First Time And First Mate

Looking back I realize now that I had lived quite a sheltered life up until I was out of college. Having very religious, professional and successful parents had been contributing factors in addition to my quiet, shy demeanor. Needless to say, at almost 23 I was still a virgin. Oh there had been opportunities, but they just never seemed right with boys my own age. All of that clumsy fumbling, lack of foreplay and then they want to just fuck me? No thank you. Maybe my standards were too high, but I wanted my first time to be mind blowing with someone who knew their way around a woman's body. Unbeknownst to me, the summer after I graduated college was going to change my life.

I was home for the summer and was concentrating all my efforts on landing a full time job so I could utilize my new accounting degree and find an apartment in the Tampa, FL area and finally be on my own. My parents, being the social butterflies that they are, decided I needed a graduation party. Since most of my close friends lived near the out of state college I attended, I was not too thrilled at this prospect especially since I knew my mother would try to set me up with one of her friends' sons. But I figured at the very least, I would have a few cocktails and get a few nice gifts.

The next Saturday, after helping my parents prepare for the party, I went upstairs to get dressed. I decided on a strapless peach cocktail dress and a pair of gold-tone slip on strappy heels. I stole a glance at myself in my full length mirror and all in all was very pleased. The dress and the shoes went nicely with my tanned, toned small frame and my long dark wavy hair. The color accentuated my hazel eyes as well as my average but pert breasts. I was feeling pretty sexy as I descended the stairs to the living room. I walked through the house to the pool area where most of the guests had congregated. It was a beautiful early summer evening in Florida. The breeze off the bay and onto the lanai was warm and familiar.

"Nicole, there you are!" my mother shouted, causing everyone to turn in my direction.

"Hi everyone thanks so much for coming!" I responded, as enthusiastically as possible. "Let me just get a glass of wine from the bar and I'll be around to talk to everyone." As I was waiting for my Pinot Grigio there was a tap on my shoulder.

"Nicole? It's me... Craig. You remember, right? You and your Mom and Dad came out on my boat a few years ago on the Fourth of July."

Not only did I remember him but I was also pleasantly surprised to see him. I remember having a huge crush on him during my late teens as he exuded confidence and always seemed to know what he wanted.

"How could I forget? That was the most awesome boat! And you gave me a sailing lesson to boot. How's your girlfriend Kim?" I couldn't help myself from asking and I still can't believe I asked him about his girlfriend...what was happening to me? I know now exactly what was happening...to my own surprise, I was so attracted to this older man. I didn't know how old he was exactly but he was my father's age, making him around 50. Nevertheless, his tall stature and piercing blue eyes had me hooked. Had I not known what a sweet man he was, I probably would have been very intimidated and oddly enough, that made him sexier.

"It's a long story that I won't bore you with now, but we're still close friends. Anyway, congratulations on graduating from college! You look beautiful by the way."

"Thank you Craig, that's very sweet!" I responded while blushing, and trying not to seem like a totally inexperienced idiot. "Do you still get out on the boat?"

"From time to time, I've been extremely busy meeting a design deadline the past couple of weeks, but now that you've brought it up, I am going to make the time to take her out again. Hey, would you care to join me?"

I couldn't believe what I was hearing! Was he actually asking me out or was he planning on having a bunch of people join him and I was just an afterthought? Regardless, without even thinking I answered, "Yes, I would love that. I've been busy myself job hunting and would love to relax out on the water."

"Great, how about Wednesday?" Craig asked.

Wednesday seemed to take forever to arrive, but I spent the time fantasizing about Craig and I being alone. The problem with fantasies though, is that real life often doesn't even come close. Oh well, I had thought, the worst that could happen is that I spend a relaxing day on a beautiful 40 foot sailboat out in the Gulf of Mexico.

That Wednesday I arrived at the marina to find Craig aboard the boat in just a pair of white shorts, checking the boat's engine and battery.

"Nicole! You're right on time. Ready to get outta here?" he asked as he offered me his hand and brought me onto the boat.

"Ay ay captain. Is there anything I can help you with?"

Craig smiled wickedly and replied "Not now, just relax and make yourself at home. Maybe later you can help me sail."

So I sprawled out on one of the luxurious built in couches on the deck, as Craig maneuvered the boat from the marina and through the pass into open waters. The sun felt wonderfully warm on my skin as there was still coolness out on the water. I took off my cutoff shorts and tank top so I could work on my tan revealing my tiny white and black tiger print bikini. Then I closed my eyes and reveled in the sultriness of the sea and the salty air. When I opened my eyes, I was startled to see that Craig was standing over me with drinks in hand.

"Oh, I'm sorry; I think I got a little too comfortable." I said.

