Carrie's Sailing Trip: Day 4

Day 4 - Off We Go

I slept so well I was still asleep on the dingy well after the sun had come up. Now anyone with a pair of binoculars or good eyesight could see that I was lying there completely naked. Neither Bob nor I stirred until Lisa stuck her head up through the hatch and woke us. She asked if I was trying to get a head start on my tan today. I just rolled over on my stomach and told her to get me something to put on. Eventually I went below and pulled on my bikini bottom from the other day. Lisa reminded me of my lost bet and that I had to go topless while on the boat.

We ate and decided to sail over to another part of the island. Bob wanted to go to this park that had all sort of hiking trails. He told us we were all getting soft from sitting around and we had to get some exercise. Both Lisa and I gave him a hard time and told him he was welcome to swim some laps if he wanted some exercise. We told him we were quite happy laying around and being lazy after all we were on vacation.

After breakfast we pulled anchor and set sail for our second harbor home. Once we secured the boat we got organized for our little hike. We decided to pack a lunch and bring a bottle of wine for a little picnic. I went below to change, or rather put something on, to the disappointment of Bob and Brad. I pulled on a pair of cut offs and was searching though my bag for a top when Bob suggested I just stay topless. Brad and then Lisa jumped in as well. I told them that going topless on the boat was one thing but going ashore and hiking in the park was a whole other story and then foolishly told him that he wouldn't be able to keep his hands off me if I went topless. This went back and forth a couple of times with me teasing him and him daring me. With all the back and forth my concerns kind of faded and my brazen side came out. Well eventually I agreed not actually thinking that there would probably be other people out there since there were already a couple of other boats anchored in the cove.

With backpack in hand and little else all four of us piled into our tiny dingy and headed for shore. I was still teasing Bob as we headed to shore. My smug confidence faded quickly as we neared shore. I didn't dare let on though and I tried to continue my outward appearance despite an inner feelings. Once on shore Bob tried to figure out where the trail started. He had a little trail map but it showed several trail and wasn't too clear on where they started. The longer this took the more nervous I got and it was starting to show.

My attire consisted of a pair of shorts, sneakers, baseball cap, and sunglasses. The shorts were fairly short and road kind of low on my hips and had little cuffs at the bottom. They were loose which was part of why they road low but the thing I really had to be careful of was when I sat down. The legs were also loose and since I had nothing on under them people sitting in the right place had a pretty nice view. Not that sitting was in our itinerary with Bob around.

I've gone topless enough but topless in a bikini seemed so much more normal that topless in a pair of shorts. I've often wanted to just strip off my top to just even out the double standard between men and women but just wasn't feeling much like a trailblazer right then. I just kept adjusting my hat and sunglasses as I passed back and forth. I was probably talking more than normal also since it seemed I often do that when I'm nervous. Finally Bob turned around and said, "The trail should start over there if this map is right."

Lisa walked along as well in her tan hiking shorts and a black sports bra. Both Bob and Brad were shirtless as well so I guess that from the back I must have looked like another guy with my baseball cap except my shorts were about a third the size of theirs and my figure was shaped a little differently.

I knew that this was going to be an interesting day right away since every step I took translated movement in my chess. Now my breasts are pretty firm and don't bounce that much but they had that little rhythmic wobbling movement no matter how carefully I stepped. That rhythmic movement immediately got Bob's attention also. Every time he looked over at me to say something his eyes dropped down to my chest. Brad's as well.

It was more in my head than anything but being pretty much normally dressed except for not having a shirt on seemed to be getting everyone's attention even more than when I was practically naked in a tiny bikini bottom. I tried my best to ignore the guys' attention but the whole seen was having its effect on me and raising my arousal level. My nipples, which had previously been pretty relaxed, were now fully erect and sticking straight out from breasts like little fingers pointing the way.

