5SOS Smut From Tumblr

Ashton - Loosing your Virginity

Credit to: dirty-5sos on Tumblr
•
•
You and Ash have been dating for a little over a year now and everything has been going great. Even better than great actually. He has been the perfect boyfriend but lately he has been hinting. You know he has been patient for a while now and agreed that he would wait until you were ready but he is starting to get a little impatient. You told him a long time ago that you were a virgin and wanted to wait till you knew you were ready and loved the person. Ashton was completely understand and told you to take as long as you need, but the second you are ready, he is there. He never pushed the situation or even hinted until a few weeks ago. Truth is, you have been thinking about it for the past two months. About 3 weeks ago, when the two of you went to bed, Ash and you got a little steamy. But you eventually pulled away and ended it as usual. This time instead of saying "ok" and snuggling with you, Ashton said that he could' t wait till the day he could keep going.
Then a week later, when you got in the shower, Ashton hinted towards shower sex. Of course you contemplated the idea..but you want to know it in your gut that you are ready. Even though you are sure you are ready, you are afraid of the pain and not being good enough. You have known you were ready for a while..Especially when Ashton squeezed your butt and pulled you up against him last night. But you need the courage to do it. You are nervous and unsure of how to address the subject.
This is when you decide to call Michael over. You met Michael a long time ago and he was the one to introduce you to Ashton. He has been your best friend and someone you can confide in. Even though Michael can tease you, he is always right when you need advice.
You hear a knock at the door and get up to answer it, knowing it is him. "Hey," He says, hugging you. "...hey" You say with a little bit of nervousness to your voice. "What do you need help with?" Michael asks you and heads over to get something from your fridge. "Wha-how did you know that?" He just gives a look that says really? "Right. You know everything." After getting soda and junk food, Michael walks back over to the couch to sit next to you. "Well okay. You know that I am a uh-" "Virgin" He finishes the sentence for you. "Yes. And Ashton has been waiting till I am ready. Well, I am ready but I am scared of the pain and don't know if I am going to disappointment him, plus I don't know how to tell him because that is an awkward subject." You ramble it out into one long sentence. Michael looks taken back at first but then processes everything you just told him. "Okay, first of all. Are you sure you are ready?" "Yes. Positive." "Okay. Well then second, I think everyone is nervous. But you just have to say fuck it and do it. I mean, it won't feel the best at first but it should get better and in my experience, a girl can't really disappoint a guy. I mean, if you are wiling to have sex with Ashton-wow didn't think I would have to ever be talking about having sex with my best friend- then he is going to be happy enough with that. You won't be able to disappoint him because he loves you." You nod and are really happy with his answer. If what he is saying is true then you won't have to worry. "Third. You are a girl. Since when do girls have to worry about asking guys for sex?" You laugh and nod your head. "Ok true." "I mean, last time I checked..if a girlfriend asks her boyfriend for sex, she is getting sex." You laugh even harder. "Ok, ok. I see what you mean." You take some of the food out of his hand and eat it right in front of him. "Hey!" he says. You just walk into the kitchen and hold up your middle finger. "Ok now that's just rude. After such good advice too!" You laugh and walk back out with another bag of the same food. "Happy now?" You say even though you know. He smiles and takes the bag, running into the other room. When you sit down, you hear someone coming through the front door. You turn around and are greeted by Ash and Calum.
"Hey babe!" You say when you see him. "Hey baby! Michael here?" He asks. "Yeah..how did you-" You stop when you see that he is pointing to the empty bags of food on the counter. Of course.
Later that night when Calum and Michael leave, Michael gives you a smirk and you push him out the door. "You can only tell Calum." you say and he zippers his lips. When you turn around, Ashton is standing behind you moving his eyebrows and smirking. "Oh god." You gulp. He takes your hands and pulls you into his chest, wrapping his hands around your waist. "Do you have something to tell me baby?" He asks with a smirk. "Who told you?" You ask with a sigh. "No one. But Calum put gave me this and told me I might need it." He says, reaching into his back pocket and pulling out a condom. "So judging off that..." he giggles and you do the same. "How do you know it wasn't just Calum coming on to you?" You ask. He laughs and then tightens his grip around your waist, pressing you against his crotch. "Well Calum has seen me naked. So if he didn't do it then, I don't know why now." He infers. You nod and wrap your arms around Ashton's neck. "Ok. You caught me. Remind me to kill Calum." "Got it." he says and kisses you. He puts his hands on your butt and tells you to jump.
