A Journal Entry

byreluctant_quill©

"That feels nice," she said conversationally. Nice try, but I could hear the tension in her voice.

"I'm glad you like it." It felt very nice to me as well. Daringly, I slipped the tips of my fingers just barely under the waist of her bikini and massaged her gently. She didn't protest, so I slid just a little lower.

"David, I don't need suntan oil there," she said. She didn't seem mad or upset though.

"Oops, sorry," I said.

Wendy giggled. "Oops? Yeah, right!"

I changed tactics and moved down to work oil into one of her feet like I had seen a masseuse do on TV. "Mmm, that feels great. You could do that all day," she murmured. Kneeling next to her, I think I'd have been more than happy to do just that.

Slowly I worked my way up her leg, massaging much more than necessary just to apply suntan oil. Her thigh was smooth and toned. She was the star runner on Centerville's cross country team and the exercise really showed. As I approached her bikini I chickened out a bit. I massaged her hip and tanned butt cheek right up to the fabric, but I didn't think I could get away with touching her inner thigh.

"Are you going to do the other leg?" she asked. I realized that I was dithering. I had been massaging the same part of her upper leg for a while.

"Sorry," I answered and scooted back down to her other foot. I repeated the performance on her other leg, again slowly massaging everything but her inner thigh. I tried to stretch it out as long as possible, but at last I ran out of real estate. As I finished and was starting to move back to my own towel, she unexpectedly spread her legs a bit and said in an unsteady voice, "You missed a spot."

What? Did she actually want me to touch her there? Well, my dad taught me to never look a gift horse in the mouth. I put a good supply of oil in the palm of my hand and tentatively reached down between her thighs. The feel of the forbidden area was electric. I slowly massaged one inner thigh, then the other. The side of my hand was actually rubbing her privates through the thin fabric and she wasn't protesting.

After a minute or two of this I figured I'd better stop before what I was doing became too obviously sexual. As I pulled my hands away she said "Please David, just a little more?" More? Well, if she wanted it, how could I say no?

I resumed rubbing her inner thighs and this time made sure I was applying a little more pressure to the fabric of her suit. It seemed so completely unreal. I was actually massaging Wendy's privates! Surely she knew this, but she wasn't making me stop. Over the period of maybe a minute her breathing grew even more rapid and then suddenly stopped. Her body seemed to tense just a little, then hold as still as stone.

Instinctively, I stopped and said "Wendy, are you all right?" For a few seconds she didn't answer, but then she seemed to collect herself.

"Sure David, I was just stretching," she said, obviously straining to sound casual. Somehow I knew that something else had happened, but I didn't know what. "I think you've got it covered," she said.

"Okay"

Well, that was a little weird, but it had been fun. I lay on my stomach on my towel, facing her. Her face was toward me and she now had a big happy grin on her face. "I've never had a massage before, David. That felt wonderful. Thank you."

"Anytime" I said gallantly, returning her smile. She winked at me, then closed her eyes.

I had enjoyed massaging her back and was now imagining doing the same to her front when we flipped in a while. Wendy had a surprise for me, though.

She opened her eyes – catching me looking – and said, "It's my turn now. I'll give you a massage." She grabbed the oil and popped up to her knees. Now, the possibility of her voluntarily reciprocating hadn't occurred to my naive little mind when I had planned this all out the night before, and it didn't occur to me now either. What I was seeing banished any other thoughts. In her enthusiasm, Wendy had apparently forgotten that I had untied her and now her bare breasts were gloriously displayed in front of me. Her top was still lying neatly on her towel.

Pictures of women's breasts in a men's magazine are one thing. Real live breasts are another. In keeping with her slim form, they were a full B-cup, high and nicely rounded with large erect nipples. By the tight way they moved with her, they were obviously very firm, nothing at all like Alice's fleshy units. They were also the prettiest things I'd ever seen in my life. Now I knew for certain, she had no tan lines at all.

I knew I should have been a gentleman and turned away, but there was no way I could look away from such a sight. Would you? Wendy noticed where I was looking, glanced down and gasped, covering herself with her hands. She looked at me, evidently quite embarrassed.

