Saturday
I wasn't really keen on my trip to the Outer Banks, but my friends kept all pushing me until I gave in. One large house with four couples and two single guys. At least the two couples that had young children left them with the grandparents.
So, a week of adult fun, I guess. And after a five hour drive we ate and drank a lot. Then we all disappeared in the basement. Or game room, whatever you want to call it. At least the couples didn't stick together so we had some old fashioned fun, like we were all in college again.
Sunday
Our second day was all about grilling food and backyard games. Plus fun in the pool. But I did feel slightly outcast by now. Children talks and hand holding and kisses here and there made it clear that Jaxon and I were loners. And unfortunately we didn't get along too well, never have, so it wasn't like we could compensate.
Monday
Day three we went to the beach and we found a nice secluded area between two dunes, rather than on the beach. The girls all went swimming, Jaxon had brought a windsurf board, so he was on the water too, and the rest of us set up a volleyball net, for some seriously tough matches. We found that the dune sand is way tougher than the beach sand.
At some point everyone was back and I asked Jaxon if I could try out his board. He was okay with that, I mean we didn't hate each other, and he said it was the only board with a very colorful sail. I left my clothes behind, and in just my swim trunks, and my phone in a waterproof bag in my pocket, I walked across the top of the dune.
It wasn't hard to find the board, and it looked sleek and fast. A smaller board than I had learned on myself but on the waves and with a decent wind that turned out to be a good thing. I flew across the waves, and I wondered why I ever gave up on my own. I guess moving away from the lake where I grew up to the city where I went to college was going to be a hassle, and I had sold it for a few hundred bucks.
But now, flying across the waves, I knew it had been a mistake. At some point I managed even to lift a good part of the board from the water, and hanging under the sail I managed to tip the water with my head. What a rush!
When I finally got tired I steered back to the beach, and I was in for a shock. A woman about my age, in a one piece swimsuit in the colors of my sail, with an angry face, was waiting for me. Long story short, I had taken her surfboard.
It took some talking to explain my apparent mistake, and she slowly warmed up as I promised I would make it up to her. And soon it was clear what I could do about it, because she had never been able to get the board to swerve, as she called it. And when she showed me it was soon clear to me what was wrong. She wasn't heavy enough.
We were about the same height, but I had easily thirty pounds on her, with more muscles, as her arms and legs were much thinner than mine. And I hate to say it, but my belly was more bulky than her narrow waist, and her generous breasts could not compensate for that.
Because of the weight difference she couldn't hang as deep as I under the sail, and you almost needed to be hanging horizontal to push the board up and start the swerve. As she was disappointed, I told her I could only think of two solutions. A weighted vest, like divers often use. Or a smaller sail.
She begged me to come along with her, as we'd walk along the beach to the surf shop, which was about a mile away. I realized that could easily take an hour or two, but a new thought hit me as well. Never before had I been talking so easily with a woman. I'm over the top shy and not very confident, but none of that seemed to bother me now, I guess because I knew what I was talking about.
It was then that I saw one of my group in the water, and I told her I'd be away for a few hours, and if they wanted to leave, please bring my stuff with them. I'd find my way back by Uber or something. She saw me with my new surfer friend, and she smiled, telling me not to worry. They'd take care of it.
I realized that the sun was getting too much for my skin, but luckily Alisha, my new friend, had some sunscreen and a t-shirt. It felt really good, as she carefully rubbed my skin with the water resistant sunscreen. But the shirt was a bit tight on me. She apologized, saying it was a body shaping material, tucking in my waist, pushing some of my body fat in the built-in bra cups. With my long hair in a ponytail I realized I could be easily mistaken for a girl now. But I knew I needed protection from the sun, and no one knew me here, so I went along with it.
The forty-five minute walk was probably the best time I had ever spent with a member of the opposite sex, apart from the women my friends had married. Alisha was fun, we had surprisingly many things in common, and she laughed about my jokes. She lived in the area, and her job allowed her to work remotely, so she was often on the beach. In a good way I was a bit jealous, as the city life I had moved to after I graduated wasn't really that fun.
When we finally reached the shop it was 5pm and the owner was just closing for dinner. He'd be back by 6pm and he suggested we get ourselves some dinner as well. It was an opportunity for me to pay off the last bit of guilt I had over taking her board, although she told me it wasn't necessary. But, with her choosing a little shack, nothing formal, but with the best fried fish ever, it was the least stressful dinner I ever had with a “date”. Because it felt like we were dating by now, each of us pleasantly taken with the other. And the waitress complimented Alisha with finally bringing a nice guy.
