First Time-Dirty Harry Imagine

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Part 1?

You and Harry have been dating for 7 months now. For the past 4 months, Harry has been asking you to have sex with him but you always told him you weren't ready. The truth is you're a virgin and scared to have sex for the first time. Harry had been really romantic lately, taking you out on dates to the beach, dinner, and Paris. You've fallen harder for him than you were before. One night it was pouring down rain and you and Harry were outside in the rain cuddling under the moonlight listening to music. Harry grabs your hand and pulls you up to dance to 1, 2, 3, 4 by Plain White T's. Harry has his hand tangled in yours, and his hand is gently laid on mid-back, but firm enough to hold you close to him and make you feel protected. Halfway through the song you hesitantly place your head on his chest. Harry puts his head on yours and closes his eyes as you sway back and forth in the rain. When the song is over, you and Harry have a passionate kiss in the rain. The kiss turns heated quickly and he licks your bottom lip begging for entrance which you gladly give him. You both share a quiet moan.

"Babe, I'm getting wet... And it's not just from the rain.." You say sexually into Harry's ear. Harry smiles down at you and picks you up, throwing your legs around him and holding on to your butt to keep you on him. He leads you inside while continuing to kiss you, then gently lays you on the bed. Harry hovers over you and begins to unbutton your shirt. You arch your back and moan as he grabs your breasts, giving Harry time to undo your bra. As soon as he does, you cover your breasts and break from the kiss.

"What's wrong, (Y/N)?" You let out a small sigh to yourself and looked away. You didn't want to make eye contact with Harry. "Are you insecure about your breasts?" You nodded slowly and finally gaze into his eyes. Harry picks up your hands and moves them away and begins to kiss you, eventually going down to suck your breasts. "(Y/N), they're beautiful," Harry tells you and begins to suck on your right nipple. Harry really seemed to like your chest, which eased your worries and insecurities. He sucked on one breast while holding on to the other firmly but not too rough, then he would switch breasts. You let out a few quiet moans to yourself. Harry moves down and slides your pants off while staring into your eyes. He gives you light kisses on your inner thigh and rubs 2 fingers over the outside of your black thong. "You're soaking wet, babe. I did all of this to you?" He asks in amazement, you take a big gulp and nodded your head. The fears of your first time and insecurities of your body were coming back, knowing he was about to go further. He slowly slides your thong off with his teeth and smiles before coming back up pecking you on your lips. As Harry was about to go down on you, you put your hand on his head.

"Harry....." You said nervously.

"Yeah, (Y/N)?' You sighed.. How were you supposed to tell him this? What if he finds it weird that you have never had sex? You looked at the bed, terrified to tell him. He stares into your eyes with worry.

"I'm... uh.. Can you just... uh.." Your words wouldn't come out.

"You're a virgin?" He questioned you.

"Yeah.. How'd you know though?"

"Well, (Y/N), you have been terrified to have sex with me for months, and you are shaking right now. And I just know you well enough to know what's going on. It's ok. Don't be nervous. I'll be gentle," he reassures you, giving you an innocent smile.

"What if I don't li-"

"Babe, if you don't like it, tell me and we'll stop. If I go too fast or too slow, tell me. Tonight's all about you. Don't be scared to tell me. I want you to be comfortable." Harry was really making you feel more comfortable with this. You looked at him for a few seconds, then returned an innocent smile and nodded your head. Harry started to slowly eat you out. Beginning with licking your clit, pushing it side to side with his tongue. You were really sensitive since the only time that area has ever been touched was by yourself. "You gonna scream my name, (Y/N)?" You shook your head no, refusing to let him win you over that easily. "Ok that's fine. I'll make you scream it," he said with a wink. You were getting more and more wet every second. Harry inserted three fingers and very slowly moved them back and forth inside you. Hearing you gasp, he looked up at you. "You ok, babe?" He asked, concerned he was hurting you. You didn't answer at first, and a tear streamed down your face. You weren't used to 3 fingers, and his hands were huge, and he inserted them too fast. "Babe... You want me to stop?"

"No, no, it's ok," you said sniffling, "just please be gentle." Harry responded with a smile and began to move his fingers inside you. He was exploring your insides by moving his fingers all around and feeling every area possible. Harry still wanted you to scream his name, so he started to rub your clit with his thumb while fingering you. You had your hand on your lower stomach, and he placed his free hand on top of it. "Oh babe..." You moaned, still resisting screaming his name.

"Scream my name baby." Harry demanded you. You continued to ignore his demands. Desperate to hear you saying his name, Harry took his fingers out of you and took his pants and boxers off in one quick pull. He lined his member up at your entrance and look at you for approval. He could see the fear in your eyes again. "(Y/N), trust me, it'll only hurt at the beginning. Just give me a chance?" You really trusted Harry and figured if he's never broken his trust to you before, he must be telling the truth now. You responded with a slow head shake. Harry wanted to get the pain part over with quick, so he inserted his whole 9 inches in you.

"Ahhhh! Oh my God!" You whimpered with tears running down your cringing face.

"It's ok (Y/N), it gets better. I promise." Harry reassured. He was just laying there, giving you time to adjust to his size. You took deep breaths to ease the pain. You felt thankful that Harry was your first guy. He was being very caring, asking if you were ok after every step. "Darlin', your bleeding. I have your virginity now." He says, looking up at you smiling. Suddenly the pain began to ease and it felt more pleasurable. You nodded at him and told him to move. He began slow, gradually picking up speed. He was on top of you with his arms holding himself up over you. His member began to pound your g-spot every time.

"OH MY GOD, HARRY!" you screamed loud enough for the entire neighborhood to hear.

"There you go babe! Good girl! It's SO sexy when you scream my name."

"Oh Harry babe don't stop.." You moaned into his ear, clawing his back with your finger nails. After a few minutes of Harry grinding his hips to yours and pounding your g-spot, you were close. "B-babe, I'm cl-close," you stuttered.

"Hold it babe. I'm almost there," Harry panted. You got so turned on when he demanded you to do things. You held onto your orgasm as long as you could.

"Harry babe, I can't hold it much longer."

"Look into my eyes when you cum (Y/N). I wanna see what I'm doing to you." With that, you both reached your highs at the same time.

"Harr...Harryyyy" You stuttered again.

"Fuck, (Y/N). So goooood..." You both rode out your highs together, then he collapses on top of you, not taking his member out of you. You cuddle together trying to catch your breath. "You sure you're a virgin? You were pretty professional at that!" Harry compliments you and winks. You smile and blush at him. You eventually fall asleep in each other's arms. You definitely had no regrets about tonight.

Sorry this is probably reaaaaally bad. It's my first imagine I've done and it's really late and I was in a hurry!! Should I end it here, or continue the imagine and make it into a fan-fic? Any comments or suggestions? Again, sorry, I know this was bad lol. :)

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⏰ Last updated: Oct 30, 2012 ⏰

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