Accepting Cindy
Keywords: Cindy, Accepting,
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I'll never forget that summer before University. Sam was 21, my older brother's best friend. I used to hang out with his younger brother Tom, but since my brother and Tom had gone away to a soccer carnival, it was just Sam and I. We didn't get on that well normally, he was 3 years older and big and hunky, whereas I was the stereotype computer geek. We didn't fight or anything, it's just that we had little in common.
I was surprised when he asked if I wanted to go swimming with him that afternoon, but it was high summer and very, very hot. I eagerly agreed to go, and, to tell the truth, I was a little flattered that he had asked me.
We had the lake to ourselves and had some great fun. Normally he was quiet and standoffish but this afternoon he played around with me, play fighting, splashing, and a couple of times he picked me up and threw me clean into the air. He was so big and strong compared to me. We had a great afternoon.
Eventually, it started to get dark and we drove back to his house where he offered me a shower. The lake water was crystal clear, but the bottom was muddy and I was pleased to have first shower because I hated the dried mud between my toes. When I got out I wrapped a towel around my waste and headed out to the lounge and cried out
"It's all yours!"
I noticed that my clothes were nowhere to be seen. Sam appeared from the hall way and tossed me a plastic bag which felt like it was full of clothes. I couldn't help notice that he was naked. I caught a glimpse of his cock, it was long and semi-hard and swung proudly from side to side as he walked.
"Why don't you try some of these on for size, your clothes were filthy, so I've thrown them in the wash."
I caught the bag as Sam walked past. He then reached over and whipped the towel off me.
"Sorry, but it's the only one."
He said as he threw it over his shoulder and continued on to the bathroom.
I gasped in shock, and covered my genitals with the bag.
He stopped and turned to me.
"Geez, grow up will you?"
He looked me up and down. I blushed. He turned and went off to the bathroom.
Boy, did I feel stupid! I opened up the bag. To my horror (and delight) it was full of female underwear. Frilly panties and bras, stockings, suspender belts, g-strings, and some items, which I had never seen before, and could not imagine how they might be worn.
"See anything you like?"
Sam asked, snapping me out of the trance I was in. He stood in the doorway and patted himself dry with the towel. I must have lost track of time as I stared into the bag of goodies in amazement. He stared at me intently, with a wicked grin on his face.
"Shit! I'm not going to wear any of this! They're girl's clothes!"
I exclaimed, my voice sounded high and shaky.
"Oh fucking relax will ya? It's just a bit of fun. Lots of guys get into it! I'm going to put these on."
He waved a black lace panty and matching bra in the air. His voice was calm, condescending and controlled. Again I felt a fool.
"Well I don't."
I eventually mumbled.
"Yes you do, I've seen you trying on your Mum's knickers!"
My heart stopped beating and I felt sick in the stomach. It was such a sickening shock to hear those words. It was true. I had secretly tried on some of Mum's things, but I thought no-one knew. Gradually my heart started to beat again.
He smiled at me.
"Come on, it'll be fun! Look at all the gear we have to try on. No one will ever know. You'll probably never have an opportunity like this again."
He was very persuasive, and presented a very reasonable argument. Not that I needed much persuading or convincing. I mean, I wanted to try the stuff on, for sure. It's just that I felt a bit weird doing it with him. I was still reluctant.
"You get changed in Mum's room, I'll change down here."
He disappeared down the hallway. My heart was pounding as I floated into his mother's bedroom. I felt giddy with excitement. It was so wrong what I was going to do, and inside my head I screamed, "Don't do it!" over and over, but I found myself doing it anyway. Deep down, I really wanted to.
I selected a pair of pink, lacey panties. At the crotch there was a large dark red heart shape made out of ruffle. Inside it was another smaller ruffle heart shape in a lighter red, and so on down to a tiny pink ruffle heart right in the middle. They looked and felt great on, and the ruffled heart added some stiffness to the front of the panty, which was a good thing as my little cock was straining with the excitement.
I found the matching bra and slipped it on. It had beautiful pink and red ruffle trim around the cups and the ruffle was just stiff enough to the cups to hold their shape. I turned around and examined myself in the full length mirror. I decided that I looked pretty good. My body was slim and tight and I had practically no body hair to speak of. I certainly felt good! Sam's mother's room was pleasantly perfumed and I felt very feminine and safe in there. I squinted at the mirror and but for my short hair, I was a pretty girl.
