This is a story about three young bros and the two incredible older women who gave them a night to remember. If I hadn’t been part of it, I probably wouldn’t believe it.
Manny, Wigs and I basically grew up together. We’re all 20 now, and we’ve been friends for 14 years. We went to the same schools, and our bond was sealed early on. Our moms were all good friends, so our families often hung out. They still do.
As middle schoolers, we took swimming lessons as a group and played on the same soccer team. Later, we even briefly had our own garage band. Wigs could play a little guitar, and I faked it as a drummer. But Manny was the one with real musical talent, being a proficient keyboardist and a great singer. After high school, he wound up going to a music conservatory on the West Coast. That changed things for the three of us somewhat because Wigs and I stayed in the New York area for college. But we managed to keep in touch.
Wigs — that’s a nickname in case you haven’t guessed — has a great uncle with a cottage on Cape Cod, and the three of us spent a lot of time up there as kids. The uncle eventually settled into a retirement community, but his property remained in the family. For the past couple years, Manny, Wigs and I have gone there during spring break in mid-March, as well as a couple of times each summer.
Cape Cod is relaxing, but the town where the cottage is can bore to death anybody under 35, especially during spring break. It’s not Fort Lauderdale or Cancun, that’s for sure. The weather in March is pretty shitty, too. Of course, we go there mostly so the three of us have some time together, but it would be nice to have a few girls our age around. Then again, Wigs’ family has a stocked bar, and they’re fine with us tapping into it, so long as we stay off the road. There’s also a hot tub. It’s not ideal, but we manage to have good times.
Last spring, though, an Englishwoman named Alice entered the picture. And that little village on the Cape became MILF City.
Alice lives next door to Wigs’ family’s cottage. She’s tall with long, dark hair and a body that calls for an international day of celebration. Her breasts are also spectacular. She’s probably 40-something, but the boys and I had
no problem with that.
Last spring break, we planned a week at the Cape. Wigs had let us know about Alice months before. She’d moved in there the previous fall. He told us she was a big flirt, very sexual and provocative. Oh, and she had a sexy accent. I figured her presence next door would be a running joke among us, and probably a source of communal blue balls. I was right, sort of. But our destiny with Alice would eventually take a much more satisfying turn.
We were drinking beer in the living room and watching a basketball game during the first day of our stay when the doorbell rang.
“James, you ordered pizza, dude?” asked Wigs.
I told him I hadn’t.
“Manny?”
“Not me,” Manny said. He was texting back and forth with some girl out in California and hadn’t even been paying much attention to the game.
“Gotta be the law, then,” Wigs joked.
I opened the door, and there was Alice, dressed in a skintight black outfit with a neckline that showed off her magnificent boobage. She held a bottle of liquor in one hand and a couple limes in the other.
“Hello, sweetheart. I’m Alice. Are you Manny or are you James? I’m guessing you’re James.”
I stammered a little as I said, “You’re a good guesser.”
“Do you like tequila? I know your friend Wigs does, but not everyone fancies it.”
I assured Alice that I indeed liked the beverage and invited her in. Wigs immediately brought out the shot glasses and salt.
Soon we were doing shots, and Alice was telling us about her path from Britain to Massachusetts. She’d married a rich dude from Boston and got the cottage as part of her divorce settlement. They’d had a kid, but she was grown and off in college in France. So Alice was as free as a bird.
“I know you lads thought I came over on the Mayflower. But I’m not quite that ancient,” she quipped.
We assured her she could have passed for a grad student, and we meant it.
We got pretty blitzed. We’d put on some music, and Alice was dancing around the room with her tits bouncing merrily. We had high hopes for where the night was going. But when Wigs mentioned the hot tub, Alice declined.
“A little chilly for that today, wouldn’t you say?”
“It was just cleaned,” Wigs said hopefully. A classic Wigs non sequitur.
“Also, I have no bathing costume,” Alice added.
The logical answer to this would have been, “You don’t need one!” But, as high as we were, we were somehow too shy to be so forward.
