Trisha was nineteen years old, very drunk and very horny. She was supposed to have been studying with her girlfriend, not getting wasted at a party. Her boyfriend had been trying all night to convince her to give up her virginity. She was so horny that she almost gave in, but compromised by giving him a hand job. It was the first time she touched a penis. It had really turned her on to do it.
She felt really kinky when he gave her instructions on how to do it right. She might have even had sex with him if he hadn't ejaculated in her hand so fast.
Now the question was, how to get into the house without her dad seeing her. Her bedroom window was certainly too high to reach. Surveying the house, she could see that her father's room was darkened, meaning, hopefully, that he was asleep.
Luckily, she could see that her brother's window was open. The shade was drawn and she could not see light, so she surmised that he must have been sleeping too. Perfect, she thought, her plan was simple--she would enter through her sleeping brother's window. Unfortunately, the window was too high to reach from the ground but when they were kids they used to climb the tree and climb through the window easily. It was perhaps the cloudy confidence of inebriation that led her to decide it would be a cinch to do now what she used to do as a child.
As planned, climbing the tree in a drunken haze was not difficult, but when it came to entering the window she found herself stalled. A moment of clarity brought the realization that she could not safely cling to the branch with her legs in order to reach the window with her hands as she had done in times past. After all, she was bigger now but the branch was no stronger, besides which, she was wearing a miniskirt without a stitch of underwear, only thigh high stockings which did little to protect the tender, shaved and moisturized skin of her thighs from the rough bark.
Too far along to retreat, and too befuddled to think of an alternative, she swung her feet into the open window while embracing the branch. Turned upside down and going in backward, she could not see where her legs were going once they were through the window, but then she had the vague recollection that her brother's bed was recently moved. It dawned on Trisha that her brother's bed was right under the window that she was shimmying her legs into. Unfortunately, in this position, it was too late to turn back.
She could fit through the window but not easily, for the window was open just wide enough to permit her body through and was jammed in tightly in its wooden frame, nevertheless, she had to get through the window in a very quick move to avoid falling headlong to the ground, so she pushed her body through as fast as she could with a vision of the stony ground striking her face motivating her to quicken her movement.
She managed to get her lower body through very quickly in this way but stopped when her little breasts squeezed painfully against the sill. In the process of shoving herself forcefully through the narrow gap, her little skirt was pushed up to her waist exposing the naked lower half of her body in the warm air of her little brother's room. She simultaneously heard a gasp of surprise emit from inside the room even as her legs and bare crotch came to rest on what felt to be warm naked skin.
After a moment's shock, she assessed the situation, and began to laugh drunkenly. She faced the ground below with her head and shoulders jutting out the window. Her top was pushed up over her braless breasts that were shoved painfully against the wooden sill. Her mini was up around her waist with no underwear below. Her stockinged feet were spread apart and caught between the bed and the wall.
Under her naked right thigh she felt the skin of her brother's legs. Under her left thigh was his bare abdomen and what felt like the corner of a glossy magazine page--Hustler no doubt. She felt his left arm caught in the corner of her left knee. Trapped under her absolutely naked ass, she felt her little brother's right hand.
What was probably his thumb was touching her anus. She instantly tightened upon this realization. She figured that he could feel her sisterly anus squeeze against his thumb but she just couldn't help it. On her pussy, she felt fingertips, and it felt very wet and slushy, which was not at all surprising considering just how horny she had been all evening--her vagina was so wet it must have been dripping! However, the hand trapped under her ass also felt wet with what could have been mayonnaise but she surmised that it was probably DessertWhip, which would explain the frequent and mysterious overnight disappearances of the household DessertWhip.
To top it all off, she felt a wet warm fleshy column pressing against the inside of her naked left thigh. The moist head of her little brother's apparently very hard cock pushed firmly against her naked lower abdomen just above her own shaved mound.
From inside, there was silence after the initial gasp. She only laughed harder when she felt a meek attempt to remove the hand she was sitting on--the movement only resulted in his fingertips jostling against her sisterly vulva. Her lips were very wet, from her natural juices and with the recent addition of DessertWhip, to the point of being frictionless. She felt herself open from the movement and now there were fingertips between her parted pussy lips.
How perfectly ridiculous, she thought, as she felt a finger, pressed under the weight of her body, against the mouth of her vagina. Another finger rubbed and quivered inadvertently against the opening of her urethra, and of course, with precision as perfect as it was coincidental, his pinky tip was tickling her clitoris that was coming to life with the stimulation and having already been on a hair trigger due to the evening's sexual excitement.