"I guess we're even now?" she finally ventured. I smiled and nodded. To this day Wendy won't tell me if she did it on purpose, but I have my suspicions.

She turned her back to me and grabbed her top, stretching it across her front and then reaching behind her to try to tie it again. Her hands were shaking so bad that after several attempts, she still couldn't get anywhere.

"Wendy, you don't have to do that. I'll just look the other way."

Wendy stopped struggling with it and turned to me, again holding her hands over her breasts. Somehow this was even more erotic to me than seeing them uncovered. I could see her weighing the merits of my proposal. "Do you promise you won't look?" I nodded.

"Well, okay, but you'd better not peek!"

I settled back down onto my towel, turning my head away. Then I heard the spout pop open on the oil. When her hands touched me, I nearly jumped. Hesitantly, she started massaging the oil into my shoulders. She spent a quite a bit of time there before heading lower on my back. I was thankful that the Asian side of my ancestry had left me with very little body hair. My uncle Tony has more hair on his back than I have on my head!

When Wendy reached the top of my swimsuit, her fingers ventured under it just a little. Then, to my shock, she pulled the waistband down a few inches, exposing the top of my butt cheeks.

"After all," she said, paraphrasing me, "you don't want to be showing off a tan line." I couldn't believe she was doing this! I had figured that being a girl, she would be the one to keep us from doing something that we might regret. That's what girls did, right? But Wendy seemed to be at least as eager as I was. The thought of her above me, naked from the waist up and massaging oil into my bare butt cheeks, was just amazing. My erection surged beneath me. I wanted to look up at her, but a promise is a promise.

She worked the top of my cheeks for a minute and then moved down to my feet. She must have been taking notes because she copied me almost exactly. That is, until she reached the top of my second leg. Without a word, I felt her hand guide me to spread my legs. My erection hadn't eased in the entire time since we stripped to our swimsuits, and it was embarrassing. I complied though, and her hand immediately began to caress my inner thighs.

It felt so good that I was afraid I was going to come right there in my suit. Her magical hands were brushing up against the family jewels. Without conscious thought, I raised my hips just slightly and her hand left my thighs entirely, reaching under me to caress my privates. She guided me to rise up onto my hands and knees. Half ecstatic and half terrified, I complied.

Wendy's hand immediately began to lightly explore the entire length of my manhood through the Lycra of my suit. She was making no pretense of applying sun tan oil. My erection again became too much for my low cut suit and the head popped free of the waistband. Wendy noticed this immediately and started to massage it with her fingers. Oh my God! She was actually touching my penis! I knew that I was very close to coming. I didn't think that would be a good idea, but somehow I couldn't make myself do anything to get her to stop.

Then, unbelievably, she grabbed the front of my waistband and pulled it down, freeing most of my manhood to hang free. Grasping the sides of my suit, she started to pull it off. I grabbed the waistband and held on. This was too much for me; it ran against everything I'd been taught. I craned my neck to look back at her.

"Wendy, I don't think we're supposed to be doing this." Her wondrous breasts were right there to see, but now she didn't seem to care.

"I know we've been told that," she said, "but it's not like we're having sex. It's just touching." Here she was using the same arguments that my friends said they used on girls. Wendy did have a point though. We were just touching. What could it hurt? And how lucky was I to be with a beautiful girl who wanted the same things that I did?

"Okay" I said, "but we're not going any further." My friends would have slapped me silly for that remark, but my folks had been quite convincing in their lectures about abstinence.

She smiled and nodded. "David, I'm a virgin – only the man I choose to be my husband is going to do that."

Her husband? A small jolt of jealousy ran threw me. I put it aside though. How could I be jealous of a man she probably wouldn't meet for years?

I released my waistband and she pulled my Speedo down over each knee and then off of me completely. The breeze felt cool on my newly exposed skin. Still working from between my legs, Wendy lightly ran her fingertips up and down the length of my manhood. This was easily the most intense sexual sensation I'd ever had in my life, and all the more so because it was so unexpected. Unfortunately, all of the excitement had me in an extremely aroused condition and it was only a few seconds until I felt myself building toward my release.