“I’ll take a rain check,” Alice said, when nobody piped up with a reply. “But, hey, you can still dance with me.”
And so we did. First, as a group for an up-tempo number, and then taking turns with her for some one-on-one slow dances. When I held her close as we swayed, my dick went stiff and she eagerly pressed her body against my hardness. She looked into my eyes and smiled.
“My,” she said, “I can tell someone is very fond of dancing.”
But moments later, she abruptly took her leave of us.
“See you lads later,” she said. “This has been super.”
And with that, she was off, leaving us with the dregs of the tequila and a big bundle of sexual frustration.
“What was that all about?” Wigs wondered.
“Classic prick tease,” Manny weighed in.
We didn’t see her again during that stint on Cape Cod. We assumed we were being fucked with, and that turned us against her somewhat. Though we were all quietly hoping she’d pay us another visit.
We turned against the Cape, too, in a way. We vowed we would never go there in March again.
The spring semester went by quickly. Soon it was time to think of summer. Manny, Wigs, and I all had internships and travel plans lined up, but we had a few weeks in late spring for a friendly get-together. Wigs reserved the cottage for the first two weeks of June, although school went later for Manny and me, so he and I would only be there for the second week. One day, Wigs group-texted us: “My dudes. It happened. Alice sucked my fucking dick!”
In follow-up texts, he gave us the full story. She’d come over when she learned he was at the cottage by himself. They’d gotten buzzed, and he fired up the hot tub. She got friendly with him, groping his “naughty bits,” as she called them, through his swim trunks. After a few minutes of that, they went inside, toweled off and shared a 69. When he came, she swallowed his load.
“She’s cooking dinner for me tomorrow night at her place,” he texted. “More oral for sure — maybe fucking. And, whoa, she’s got a friend named Naomi coming in from London next week. Says she’s fleeing an empty nest. But she’s supposed to be a total nympho! I have a good feeling about this.”
Manny replied, “Tell me this is not a joke, Wigs.”
“No joke, dude. Also, Naomi’s a ginger!”
I knew that detail would tantalize Manny, who has a thing for redheads.
Manny typed out: “Excuse me. Be back soon. Must masturbate immediately.”
“Damn, dude,” I interjected.
“They’re Brits, Manny,” Wigs added. “Say “Must ‘wank’ immediately.”
I drove north and picked Manny up at Boston’s airport that Saturday morning, and we drove straight to the Cape. Manny was in a blue mood. He and the girl he’d been dating in Cali, a classmate from the conservatory, had been on-again, off-again all semester. And at the moment, things were seriously “off.”
“Think about Naomi instead,” I told him. “She’ll cure what ails you.”
“You think she even exists?”
“Wigs isn’t good at making shit up.”
“I know. But it sounds too good to be true.”
I shrugged, but I kinda agreed.
We arrived at the village in the late afternoon. It was a beautiful, warm day, in the mid-70s. The sea air smelled great. Something about it seemed to make me hornier than usual.
Wigs told us he’d invited Alice and Naomi to come over that night. He’d enjoyed two more rounds of oral sex with Alice since their first hookup. The most recent time, he’d hinted that he wanted to fuck her, but she seemed to prefer oral. He was cool with that.
“She’s a real deep-throater,” he added.
Later that day, dark, ominous clouds rolled in, and the rain started. We’d planned to invite our MILF friends to join us in the hot tub to break the ice, but that plan was in jeopardy. It was pouring outside when they showed up.
Naomi was sexy in her own way, much like Alice. Her hair was more strawberry-blonde than red, but she was freckled and had piercing blue eyes. She was on the petite side, and her body was clearly toned. She wore a filmy summer dress that clung to her slender figure. Her breasts were not big like Alice’s tremendous cans. But she was bra-less, and I could see her sweet nipples through her cotton dress, which had gotten wet as she scurried through the driving rain. Manny gazed at her as though he was locked in a wet dream.
