A Girlfriend’s Descent

The bed creaked lightly as Jessie straddled her boyfriend Austin. She had already stripped naked before she got onto the bed, while Austin was underneath her and wearing just shorts. The couple of 4 years had just moved into their very first apartment together and couldn’t be more excited at the opportunity to have sex in the privacy of their own home for the first time.

“Come on take off your shorts already” Jessie pleads as she pulls on the waistband of his gym shorts. She lifts herself up slightly so he can pull them down and free his already hard 6 inch cock. Jessie bites her lip looking down at it, straddling him again and slowly rubbing herself up and down her boyfriend’s shaft. Austin looks up at Jessie and smiles as she slowly grinds her clit against him.

“You’re really wet tonight, you must want it pretty bad huh?” Austin teases Jessie. The answer to that question comes in the form of Jessie lifting herself up once again, this time grabbing her boyfriend’s cock in order to position it at the entrance of her pussy. Slowly, she sits back down, this time impaling herself on his dick. Eventually she works herself down to the base of Austin’s cock, and both of them sigh in pleasure. Jessie thought that Austin’s 5.5 inch cock was just perfect for her. Large enough so it could hurt a bit when she wanted, and also not small enough to where she wouldn’t feel anything. Jessie falls forward, getting close to Austin and kissing him deeply as her hair falls around the sides of her face. Moans escape his mouth when she starts to rock her hips, grinding against him slowly and sensually.

“Thank you for letting it be more romantic tonight baby… I like the kinkier stuff but I need this from time to time.” Jessie continues to grind her hips, slowly increasing in pace as her pussy got used to Austin’s dick once again. Austin simply kisses her deeply in response. He runs his hands up the sides of her body, feeling her curves all the way up to her body until he reaches her tits. As he begins to play with her nipples, Jessie starts to pick up the pace even faster in response to the stimulation, bouncing her thick ass up and down on Austin’s cock. Soft clapping sounds mixed with their kissing can now be heard throughout the room.

It only took a couple minutes, but Austin was quickly approaching orgasm, and he didn’t know how to stop it. Something about tonight, watching Jessie bounce up and down above him, and the soft moans she let out into his ear had brought him right to the edge much faster than he thought it would. He decided to not say anything until it was too late, he really didn’t want to disappoint Jessie who seemed to really be getting into it. He knew he wouldn’t be able to hold out for much longer though as he started to feel that familiar feeling build up inside him.

“Fuck baby, you feel so good… I’m about to cum…” Austin grunts out, a tinge of disappointment is heard in his voice. Jessie breaks out of her lustful trance after hearing these words and pulls up and off of his dick immediately, not wanting him to cum inside of her. Why did he cum so fast? She thought to herself. Austin reaches for his dick to finish himself off onto his stomach, but Jessie tries to stop him.

“No no no no please don’t cum yet baby!” Jessie exclaims, trying to pull her boyfriend’s hand away from his own dick. It was too late though. Jessie had managed to get his hand away from his dick, but not quick enough. Austin came all over his stomach, shooting a couple small ropes before finally stopping. Jessie’s heart sank, and the disappointment in the room was palpable. Austin threw his head back onto the pillow beneath him in frustration, and Jessie flopped down next to him and laid there in silence. Austin was the only one that was out of breath. Jessie had just barely gotten started, and it was definitely no way for them to break in their new apartment together.

“I’m sorry…” Austin muttered. Jessie wanted to console him like she always does since it never really bothered her in the past, but this time she couldn’t help but feel the disappointment. She turned over and wrapped an arm around his chest, making sure to avoid the cum on it, and kissed him on the cheek lightly.

“It’s okay baby!” She smiled, “no one is going to be on their A game every time.”

Austin smiled at her response. It didn’t totally fix his now soured mood, but it helped cushion the blow a bit.

“I’m getting in the shower, you coming?” Austin asks her as he carefully stands up out of the bed.

“No I’ll get in after you, I’m really comfy right here.” She lets out a small giggle. Austin disappears into the other room, and Jessie hears the sound of the shower turning on. Figuring the coast is clear, Jessie quickly leans over and pulls out her vibrator from the nightstand on her side of the bed. She felt guilty about it, but she can’t help how horny she was only to be let down. Jessie wastes no time pushing the vibrator against her clit, putting it on high and immediately getting the pleasure she was looking for. Unconsciously, she started bucking her hips lightly against the vibrator, and her free hand trailed up her body and started to roughly grab at her tits to massage them. I feel so bad for doing this, but I can’t help it. I really thought that tonight would be amazing, but it’s like Austin’s stamina is getting worse. She thinks briefly, but those thoughts are pushed out of her mind by the vibrator that’s still pressed firmly against her clit.