Wendy wrapped her fingers around me and started to stoke me harder and faster. This was finally too much for my overloaded senses to handle and I could feel her bring me past the point of no return. Mixed in with the unprecedented pleasure was a feeling of abject shame. This was going to be gross and messy. Surely Wendy didn't want me to ejaculate?

There was nothing I could do though, and I finally came, rhythmically spurting my fluids in a small puddle on my towel. I was so embarrassed by what I had just done that I just froze, not knowing what else to do.

Her hand quickly pulled away. "Wow," she marveled, "did I do that?" She scooted around to my side, reached out and took my now rapidly softening manhood in her hand as I pushed up into a kneeling position. I looked at her, hardly even noticing her bare chest, and said, "Oh God, Wendy, I'm so sorry. I didn't mean to do that."

She looked crestfallen. "David, that's exactly what I wanted you to do. I thought it would feel good for you."

"Well, of course it did, but I thought you'd think it was gross," I told her.

Her face relaxed and she giggled. "When you accidentally showed me the tip of it, I knew I just had to see the rest. I wanted to see if I could make you spurt like one of my dad's horses when we collect for artificial insemination." Now wasn't that romantic! "Your penis is very beautiful, you know." Well, that was better. At least she didn't call me 'Trigger'.

My shame started to melt away. If Wendy liked it, that was all that mattered. And hey, what Wendy had done had felt sensational. The liberties I'd guiltily taken with myself in the shower were nothing to compare.

"Well," I told her "if you liked it, that's totally different. It was definitely the best thing I've ever felt." I allowed.

Her face positively beamed. "Good. Can I touch it some more?."

Well, now that was the question. I weighed a lifetime of teaching against the wonderful, happy smile on Wendy's face and found myself totally comfortable with my choice.

I looked again deeply into those bottomless eyes. "I'd love that."

"Well," she said, contemplating the situation, "why don't you kneel on my towel. This one's had it." I moved onto her towel, acutely aware of my complete nudity. She folded up my towel neatly, puddle to the inside, sliding it into the side pocket of my gym bag, then knelt down facing me.

Not wasting any time, she grinned and eagerly reached down and began to fondle my now partially flaccid member. Taking me in both hands, she felt the weight and experimented with squeezing and bending it a little, just playing with it. The feeling for me was almost surreal. I had come here hoping only to see my best friend, but now here I was naked with a topless beauty fondling my penis. It was almost too much to comprehend.

Her hands felt pretty good in a relaxed sort of way, but better than that, since she was kneeling right in front of me, her breasts were well within reach. If she was going to touch me, I figured she couldn't complain about me touching her. I timidly reached out and cupped them in my hands.

Her hands stopped for a moment. In turn, I stopped mine. "Is this okay?" I asked her.

"It's more than just okay, David," she said, staring down at my hands with a look of wonder on her face. "Please keep doing that."

I eagerly complied. Sure enough, her breasts were very firm. They were also very smooth and the nipples felt like they were as hard as rocks. Caressing them was a very nice experience. It was all that I had hoped for and more.

Her hands on me had started exploring again. "Hey, look at that! It's getting hard again!" she said, excitement in her voice. I looked down and sure enough, her ministrations were working magic on me and I was growing back to my full size.

"Wow, I can't even get my fingers around it," she exclaimed. She continued to play with her new toy, running her hands up and down it. "Hmm, I know what this needs," she said, mischief in her voice.

Reaching beside her, she retrieved the oil and squirted some on me like she was putting mustard on a hot dog. Now her hands glided easily up and down. The sensation was like nothing I'd ever felt before. I had done for myself what she was doing for me now, but it had never felt like this! I liked the way that the oil felt and how easily her hands slid over me – I wanted to touch her the same way.

I reached down and gently touched my fingers to the small mound under her swimsuit, watching carefully for her reaction. Her hands stopped again and she looked at me. I'm sure she could see the desire in my eyes, but I couldn't tell exactly what was on her mind. Finally, without a word, she let go of my member, turned around and got down on all fours with her pretty behind facing me.

"I want you to touch me just like I touched you." she said.

