Last Friday I posted about how I lost my virginity with Lantana, my best friend from high school. We hooked up when she got a little drunk after dumping a cheating boyfriend. Some readers asked if I ever got together with her again, so I thought I’d share a story from the following summer . . .
I was definitely hoping that my first time with Lantana would become a steady relationship, but that just wasn’t practical. We lived about four hours away from each other, and she wasn’t sure we were a good fit as serious romantic partners. Having been such close friends growing up, she was concerned that a break-up might make things too awkward to continue the platonic side of things. That sounded like an excuse girls use to mean they’re not attracted to a guy, but the good news was Lantana’s concept of the “friend zone” was different than most. I don’t know if she was disillusioned from having been cheated on or if she was just growing more adventurous, but she made it clear she still wanted to be friends with benefits. Although I wanted something deeper, I wasn’t about to turn that option down. So we got into each other a few times over the breaks (fall, Christmas, spring).
The next summer I visited Lantana in Myrtle Beach, where she was living in her family’s vacation condo and working as a waitress at a hot wings restaurant. (Not Hooters. It was a local franchise, but all the servers were hot college girls who wore short shorts and black t-shirts with plunging necklines.) I drove in on a Friday night to meet Lantana after her shift ended. While I was on the way, she texted to say that she wanted to set me up with her co-worker Cassie. Lantana described her as a “damn (hot) Yankee” from Massachusetts who was living with her divorced dad for the summer.
I joined Lantana and Cassie at a Waffle House. They were still in their server outfits. Lantana looked great as always: long legs, deep tan, and blue-gray eyes. Cassie was as advertised; “damn hot” had been a blunt but accurate way to put it. She was shorter than Lantana and fairer skinned, but she had the kind of silky brown hair that models whip around in Pantene shampoo commercials.
The three of us sat and talked for a couple of hours until Cassie’s phone buzzed. “Fuck, it’s my dad. I gotta go. Some girl from New Jersey disappeared here a while back, so he’s really uptight about these stupid curfews.” Both girls had Saturday off, so we agreed to hang out on the beach the next afternoon. I rode with Lantana back to her condo, and we talked some more and drank a few Natural Lights, but nothing much happened.
Saturday afternoon:
We laid out on the beach for an hour or so. Lantana wore a hot pink string bikini with a thong bottom. Those aren’t exactly legal in Myrtle. There was a crowd of middle-aged, Mediterranean-looking men camped near us, and they kept stealing glances, especially when Lantana was on a face-down rotation. Yet no one called the cops. Go figure, right? Cassie had on a more modest black tankini, but at least it had cheeky bottoms.
Cassie and I lay next to one another. As we talked, lying on our stomachs, she draped a leg over mine and lazily traced her hand over my back. When we both needed to cool off, she grabbed my arm and pulled me up to take a dip in the surf. We waded out to chest-deep waters. “Cassie’s told me a lot about you,” she said. I was curious. “Yeah? What about?” “About what you were like in high school. About what you’re like when you’re drunk.” Her smile turned mischievous. “And about what you’re like in your trunks.”
Cassie playfully lunged for my crotch. I gave her an embarrassed smile and turned to the side. “I have no idea what she told you, but you might be a little disappointed right now,” I said. The conversation was starting to turn me on, but the early June ocean was not yet warm and I wasn’t at my fullest potential. “Ah, don’t be so bashful,” she teased. “You were wicked plump earlier in the sand. I saw. Maybe this will help.”
She bobbed lower in the waves and jostled from left to right, her arms hidden under the water. After a few seconds, she looked around and then held up something just above the surface. At first I stupidly thought she had scooped up a bunch of seaweed, but it was of course her bathing suit. Both pieces. Cassie swam over and hugged my waist, pulling me out deeper. The water was just clear enough to allow me a look at her pretty little tits: A-cups, I guessed. I reached over and stroked one. I used my thumb to rub circles around the tight nipple. Although her breasts weren’t big, she had wide areolas. I’d never seen that combination before.
With one hand behind my back she gripped her balled-up swimsuit; with the other, she fumbled with the drawstring of my shorts. When that was untied, she tugged them off and handed them to me to hold. She leaned in for a kiss and used her newly-free hand to stroke me.
That went on for a minute or more until something like a cushion bumped into the back of my head. “Sorry!” I turned and saw the head of a giant inflatable Pegasus staring down at me. A couple of girls were lying on its back and clinging to a pair of white puffy wings, while another girl was loose in the water trying to grab the neck of the raft and turn it around. They looked to be about 17, and they were all cute. I gave the plastic beast a push in their direction. The swimming girl lunged at it and missed. Her arm must have come within a couple inches of my stiff dick. The raft floated back at me, and I gave it another heave. The girl successfully corralled it that time. She shouted thanks as Cassie twirled me back around towards her and grabbed my package. She mock pouted in the girls’ direction and declared, “All mine.”
Saturday night:
We all ate Chinese takeout, then Lantana left the condo to give Cassie and me some alone time. Cassie had changed into cut-offs and a spaghetti-strap top that showed off a lacy green bra underneath. We made out on the couch for a while, until she leaned back and asked me: “Have you ever eaten pussy?” I went with the honest approach. “No,” I said. She confessed: “I’ve never been eaten. I’ve also never sucked a dick.” I figured she wouldn’t have brought up the subject if she wasn’t interested, so I went to work. “I’ll do you first,” I said.
I knelt on the floor while she lay on the couch. I unbuttoned her shorts and slid them and her underwear off together. With no real idea what I was doing, I figured I’d make it as gentle and intimate as possible. I started at her belly button and kissed downward, where just below her waistline she had a tiny tattoo of the Legend of Zelda logo. I hummed the theme music as I kissed, and that made her laugh. When I finally got to her pussy, I pressed my cheek against her inner thigh and ran my tongue in soft lines over her outer lips and around her clit.
