VIRGIN BOB HAS MY WHOLE HEART

VIRGIN BOB HAS MY WHOLE HEART

Mission Accomplished | Bob Floyd

Masterlist | One Year TG Celebration

synopsis: It's Bob's 30th birthday and the boys set up a mission for him to conquer.

word count: 3.2k

warnings: it's porn with a dash of plot. Virginity, Oral sex (f&M receiving), unprotected sex, PIV, pet names, hair pulling, cockwarming, cursing.

“You just need to do it, no one’s gonna wanna fuck a 30-year-old virgin,” Fanboy said as he sipped his drink. 

Bob groaned and put his head in his hands. Rooster laughed and shook his head, placing his hand on his friend’s back. It was Bob’s 30th birthday, and he just wanted a quiet night and to share a few drinks with his friend. Sadly, Phoenix was out of town so Bob was left to the devices of Fanboy, Rooster, and Hangman. The conversation of his virginity always seemed to rise after Fanboy had a couple of drinks in him.

“I mean, what are you waiting for?” Fanboy asked.

Bob honestly didn’t know. His teenage years were spent studying chemistry, working for Old Man Leuellen, and riding bulls on the weekend. He was the quieter type, not loud and outgoing as some of the other guys he rode bulls with. They were loud and crass and caught the attention of all the girls walking by. While most of them went out after the rodeo, Bob went home with his cash envelope and gave it to his momma to help pay the electricity bill. Sure, he had his fair share of girlfriends and there were always girls hanging around after the rodeo. He’d been involved in heavy makeout sessions and dry humping, but it never went farther than that. Fanboy joked that Bob was bringing down the sex appeal of the squad because he was still a virgin. 

“The right moment, I guess,” Bob mumbled, messing with the tab of his root beer 

“That shit never fucking happens,” Hangman laughed, “That only happens in the movies. I lost mine in a barn on my family’s ranch. Rooster lost his in the back of the Bronco.” 

“I sat back there,” Bob said with a disgusted look on his face. 

“If you think that was bad. . . Fanboy, where did you lose yours?” 

“My parents’ bed,” Fanboy smirked and Bob gagged, “Hey! I changed the sheets after. Besides they had condoms in the bedside table, readily available. Robert,” Fanboy sighed and put his arm around his friend, “You turned thirty today. . . it’s time to grow up. And as your best friend and confidant, I have someone for you.” 

“I-I don’t want a. . .” Bob looked around the bar and lowered his voice, “A prostitute.” 

“We wouldn’t do that to you,” Jake shook his head, “Here, go to this hotel and this room. We’ll send her over soon.” Jake took a white business card out of his pocket. Bob looked at his three friends and took the card, running his fingers over the writing. 

“You guys have really thought about this, huh?” Bob said his heartbeat racing. 

“Do you want to do this or not? If you don’t want to, we understand,” Fanboy said to his friend. Bob took a deep breath and nodded. He trusted them with his life and knew they wouldn’t set him up or put him in a situation he didn’t want to be in. If anything, they probably already had someone in mind for Bob, “Good, we’ll text you when she’s on her way.” 

Bob nodded again and downed the rest of his drink before heading to the hotel written on the card. He shook with nerves as he walked down the street. He rolled his eyes, they really did think this shit through. Bob kept his head down as he sped walked through the lobby. He felt like everyone in the building could tell what he was about to do. He punched the button for the 24th floor and tapped his foot on the floor. He just hoped whoever they picked was nice. 

Rooster, Jake, and Fanboy had really thought everything through, even picking out the right girl to spend the night with their quiet friend. Y/N was a friend of Jake’s and worked at the Hard Deck. Jake was the one who pointed out the googly eyes Bob would get every time he saw her. Bob suddenly forgot what English was anytime she walked into the room. She was the perfect person to hook up with Bob. 

“You think she’ll do it?” Fanboy asked, as he down the rest of his drink, “I mean, she didn’t seem against it when we talked to her the other day. She’s as googly-eyed for Bob as he is for her.” 

“Hope so, otherwise, Bobby Boy is gonna spend another night using his right hand,” Jake said as he texted Y/N to meet them at the hotel, “Alright, the plan is set. She’s already there waiting for him.” 

Fanboy raised his empty glass and clinked it against Jake’s, “We should buy him a cake.” 

