good catch, at least for a summer fling, and I began to imagine him between my spread thighs, with the expected moist results within my bikini bottoms.
This was more fun that I thought it would be. Mom was fucking me with her eyes, and daughter was ready to throw off her bikini and jump between us, if only to prevent her mom from being the one. I thought could I possibly luck out with a mother-daughter threesome? I had an erection, which was thankfully hidden under the table where we sat.
“Do you have any plans for the rest of the evening?” I asked, purposely looking at Dot when I did.
Monique jumped in, giggling, “We were going to go to the dance club at the other end of the beach. You wanna go?”
I kept my gaze on Dot, saying, “Is that okay with you, Mom? I don’t want to intrude.”
She smiled and said, “Oh, no, no intrusion. You like to dance?”
I’m not wearing panties tonight, I thought. Sadly, it’s been quite a long time since I’ve had a good lay, and I need it badly. Whether Dan was trolling for Monique or for me (I’m going to find out tonight, one way or the other) doesn’t matter. He’s going to score. Whether it’s a double score is up to my daughter.
I wore the slinkiest, sexiest dress I owned. My ex always complained when I wore this dress to a social event because of all the lascivious leers I’d get. Which is exactly the effect I’m looking for now. Monique, bless her heart, knew the competition and outdid me on the dress. Hers hugged every one of her ample curves perfectly. Her breasts looked glorious. God bless cleavage! Whatever Dan’s motivation, my daughter’s appearance tonight was ‘I’m ready, come get me.’
“Oh Mom, really?” was her comment upon seeing me.
“If you want to get laid, why don’t you just wear a sign?”
“I can say the same for you, daughter o’ mine. Why don’t we both admit what we want?”
She looked at me wide eyed, and said, “Both of us—?”
This is quite unlike me; I had no game plan, no set strategy to win the lady. Maybe it’s because there were two of them. A threesome was every man’s dream, I think. It certainly was mine. I liked my chances, so why was I ambivalent toward the whole idea as I drove to pick them up. Have I tripped and fallen for the older woman so much already?
My BMW usually impresses the ladies more than I do, but when I set eyes on the two women, my car was the furthest thing from my mind.
I couldn’t help myself. “Wow, both of you…so lovely…wow!” Did I really say ‘lovely’? They’ve gotten to me, that’s for sure. We were into the car and travelling, but not before I got a great view of four flashing, tanned legs, all the way—but not quite—to heaven.
The club was steamy hot from all the hot beach bodies dancing away. Mom and daughter joined right in, dancing frenetically with each other more than with me, but I didn’t care, I just wanted to watch them, to absorb their combined raw sexuality much like the power that drew me to them on the beach earlier today.
We danced, stopped for drinks, then danced some more. Once or twice Dot’s dancing grew so wild, so primal, that the hem of her dress hiked up enough, though just for a second or two, for me to see firm ass cheeks, tan-lined to perfection. Thong or nothing? What did it matter?
Monique drew my eyes a little higher. She was so sweaty that her dress was soaked, which, like a wet t-shirt contest, highlighted everything that she had to offer, especially her huge, taut nipples.
Following another round of drinks, our dancing got kicked up a notch. Like several others in the club, we were having sex with our clothes on, the three of us rubbing, touching, squeezing to the point I was ragingly hard and they were panting. Monique worked desperately to grind her pelvis against me, so at one point a slipped my hand under her tight dress to find the wettest, slipperiest thong on the planet. If I had the nerve, I would’ve slipped a finger into deeper discovery. Instead, my cock was so hard it hurt, and I danced, dreaming of what could be upcoming.
After the two of them returned from a visit to the ladies’ room, I was about to make the proposal when Dot beat me to it. “Let’s stop off at a package store, pick up a bottle of champagne, and scoot back to our place, okay?”
“I don’t know if I can go through with this,” she said when we were alone in the ladies’ room.
“Honey, is it because it’s ME you’re talking to?”
“Maybe, Mom. I can’t imagine the same woman who lectured me about safe sex and keeping my virtue and all that stuff is going to be in bed with me and a virtual stranger.”
“Look, sweetheart, you want him, right? I can see you’re aroused. Don’t think of me as your mother, think of me as a girlfriend.”
“Is that supposed to be any different?” Girls came into the ladies’ room but we paid them no mind.
“I’ll let you in on a little secret.” I pulled her close and told her about my two college threesomes. I saw that she was having difficulty fathoming her mother that way. After I explained the time I was with two men (“You took two guys on?” she interjected, incredulously) I filled her in on my other experience. “My best friend kept telling me how hung her boyfriend was, so one day I told her that there must be enough for both of us. I was teasing, but you should have seen the gleam in her eye. She confessed that her boyfriend had actually told her that he wanted to get into my pants. She went on to admit that she often fantasized about us being a threesome.”
