My Little Sister’s Sexual Escapades; Part II Teenage Challenges: Her Virginity

My sister’s imaginative antics continued even though she was almost seventeen.

Clearly she was infatuated with my cock and created every opportunity to touch it, play with it, put her hand on it or in my crotch, and of course make it cum as often as possible.

One evening whilst the family was enjoying a meal together at a steakhouse and I was in deep conversation with my parents I felt this feather tickle my balls. As I was not wearing any underpants, which often happened in very hot weather, I reached down and caught the perpetrator, my sister’s hand. It had ostensibly had reached down to retrieve a dropped serviette and in the process was diverted to address my manhood. I was dumbfounded. I had to keep a straight face and could not show any discomfort or surprise or say anything so I just squeezed, hard!

She could not comment either other than utter, “I can’t find it. It must have slipped behind my seat!” With that she sat up with a huge grin on her face.

She had obviously been down there to enjoy the view, I thought. But then again she couldn’t have seen too much in the dark. I did not realize that her feather was taped to a tiny key torch which she discretely slipped back into her clutch bag.

I simply glared at her.

One day, Cathy’s closest friend was invited over to spend the weekend. My parents were delighted and I was politely requested not to disturb the girls but to use the time studying.

I agreed, trying hard not to smile. Little did my parents realise that I was not the guilty party.

I busied myself with my studies. Cathy and Jacky went to the movies, swam, watched TV and had a great time.

I showered at my usual time and after my rub down, which always gave me an instant erection of note, I marched back into my adjoining bedroom totally naked and hard.

I walked straight into the faces of two giggling young ladies sitting on the edge of my bed staring at my throbbing boner. Jacky’s eyes were out on stalks and her hand held over her mouth.

She simply uttered one word, “Wow!”

Both girls burst out laughing. They were overcome with excitement.

My dear little sister then said, “See, I told you you’d enjoy it, especially this part”.

She fell to her knees in front me and started sucking my cock so hard that it felt as though my balls were once again being extracted along with my bum as well! She came up for air, still firmly holding my shaft and said to her friend,

“OK Jacky, it’s your turn now”.

Without hesitation Jacky did the same and just swallowed my head in one fell swoop with confident to and fro movements. With one hand placed firmly on my shaft and working in unison she could feel me hardening. I noticed that her other hand was down on her crotch. She seemed to be massaging it at the same time. Even my balls were tightening into their sac. The experience was unbelievable. Somehow I felt that she had done this before. Her competence expressed it all!

Cathy enjoyed every minute just as much as I did.

Any longer, I’d shoot my load, I thought.

Fortunately she stopped, looked up at me and said, “thank you, you have a beautiful cock, much bigger and thicker than my boy-friends”.

Ah, I guessed it!

Cathy was gloating. I was reeling. Once I’d regained my composure I reluctantly said to them, “OK, hope you’ve had your fun, now please go !”.

But my naughty little sister had other ideas.

”Thank you” she responded, “but can we say ‘good-bye’ first” and with that she shoved Jacky back on her knees and whispered, “You go first”.

Jacky’s soft mouth encircled my head once again and swallowed deeply. Her other hand moved to my balls this time and simultaneously fondled both. Again she felt my cock hardening instantly and withdrew. The head was purple and oozing pre-cum. She licked it and said, “Yummy”, and gave it a little peck whilst uttering a fond “good-bye”!

My little sister followed her friend’s example. She swallowed deep, right hand tightly squeezed around the shaft. It moved in unison with her mouth. Up and down, to and fro, whilst the other was gently massaging the hardness of my tightly packed balls. She was improving with each stroke, I thought.

I was overcome and blown away by the actions of these two little nymphs. The hype was unbelievable. Never in my wildest dreams did I imagine that I’d be treated to another awesome blow-job like this.

My sister sucked like she was on some mission and it worked! The pressure proved too much. I shot my load with such gusto that I saw her gulp at first and then swallow three times with each eruption as though she was drowning.

“Wow”, that was so nice. Thank you so much, Briany, see you later!” she chuckled with a naughty twinkle in her eye.

“No!” I shouted, “Go and play now, or I’ll tell mother”, I lamely uttered.

Late that night they both tiptoed back into my bedroom naked! They started massaging my cock. I woke up again from a deep sleep. They giggled. My cock had recovered from their earlier exploits and had rested. It was rock-hard once again.

Without uttering another word I was stripped naked.

Before I knew what was happening my sister whispered to her friend, “I’ll just show you what I like to do”.