"OH MY GOD! LOOK AT YOU!"
It was Sam. I jumped and turned around. He had stuck his head in the half open doorway, and was peeking in at me, a huge grin on his face. He took a step forward. To my horror he was not wearing the outfit he had showed me. Instead he was naked and sporting a huge erection.
"You look so hot!"
he said as he walked towards me.
"You bastard, you tricked me!"
I screamed, backing back but only as far as the wardrobe would allow.
"Tricked you? Oh come on! Nobody made you put those on, you chose them, you wanted to wear them. I just coaxed you into it."
He answered smugly, placing his hands on my shoulders. I thought of a reply, but could come up with nothing. He was right.
"Besides,"
he continued,
"You're just as turned on as I am."
With that he reached down and cupped my ruffle covered cock and balls and gave them a generous squeeze.
"Do you deny it?"
I went to protest but he pushed his lips against mine. It was the first time I had ever been kissed. It was wet and warm and very, very nice. His lips were so soft yet strong and overpowering. He tilted my head to the side and gently slipped his tongue inside my mouth. Our tongues danced together and I closed my eyes. It felt as if I was floating. I could feel the menace of his big cock pressing against my stomach, like a coiled snake, waiting to strike. I was so excited and frightened all at once that I could only focus on the pleasure he gave me as he kissed. He could kiss me forever I decided.
But he slowly pulled away and guided me to the bed where he laid me down and started kissing me again. Then slowly he worked his way down my body, kissing and nuzzling my neck, then lifting my bra so that he could lick and tweak my nipples, then he was licking my navel. I wanted to scream in terror and delight but instead I closed my eyes tight and tried to control my excitement.
Suddenly I felt his fingers at the top of my panties. He pulled them down slowly.
"Come on",
he whispered, and instinctively I raised my hips so that he could remove them. I heard and felt my stiff cock slap against my stomach as it was released. Then I felt his mouth engulf it. It was heaven. I cried out in delight. Encouraged, his head started to bob up and down. He could easily take my whole cock in his mouth and I was astounded at how wonderful it felt, and alarmed at how close to coming I was. I wanted it to last.
He must have felt my climax approaching for he stopped sucking me and looked up at me with a smile, before bobbing down again, but this time on my ass. I squealed with un-controlled excitement when his tongue brushed my anal opening. He looked up and laughed at me, before doing it again. Again I squealed and again he stopped and looked up at me. He was playing with me, and enjoying my reactions immensely. After several more licks I managed to control myself to a low, soft moan with each stroke of his tongue, and he commenced lapping away at my ass. It felt so good.
Then, without any warning, I felt one of his long fingers pushing inside my ass. At the same time, his mouth engulfed my cock again and he started sucking me hard. Once his finger was buried inside me up to the knuckle, he slowly started to work it in and out of me. It too felt far better than it rightfully should have and before I knew it I was screaming again as I reached an impossibly intense climax. I pumped a big load of cum down his throat, which he seemed to swallow easily. I lay on the bed in a daze as he pulled his finger out of me and disappeared out of the room. I was overwhelmed with what I had just experienced. I was not gay. I was sure, but the sex I just had was fantastic, and frankly, I didn't care. I just lay there in a blissful doze.
He returned with a small leather bag and quickly lay down next to me. The taste of his kiss told me he had gargled. I returned his kiss this time. He broke away and smiled his wicked smile.
"How about returning the favor?"
I felt myself turning red and I could not suppress a smile as I nodded. I owed him I figured, and I was intrigued by his big cock. He sat up on the edge of the bed and guided me off it. He passed me my panties and helped me put them back on, why I don't know, perhaps for the illusion, then gently pushed my shoulders down so that I was kneeling between his legs.
"Oh my, it's so big!"
I said meekly. He beamed and shook his head. I touched it tentatively, as if it might strike me at any moment.
"Go on, hold it!"
he encouraged. I wrapped my right hand around the base of it, and gasped at the heat and weight of it, as well as its thickness.
"Mmmm, you like what you see?"
"I can't believe it's so big!"
"Why don't you see what it tastes like?"
I nervously leaned forward and stuck out my tongue. I licked it just below the helmet, then pulled back, observing his reaction.
"Oh fuck that feels good!"
he hissed from behind clenched teeth.
I repeated the motion, only this time I started lower down and slowly ran my tongue up the underside of his shaft until it slipped off at the top of his purple cock head.
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Keywords: Cindy, Accepting,