The map seemed to be correct and we headed into the trees following a path worn down by previous hikers. We had only gone a little bit before Lisa asked if we had all put on our sunblock. We took our first break and I was feeling a little calmer, so I decided to tease Bob once again by asking him to do my back. I did my face while he made absolutely positive my back wasn't going to burn. I sarcastically said, "Sure you didn't miss anything," knowing full well that he had covered every inch of my back several times. That's when I noticed the bulge in his shorts. Obviously he was enjoying my dress so I turned around and thrust my chest out saying, "Care to finish the job?" He hesitated for a second realizing I was just trying to get him even more turned on. That's when Lisa said, "You're not going to pass up that offer are you?" With that as a challenge to his male pride he grabbed the bottle and poured a stream of sun block across my boobs. He then started rubbing it in in an intoxicatingly sexy way that felt so good I was getting excited again. Once again he made absolutely sure he didn't miss a single spot from my neck to the top of my shorts. After a bit I just rolled my head back and lost myself in the moment. Here I was trying to turn Bob on to the point he'd say uncle and give in on our bet and he was doing the same to me; and he seemed to be winning at the moment.

Eventually this mutual seduction ended and I opened my eyes to see both Lisa and Brad looking on. I was so out of it while this was going on that anyone could have walked up and I wouldn't have noticed. I tried to collect myself and act like I was in control but I think everybody knew the reality of the matter.

We were both silent as he handed me back my bottle of sunblock. I was still trying to calm down as Brad asked if we were finally ready. I would have had a comeback but my mind was still a little foggy so I just managed a week, "y e a h, sure." I just held the bottle in my hand as I struggled to regain my composure and followed behind. After a minute or two I stopped to tuck it back in the waistband of my shorts.

The next section was up a pretty good hill and the increased effort was showing its effect. Lisa commented on how hard this was before long. I started giving her a hard time about being out of shape. It had been 2 months since the triathlon so I was still in pretty good shape so it wasn't that bad. I was getting pretty hot though. Between the heat and the humidity, it was darn hot going. By the time we made our first stop, my body was shining from a layer for perspiration. As we broke out our first bottle of water, I wiped the sweat from my forehead. Beads of perspiration were starting to run down my chest only to consolidate between my breasts forming a river as it ran down my belly flooding my navel. Pretty gross.

We started up again and had hiked for about a half and hour when I started to hear voices coming up the trail from behind us. This was the first people we had come across since I had started my topless hike so I didn't know what to expect. The voices were in the distance so I wasn't sure who or how many they were. I just knew they'd be in for a surprise when they caught up to us. I just hoped it wasn't a park ranger giving a guided tour to a bunch of kids or something.

They were still a ways off but I knew they were back there. My concern came out when I mentioned to the others that it looks like we have some company. Lisa said. "Don't worry you look like just like one of the guys from the back." To which Bob replied, "She doesn't look like any guy I've ever seen."

I tried to put it out of my mind but as the voices got closer I was getting more and more nervous. None of us had shirts anyway so there was nothing I could do anyway.

My nipples were getting harder as they closed the gap. Before long they were going to see me. Perhaps they'd think I was wearing a bikini top with a really thin tie across my back, but soon enough they'd know that I was truly topless. It seemed like Lisa was trying to slow us down but I think she was probably just getting tired. I kept giving her a hard time about being out of shape thinking it would take my mind of our visitors that were quickly approaching.

I was in front so I was the last one they saw. They greeted us with the usually hello's and then there was a pause as they realized I didn't have a top on. I turned to see who they were and immediately caught their eyes. There was an awkward silence while we all stopped on the trail and the four new hikers checked me out from head to toe. And such a sweaty sight I must have been. It must have been a minute before the guys' eyes lifted off my chest. They were two coupled in their late twenties or early thirties and after the initial shock of seeing a bare-chested woman in the middle of the woods they seemed to adjust. This helped me relax and settle my breathing down as well.

We stood there for another couple of minutes introducing ourselves before getting going again. The guys were in no hurry to rush ahead so we continued up the trail as a larger group of eight. I calmed down quite a bit after we got going again and was starting to get into it again.