Alice was looking fine, too. She wore a tight lightweight red sweater and a black-and-white checkered skirt that exposed her excellent legs clear up to the mid-thigh. She carried a bottle of white wine in one hand and a bottle of red in the other and deposited both on a nearby table.
As Alice greeted me with a warm embrace, she reached back to my butt and ran her hand along my asscrack. Then the minx gave me a peck on the cheek.
We drank wine and chit-chatted for a while.
“That rain is frightful,” said Naomi with a glance toward the window. “And we were so looking forward to the hot tub.”
“It’s just a passing storm,” I told her. “I checked online. They say it’ll clear in an hour or so.”
On the sofa Alice was running her fingers through Wigs’ hair. He was smiling a knowing smile. The sexual tension in the room was growing, but everyone was hesitant to get the ball rolling, so to speak.
“How about we play a game?” Alice suggested.
“Like what?” Manny asked.
“Strip poker!” Naomi practically shouted. Everybody laughed at her eagerness to get naked.
“There’s a deck of cards around here somewhere,” said Wigs, already starting to rummage around in a drawer.
“I don’t at all fancy card games,” Alice announced, and Wigs looked totally dejected.
We began suggesting other games: Strip charades. Strip Pictionary. Finally, Naomi said, “I know. Let’s try The Minister’s Cat.”
“Huh?” my buds and I said, practically in unison.
It seems The Minister’s Cat is an old Victorian parlor game. The first person in a circle says, “The minister’s cat is — ” and fills in the blank with an adjective beginning with “A.” The next person repeats that and adds an adjective beginning with “B,” and so on. You have to remember all the words, in alphabetical order. In the stripping version — made up on the spot by Naomi — if someone didn’t remember an adjective, or didn’t think of a new one to add to the chain in ten seconds or less, they had to take off an item of clothing. We decided to give it a go.
All of us stayed fully clothed until Wigs blew it.
“The minister’s cat,” he said, “is an amiable, benevolent, cautious, desirable, effervescent … ” But for some reason, he couldn’t come up in time with an adjective beginning with “F.” He took off his T-shirt.
Several rounds later, Alice was supposed to come up with an “R” word, but somehow forgot “effervescent.” Off came her red sweater, and there were her gorgeous globes, stuffed into a lacy black bra. I already had a chub in my pants, but at that moment my dick went full-tilt erect.
Soon we got to the letter “X,” and Naomi was stumped. She took off her little dress and was clad in only skimpy white panties. All eyes feasted on her tiny pink nipples.
“What say we call the game for rain?” said Alice.
We all agreed.
“Naomi, will you help me unhook this brassiere, love?”
My buds and I were mesmerized as Naomi did as she was asked. The two MILFs faced each other, nuzzling and gently playing with each other’s breasts. The contrast between tall, dark-haired Alice and slight, fair-featured Naomi was striking. Alice tweaked Naomi’s soft nipples until they hardened in arousal. Naomi grasped one of Alice’s gorgeous tits and began mouthing her ruddy nipples.
“Brilliant,” Alice said. “Suck my nips. Show the lads your slutty side.”
Her words clearly encouraged Naomi. She gave equal attention to Alice’s other breast, practically slobbering all over it.
Alice let Naomi continue pleasuring her while she undid her checkered skirt and tossed it to the floor. Naomi instantly fell to her knees, pulled down Alice’s black panties and thrust her face between her friend’s thighs.
Their live lesbian sex show continued for several minutes. Soon Naomi had slipped off her own panties, too, so Alice could return the favor. Naomi’s pussy wasn’t shaved, but it was neatly trimmed. The two moved to the long sofa and got into a 69 position, with Alice on top. Her taut bum bounced as Naomi’s tongue alternated between probing her friend’s vagina and polishing her stiff clit. Both caterwauled loudly as they came. Afterward, they took a break and sat beside one another on the sofa, laughing sexily.
“What’s this, gents? Still clothed, are we? Don’t you see where this is going?” Naomi asked mischievously.