"No, don't be. I'm so glad you feel relaxed and comfortable with me." He replied. "I brought us some wine. We're about five miles from shore and we're anchored. I have to admit though I was watching you doze. "You know Nicole, you've grown into a beautiful woman." He said as he sat down next to me. "I'd be lying if I said I wasn't VERY attracted to you."

As I sat up to sip my wine I said "I was kind of hoping you felt that way because I hoped we would be alone on your boat today." I then looked away, embarrassed by my bold behavior. Just then Craig moved a little closer and ever so gently lifted my chin up to kiss me. His lips were very soft as he just barely touched mine and then seeing that I didn't resist, he got bolder and searched for my tongue. I couldn't help but respond by moaning softly and exploring every inch of his mouth. His hard on was very apparent as it throbbed against my leg and after kissing him for what seemed like forever, he started to untie my bikini top.

"Wait!" I said.

"What's wrong? We're miles from shore so there's no need to worry about getting caught in the middle of the ocean." Craig said.

"No no, I don't think you understand Craig. You need to know something before we go any further. Um, I'm still a virgin."

Craig then smiled and said "Wow, I wasn't expecting that! But I have to admit it turns me on even more." And he went back to kissing me and untying my bikini top. My nipples were rock hard and aching to be touched. Being out on the ocean alone with this man that I hardly knew was both titillating and terrifying. Nevertheless, it made me so wet. Craig broke away from the kiss and started licking his way down to my engorged breasts. As he circled his tongue around each of my nipples, he said "I really want this to be a day to remember and your first time to be unforgettable. I want you to know you can trust me. Do you?"

I was so aroused that all I could say was "Yes Craig, I trust you". And in one frenzied motion he scooped me up in his arms and then stood me up and had me pinned up against the main mast. He used my bikini top of all things to tie my hands over my head and to the pole. Then he just stood back and stared at me helpless and writhing in fear and anticipation. At that point he removed his shorts and his boxers which only made me wiggle some more. His whole body was tanned and taught and his cock stood beautifully at attention.

"Please Craig, please untie me."

"Just trust me." He said. And with that he came towards me, and started caressing my breasts, cupping them in each hand and then sucking them equally. I almost came just from that and heard my soft moans escalate but he said "Oh no, not yet" as he knelt down, slid my bikini bottoms off and started kissing my inner thighs. It took my breath away. He inched higher and higher with his tongue until he was spreading open my clean shaven pussy lips and darting his tongue around my clit.

"Please." I kept moaning as my head swayed from side to side as I was writhing my hips to meet his mouth.

"Please, what Nicole?"

"Please don't stop!" I cried. So he teased me a little more until I was begging him to lick my clit. Craig must have sensed that I was not going to last much longer so he started dragging his tongue up and down my clit and then circled the tip until I was moaning and breathless and pushing my hips to meet his glorious tongue. I came so hard my legs almost gave out, but that didn't stop Craig. He stood up and kissed me long and hard letting me get a taste of my own juices all the while playing with my nipples again. I was still tied up and helpless to stop him which only intensified my desire.

Craig then whispered in my ear, "I want to fuck you Nicole; I want to fuck you until you are begging me for more."

"Craig, I want..." but I hesitated, breathless as he was now fingering my clit.

"What do you want?" he whispered.

Summoning up the courage I said "I want your cock inside me."

"Then I'd better untie you, because I want to feel every inch of you when I'm fucking you." He quickly untied my hands and led me to the couch where he turned me around and was now behind me so he could expertly play with both my breasts and my clit. I put both my hands on the top of the couch as he guided his cock to the entrance of my pussy.

"You're so wet, and so ready for my cock aren't you?" he whispered as he gently started pushing inside me. I felt a slight twinge of pain but I was so hot for him I didn't care and pushed against him so he was all the way inside me. He filled me up completely and I couldn't help but moan as he slowly started to move his cock in and out of me.

The sensation of his cock inside me was unlike any other, and rivaled what I'd imagined in my own fantasies. I placed my leg on the couch so he could get deeper and cried out "Harder, fuck me harder!" So Craig obediently placed his hands on my hips and got to work driving into me deeper and deeper. I felt another orgasm slowly building and met him with each thrust until I cried out "Please don't stop, fuck me!" as I came violently.

A few strokes afterward, Craig's breathing became labored and he was pounding me even harder than before. He let out a loud groan before he came and then he went very still. We were both now drenched in sweat and trying to catch our breath. He pulled out of me and I could feel his come running down my leg. And then as he pulled my head back to kiss me he said "You know, you can be my first mate anytime you like."

In the following weeks, Craig and I would often rendezvous on his sailboat, a magical vessel with which l had become intimately acquainted. He was my little secret and my parents never found out about us. That summer proved to be a sexual awakening for me. Had I known sex could be so incredible I would have lost my virginity a long time ago. But then again, I don't think that my first time would have been so mind blowing. It was definitely worth the wait!