“So, you went for it?”
“Of course. The guy turned out to be a fucking HORSE.” We giggled like two schoolgirls.
I left a long space between my extended palms, and she murmured “Wow!”
We giggled again. “Let’s go give Danny boy the fucking of his lifetime,” I said to her, then added, “You know you come first, baby. You always have.”
We were on fire, and Dan was about to be torched.
This was way beyond my wildest dreams. No sooner did we arrive at their place, shoes were kicked off and at least one wet thong got tossed aside, though I missed watching the actual removal (which maybe was a good thing, since my cock was already straining my boxers.) Dot popped the cork and champagne was poured.
As I sipped, Dot came right up close and whispered, “Can you take us both? We’re going to be demanding, you know.”
I choked on my last swallow of the bubbly, and feebly answered, “I’ll try.”
She rubbed the front of my pants and said, “Mmmm, a good sign.”
Monique polished off two glasses of champagne in minutes and began working on her third. She activated an iPod in a docking station, filling the small rental apartment with some light rock I didn’t recognize. She danced and drank, while her mom casually asked me to help her out of her dress.
He was so fucking eager and so fucking hard, I worried that he’d shoot his load before we ever got down to business. Monique was probably already half way to orgasm, the way she pulled off her thong, guzzled the champagne, danced, and oh, not to mention the rivulets running down her inner thighs. Did Dan notice, or was he too focused on me right now? Damn, her dress had already ridden up to mid-ass level, so there was no hiding it.
I turned my back to him and nudged closer. “Can you please unzip me back there?” He coughed, choking on the champagne, and I loved this teasing even more. When he finished unzipping, I let the dress fall to the floor. Since I wore no undies, he now had all of me to ogle, which is what he did.
He moaned a few unintelligible syllables as he went straight for my breasts. Ah, I knew he was a tit man from the moment he checked me out on the beach.
“What about yours?” I asked, but by then I was already unbuckling and unzipping him. Now that the ‘goods’ were about to be unveiled, Monique took interest in what we were doing.
“Can I help?” she asked seductively.
We stripped him and led him to my bedroom. Along the way, Monique had bunched her dress at waist level and left it there, the only thing she was still wearing.
Dan was speechless. He wasn’t excessively long or thick, but the damn thing was so ramrod hard I knew we wouldn’t be disappointed. My daughter and I took turns sucking his cock. I felt it, not knowing if Monique did also; the slight tremble signaling that he soon would ejaculate. Of course, the ever-increasing volume of his moans and groans told me too.
“I…I…I…OOOOOOOOOOOOOhhhhhhhhhh,” was all he was able to say to accompany the spectacular cum shower Monique and I received. On our faces, in our hair, everywhere, he sprayed one magnificent rope after another.
Monique actually sighed and muttered “Wow!”
Then she asked, sounding as innocent as she’d been at ten, “Can you get it up again? I’m hot and I wanna fuck!”
That’s my girl!
I left them to do some personal clean-up, if you know what I mean, and when I returned to the bed her ministrations had gotten him hard again and she was pulling him between her splayed and ever-so-ready thighs.
He fucked her like the proverbial rabbit and she had two screaming orgasms before I even had a chance to settle in beside them.
“Oh Goddddddddddd! OH GOD OH GOD OH GOD OH GODDDDDD!” she screamed louder than anyone I’ve ever been with. I got so turned on by my first “screamer” that I was nailing her so hard the bed was jumping. That’s when she screamed again. Louder!
I looked over at Dot, and suddenly remembered my first impression on the beach. She was a gorgeous lady; though older, the true definition of a MILF. She was looking at me, as if studying me while I fucked her daughter. I was almost ready to cum, but I wanted my cum deep in the older woman’s vagina.
“My turn,” I said just above a whisper.
His expression confirmed what I already believed, that he wanted me over my daughter, and wasn’t that a rush! I pushed him onto his back and without another word, mounted him, sliding that hard cock all the way. I rode him hard. My tits bounced so much they ached, but that didn’t compare to the ‘ache’ of having gone so long without sex, an ache I was in the process of soothing quite nicely.
I glanced down at him, seeing the kid-on-the-rollercoaster look staring back. “Don’t you cum on me yet,” I said, even as I knew it was too late.
“Arghhhhhhhhhh…hot damn!” he hollered as he bucked his hips and shot his hot stream deep inside me.
“You owe me one, you know.”
Actually, both Monique and I wanted to collect, so we worked our female wonders on the young lad until he was solid once more. I rode him again. Monique climbed aboard the other ‘saddle,’ straddling his face. We were facing each other, mom and daughter, bouncing and swaying and otherwise slowly approaching the magic kingdom of O.
Never in a million years would I have imagined we’d be like this, Monique and I fucking the same man at the same time. As if she read my mind, her eyes opened and caught mine. She slowly reached her arms out to me and I took her in an embrace.
