tagFirst TimeHoliday Surprise

Holiday Surprise


I was laying by my wife's grandmother's pool on memorial day when I decided to go inside to change out of my bathing suit and get ready for dinner. I decided to use one of the upstairs bedrooms that was vacant to change. I stood up and said "I'm going to go in to change a bit early, get out of the sun a little bit" to my wife.

I did not notice that my wife's brother's 21-year old fiancee, Tina, quickly and quietly walked into the house just after hearing me say this.

As I approached the door to the upstairs bedroom, I noticed that it was propped open a few millimeters. Instead of knocking, I peered through the opening. In the room was Tina. I assumed that she had the same idea that I had and beat me to the room.

I could see her from behind. She was standing in front of the bed, brushing out her wet hair. She had a towel wrapped around her waist. As she finished brushing her hair, she reached back and unstrapped her bikini top, letting it fall to the floor.

I quickly looked down the hallway to make sure that no one else was on the second floor. Convinced that I was alone, I looked back into the room. By now, Tina had dropped the towel and was standing, facing away from me wearing only a string bikini bottom. She opened her bag and removed a pair of jean shorts and a t-shirt.

She slid her thumbs under the sides of her bikini bottoms and slowly slid them down her thighs. As she removed them, she did not bend at her knees. She simply bent at the waist as she took them all the way to her ankles, giving me a perfect view of her bare ass and pussy lips in a bent over position. Her lips were bright pink and I could see that she was clean shaven.

My heart was racing. I was staring at what I was fairly certain was my future sister-in-law's virgin pussy. I felt like a pervert, but I could not pull myself away from that door.

Tina slowly stood upright, running her hands across the sides of her body. She stood there, facing away from me, for some time. I could see that she was moving but could not tell what she was doing. After about 45 seconds, I realized she was rubbing her crotch. After a couple of minutes, she began swaying forwards and back, and tossing her head from side to side; clearly losing herself in the moment. She leaned forward onto the edge of the bed, holding herself up with one arm and spreading her legs wide. I could see her face now, in the mirror above the bed and her face showed that she was in pure ecstasy. However, I could not see her ass, as it was just out of view, blocked by the door.

I glanced down the hallway again to make sure I was alone. Secure that no one was in the area, I decided to slowly press the door open a bit more. The door was now open about an inch and a half and I could see the entire show.

What I did not realize was that the door was now open enough for Tina to see me standing in the shadows. As she continued to masturbate, she looked up into the mirror and our eyes met. Her eyes widened and she quickly stood upright and began to rustle her jeans. Realizing I'd been caught peeping, I did the only thing I could do: walk into the room and pretend like I had just gotten there and didn't realize the room was occupied.

I pushed open the door and walked into the room. Tina turned quickly and gasped, squeezing her legs together and covering her small breasts with her hands. Her face was flush with a combination of embarrassment, shock, and excitement. "Oh, sorry, Tina!" I blurted out. "I thought this room was empty. I was just coming into change." I held up my clothes, trying to prove to her that my intentions were innocent.

Tina's chest was heaving with emotion. She didn't speak for several seconds. "I'll just leave" I said. "I really apologize for this."

I turned and began walking towards the door. Tina walked past me, opened the door and peaked her head outside. "Is anyone else in the house right now?" she said.

"No," I responded.

She quickly closed the door and locked it. She looked down at my bathing suit, my rock hard erection poking straight out. "Look, I think you were watching me," she said as she pointed at me, momentarily forgetting that she was naked and dropping her hands to reveal her perky little tits. "And I think you know what I was doing. If you tell ANYONE about what you just saw, I will tell them you're a perverted peeping tom that was watching me change. Ok?"

"Ok," I said, not left with much other choice.

"Now that that's out of the way, we don't have much time." she said.

"Much time?" I asked.

"The door on the left leads into the bathroom that connects both upstairs bedrooms. The other side of the bathroom is locked. If anyone knocks on that door, you quickly and quietly go into the bathroom, lock the door on this side, change, and then exit through the other bedroom. Understood?"

Confused, I just said "yea, I guess so."

She leaned in and kissed me, pushing her naked body against me, grinding her hips forward against my erection. With that, she dropped to her knees, pulling my bathing suit to the ground, exposing my rock hard cock. She gripped it gently with her right hand and stroked it up and down. Slowly she ran her tongue from the base of my balls up the shaft of my dick, taking me in her mouth. I slid my right hand into her hair and began guiding her head forward and backward, while she slurped at my cock.

When I began to feel my balls tighten and my orgasm grow, I pulled her upward. She kissed me again as I turned her around and laid her down on the bed. She immediately slid a finger over her clit and began rubbing it intensely. She was shaved and her pussy looked completely pure; untouched; virgin.