Wigs, Manny and I were, in fact,
still dressed — that is, if you don’t count that Wigs had lost his shirt earlier.
We looked at one another. We all seemed to be in a kind of erotic haze. At the same time, we were somewhat hesitant. We’d seen each other naked before, but never in a sexual situation. Would we be able to handle it? We hadn’t considered that when we’d invited the women over. I guess we’d figured we’d be entertaining our guests out in the hot tub, where our tumescence or lack thereof would all
be underwater.
Alice came to the rescue. She went over to where Wigs was seated, unbuckled his belt and yanked his jeans down. He wasn’t wearing underwear, and his circumcised penis was broomstick-stiff, pointing up toward the ceiling. Getting onto her knees, Alice took his boner in hand, squeezed it lightly and began licking the tip. Wigs was breathing erratically.
“Come on, suck it deep like you did before,” he said breathlessly.
Alice paused.
“Please,” he added.
“Oh, he remembers his manners, does he?” Naomi said dryly from the sofa. “He’s a polite one, him.”
Wigs, now being deep-throated by Alice, couldn’t muffle his passion any longer. He moaned unashamedly. It was bizarre watching and listening to my old friend being sucked by a stunning older Englishwoman.
Naomi got up from the sofa and spoke to Manny and me.
“Listen, my dears,” she said. “Alice and I aren’t going to fuck you, but we’ll be happy to suck you off. What say you?”
I swallowed and managed to say, “That’s cool.”
Manny was more exuberant and answered, “Shit, yeah.”
Naomi went over to where Manny was sitting, removed his shirt and cast it aside. His slightly pudgy torso quivered a bit as she pulled him to his feet. She reached her other hand out to me invitingly.
“You, too, James,” she commanded. “Off with the shirt. And lose the trousers, too.”
I stood and stripped myself buck naked. Naomi led Manny and me over to the sofa. My cock was fully erect, stretched to its full seven inches. She pushed me down on the cushions, fell to her knees and grabbed my boner.
Naomi’s dainty mouth took in my erect penis. At first, she sucked my prick gingerly — no pun intended — but eventually she was working my cock as though she were a human milking machine. She ran her hands up and down my chest as she delivered an awesome blowjob. I was in another world, but I managed to look over and see Manny had peeled down his cargo shorts and boxers and was furiously stroking his thick, uncut dick. Who knew my old pal had such a big-helmeted peen? Soon his pecker was drooling a stream of pre-come.
I guess Naomi noticed that trickle of excitement. She stopped sucking me and moved to Manny’s groin, opening wide to take in his massive member. He shuddered with lust as she took the full length of his cock into her throat.
Back and forth she went between the two of us. When sucking Manny, she tickled my nutsac while I masturbated. Sometimes I looked over to see what Alice was doing with Wigs. At one point, her hands reached up to his hairless chest so she could pinch his nipples as she continued to suck his stiffy.
Naomi briefly stopped blowing us and played with her clit as she watched Manny and me stroke ourselves.
“I want your come,” she said.
We both stood and stroked ourselves harder for her.
“I’m gonna shoot!” I mumbled, and suddenly, her lips were wrapped around my cock again. I felt my semen course through my dick and pour into her mouth. Seconds later, Manny whimpered, “Me, too.” I stepped away. A couple of big jets of his jizz spurted out before he could get his dick in her mouth. But Naomi swallowed the remainder of his cream happily. Manny and I collapsed onto the sofa, and she soon joined us there.
Spent, we watched Alice gulp down Wigs’ ejaculate. It must have been quite the load because a portion of it dripped down her chin and onto her full breasts. To our amazement, Naomi went over and licked it all up.
There was much more carnal fun
that night. The rain stopped as promised, so the five of us finally had a soak in the hot tub before we went for round two. There’s not enough time for me to spill tea about that in detail. Long story short: Wigs and I were entertained by Alice, while Manny had a solo turn with Naomi.
But there’s even more to come. The five of us made plans for next year’s spring break. Turns out we’ll be heading to the Cape for March after all.