I did pay for our dinner, using my one card I had in my phone case, and I tipped the waitress well, but Alisha insisted on paying for dessert, and she showed me a place with delicious gelato, and we actually shared both our dishes, like we were old friends.
Back at the surf shop things weren't that easy. He had one weighted vest, but it was for divers. Which meant that if she would fall in the water, it would sink her down, and that was not safe. To compensate she'd have to wear a life jacket as well, and the combination was so bulky that it would take all the fun away.
The owner agreed that a smaller sail would do the trick, but he didn't sell sails by itself. She'd have to buy a whole new board with it, and even with the deal he had going on for pride month, five hundred off, it was too much for Alisha. That's when I had an idea.
I could buy the board she needed, and then I could use her board as if it were mine, while she took the one with the smaller sail. But, this could only work if she could store both boards in her place, and I could come over now and then, and we'd surf together. I was really looking forward to surfing more often again, so I could come over on weekends and holidays.
She agreed, but under one condition. Anytime I came over I'd stay at her place, so I didn't have to waste money on a hotel. And if I planned to fly in rather than drive, she'd pick me up from the airport, about one hour away.
I guess we were officially friends now, but we still had to finish buying the board. And another two hundred dollars came off, if they could do a photo shoot with me and my new board. Alisha had done the same thing when she bought hers, that's how she got her swimsuit in the same colors as the sail. It had been fun, she said, and the photos were only used on the west coast for advertising, so no one here would recognize her.
The pride month deal however meant either a sail in rainbow colors or more subdued colors in what Alisha said were representing transgender people. And since she was going to use it most, I let her pick, and she chose the latter.
As I still paid a significant amount of money, I had to sign a contract for the photo shoot, which would be the next day. Right after the session we could then take our new board, as the owner was putting it all together tonight. The pictures would be partly on land and for the rest in the water and it would take about two hours.
So, we said our goodbyes to the owner, and then Alisha wrapped her arms around my neck, and as she said “Thank you!” she pulled me closer and kissed me full on the mouth. It was a shock to my system at first, until I realized how good her mouth tasted and I started kissing her back. Never in my life did a kiss feel that good.
I guess it was the truth for both of us, as when she finally pulled away, we started laughing like lunatics. And when we walked back to where her board and her car were waiting, the forty-five minutes easily took an hour and a half now, as we stopped often to kiss again, and we walked hand in hand as the sun was setting. It was so romantic, as we realized we were falling in love.
It was funny, because when I asked her why we hadn't taken her car in the first place, she confessed that she really wanted to spend the time with me, simply walking the beach. Maybe subconsciously she had seen our connection already.
As we loaded her board on her car we drove to her place, and she gave me a choice. She could drop me off at the house we rented, or I could stay the night with her, and then in the morning we could go together to the surf shop and do the photo session, and then take the board. She had a spare bedroom, she said, if I was worried about that.
But I was more worried about not having any clothes, apart from my swim trunks and her fitted t-shirt. Nor did I have a toothbrush or even a razor, so I would look smooth in my face for the pictures. But, in her opinion, nothing like that mattered. She had often family over and had a collection of toothbrushes, still nicely wrapped up, and she would help me with any hair issues I may have. And knowing that I more or less fit her t-shirt, she could lend me more, while she would wash my swim trunks for the next day.
It was clear that she wanted me to stay, and I really wanted it too, just didn't want to seem too eager, but eventually I texted my friends that I wouldn't come back for the night or the next morning. The amount of naughty emoticons I received after that from all of them told me that they knew I was with a girl and they wished me luck.
Her place was nice but very feminine. I liked her art though, specifically a painting of her clearly on her surfboard. She said it was one of her pictures during her photo session that they had turned into a painting for her. I secretly hoped I would receive a similar gift.
Clothing wise it was a bit awkward, as I didn't even have underwear if I would take my trunks off. Obviously, I wasn't going to wear one of her panties, but she had a pair of yoga shorts, and because they were made from very elastic material they did fit me. It was just that my manhood was pulled between my legs and it looked like I had a very flat crotch. And the top that came with it was even tighter around my waist, pushing more fat in the padded bra area, and I had even more breasts this way.