I’d had other guys warn me that pussy can have a strong smell and taste, that it’s something you have to endure if you want the girl to keep going down on you. I thought it was great. The only thing I could smell was the coconut of Cassie’s tanning lotion. Although her pussy did have a distinct flavor, it wasn’t gross in any way. If I had to describe it, I’d say that it tasted of salt and paper, familiar yet exotic.
I dipped my tongue into the thick, wet well of her vagina and ladled the syrupy goodness onto her clit for lubrication. Cassie purred and ran her fingers through my hair and massaged my neck. Then she pushed me deeper inside. I sucked a gentle rhythm. She matched the beat with her pelvis, thrusting herself into my face with abandon. She was coming. I kept the suction going but tilted my head slightly so I could watch her bare legs arch and toes curl. She pulled my hair and screamed “FUUUUCK.”
I kept kissing until she got too ticklish for me to be inside her. Cassie sat up and softly rubbed my face dry with the hem of her shirt. She took it off and unclasped her bra, sliding it off her shoulders and onto the floor. I sucked on each of her breasts in turn until she told me to stand up. She got on her knees and unbuckled and unzipped me.
Cassie was sloppier than Lantana at this task, but it was wet and warm and felt spectacular (aside from a couple of times when her teeth scraped me a little). Just when I thought I was going to come, her phone buzzed. The screen lit up, and I could see it was a text from her dad: “Where are you?” She looked over at the phone. “Shit, I’m late. I’ve gotta go.”
I didn’t know of a gentlemanly way to ask her if she could at least get me off before she left. It was only going to take seconds at that point. But she was already up and getting dressed. “I’m so sorry. I’ve got to get in the car now, or he’s going to flip shit.” She got herself together and kissed me on the cheek. “I’ll text you later,” she said.
The rest of Saturday night:
I was about to go to the bathroom and take care of things myself when Lantana came in, right as Cassie left. I was still naked from the waist down and rigid. “Whoa, sorry . . . what the hell?” she said when she looked down and saw the state I was in. “She was leaving, so I thought you must have been done a while ago. What happened?” “Her stupid dad happened,” I answered. Lantana sighed then smirked. “Say no more. He’s weird, don’t blame her. But here you are hard, and here I am horny. ‘Don’t let a hard dick go to waste,’ that’s my motto.” “Sounds like a whore’s motto,” I teased. She feigned outrage then said, “Ok, I don’t have a motto. But I do have a pussy. Are you going to fuck me or what? Isn’t this the exact situation for a friend with benefits?”
Lantana kicked off her flip-flops and assumed the position Cassie had so recently taken. I ran my fingers down her hair and had an amazing view of her round little ass in tight shorts. Of her firm, waxy calves. Of her cute, wrinkled soles.
I expected this to be a ten-second blow, but somehow my endurance had returned. Lantana spent some time on the shaft and then took my balls into her mouth, lifting the sack with her tongue and sucking all the weight of it inside. As she did that, she tapped some kind of itsy-bitsy-spider routine with her fingers along the sides of my dick.
Then I practiced my pussy-eating skills on Lantana. I ripped off her shorts but left her underwear on at first, sucking and slurping the front until the fabric clung tight to her wet skin and perfectly outlined the camel-toe shape of her outer pussy. I pulled the material to one side and went all in with my tongue until she was doing the same hip-thrusting dance Cassie had shown me.
Lantana wouldn’t let me bring her to orgasm that way. She pushed me off and then stripped out of her panties, t-shirt, and bra like a quick-change artist. She lay on the bed and pulled me into her. No condom this time. The sensation was completely different and so much more intimate. I could feel her clinching me in a quivering staccato pattern.
Lantana wrapped her legs around me and put the heel of her foot into that sensitive nook between my ass and balls. She used that leverage to drive me deeper into herself in quick bursts. “Fuck yeah,” she whispered. “Don’t stop nailing me. Just like that.”
She started the squeaky little “Hmphfs” that I had come to love so much. They got faster and faster until they sounded like a beeping explosive device on some television cop show. Then she started a chant that went like a sample in a 2 Live Crew rap song from the early 90s: “FUCK. [BEAT]. DON’T STOP. [BEAT] FUCK. [BEAT] DON’T STOP.” Then more beeping Hhmpfs.
Then the “bomb” exploded. Lantana dug her fingernails into my back. I came so hard inside her I thought her nipples would shoot off from the internal pressure. “Shitshitshitshitshitshit . . . SHITTTT!” She screamed.
We lay there for a full fifteen minutes at least, me on top of her, both of us trying to breathe. I spoke first this time. “You’re one hell of a friend.” She smiled. “Yeah? Well, that’s one hell of a benefit.”
Epilogue–
Cassie did text me later. She also came by the next morning and finished what she started the night before. I told her she didn’t have to do that, but she insisted she wanted to. We dated for a couple more months until she moved back to Massachusetts. As for Lantana? Well, that story is still being written . . .
Source: reddit.com/r/gonewildstories/comments/6tn5xo/my_best_friend_set_me_up_with_her_roommate_but
Hot. Also, Today I Learned thongs are illegal in Myrtle Beach.
The chant rap part had me laughing hard.
Quality stuff.
Still going after the frienddd ahhhh dont give up lol i gave up after HS still think back sometimes but know im better off lol
Very written and super hot. Thank you!
I think you got your names mixed up in the 7th paragraph.
Abrupt end to the “Saturday afternoon” section. It ends on you guys naked in the ocean and her playing with your junk — what happened next?