— — — 

Bob took a deep breath, shaking out his nervous hands as he scanned the key card to the room. When he opened it, his wide eyes scanned the room, noticing the soft lights and the music playing softly in the background. He was cursing his friends, they had already set him up and didn’t even tell him with whom. 

“You’re here,” Bob turned to look at you, sitting in a chair by the bed, a glass of Rose in your hand, “They said you left 20 minutes ago. . . did you get lost?” 

“Y/N? A-Are you lost?” Bob asked you. You smiled and set your drink down on the table, pushing yourself up from your spot, “Th-they uh. . . they didn’t mention you’d be here.” 

“I know,” You said, as you walked over to Bob. He froze slightly as your dainty hands came and touched his clothed chest, “Happy Birthday,” You whispered. He took a deep breath as you moved your hands to push his jacket off his arms. Bob opened his mouth to ask how you knew, when you answered for him, “They told me everything.”

“Oh, okay,” Bob said nervously. He jumped at the feeling of you pressing your body against his. His hands flew to your waist, “I-is this okay?” 

“You really haven’t done this before have you?” 

“I-I have j-just not with someone as p-pretty a-as you,” Bob said and cursed himself out in his mind for stuttering, “You make me nervous.” 

“I don’t know if that’s a good thing or bad thing,” You smiled and caressed his jaw. You brought your lips to ghost over his neck, your hot breath making goosebumps rise on his skin, “Relax, baby. I got you, okay?” 

“O-okay,” Bob said, as you placed a kiss on his pulse point. Bob let out a moan, as your hands tangled in his hair, pulling it softly, as you kissed up his neck to his jaw. You grabbed his jaw in your hand and made him look at you. 

“You don’t have to do this,” You said, “I know the boys are behind this, Jake seemed a bit too happy when I said yes to meeting you here. But if you don’t want to, you can tell me.” 

“I-I want to. Please, Y/N,” Bob said shyly and he innocently bucked his hips. He was painfully hard. He didn’t even know he could get that hard. He was silently begging for more, but he wanted to play it cool. As far as he knew, Y/N didn’t know he was a virgin. He wanted her to believe that. 

“Take your pants off.” You said. 

You smiled and kissed his lips. Bob pulled your body into him more and walked you over to the bed. This part he had done before. He pushed you onto the bed, and you smirked at him. You climbed back on the bed as Bob got on top of you, attaching your lips together again. One of your hands found his jaw and the other tangled back in his hair. You loved Bob’s hair and he clearly loved having you pull on it. Bob grinded his hips into yours and you moaned at the feeling of his hard-on grinding against your core. 

His lips went from yours to your jaw, kissing and biting softly. The dress you were wearing was low cut, giving Bob the perfect view of the tops of your breasts. He left kisses on your collarbone before kissing the top of your cleavage. His large rough hands were warm against your thighs, as he grabbed your leg and hitched it over his lip, so he grinds into you more. 

“Oh fuck, Bobby,” You moaned. 

“I want to make you feel good,” He whispered against your skin. 

“Another time,” You said, “I’m here to make you feel good.” 

You pushed Bob off of you and scurried out from beneath him. He shuffled so he was laying in the middle of the bed. You stood at the foot of the bed and shed your dress. Bob sucked in a breath seeing your naked body. You climbed back on top of him and kissed him again. His shaky hands went to your hips and lightly guided you to grind on his cock. You grabbed his wrists and gently pinned them above his head. Your lips went back to his, as you took control. You moved your hips slowly, feeling the growing wet spot in his boxers. Bob withered under you as you kissed your way down his jaw. Your hands went to his t-shirt and slowly pulled it up over his head and off his body. 

“W-wait! I-I’m a virgin,” Bob said and felt his face get hot with embarrassment. 

“I know,” You responded. 

“H-how?” 

“Cause you look ready to cum and I haven’t even done anything. . . And Fanboy told me.”

“Oh,” He blushed. 

You smirked and placed a soft kiss on his lips, “We don’t have to do this. I am perfectly okay with making out and ordering some cake via room service.” 

“I want to do this,” Bob assured you, grabbing both of your hands in his, “I trust you.” 

You nodded and leaned in to kiss him again. Your hands went to the bottom of his shirt, tugging on it. He got the hint and sat up to shuck it off. Bob was beautiful. His tall slender frame was always the perfect sun-kissed tan color. You kissed down his chest, swirling your tongue over his nipples as you worked your way down his body. The moan Bob let out as you delivered a kiss to his clothed dick was absolutely pornographic. 

“I’ve barely touched you,” You smirked. 