As she herself had changed into a delicious combination of a flowing skirt and an off the shoulder top, I was more in awe of her beauty than worried about me looking like a girl. And when she laughingly suggested she could do a few things to me to make me look like a complete girl, I just couldn't resist and gave in.
It made sense that she wanted me to wash my hair, but first she rubbed my skin all over, including my face, with some smelly oil. And when I washed myself in her shower, all my body hair came off, and I had never felt my skin being so smooth.
As I came out of her shower she asked me if I trusted her, and when I nodded she had me turn around and spread my legs. And as she pulled my manhood back between my legs, she glued an almost skin like material across it, essentially keeping it out of the way, even while naked. And it did cross my mind that if I'd get lucky that night, it wouldn't be so easy to free it again. I also wondered why she even had that skin strip and surgical glue in her possession.
That question became more serious when she glued two breast forms on my chest, and as I felt the weight in my hand as the glue settled, she wrapped a waist cincher around me. It was practically invisible but my overall shape had changed drastically, and as I put my yoga top and shorts back on, I felt unmistakably female.
Alisha blow dried my hair and then she styled it in a more feminine cut as well, my ponytail now much higher than before. Then she worked on my now smooth face. And with some smart makeup I saw my male features being replaced by female ones. Zach was gone and in his place was… Sabine. That's what she called me now, and it felt right. I would be Sabine for the night, and I guess I wouldn't get lucky, but that was fine.
When I looked in the full-size mirror Sabine smiled back at me, and Alisha's arms wrapped around me in love. “Amazing, isn't it?” she asked, and I could only nod. How was this possible? But when she pulled me around and we kissed, I could taste both our lipsticks before our tongues danced around in our mouths. That young love that only started hours before suddenly matured into a full-blown relationship, of two women though one of them used to be a man.
She pulled me in a musicless dance, our movements elegant and tight together. As Zach I had thought about how well we fit together. But as Sabine it was perfect rather than well. And as my hand brushed along her breast I could hear her gasp as her nipples turned rock hard.
It became sexual now. I just didn't know what kind of sexual. Was it Sabine that made her nipples so hard, or would it have happened for Zach as well? Except, Zach would have never brushed there in the first place. And he wouldn't have gone back, massaging the globe around the nipples, like Sabine did. Nor would he have slowly moved the fabric of her top to the side, nor freed the breast from her bra-cup. And as I, Sabine did so, I put my lips on her breast and inhaled her nipple. It was ecstasy…
The bathroom was no longer the place to be, as Alisha pulled me to her bedroom, right onto the bed. And as she started kissing my face, my neck, my shoulders and around my senseless breasts, her hand disappeared between my legs, rubbing my crotch, and the bit that belonged to Zach still could not react to the attention. That's where her fingers started massaging my rear.
She pulled away my shorts and suddenly she was probing my rear. It was so intimate and so wrong at the same time, but my body betrayed me as it jolted. And I pushed my butt out towards her hand, so her fingers sunk in deeper. And soon I was wax in her hand.
But it was not enough, and Alisha realized that as well, as she grabbed something from a drawer. And slowly her fingers were replaced by something thicker, something longer, that went in deeper and deeper. And just when I thought I couldn't handle any more, it started vibrating.
My eyes, that had closed when the intruder entered me, suddenly shot open in shock. And as the vibration took hold of me I realized that the same long thing that was inside me, was much longer and it disappeared under Alisha's skirt. And from the reaction of her body I could only conclude the thing was inside her as well and clearly hitting some sensitive spot, like it did for me.
I couldn't move with all her weight on me. I couldn't move as all my muscles seemed to have stopped working. I couldn't move as the pent-up sexual tension suddenly exploded in a mind shattering orgasm. I couldn't move because of the hypnotic look on her face while she experienced her own orgasm. And apparently she lost control of her muscles as well, as her body slowly fell forward onto me, her breasts bouncing on mine.
Other senses however heightened, as I could feel every nerve in my body on fire, as I could feel how her rapid heartbeat matched my own, as the vibration in my rear took us over the top once more, as the drool dripping from her mouth landed on my lips, and her enormous moan filled my head with bliss.
The vibration stopped, merciful on my overloaded senses, but the snake stayed deep inside us, while our bodies became one mass, her weight keeping me down. The first muscle I could move again squeezed the snake, and it reflected back at me as she squeezed back. We squeezed back and forth maybe ten times, as the only form of communication between us, before she finally managed to move her face and whisper in my ear “Wow”.