She hopped onto my tummy, legs wide spread, with her growing pussy fully displayed. She carefully placed it over my shaft, her clit in line with my exploding head and moved along it, up and down. I just lay there, almost paralyzed and moaned with pleasure.

Suddenly she jumped off knowing that I would not last too long and whispered to Jackie, “Go on, your turn now”.

Jackie was a beautiful young lady, developing fast. Her breasts were already a 32B, her nipples were well-formed and protruding nicely and not even fully erect. Her pussy was something else. Her pubic hair was clearly visible and her lips really puffy with a little nodule peeping out at the top!.

She mounted me, legs wide apart, treating me to a sight I will never forget. Her outer lips were firm and magnificently shaped. The inner lips were clearly visible as they were protruding nicely, yet protecting her love passage. A beckoning site of note, for my already crazed cock! It was going demented with frustration and wanted more of her. Then to crown it all I was exposed to the biggest clit I’ve ever seen. It looked like a miniature penis and was just asking to be massaged and sucked.

She carefully lined it up. She ensured that her large clit head would be in direct contact with my head and then engulfed my shaft into her puffy lips. She rode me like a professional, slowly at first, to work in unison and gently increasing her speed. Her rhythm increased, with her pussy lips opening wider to take in more of my member.

Suddenly she lent forward onto my chest. Her erect nipples pouted and hardened even more as she pushed backwards and forwards. Her wetness spread all over my shaft and then suddenly consumed it into her velvety canal. It was heaven. My entire body just stiffened. I could feel my cock diving deeper and deeper as her pussy muscles encircled it ensuring no escape.

I realised that I had slipped unintentionally inside this beautiful young maiden’s love sanctuary and was actually going deeper with each movement as she thrust faster and harder. There was no stopping. She simply continued relentlessly. I was totally overwhelmed and out of control

I moaned. She moaned. I exploded. She screeched. I uttered, “Oh no, I’ve cum inside you!”.

“I know!”, she replied, “It’s awesome, thank you!”

“But without protection?”

“Don’t worry, my period ended two days ago. It’s all quite safe”.

I was so relieved.

My little sister looked on in total awe, ‘gob-smacked’, but with so many questions.

Jacky was still on me with her pussy fully swollen and savouring every moment. My cock was still fully erect and almost ready for another ride!

I called out to my sister and reassuringly placed my hand over her well formed mound. I ran my fingers down her swollen lips and felt her wetness all over. My fingers simply slipped in between her lips and started massaging her clit.

I looked deep into her eyes and lovingly said, “I love you ‘sis’, soon it’ll be your turn.”

My fingers moved faster and quicker deep inside her and then I felt her hymen blocking further entry.

The next night was Jacky’s last. As the clock struck twelve they both tiptoed in, totally naked again! I expected this to happen so lay there naked and fully erect! They saw the “tent” and gasped.

I shot up and grabbed both and teasingly joked, “What do you naughty girls want in my room? You should be sound asleep in your beds.”

They both echoed in a whisper, “You!”

This time my little sister straddled my cock and announced, “I want the same as Jacky got last night!”.

I simply gasped and then said, “But you’re still a virgin. I can’t do that to my sister”.

This feisty little lady replied, “I know, Jacky has explained it all to me and I want to loose my virginity to you ‘cause I love you. Please Brian just do it, please! Besides I’ve also just had my period.”

As usual she had all the answers.

“OK, it’s your call, but this first time could be a little sore, and you may even bleed a little”.

“I know. Come on, I need you inside me, please”, she impatiently exclaimed.

Jacky was the first girl I’ve ever penetrated and now a virgin, my sister no less, was asking me to do it again. I could not believe that all this was happening to me so suddenly. I secretly trusted that this was not just another wet dream.

As I’d never de-flowered a virgin before I guessed that I had to be extremely gentle. I decided to insert my middle finger first so I asked her to raise herself. What a beautiful sight to behold.

Her womanhood was perfectly formed. Her well rounded mound with fine pubic hair had started to pout The outer lips were becoming puffier and the inner lips were protruding more than usual. Even her magnificent clit seemed bigger and would soon be as large as Jacky’s. Another miniature penis, I thought. She was also becoming juicier by the day.

My little sister was blossoming into a most desirable young woman, just like Jacky.
Her breasts had also developed beautifully with perky nipples. They protruded, fully erect and also needed attention.