Trisha was tangentially aware that if she wasn't nearly as sloshed as she was, she would be totally appalled and humiliated beyond anything imaginable, but at this moment she felt nothing but hilarity. In her drunken amusement, the sexual stimulation seemed very funny coming from her brother's hand, not at all like the serious and awkward moments she experienced with her boyfriend which were always controlled by careful negotiation.
In fact, this wasn't sexual at all she thought to herself, though she was very aroused, it was more like a joke. As sexual as the situation was, it seemed just like another playful tickling fest like they used to have as kids, except that now it was her pussy he was tickling which made it all the funnier.
"What the . . ." she heard from inside.
"Some help here please," she finally managed to slur. "My tits are stuck in your window. It hurts"
Trisha waited vainly for a coherent response from her eighteen year old brother, Trevor. Instead she heard, "Oh God! Oh God! What are you doing? Get off me! Is that you Trish?"
"I can't get off you," she said into the window. "I'm stuck, you have to help me."
"Are you drunk? You're sitting on my hands."
"Yeah I know. I can feel your hands all over my ass." She laughed wickedly. "I can feel your dick too; it's poking me in the stomach. I don't even want to ask why it's all wet and sticky down there." Between giggles, she slurs, half to herself, "My pussy is sticky." Somehow she found this to be funny in the drunken moment and started repeating, "My pussy is sticky. My pussy is sticky . . ."
"You are drunk. Why are you naked?"
"I'm not naked," she insisted, but was too drunk to explain to her brother that she had left her panties at her boyfriend's.
Trisha squealed loudly when her brother started to squirm out from under her. "You're poking me with your dick!" she exclaimed loudly. Then her squeals transformed into uncontrollable laughter as his hand moved under her naked crotch, his fingers were pressed hard against her private parts under her weight. When he tried to move them, she felt her pussy and anus being groped and poked. "That tickles!" she slurred between intense peals of laughter. "If you don't stop squirming, you're going to make me cum!"
"Okay, I'm not moving. Just shut up or you're going to wake up dad."
"Don't tell me to shut up," she told her little brother.
With her head still sticking out the window, she ignored her brother for a moment and tried to fight the urge to just lay her head on the sill and go to sleep in this position. But even in her drunken haze, Trisha realized that her brother would start complaining again if she didn't get her naked crotch off of him.
Eventually working up the nerve, Trisha very carefully pulled herself the rest of the way through the window, her flimsy top being pushed up to her armpits in the process. She immediately rubbed her fingers on her naked nipples that were scraped painfully by the sill.
Trisha then realized, because of another type of tickle, that her movement had caused her little brother's finger to slide on a slippery sheen of DessertWhip and vagina juice into her virginal opening. The tickle felt surprisingly good, and though she could now, she didn't immediately get up off her naked brother. Instead, she sat there a moment, swaying as waves of dizzy drunkenness interchanged with waves of quivering pleasure. She felt inadvertent tremors run the length of her vagina on her brother's finger. For some reason, this new stimulus made her start giggling again.
Trisha felt she had the right to be bad when she was drunk. She looked at her little brother and grinned at him mischievously. She intentionally refused to let his hand free, now with her full weight upon it. In the glow of the nightlight she could see his mouth agape. He was staring at her hands still rubbing her sore but hard nipples. Sure enough, there was an open container of DessertWhip on the bed and an open porn magazine next to it.
Forcing herself to act serious for a moment, she managed, in an accusing tone, "Well, well, well, what do we have here?" before reverting to giggling again.
At that, he tried to free his hand again but vainly, and the movement of his finger caused her ticklish sexual organ to squeeze spontaneously like a Chinese finger trap.
Her vaginal spasm shot Trisha through with a heightened wave of pleasure, and at that, she squeezed her thighs together tightly, determined not to let go, and closed her eyes momentarily as she felt every nuance and movement of the finger inside her tight vagina.
Trisha relaxed her vagina when he stopped moving, but not her thighs that now held his hard penis between them. Looking down at it she was impressed by the size of her little brother's cock, covered in DessertWhip as it was. The DessertWhip now smeared on her naked thighs, seemed to implicate her in her brother's no-longer-secret act of guilty pleasure.
Giggling at the thought, she finally managed, "We've got a situation of mutual blackmail here, don't we, little brother." But he didn't respond, merely looking idiotic and shocked as he does so well.