I crawled over her and kissed her lips, sliding my tongue in circles around hers, then sliding it slowly across her upper lip, then her lower lip. I kissed her neck, and cupped her breasts with my hands. I lifted her left breast to my mouth and sucked her hard little nipple. I rolled my tongue over her areola, which clearly excited her, as she immediately began gyrating her hips forward. I kissed her other breast and sucked her other nipple, then slowly began kissing my way down her stomach.

As my mouth reached her mound, I could smell her wetness. I removed her hand from her pussy, and softly rolled my tongue over her engorged clit. She let out a muffled scream, as she buried her hands over her mouth. My tongue pressed firmly against her clit, as I worked it in circles. I dropped my tongue into her wet pussy, burying it deep inside of her, then sliding it back out and onto her clit. Her hips began to rock upward and downward against my face, pushing my tongue across her clit and then into her pussy, and then back to her clit. I put my hands behind her knees and lifted her legs backwards, pressing her knees almost to her shoulders. Her right hand grabbed the back of my head and she began groaning deeply, while still trying to muffle the sounds with her other hand. Finally, I slipped two of my fingers into her pussy while my mouth continued to slurp at her clit, pushing her over the edge. She pussy tightened around my fingers and she let out a deep, long, moan of pleasure. "Yes, ooohhhhhhhhhhhh, yyyyyeeeeeeesssssssssss," she groaned. Cum gushed from her cunt in spurts, spitting her white juices all over my hand.

I slid her to the end of the bed and stood over her, my cock in my hand. She was panting from her orgasm and whispered "No, we shouldn't. I'm a virgin."

I knew it. A virgin. This was my chance to deflower this tight little slut.

"I don't care. We've come this far. . . " I said.

"Ok, but be gentle," she whispered.

With that, I slid my cock into her virgin pussy. At first I pressed just the head of my shaft into her. She winced in pain and bit her lower lip. I slid the head in and out to let her get used to it a bit. After a bit, I could tell that she was getting comfortable and starting to enjoy it. Her eyes were closed and she was breathing heavily, clearly beginning to enjoy her first cock.

In one fluid motion, I grabbed both of her knees and spread her legs wide apart and thrust my cock deep inside of her, tearing through her delicate hymen. Her eyes sprang open widely and she gasped, almost letting out a scream but in too much pain to do so.

In and out I worked my dick, forcing her open with each thrust. AFter several minutes, it was clear that the pain had been replaced with pleasure and she was loving her fast real taste of dick. I lifted her ankles to my shoulders and pounded her, in and out, in and out, as hard as I could.

I rolled her over onto her stomach and tried to get her on all fours. She was too weak to hold herself up and her head and shoulders just dropped to the bed, leaving her perfect ass sticking straight up in the air. I mounted her from behind: putting both my hands in her hips and softly sliding my cock between her dripping cunt lips. I slammed my dick deeply into her pussy causing her to again softly cry out, this time in pleasure and not in pain. I pounded her from behind for a few minutes until I again began to feel her pussy lips tighten around my cock. As I thrust, and as she began to moan with the build-up of another orgasm, my cock tightened and grew. I slammed her while she let out a long "ooooohhhhhhhhhh aaaaaaaaaahhhhhhhhh!!!!!! YEEEEEEESSSSSSSSSSSSSS! FUCK ME! FUCK ME! FFFFUUUUUUUCCCCCCCCKKKKKKKK MEEEEEEEEE!" and burst into orgasm. I pulled out and spewed my own cream cum onto her virgin asshole, while we both collapsed onto the bed in ecstasy. She lowered her head to my dick and licked it clean.

After several minutes of laying on the bed in sheer exhaustion, she stood up and walked towards the bathroom, her ass jiggling with each step. She playfully turned back and said "Thanks for that, stud" as she winked and walked into the bathroom, closing the door.

I laid on the bed for several minutes contemplating what just happened and realized that this may be the first of many fun family events!

Report Story

bybghemployee© 3 comments/ 80708 views/ 4 favorites

Share the love

Tags For This Story

Report a Bug

1 Pages:1

Please Rate This Submission:

Please Rate This Submission:

  • 1
  • 2
  • 3
  • 4
  • 5
Please wait
Favorite Author Favorite Story

heartsteveo0603, Mandy127 and 2 other people favorited this story! 

by Anonymous

If the above comment contains any ads, links, or breaks Literotica rules, please report it.

There are no recent comments (3 older comments) - Click here to add a comment to this story or Show more comments or Read All User Comments (3)

Add a

Post a public comment on this submission.

Post comment as (click to select):

Preview comment

Forgot your password?

Please wait

Change picture

Your current user avatar, all sizes:

Default size User Picture  Medium size User Picture  Small size User Picture  Tiny size User Picture

You have a new user avatar waiting for moderation.

Select new user avatar: