Day 2 - Rodeo (aka the face riding fic 😘)- Jake ‘Hangman’ Seresin
Summary: After moving in with Hangman, you were experiencing a problem. You hadn’t had an orgasm in weeks, and the urge was becoming more and more prominent, luckily for you, your selfless roommate decided to offer his help with the task.
Once you decided to move in with Jake, you thought you’d regret the decision, you didn’t… yet. He was extra respectful of your space and allowed you to do whatever you wished. As of late, that involved bringing home various men trying to relieve stress, which was code for having an orgasm. All of your conquests were unsuccessful, and even your vibrator wasn’t cutting it. Honestly, you felt bad for Jake having to hear you fake all of those orgasms or not even finish. It was midnight around two weeks after you began your conquest to cum, and you figured Jake was already asleep based on his routine. You reached in the nightstand and pulled out a new vibrator you had gotten to try and solve this problem. Making yourself comfortable, you turned on the TV to mask the noise. After about thirty minutes, it still wasn’t working. So you actually began watching the TV and turned your vibrator off. Eventually, your brain allows you to fall into a slumber. Unbeknownst to you, Jake was aware of all of your escapades. The TV didn’t do shit for the sound of your vibrators, and having pleasured a woman many times, he could tell you were faking it. He decided to make breakfast for you in the morning because he didn’t have work, and honestly pitied your situation. You walked into the kitchen and god, you looked like hell; you would always be beautiful to him, but you weren’t your usual self today.
“Late night darlin’?” He followed the question with a knowing smirk.
“Honestly, I don’t want to talk about it. It’s been a rough two weeks.” Seeing how defeated you were from the stress and not getting it alleviated was killing Jake. He wanted to help you, but didn’t want things to be weird between the two of you.
“Can we talk?” Hangman dropped his usual bravado in favor of an attempt at a caring demeanor. You shook your head yes, not understanding what you did wrong, “Hey, you didn’t do anything wrong. I’ve told you that you’re a dream to live with, and I mean that.” Jake decided to abandon the care that way he could play his next statement off as a joke in case he needed too. “Well… I know about your little predicament. And I um- wanted to know if you wanted help.” Your eyes went wide at the blonde aviator’s mention of your problem. “Yeah darlin’ I can hear you faking it through the wall.”
“Would you do that?” you asked with a shyness you usually didn’t have around Jake. You were too comfortable around him, which is why you never expected this to happen. Jake was a really good friend, you used to cry to him when everything got to be too much, but you no longer did that, now you poured your heart out over a drink to a new person every night (they were mostly men because all the women around were straight, but that’s besides the point). The reason you did this is because you were tired, of men, of relationships, everything. The thing you had with Jake was special, perfect, and you didn’t want to ruin it because you couldn’t cum. You were spiraling and overthinking now, and Jake could tell from the look on your face. He walked around the counter and cradled your face in his hands.
“Darlin’, if we’re being honest here, I’d go get the moon if you asked me for it.” The way he was looking at you, so tenderly and like you were something to be cherished, made you want to kiss him or hide in a hole from embarrassment, you couldn’t tell which. For a moment you struggled to find words, eventually, you just nodded and walked to your bedroom. Jake stayed in the kitchen, awaiting verbal approval before entering your bedroom.
“Jake, are you coming or not?” you semi-yelled from your bedroom. You walked into your ensuite bathroom trying to decide if you want to change into some better looking and matching underwear. Eventually, you made the decision to change into a lacy purple set with a robe because it was one of your favorites. When you gathered up enough courage to exit the bathroom, Jake was waiting patiently on your bed. He raised his head so your gaze connected with his.
He whistled immediately as you walked through the door. “Goddamn” he muttered under his breath, and being a god-fearing Texan, he didn’t damn God often. You bit your lip in slight nervousness as you approached the bed, it’s not like you were insecure or anything, just doing this with Jake of all people felt… different. This time it wasn’t just sex, it seemed like something that transcended physical attraction and was approaching dangerous territory. This time it meant something, at least to you. Jake immediately picked up on your nervousness and decided to offer you a simple alternative to your predicament. “Darlin’, if you’re that damn nervous, I can just eat it and then the night can be over. Matter of fact, I don’t want to eat you out.” A small frown appeared on her face at that, and she immediately began a spiral of insecurity before he held a hand up. “Not like that darlin’, I know you’re afraid of heights, but can you make an exception? You make exceptions for roller coasters and I believe this could be even better than that for you…” Her brows furrowed in confusion, and she stared at him with a blank expression.
“What do you– oh.” A look of understanding crossed her face, and she debated his proposal for a moment. “And if I crush you? I’m not a small girl.” She laughed at her own comment, thinking of the logistics of the situation, Jake did not like that, at all.
“Y/N. Get your ass up here and stop whining. I’d love nothing more than for you to sit your pretty self on my face and take whatever you need.” Jake’s tone left no room for argument, and he laid back on the bed with a smirk on his face, looking over at her with an expectant expression. He beckoned her over. “Don’t make me beg, not tonight.”
She rolled her eyes and slid her panties off before getting on the bed. Y/N took a few moments to get comfortable before hovering over his face for a moment. Jake, ever impatient, pulled her voluptuous thighs down so she was sitting directly over his mouth. “There’s my good girl” he hummed against her before diving in, licking and sucking at her like a man starved, because he was. Ever since moving in with Y/N, Jake hadn’t been intimate with a woman because he felt it was disrespectful to his roommate and definitely not because he caught feelings for her within the first week… it definitely wasn’t that.
She began to grind against his face, the feeling already more pleasurable than anything she’d felt in the last two weeks, possibly ever. Fuck, he was good at this. She wanted to overthink things, but there’s no way he wasn’t attracted to her if he was tongue fucking her like that, and he’s the one who suggested it. He paid special attention to her clit, making a guess that his motions would get her closer, and it was confirmed with a breathy moan of his name. She began to rock her hips against his face, focusing on nothing except getting herself closer, and she was almost there. Jake could feel her tightening around his tongue and decided to return his focus to her clit, attempting to push her over the edge. Her breathing and heart rate quickened and was now rapid as she approached her high. The chorus of noises leaving her mouth was the only sound in the room besides the quiet hum of the air conditioner in the background.
Finally, she came with a soft moan of his name, and he continued lapping at her clit and hole as he took everything she gave him. After a minute, she whined from the overstimulation and moved herself off of his face. She sat on the edge of the bed and caught her breath. Jake looked at her nervously, “you want me to go?” Y/N shook her head in vehement denial of his statement.
“Stay. Talk later, hold me now. But thank you.” After her orgasm that Jake graciously gave her with no strings attached, she felt the weight slowly lifting from her shoulders. He immediately obliged her request and moved behind her and pulled her into his chest.
“Don’t thank me. You were delicious, and you did so good, I know you were nervous. That was the most fun I’ve had since you moved in, and don’t even worry about returning the favor, it was my pleasure darlin’.” She nodded and hummed at his statement, yawning as she began to drift off to sleep.