The one woman was a little standoffish but the other was quite friendly commenting on my tan. By the time we had reached a good resting place I was feeling quite comfortable and actually enjoying myself again.

We all deicide to take a brake with Lisa's urging and we found a nice flat area to have our picnic lunch. I expected the other group to continue on but they decide to take a break with us as well. It felt good to cool down and rest.

After a short break, the folks we just met took off leaving the four of us to finish our make shift picnic. We cracked open the bottle of wine we brought along and kicked back. Bob was getting extra comfortable and started massaging my bare back. We both laid back on the grass and started making out. Bob was really getting into it massaging my breasts and stomach. It wasn't long before he started fingering the waistband of my shorts. I have to admit he was getting me pretty turned on so I had to stop this before we reached that point where neither of could stop. I took his hand that was already down my shorts and reminded him that he wouldn't be able to keeps his hands off me. That got him to back off, but the bulge in his pants gave away his true feelings.

After calming down a bit, we got our act together and got ready to move on. That's when Lisa and Brad decided to head back down. It actually didn't sound like a bad idea but since I had been giving her a hard time about being out of shape I had to continue up.

Bob and I headed up the trail. After a couple of minutes, I suggested we stop and reapplied our sun block before we get all sweaty again. I did my face and legs and asked Bob in a real suggestive way to finish me. He again eagerly took me up on my offer even more enthusiastically than before and once again worked his hand down into my shorts after spending a length time on my breasts and abs. Again I had to fight the yearning for him to continue and reminded him of what I had told him earlier about not being able to keep his hands off me. This time I ran off ahead with my breasts bouncing as I ran.

We slowed down to a more reasonable pace and continued up the trail talking as we went. At some point along the way I asked Bob if it hurt walking with the hard on he was sporting. He just shunned me off but I kept up the teasing. I knew it was really mean of me but I couldn't help driving him crazy. I expected to run into the other group coming down but figured they must have goon off on a different trail or something.

Eventually we got to the end of the trail, which was good because I was getting tired and I could tell Bob was getting more and more pissed at me as we went. I guess successfully reaching the top was too much for Bob's built up frustration because as I stretched to see what I could see over the bushes, he grabbed me around the waist from behind and picked me up. I started swinging my arms and eventually got loose only to have him spin me around grabbing my shorts. He unsnapped them and pulled then down knocking me over as he pulled them over my feet. The whole time I was laughing and telling him "I told you so. I told you so." Once he had my shorts off he tossed them to the side and went to unzip he shorts. As he did I scrambled to my feet and took off into the woods running completely naked now except for my sneakers. If it had been anybody but my boyfriend chasing me it would have been another manner but I couldn't help but yell out "Rape, Rape" as he chased after me. I was running as fast I could but then had to slow up after taking getting hit by a couple of branches. Naked and running through the woods was not a good combination.

After that Bob tackled me and flipped me on my back and did my right there in the woods. It was such and animal response that I couldn't help but be excited myself. Bob let go almost immediately which left me a little disappointed but probably deserved it after teasing Bob for so long. I was so caught up in the moment that it didn't phase me that my bare back and butt were sitting on some small stones and branches. I cleared my resting place of some of the stones and stuff and was fooling around with Bob when it finally hit me that I was completely naked just off a public hiking trail and my clothes, not that I had many, were now where to be seen.

I jumped up and looked around to see where my shorts had gone. I had last seen them when Bob had grabbed me and all but tore them off me. My concerns doubled when they weren't back on the trail were that had happened. I almost panicked when Bob suggested walking back as I was. All I remember saying was something like "you've got to be kidding" Bob was getting a kick out of my frantic search.