Her building orgasm mixed with her boyfriend’s disappointing performance brings a new fantasy into her mind. A big strong man plowing into her, making her scream in pleasure. The catch was that this man was definitely not her boyfriend. A man that could force multiple orgasms out of her before he even thinks about cumming himself. The scene continues to play out in her head, and as her body starts to twitch and shake signaling a powerful orgasm, the man in her fantasy buries his cock in her one final time, followed by some loud grunts and the sensation of him cumming deep in her pussy, something that she never even considered with Austin in reality. Her orgasm rocked her body, and she laid there, letting it run its course. When it finally subsided, Jessie put the vibrator away again and slowly stood up to go join her boyfriend in the shower. This is really a fantasy I could get used to thinking about more often… she thinks to herself.

Jessie and Austin settled down into their new apartment over the next couple of weeks. All the furniture was put in place, all the boring mailing addresses changed, and now their initial grocery haul was finally depleted. Thankfully for them, it was a nice and relaxing Saturday afternoon, so Jessie figured it would be best to go ahead and go to the grocery store.

She walked into the store wearing her favorite tight jean shorts. They hugged her thick thighs and ass wonderfully, and at a glance one would think that they were even a size smaller than they should be on her. Despite that however, they were some of the most comfortable things she owned. A simple tank top was Jessie’s shirt of choice. It wasn’t baggy, but it was a low enough cut to show off just a little bit of her medium sized breasts.

Walking up and down the aisles, Jessie grabbed various things. She was approaching the end of her shopping trip, when she heard a familiar voice call out to her.

“Jessie? Is that you?” The voice called out from behind. Jessie whips around and looks to see who’s calling after her. Towering over her was a large black man, easily 6’3 and extremely muscular. He looked down at her with a smile.

“I knew it was you. I would recognize that ass anywhere” the man chuckles shamelessly. The comment was so bold that it made Jessie blush immediately, but she very obviously ignored it.

“Um hi, I’m sorry I don’t think I recognize you, I’m sorry!” Her uneasiness from the comment was apparent in her speech as she responded to the man.”

“What do you mean! It’s me, Jason! We did that project together in our Economics class freshman year!” He looked offended that she didn’t immediately recognize him.

It all started rushing back to her when he mentioned the project. The same project that he did absolutely no work for, and assumed she would pick up his slack. Jessie remembers Jason being extremely rude and dismissive during this project. Jessie was also single during this time, she hadn’t met Austin quite yet.

“Oh hey! Yeah I definitely remember you now. Sorry I have a really bad memory!” Jessie chuckles nervously as she responds. She didn’t really want to talk to him for that long. She just wanted to go back home as soon as possible.

“Come on! Walk with me, let’s catch up.” Jason says without hesitation. He smoothly grabs Jessie by her hip, pulling her to his side and starts to walk down the grocery aisle with her. Completely stunned, Jessie couldn’t even utter a response, or say no for that matter. Jason was pulling her down the aisle, a huge mischievous grin on his face.

“So, are you seeing anyone?” Jason asked simply.

“Well yeah actually. I’ve had a boyfriend for almost 4 years now…” Jessie blushes as her voice trails off.

“Damn, you’re sayin’ that I’m too late? Shit. I shoulda known you wouldn’t stay single for long.” His smile refused to leave his face as he spoke, as if he was expecting this. His confidence was infectious and somehow made Jessie feel more comfortable and confident in response.

“Yeah I guess that’s too bad. Although I’m very happy with how things are for me, so I don’t feel bad at all!” Jessie painted a smile of her own on her face this time. She felt this strange need to prove herself to this guy, even though she really has only met him for the second time.

“Here, look at this picture of us from our date night last night”. Jessie pulls out her phone and shows Jason her Lock Screen background, a cute picture of the couple standing in front of a large fountain. Jason couldn’t help but laugh.

“Hmmmm. You could do so much better than him, and you know it!” Jason exclaims after glancing at the picture. He looks down at Jessie, who looks upset by the comment.

“Why would you say that? I love him for who he is!” Jessie scowls up at Jason.

“Is the sex good?” Jason asks her simply, ignoring her frustration. Jessie hesitates for the slightest of seconds, which makes him smile wide. Jessie notices his expression and hits him on the shoulder, almost playfully.

“What is that look for Jason? The sex is fine. Not that you even need to know about it…” She trails off and looks away. Before they knew it, the two of them were at the front of the store in the checkout line. Jason, not holding anything, turns to Jessie.

“Alright then, I gotta bounce. Before I go though-” He snatches Jessie’s phone out of her hand and puts his number in her phone. He then went into her messages and sent himself a text from her phone. “There you go. Now you can text me whenever you want some real dick.” Jason smiles wickedly and walks off towards the exit, leaving Jessie stunned in place.