I’m a third-year law student and work as a paralegal in a DA’s office while in school. Because I spent several years between college and law school, I’m the same age as most of the younger lawyers in the office. I often have lunch with a group of the lawyers, who are mostly women, and have become very friendly with one ADA in particular, Renée. She’s about five feet six, and very attractive. She has a nice figure, with long legs and beautiful thighs that she loves to show off by wearing short skirts. She has shapely breasts that sit high on her chest.
At lunch we always flirted, flashing furtive glances and smiles at each other. We would walk together and were always touching each other innocently. There was a definite sexual tension between us, but nothing happened. I was just too intimidated, being a mere law student.
Last spring a few lawyers organized a staff sailing vacation in the Caribbean. I hadn’t been on a vacation in a while, and it coincided with my spring break, so I decided to go. As luck would have it, Renée signed up too, and we were going to be on the same boat. As we walked back from lunch one day, she squeezed my hand and said, “I hope we can get to know each other much better on this trip.”
Departure day finally arrived, and Renée and I arranged to sit together on the flight down. She was wearing a very sheer white polo shirt with a flimsy bra underneath. Her top was almost transparent, as was her bra, so very little was left to the imagination. Those beautiful breasts with their very visible dark nipples poked through the fabric. She had on a cotton skirt that was so short, it covered her crotch by only a few inches, and showed her toned thighs. She was gorgeous.
As she sat down, she leaned over, gave me a long kiss and said “hi.” Her skirt rode up and gave me a peek at the white boy panties she was wearing underneath her skirt.
It was a rough flight at first. Several times Renée reached over to me for support, grabbing my arm or thigh for comfort. She confessed to being a nervous flier. I reached over and took her hand, and she kissed me on the ear. As the fight progressed, her squeezes became more lingering and affectionate.
When the flight calmed down Renée got up to go to the lavatory, and when she returned I noticed that she had shed her bra and unbuttoned her shirt—and her nipples were now erect! I felt myself getting hard.
We ordered a couple of drinks and leaned together to chat. I was pleased to learn that we both were unattached. After a few minutes Renée raised the armrest in between us, spread her blanket across our laps and began rubbing my thigh. She leaned over and hunched her shoulders together, which opened her shirt so that I was able to get my first look at her shapely breasts. The hard nipples protruded like erasers. She looked in my eyes and smiled.
Her hand worked its way up my thigh toward my now-rigid cock. She nuzzled my ear and inserted her tongue, then whispered, “I want you so badly, I can’t wait to land.” Her hand reached my cock, and she stroked me through my slacks. “It seems the feeling is mutual!” she murmured.
I was already breathing heavily, and could only nod in agreement. Renée teased my painfully hard cock the whole rest of the flight, coaxing me almost to orgasm several times but always backing off before I came. I was never so aroused.
The fun stopped as we approached the airport. Then there was a blur of activity until we reached the sailboat. I changed out of my cold-weather clothes into short, loose-fitting shorts and a polo shirt. I skipped underwear.
Renée and I spent the rest of the afternoon relaxing in the cockpit of the boat, enjoying the warm weather. Our shipmates had set out for town, leaving us alone. She curled up in front of me on the U-shaped berth, reached back into my lap and found my cock again. She reached under my shorts, found that I had gone commando and giggled. She began working just the tip of my cock with her fingers and quickly encouraged another hard-on. I massaged her shoulders and hard stomach, becoming more aggressive as her breathing got heavier. Seeing that her nipples were rock-hard, I fondled her breasts, kneading the nipples between my thumb and forefinger.
Her skirt zipped up the side. I eased the zipper down until I could reach in to get to her pussy. She lifted her hips to help me reach her. I began stroking her slit through her panties. Her panties were already wet, and my hand was quickly soaked with her juices. After a few minutes I slid her panties to the side and played with her pussy lips. I found her clit and pinched it between my fingers, rolling it around.
She reached down and guided me to her love hole. I inserted two fingers and began finger-fucking her while continuing to pressure her clit with my thumb. She ground her hips into my crotch, where her hand was busy. Her legs began to twitch rhythmically, and she came hard. Her juices drenched my hand.
Renée remembered my cock and began to really work it over. I was leaking precome, so I was slick, which allowed her to stroke me without difficulty. On each upstroke her thumb and forefinger circled my head and rubbed the ridge. I was so worked up after all the attention my cock got on the flight down, I knew I wouldn’t last much longer. She knew I was ready to come and stroked more forcefully, bringing me off in my shorts, soaking her hand as well as the shorts with come.
Renée got up to wash her hands and get a cold beer and took a seat on the opposite side of the boat. My crotch was wet with come, and there was a large wet spot in the gray cloth. Renée flashed a naughty smile, running her tongue over her lips. I was red with embarrassment and went below to change. I donned another pair of loose shorts, again sans underwear, and as my cock rubbed against the fabric I felt frisky again. I went up and asked Renée if she would like to take a walk.