It was then disbelief that filled my mind, disbelief that if something so mind boggling was possible, how come I didn't know about this? I won't say I was very experienced, but I had my share of sex, I had shot my load a few times into an eager pussy. But never, never, had it felt anything like this, where your body goes on fire, almost shutting down from an overload of pleasure.
And this pleasure did not include my dick, I realized. I had come as a girl, brought to unimaginable heights by another girl. She must have known this, or she would not have shared this experience with me. But why then was she crying?
Her tears were dripping warm on my face, adding to the incredible intimacy we still shared. And finally she spoke again. “I had no idea it could be like this. The few times I used this snake on myself were nice, but never mind shattering. I would give you anything to do this over and over again. Oh Sabine, you are amazing!”
The best I ever heard from a girl until now was a “not bad”, to score my performance. Nothing like this “awesome”. But I hardly did anything. Okay, I may have started it, sucking her breasts, playing with her nipples, but after that she took over, and I was at the bottom. Okay, I pushed back at her own ministrations of my rear hole, but after that I was pretty much incapable of anything. Yet this orgasm we shared together, this continuous onslaught, had indeed been amazing, for lack of a better word. And I would give her anything to do it again. But why?
“Why?”, I asked. “Why the snake? Why did you not want my dick in your pussy? If you didn't know ahead of time it was going to be this amazing, then why didn't we do this the conventional way?” I guess I had forgotten temporarily about my dick being pushed out of the way between my legs, but her answer was different.
“I wanted you to know that not all sex needs a dick. And not all sex needs a pussy.” And as she pulled herself straight up again, she lifted her skirt. And where her pussy should have been was a tiny dick sticking out from her. Which means that the snake on her side must have been going into her rear as well, and as she pushed up slightly farther I saw that confirmed, as the snake disappeared between her butt cheeks.
“I'm transgender”, she confessed, “but I did not have a good opportunity to tell you. Everything went so fast between us, and you accepted becoming Sabine so easily, and then you started our foreplay without further warning, I couldn't explain it in time. I wanted you to experience what sex means to me, so you wouldn't be mad, once I told you about me, but somehow it was better than I ever experienced. I'd like to say I'm sorry, but I really am not!”
Transgender? I just had the best sex of my life with someone who was male, just like me? But I had to correct myself. There was really nothing male about Alisha. Even that tiny dick between her legs didn't look remotely male. It was merely a sign of the fact that she wasn't one hundred percent female.
And as the day went through my mind, I had not once thought of her as anything else but a woman. The only awkward part had been me, that I was so relaxed with her, not my usual shy self. And how quickly had I gotten attracted to her? And she to me, I was sure of that. How easily had I worn her clothes, ignoring my tighter waist or my small boobs. And how easily had I accepted being Sabine? Enjoyed being Sabine even, as I was so confident, unlike my usual self, that I initiated sex with Alisha, only hours after we met.
And even now, knowing the truth now, I had no desire reverting back to Zach. Heck, I had wished, as she had kissed me all over, that my breasts were real, so I could feel why my kissing her nipples had driven her nuts. If I was really honest with myself, I didn't want to lose this new love that I had found, and I'd be her Sabine any time she wanted me. As I looked at her face, I saw she was worried now. I had to tell her!
“Alisha… I think… No, I'm sure I have fallen in love with you. I have so enjoyed our time together today, like you are the soul mate I always hoped I would find one day. And if you being transgender, or me being Sabine, means that we can have the most incredible sex ever, then that's a small price to pay. Maybe a bonus even. When can we do it again?”
The smile on her face said it all. “Anytime you suck my nipples, baby. Any time! And I thought the same about you, how perfectly we matched. How you bought the new board, just to please me. I want nothing more than to sail with you, and love you, over and over and over. And if you want to be Sabine for me, then you have my heart in your hand. Don't get me wrong, I'm perfectly happy with Zach as well, but I think it was you being Sabine what made our sex so incredible.”
I knew she was right. And I knew that thought gave me a power I had never felt as Zach. Maybe I was transgender just like her and it was that what made us soul mates? Only one way to find out. And while we were still connected, I pulled myself up as well, and I put my lips full around her breast, the nipple growing hard right away again. And as she pushed me down again, the vibration started and we were on our way again to new heights.