I pulled her towards me and licked her pussy. She opened her legs even more. My mouth found her clit and teased it, encircling its straining head as it hardened. My lips nuzzled in and sucked this little diamond. Her body tensed. The more I sucked the louder she moaned and then she began to shake.

I knew she was climaxing. I sucked harder. She grabbed my hair and pulled in ecstasy. I sucked even harder. She shouted with excitement. She was holding nothing back. She had cum hard. I released her clit, now fully extended and red. Her lips were puffier than ever and so wet that my tongue had no trouble finding her hymen as they simply parted welcoming the arrival of their first penetration.

I carefully inserted my index finger and gently massaged her lips down to the hymen and back. After repeating this gentle massage a few times I found a little opening on the one side and slowly eased my finger through. She did not even flinch so I fingered her a little faster. Her body tensed again.

Jacky watched in amazement clearly absorbed by the sensitivity of the moment. I began wiggling my finger from side to side which seemed to stretch the gap a little wider each time. I soon felt it time to let my rock hard cock do the rest.

This was such a special and sensitive moment for me. Here I was, given this amazing privilege of de-flowering my own little baby sister. It was like landing the man on the moon, I thought! History was about to be made and it could never be reversed!

I carefully withdrew my finger. My little sister looked deeply into my eyes and whispered,

“That was so nice, but now its time for the real thing. I am ready!”

My cock stiffened even more at the very thought of what I was about to do and got even harder as it touched her special lips. Her legs were stretched as wide as a ballerina’s. I knew she was so ready.

Gently my purple head nuzzled in between her inner lips with its outer rim as the tip of my hardness easily located her love passage which was well lubricated from her own juices and my amply supplied precum. She moaned in appreciation. At last she was becoming a real woman.

Deeper, slower, gentler until I felt it rub against something. I knew I had arrived at that intimate moment of entering her womanhood. It was so special.

The awesomeness of the situation made my head expand even more than my shaft. It filled her entire vaginal canal so I knew that there had to be a break through of sorts.

I whispered, “Best I push a little harder now and get it over with. Are you ready?”

“Yes”, she whispered, I want you , I love you”.

I pushed and felt my head go through entering the depths of her mystical love chamber. It was on a voyage of discovery, never exploited before. It was mind blowing and she did not even flinch.

“Go deeper” she said. “Faster, more please!”.

I relaxed and began to fuck my sister like I’ve never fucked before.

“Oh, oh” she cried and her body stiffened. I knew that she was cumming. I felt my load building up and was also about to be released.

It all happened so quickly. I exploded as I thrusted deeper. My sister’s little body buckled and I jerked. We writhed together in an ecstatic clasp that not even a jack hammer would separate. We were one, bonded forever. What a beautiful phenomena! I never imagined it would be so special.

She was dumbfounded and overcome with indescribable pleasure. She threw her arms around my neck and kissed me incessantly. She was overcome with desire and appreciation, wanting more!

Jacky stood quietly and looked on knowingly, but also amazed! She simply smiled.

I whispered, “Did you enjoy that my sister?”

She was flabbergasted.

“Yes, yes. Thank you. It was so very special. You are my very special brother and I will love you forever”, she declared, “and it wasn’t even sore”.

“Well this would not have happened without Jacky’s help, so just stay where you are, enjoy him inside you, because I’m sure you can still feel him throbbing can’t you?”.
She nodded and smiled.

I called Jacky over and stretched out my hand towards her pussy. As I touched it I felt it’s wetness. It was actually dripping, even running down inside both legs. She then confessed that she had climaxed just watching us especially at the end. So it was a triple celebration.

I told her how special she was to the both of us and invited her to lift her leg over my mouth and position her pussy over it. She smiled and willingly agreed.

Once in position I told Cathy to massage Jacky’s pouting nipples while I licked up all her juices.

Both my tongue and my nose explored every niche and crevice in Jacky’s beautiful clit. I gave it a massage of a life time. Her nipples glowed like lighthouses whilst Cathy massaged them and rode my cock like true professional.

I could not stand the tension any longer. I felt another volcano welling up inside me, and I suddenly savaged Cathy’s ‘ginormous’ clit with my lips and sucked it as hard as my sister had been sucking my cock.

Our bodies exploded together, not once but three times! We all collapsed in ecstasy and Jacky fell forward. My lips were in reach of her nipples and Cathy’s hand moved to Jacky’s beautiful pussy and gently massaged it whilst still riding my cock. She did not want to release it and it did not want her to either!

What a climax. We all just lay there entwined in each other, enjoying the glowing aftermath and fell asleep together!

To be continued: (Part III)