She went below to change her clothes and came up wearing a loose-fitting short white tennis-style skirt, which was sheer enough that I could see she was wearing a white thong underneath. Her top was gauzelike and virtually transparent; she wasn’t wearing a bra, so her tits were plainly visible. She was so hot, I wanted to fuck her again right there.
We walked around town for more than an hour. It was getting pretty dark, and we decided we better look for a place to have dinner. Walking hand in hand, we found a seafood place in the old town near the docks which had some secluded tables in a back room. We were shown to a table in the far corner and sat next to each other.
We smiled at each other when we realized we were alone. (Everyone else was packed into the bar watching a cricket match or something.) Instantly our hands found their way to each other’s lap. I told Renée how beautiful she looked and how happy I was that we were finally able to spend some time together.
When the waiter brought our drinks, she squeezed my hand. She reached under the table and slid her hand up my leg and inside the leg of my shorts until she reached my crotch. I lifted my leg to give her easier access. When she reached in and pulled my cock free, I jumped a bit. She began a slow but determined stroking, softly circling the head with her thumb and forefinger, and I began to get hard again. I knew I wouldn’t last long if she kept this up, but it felt too good to ask her to stop!
I reached over and slid my hand up under Renée’s skirt. She shifted toward me so I could reach her pussy more easily, and I found my way to her thong. She was wet already; her thong was soaked, and her juices were coating the inside of her thighs.
Her handiwork was beginning to overtake me, and I abandoned her pussy to enjoy the ride she had me on. I felt that familiar boiling in my balls. Precome was flowing freely and made my cock really slick. She had brought me rapidly to the edge. I leaned over and warned her I was on the brink. She looked me in the eyes, smiled and said, “I love having your cock in my hand. Just sit back and enjoy this.”
I was coming closer and closer to climax. Renée whispered, “I want you to come. Please let me bring you off.”
I turned her face to mine and kissed her deeply. Waves of pleasure washed over me. “Please don’t stop,” I said, and leaned back.
She held my cock against my leg, and I slid into the most intense orgasm I could remember. Rope after rope of come shot down my leg. It took three napkins to clean us off.
It was Renée’s turn. I touched her under her thigh. Knowing exactly what I was after, she lifted off her chair and pulled up her skirt so she wasn’t sitting on it and slid her thong to the side to allow me complete access to her pussy. I inched my hand up her thigh and reached her slit. Her thong was soaked. I fingered her slit and up and down her labia. I found her fully engorged and elongated clit and ran my fingers in circles around the base of it and strummed its head with my thumb.
After a few minutes I slipped two fingers in her pussy. She moved her hips in rhythm to my fingers and started her orgasmic ride. She leaned back in her chair and hissed, “Please don’t stop. It feels too fucking good.” She opened her legs wider, allowing me to finger her more deeply. “Rub my clit. Right there. Don’t stop,” she pleaded. Then her back arched, she lifted her body from the chair, and her legs started to tremble. “Yesssss,” she cried as she went over the edge. She soaked my hand with her juices while moaning. Her juices puddled on her chair and soaked her skirt. We used more napkins to clean this up.
The waiter finally came with our dinner. We never knew whether he waited until we’d finished our lovemaking, but we really didn’t care! We toasted to what looked to be a wonderful week together. After a wonderful time over dinner, we walked back to the boat. On the way Renée leaned over and said that her juices were still running down her leg, and thanked me for being part of the most incredible night she could remember.
When we got to the boat, our shipmates were back and carrying on in the moonlight. Renée and I sat next to each other in the cockpit, still aglow from the events of the day. Soon she again began stroking the inside of my thigh, and I began getting hard again. It was late now. I said to her, “It’s time you got fucked.” She smiled and whispered, “I thought you’d never ask.”
She took my hand and led me below to her cabin. She had me sit on the bunk, and she stood in front of me and began to remove her clothes. She slipped her top off, baring her beautiful tits. I could only gasp. She pulled on her nipples and gave a slight shudder. She tweaked them till they were erect, then unfastened her skirt and wriggled it down her legs, exposing her thong. Her skirt slid down her legs, and she stepped out of it.
She walked over and knelt in front of me, then pulled my shorts down to expose my hard cock. The head was blue from before, but precome ran down the shaft. She licked the precome, then took my cock in her mouth and gave me my first-ever blowjob, focusing on the head while she stroked my shaft. She must have sensed I was close to coming and pulled away. “I want to make sure we both enjoy tonight,” she said, and stood up to remove her thong.