Finally after what seemed like forever I found them off to the side of the trail in a bush. I was very relieved to have found them but before I could even get them on Bob was daring me to walk back down naked. I told him he was crazy and started to wiggle back into them. He then suggested walking at least to where we had lunch before putting my shorts on. I couldn't believe I was even considering it because I had no idea if anyone would be coming up the trail. By then I already had them on. On the way down he asked a couple more times but I tried to ignore him. I kept telling him hiking topless was all he was going to see for now.

We headed down the trail and only passed one slightly startled couple along the way. We just said hello and kept walking.

When we got to the beach we saw that Lisa and Brad had been out to the boat and had changed into their bathing suits. They had brought back towels and were set up on the beach right in front of the boat. Before I even sat down Lisa asked, "What happened to you back?" I had felt a little sour back there when walking down but hadn't thought much of it, I guess in our love making at the top of the trail, my back got a couple of scrapes from some twigs to add to the scratch I got the other day. I said, "Maybe I should put something on since I'm getting pretty beat up." Lisa said, "Just sit your ass down here" as she reached for a wine cool from the cooler. Bob said that he was going for a dip first to cool down and asked if anyone wanted to join him.

Bob's short served just as well as a swimsuit but I didn't want to get mine wet and I told him that. Of course, he just suggested taking them off. I had already be naked once today so the idea didn't sound that crazy. After all I had been walking around topless since the night before. I looked up and down the beach and the only people besides us were way down at the other end of the beach. There were a couple of boats anchored out but I wasn't that concerned about them. Everyone got up to go in and was encouraging me to just go skinny-dipping. I know I've stripped naked at the beach before but I must be getting a lot braver because a year ago it would have taken a lot more encouragement and I'd been a lot more nervous. This time I simple stood up unbuttoned my short and slid them down my legs and threw them on the towel that Lisa had brought. All eyes were on me as I calmly walked down to the water. I had to admit the water felt absolutely fantastic after the hot hike. I started teasing the others about being over dressed and believe it or not, I actually got these guys out of their suits and are you sitting down, even Lisa. Lisa took some convincing and was like scared silly considering there wasn't anyone around. Bob and Brad seemed a little nervous but got into it quick enough.

We played around as a group for a while, joking, and teasing each other. Then I told the guys about the time I had played chicken naked so naturally the guys wanted to do it again. That's when Lisa chickened out and ran to the shore and grabbed her suit. Brad followed and I laughed at his white butt as he ran up the beach to where his bathing suit was.

Bob and I were still having a lot of fun as we floated around. I was teasing him about him poking me with his penis as we bounced around. We had drifted a little ways up the beach away from Brad and Lisa so we could have a little more privacy. I decided to wrap my arms around Bob and started teasing him even more. It wasn't long before he was inside me and we were kissing and making out as we floated in the water. It was so beautiful and relaxing, words can't describe it. The kind of thing you can only imagine in your dreams. Ok, I getting a little mushy but hey I'm a girl, I'm allowed. You guys will have to use your imagination. After we finished our romantic interlude, we waded back towards our stuff where Lisa and Brad were laying. Bob's usually pretty cool but was all funny as he raised up to grab his suit. I just laughed at him and yelled, "how about laying out naked with me." He snickered shook his head no as he pointed at the boats anchored in the lagoon. I guess he had a point since our private little paradise was now getting a little less private.

I must have been really relaxed because I had totally forgotten that I really didn't have anything to put on when I got out of the water. Mine was back on the boat and all I had was my shorts. I paddled around for a bit in the semi shallow water thinking about it and then everyone was hollering me. I saw Bob pick up my shorts and stuff them in his backpack.

Now I was kind of stuck unless I wanted to swim back to the boat. I started to act like I was going to swim out to the boat then turned around and just walked up the beach. It was a beautiful day in a beautiful setting and there weren't that many people that could see me so I figured why waist some good tanning time.

Lisa said, "Going for that perfect tan again." I said, "why not you don't get that many opportunities so I might as well make the most of the ones I do get. I grabbed a wine cooler out of the cooler and sat back enjoying the sun; it felt so good sitting there I was actually glad I didn't have a suit.