It was a warm Friday night in May. Matt was going for a walk wearing jean shorts and a black t-shirt with gray and blue boxers. He had a back pack on as well. Matt was about 6' tall and had shaggy hair that is brown and a freshly shaven face. He also had brown chocolate eyes. He wasn't the biggest guy and was built like a runner.
It was dark out. It was about 10 at night and the sun had just gone down. Matt was walking down the street and noticed a light was on in a house. He looked at the house realizing that it was his ex girlfriend's house. He hadn't seen his ex really since they had broken up two years before.
His ex girlfriend Hope was in her room with the light on. She was by herself on a Friday night. She was a lovely girl with shoulder length red hair that was hanging freely and beautiful blue eyes. She was about 5'7 and a petite girl with a runner's body. Her breasts were B cups. She was sitting on the edge of her bed wearing a teal shirt that had buttons that went up from her breasts. She also was wearing a white bra under the teal shirt. She was wearing a white knee length skirt with a slit that went half way up the skirt in the middle of the front of it.
Hope had her legs spread apart. Hope was facing the window and had her elbows on her knees and hand her face down in her hands and appeared to be crying. Matt carefully walked closer curious as to what Hope was up to. Hope appeared as if she was dressed to go out but she was at home on a Friday leading Matt to believe that her date didn't work out as planned.
Hope reached up under her skirt pulling her teal panties down and off. Matt watched intently knowing that Hope never even let him kiss her for the brief few months that they dated so getting a view would be interesting. Hope spread her legs and Matt had difficulty seeing up her skirt with how the lighting was. Matt still watched getting aroused from just knowing Hope was about to play with herself. Matt was a bit curious as to who she was thinking about as she did this.
Hope sighed as she leaned back with one arms propping herself up as she pushed her small but perky breasts forward making them look bigger as she spread her legs wide. She pushed her white skirt up a bit as she slid her hand up under her skirt and started to gently caress her clit. Her depressed face slowly changed to a bit of a happier expression as she rubbed her clit getting aroused as she went along.
Matt continued to watch still unable to believe that Hope would do such a thing especially with her shades open. Matt watched as she rubbed harder and faster her breasts jiggling around a bit. Matt smirked enjoying the view of Hope pleasuring herself. Hope's eyes began to glaze over as she rubbed herself hard and fast getting hornier and wanting to cum.
Hope continued to rub her clit pushing her fingers down to rub her pussy lips while rubbing her clit with her fingers giving moans of pleasure out her breasts jiggling around quite a bite as she gets into it more. Matt staring at her in disbelief not able to believe she would do such a thing.
Hope leaned her head back and moaned in pleasure as her back arched. She continued to rub her clit hard and fast while rubbing her pussy lips; her white skirt slowly riding up more and more as she rubbed her self. Hope moaned loudly enough for Matt to hear her from outside. Hope's eyes were glazed over and rolled back in her head. He watched amused as she was in her own little world of pleasure unaware of what was going on in the real world.
Hope continues to rub her clit and pussy lips going crazy from the pleasure. Matt stares at her realizing she is in her own little sexual world of pleasure. He walks up to the window noticing it isn't locked. Her starts to push up on it slowly opening the window with a bit of a struggle since he was quite distracted by Hope masturbating her skirt having ridden up so far that her can see her fingers going to town on her pussy lips her fingers never entering her pussy leaving her horny and wet but not quite coming.
Matt gets the window open wide enough and slowly crawls into her room getting a close view of Hope's pussy. Matt shut the window behind him in case Hope started screaming when she saw him. Hope was moaning loudly as she rubbed her clit. Matt looked at her in disbelief as he unzipped her shorts sliding them down and his shirt over his head leaving him in just boxers with his dick pitching a tent in his boxers.
Hope was in her own world playing with herself. Matt looks at Hope's pussy noticing her pussy isn't shaved but kept nicely still. Matt can't help but look at Hope's jiggling breasts and wondering what they look like. He gently grabs the bottom of her shirt and lifts it up slowly trying to keep her from snapping from her sexual trance. Matt lifts her shirt over her breasts and over her head sliding it down her arms letting it hang there. He then unhooks her bra sliding it up over her head hanging there from her arm. Matt slides his hands between Hope's legs as she lays there with her skirt still on.
Matt slides his hands to her clit and pussy lips and starts to rub them. Hope not noticing slides her hands away and lets Matt do his thing. Matt rubs her clit and pussy lips as she leans back and lays down on her bed spreading her legs wide moaning as she gets hornier from the pleasure and the lack of relief to make her cum. Matt looks at Hope squirming in pleasure under his touch deciding that her pussy could use a 7 inch dick in it.
Matt got on the bed his knees between her legs as he slides his hands away from her pussy. She lays there perplexed by the confusion of lack of stimulation. Matt then slowly pushed his dick into Hope's pussy. Hope closed her eyes ad they snapped open and looked at Matt, "Oh My God, what are you doing?" She screams out as Matt slides his dick all the way into her pussy. Matt kisses her lips and she kisses him back in a state of disarray as he tries to figure out if this is really happening or not.
Matt slides his hands to Hope's perky breasts and squeezes them as Hope moans out in pleasure. Matt slowly pushes in and out of her wet pussy while kissing her. She shakes her head, "No Matt, you shouldn't be doing this." Hope tries to push Matt off of her to no avail as he pushes his dick into her hard and pops her cherry. She groans in pain. "Oh god, you popped me." She starts to cry. "Stop it hurts so much."