“Wait, let me,” I said. She stopped and moved closer. I took hold of the straps on her hips and inched the thong down her legs, enjoying the view all the way. I stopped after I made it past her pussy because strings of her come stretched from her pussy to the throng. I gathered them with my fingers and brought them to her mouth.
I slid the thong off and admired her body. Her pussy was beautiful. A tiny patch of curls rested on a pronounced mons, which drives me crazy. Very pronounced labia protruded from her slit, and her clit was erect. She twitched slightly as I stroked her clit. Then she stepped back and for the first time I got to admire her body. “God, you’re beautiful,” I said. We kissed deeply.
Renée asked me to lie on the bunk, then climbed on it and straddled my head with her legs. “Please do me,” she begged, and lowered her pussy to my mouth. God, she smelled good! I tasted her pussy for the first time, running my tongue up and down her slit. She worked her hips back and forth, pressing on my tongue. I rubbed her clit with my thumb and then took it between my teeth and flicked her head with my tongue. Her sweet juices flowed freely, soaking my chin.
Her legs began to tremble again, so I knew she was getting close. I slipped one finger and then a second one in her pussy and began stroking her while she worked back and forth. She squeezed her legs tight against my head. I felt her thighs clenching.
“Oh God, please don’t stop,” she moaned. “Oh, you’re on my clit. It’s driving me crazy. I’m going to come. Please don’t stop. Ohmygod, it feels good. Now, now, oh, that’s it!” She had a violent orgasm.
After she came down, she slid down my body until her pussy lips straddled my cock. She began to move her hips to slide up and down my cock, massaging it into hardness. As she slid her pussy lips back and forth, on each stroke she brushed her clit against my cock, driving both of us deeper into ecstasy. After a few minutes she whispered, “I need you inside me now.”
We quickly changed places, and I put the head of my cock at her opening. She took my cock in her hands and worked it up and down her slit, lubricating it for entry. Then she spread her legs, giving me full access, and guided my cock in her hole. I entered her in one stroke and began a steady rhythm, withdrawing my cock until the head appeared at her opening, then reentering.
I pressed my hand on her pussy mound and flicked her clit with my thumb. Watching my cock draw her labia in and out with each stroke and seeing her clit pulse was the most erotic thing I’ve ever seen. She was moving her hips in sync with my strokes. She was so wet that a white froth gathered on her cunt lips. “I’m ready,” she panted. “Take me now.”
I picked up the pace of my fucking and began to feel the familiar boiling in my balls. Renée was in what appeared to be one continuous orgasm. With each of my strokes her breasts tossed. Unbelievably sexy! We came together ferociously, and for the first time I filled her with come. She gave my cock a soft squeeze and kissed me on the lips. “Wow!” she said. Wow indeed!
When I awoke, the sun wasn’t up yet. Renée was sleeping with her back to me. We were both still naked. I marveled at the perfect curve of her body, from her shoulder down to her waist and then back up to the flare of her hips. She was stunning. I ran my hands along her hips up toward her breasts. I felt my cock growing between her ass cheeks. I fondled her breasts, kneading the nipples between my fingers, and nuzzled the back of her neck.
She awoke with a soft moan and turned her head and gave me a soft kiss, then turned away. She adjusted her bottom so my cock was hardening between her legs, finding its way toward her pussy. She guided it so it nestled between her labia, then stroked me to a full erection. I began to move my hips so my cock glided back and forth along her pussy lips. She moved her hips in rhythm with me and placed her palm over my cock, pressing it gently to create a tunnel for my cock to slide through and hit her clit. Our juices flowed, and the tunnel became slick and full of pleasure.
After a few more minutes Renée shifted her hips again, and on one of my backstrokes she slipped my cockhead inside her love hole. “Please fuck me again,” she said, “but this time let’s take our time. Just long, slow strokes, so this really lasts.”
As I slid in and out of her, she tensed her pussy muscles, letting my cock withdraw until the head was at her pussy lips, then tightening her pussy muscles as I reentered her. Her pulsations quickly brought me into the red zone. I began fingering her clit. She took a sharp breath and began trembling. Suddenly she whispered, “I’m going to come, but I really want us to come together.”
“I’m really close,” I said. I felt her pussy walls begin to convulse, and she sighed with each of my strokes. The force of her trembling grew. She cried, “I’m coming!” I said, “I’m almost there.” She stroked the exposed portion of my cock as it pumped in and out of her. Waves of pleasure washed over me, and I shot jets of come in her. Orgasm overtook her, and her trembling made it hard to stay inside her. I grabbed her hips and held her close until our orgasms subsided.
We donned robes and went up on deck. No one else had awakened, so we took a swim in the nude to wash the sex off and then sat in the silence of a Caribbean morning and watched a beautiful sunrise. All in all, it was quite a day.
—Name and address withheld