It had been a while since I hugged my girl, never mind we were now naked and bouncing in unison upon our shared fuck-buddy. I was getting closer to cumming when I remembered the times I explained sex (“the birds and the bees”) to her, and her wide-eyed, preteen amazement. She’d grown up, and now I got to witness—and participate, really—in the epiphany of her libido.
Dan was mumbling something but it was muffled by Monique’s wet and hungry cunt. As before, I muttered, “Don’t you cum yet,” probably not loud enough for him to hear.
Monique was rocking wildly, and I saw that Dan’s tongue was indeed trying to keep up. She leaned toward me and embraced me again as the throes of orgasm wracked her body with an earthquake tremor and a howl of pure, unadulterated ecstasy.
That did it. I exploded, and the shock wave radiated outward from my groin, through my torso and into my brain, where fireworks I hadn’t experienced in ages lit up my mind’s sky.
Danny Boy had two wailing and trembling women on him and he couldn’t do much except enjoy the ride, though I wasn’t quite sure if he could breathe enough to enjoy it. Therefore, I sort of pushed my quaking daughter off him before fucking him with renewed energy, a sexual energy I wasn’t sure this old lady still had in her.
This must be heaven! After having the younger woman dribble liters of pussy juice down my throat, and the older woman easily drawing the last ounces of semen from my balls, here was Mom banging away again on top, her glorious tits mashed into my chest while her tongue snaked into my mouth. Damn, she must be tasting her own daughter’s cum on my lips, I thought, and that’s when I came again.
“Oh, fuck me!” I yelled, as it seemed my whole insides were pulsing out of my cock.
“Ohhhhhhhhhhh, Goddddddddddddddddddd!” she screamed as another orgasm swept through her.
They sort of collapsed around me, and we lay on the bed for a long while. Hot damn, I didn’t think I’d ever get it up again but the girl’s touch was doing it, and her mom looked like a vulture checking out carrion as she watched my cock rise from the dead.
“You’re a mighty good boy,” I said to Dan as he fucked me doggie. Monique took her number and was awaiting her turn.
Dan had his arms around me, kneading my breasts as he pounded. Now that he’d fucked us a few times, his staying power was better, so I climaxed long before he would have. Just as good as its predecessors, this orgasm shook me to the core. Juices sluiced down my inner thigh as I leaned back and whispered to him, “Monique…save your last for her.”
He took her from behind as well.
I watched them, in awe of their youthful vigor, as I looked fondly back on this evening. There was no doubt in my mind I needed this. It had been so long. Too long. What added to the whole experience was sharing it with my daughter. She was a sexual woman, not my little girl, just as she’s seen me (I hoped) as a sexual woman and not her old mom.
Oh, to be young again, two bodies in their prime humping away, not a care in the world except getting off! Monique’s head was thrown back as she moaned her approaching glory. Dan’s tight little ass muscles tensed and relaxed on each thrust, looking so great I had to touch him. When he felt my hand caress his ass, he turned to me and smiled dreamily.
Monique’s moan slowly built to a low wail until she let her arms relax, and her head fell to the bed. What sounded like crying was really her orgasmic vocalization, which along with whatever was contracting her insides triggered his ejaculation. Dan’s ass scrunched tight, while his cock visibly throbbed within the walls of her glistening wet vulva. He still had enough, bless him, to deliver a rewarding creampie.
No sooner do I cum then they’re pushing me to get dressed and hustling me out the door.
“Can I see you again?” I ask Dot, before realizing I should’ve asked Monique, not her mother, but it’s too late.
Dot stood at the door, in only an unbelted robe, and she looked like no other older woman I’ve ever seen. I wanted more of her. She said, “Didn’t we give you enough to tell your drinking buddies for years to come?”
“It…it’s not…like that. You’re—”
She placed a fingertip at my lips and said, “Sssh, just enjoy what you had. Don’t over-think this whole thing.” She then kissed me on the cheek, and said, “Maybe we’ll see you on the beach sometime.”
Her tone said the opposite; I’d never see them again, yet I knew the memory of this hot woman would always stay with me. I answered, “Sure, see you around,” and didn’t look back as the door closed.
I just got used, but that didn’t make me feel too badly at all.
“Well, how was that?” I asked my daughter as she lay sprawled across my bed, lazily running a finger in and around her cum-drenched labia.
“Oh Mom, I still can’t believe it. You and me…both. And he was trying to pick you up all along. Amazing!”
“I guess that means ‘Yes Mom, I had a great time.’ ”
That cracked her up. “You’re the best, Mom,” she declared, and then more to herself than me, she added, “A threesome…sharing a man with my mother!”
“Let’s get dressed and get some dinner,” I said. “Who knows, maybe we can bring home someone for dessert.”
More good quality mother-and-daughter time to come; we both needed it.
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