Yes, I know what you're thinking. Using that position was a bit strange, but we grew up on the farm. The only time we ever saw reproduction, it was in this position. Looking back, our naiveté level was startling. We had both gotten 'The Talk', but it mostly consisted of admonitions not to do exactly what we were doing now. Our high school didn't even have "health" class, such as it was, until our upcoming senior year.

I carefully reached forward and brushed the back of my index finger across the fabric covering her privates. She gasped and her body went rigid. I turned my hand around and gently began to caress her mound with my palm. She started to moan and push back against me, so I increased the pressure. Finally she reached back and started to tug at her suit. I took the hint and slid the tiny little thing off of her hips and then down over her ankles. I eagerly reached between her thighs and guided her to spread her legs wide.

What I was looking at was bewildering. The magazines I had seen had shown relatively tame images. If you saw the model's privates at all, it was just a hint of the outer lips. Wendy, on the other hand, was fully exposed to me. I didn't know what parts would feel good for her if touched. Since I didn't know where to start, I just reached up and palmed the whole thing, rubbing lightly.

"Oh God, that feels incredible!" Wendy moaned. You could have cut the tension in her voice with a knife. I pulled my palm away and began to explore her with my fingertips. There were lots of fine details between her lips. I didn't know what all they were so I just took turns caressing them all.

Moving a little higher and hardly using any pressure at all, the tip of my finger unexpectedly slipped into her. Ah, so that's where a man's penis went. But it was so small! I slid my finger in just a little more. It was wet and slippery and felt like heaven.

"Oh!" she gasped.

"Are you all right?" I asked her.

"Yes, yes, yes! Oh God, David, please keep doing that!" she said frantically.

I guess she must have liked that.

I slipped my finger in a little further. When I encountered no resistance, I slid it even further into her warm wetness. She was very tight inside and I could feel her muscles contracting around me. Finally, my finger was in all the way.

I started to stroke in and out. Her warm slick wetness was a revelation to me. I had speculated a lot about what a woman would feel like inside, but this was nothing like what I had expected. It was much, much better.

Since I had a hand free, I decided to do a little more exploring. I started to gently rub between her lips with my thumb. She began to moan softly. It felt so good to give her pleasure like this that I felt my erection surge. There was a problem though. She was amazingly wet inside, but her other features lacked lubrication. I got an idea. I pulled my finger out and used it to spread her precious fluids around. Inserting my finger back into the happy place, I found that my thumb glided over her much more easily.

Wendy moaned. "That's incredible, David. Don't ever stop." Good, I didn't ever intend to.

It suddenly occurred to me that since I was behind her, she couldn't see what I was doing. The horny side of my brain (which was the vast majority at this point) decided to explore the possibilities. Still stroking in and out with my finger, I took my now fully recovered manhood in my other hand and started to massage her privates with the head. She continued to moan and gasp, but I don't think she could tell the difference. I sure could though. The tip of my erection was starting to leak pre-cum and the lubrication made everything even better. I don't know if it was the actual physical sensation or just the fact that my bare privates were actually touching hers, but it was driving me almost insane with desire. I wanted to slide my manhood in where my finger was.

I knew this was the horny side of my brain talking, but I was surprised to find that the rational, responsible side was just as enthusiastic. This was a completely new attitude. I sure wouldn't have gone all the way with April if we had actually gone on our scheduled date the night before, but my heart told me that the rules didn't apply when it came to Wendy. With her, it would be completely okay. A bit of a contradiction, I know, but I was quite certain about it.

Now without a trace of guilt, I decided to see if I could make it happen. There were a couple of problems with this, though.

First was the fact that she had just told me that she was going to remain a virgin. She wouldn't take kindly to my just sticking it in there. Whatever I did back here, I had better make sure that I didn't do anything without her okay.

Second, I didn't see any way that I could physically fit myself into that tiny little opening. She was very tight around my finger, but my erect penis is nearly the size of two pop cans stacked on top of each other. To see if it would even be close, I pulled my finger out and attempted to insert two of them. She gasped and held still, I could see the tension in her body as I slowly began to ease them in. I wasn't sure how hard I should try and push, but when I paused, she said, "Please, keep going. That feels really good."

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byreluctant_quill© 32 comments/ 319251 views/ 16 favorites

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