When the two of you get upstairs, he places you on the bed gently and climbs over top of you. Ashton pecks down your neck and to where you shirt starts. He looks up at you to ask if it is okay before pulling it off. "You are so beautiful." He says and continues to kiss all the way down to your shorts. Ashton looks back up at you again, asking permission to remove them and you nod with still little nervousness. He pulls them off and comes back up to kiss you. You start pulling his shirt off and he fully takes it off. Ashton has such a gorgeous body that you can't help but stare, causing him to smirk at you. "Oh shush." You say and playfully hit his arm. He giggles and kisses down your breasts then goes down to your underwear. You start to get a little nervous and he must be able to tell because he looks up at you with a little bit of worry in his eyes. "Are you sure?" "Yes. Go ahead Ash." You say, putting his hands on your underwear. He smiles and pulls them down. He starts to kiss you over your center and run his finger up and down your slit. You start to breathe heavier and you can see that he likes your reaction. He rubs your clit and kisses you all over, messaging you with his tongue. Before you know it you are starting to moan and you are close to your first orgasm by anyone other than you. "Go ahead. Come baby." He mumbles into you. "Oh, Ash...Ashton! Shit!" Moan out as you come onto his mouth and hand.
Ashton moves his body back up to you, kissing you when you reach for his pants. "No baby. I want tonight to be about you. Be patient. I want to make you feel good." He says, kissing you again. He has such soft lips and definitely knows how to use them. He starts rubbing your breast with his hand and sucks on the other. You start to lightly moan and Ashton takes this as you are ready. He gets up and pulls his pants down along with his boxers. At first you were just staring at his abs but then once he pulled his boxers down, your eyes went wide. You immediately started to feel more nervous and afraid. "Uh..uh Ashton." You say as Ashton climbs on top of you after putting the condom on, and looks you in the eyes. "Yeah baby?" "Uh..is..is that, I mean it, I mean you, gonna fit? That doesn't seem possible." He chuckles and kisses your forehead. "Yes. It will probably feel weird at first. But it will fit and it will feel good." He says with a reassuring. "Ok. Then go ahead Ash. I wanna see how good it feels." You say, rubbing his back. He lines himself up with your entrance and lightly pushes his tip against you before stopping. "I am going to go slow so I don't hurt you too much. And I will wait till you say you are okay. But promise me that if you want me to stop, you will tell me." Ashton looks you in your eyes with a very serious expression. You nod. "I promise." He smiles and kisses you again. He starts to push inside of you as he is kissing you to distract you from any possible pain. At first you feel a little bit of a burn and sting but it wears off once he is fully in you shortly after. After a few seconds of Ash staying in place it started to feel really good. "Move Ash. Please." You run your hands through Ashton's hair and as he starts to slowly thrust into you. "You okay baby?" Ashton asks through grunts and with a dry voice. You moan back a yes and he smiles at you now that he knows you like it. He starts to slowly progress and go faster until you are moaning below him. Ashton takes this as a sign to move faster and this causes to moan more and say his name. "Shit. Y/N. You feel so good." "I am going to come soon baby. Are you going to come?" Ashton asks you as you get close. "Y-yes." You say. "Okay baby. Be good and come for me." His words throw you over the edge and you are running your nails down Ashton's back. "Oh god Ash! Ash! Ah." He then comes shortly after you and lays down next to you.
When the two of you finally catch your breath, you look over to see Ashton smiling at you. You smile back at him and feel your cheeks blush. "Thank you Ash. I am glad you were my first. You were amazing." "Ok one," He says before kissing you. "No thank you. And two. First and last. So you better get used to baby. We have many times ahead of us." He says then winks. "Oh don't worry. I could get use to this."