“I know,” Bob said breathlessly. He already looked fucked out and you hadn’t done anything besides grind and make out, “Touch me? Please?” 

“Anything for you baby boy,” You said and placed a kiss right above the waistband of his boxers. You dragged them down his legs slowly, watching as his dick slapped against his stomach, rock hard and red. A small drop of pre-cum fell from the tip, which you licked up. Bob thought he was going to cum just at the sight of you in between his legs. 

“Oh. . . fucking shit, oh my god, oh my god,” Bob mumbled as you placed a kiss right on the tip. He was squirming around and about lost it when you licked from his balls to the tip, “Please. . . please, please, please.” 

“Bob shut up.” You demanded and he bit his lip nodding. You spit on his dick, before slowly taking him in his mouth. 

“Oh fuck,” Bob moaned loudly, flopping his head back against the pillows. You lowkey felt bad for who was next door, because Bob was loud. His hand went to your hair, not entirely sure what to do, he held it softly out of your face. You took as much of him in your mouth as you could, relaxing your throat to take him in deep. You bobbed your head up and down, using your hand for whatever didn’t fit. Bob guided your motions lightly, but couldn’t help but thrust into your mouth. 

Bob couldn’t focus on anything but the bliss he was feeling. He couldn’t stop the moans that left his mouth. He was thankful that no one he knew was nearby or could hear the noises Bob was making, he’d never live it down. But to you, it was like music. You swallowed around him and Bob’s thighs started to shake, the grip on your hair tightening. 

“Y/N, I think, oh my god, oh my god,” Bob started saying as you pulled off of him, “What?” He looked like you just told him you killed a dog, “I-I. . . what?” 

“I want you to cum inside me,” You whispered against his lips, kissing him. You gently climbed into his lap. 

“W-what about you?” Bob asked, “Are y-you w-wet?” 

“I’ve been dripping since the moment you walked through the door,” You ran a finger through your folds, collecting your slick on your finger, “Open,” Bob’s jaw opened and you stuck your finger in his mouth. He moaned at the taste of you on his tongue. 

“C-can I t-taste you?” 

“You don’t have to.” 

“I want to- no, I need to,” Bob said and you nodded, “Lay down, sweetheart.” 

You nodded and rolled over to switch places with Bob. You lay down and opened your legs as Bob crawled between them. You could see the blush on his face, as he placed a kiss on your thigh. You moaned as he placed another kiss right on your clit. Your moans were his encouragement as he licked your entrance. 

“Use your fingers too, baby,” You encouraged. 

Bob nodded and lifted his hand up to you. You sucked his fingers into your mouth, getting them wet. Bob took his hand away and ran his pointer finger up your folds before gently pushing it into your core. You threw your head back as he pumped his finger in and out of you gently. His tongue went to your clit, sucking it into his mouth and licking it. Your hand pulled on his hair, pulling him closer to you. Your legs went over his shoulders as he laid down flat to grind his own hips into the mattress to get some kind of friction. 

“More, Bob, add another finger,” You said and Bob did as told, “God, you listen so well. Do you want to make me cum? Keep going, just like that. . .” 

You couldn’t help but grind against his face. Bob moaned at the feeling as he was eating you out like it was his last meal. His fingers curled up against your g-spot and you let out an encouragement for him to keep doing that. He felt you clench around his fingers and didn’t stop moving them and sucking on your clit until he felt your release. He looked up at you with wide eyes as your head was thrown back, you riding out your high. Bob placed a soft kiss on your thigh as he slowly pulled away from you, his mouth and jaw glistening with your release. 

“Lay back down,” You said, your eyes darker with lust, “I’m gonna ride you.” 

Bob nodded silently, flopping down next to you. He made grabby hands towards you as you climbed on top of him. You spit on his dick and pumped him a couple of times, before holding it at your entrance. Bob let out a low groan as you sunk down on him, filling you up to the brim. 

“Oh Jesus, Bobby, you fill me up so fucking well,” You said as you started to move up and down slowly. You grabbed Bob’s hands and pinned them above his head. You rode him slowly, taking your time to watch Bob’s face contorted in pleasure. 

“Y/N. . .” He breathed out, “I-I’m n-not going to last.” 

“That’s okay, baby,” You whispered, kissing right below his ear, “Tell me how it feels?”

“So fucking good,” He shuddered. The feeling was nothing compared to Bob using his hand or pocketpussy. You were tight and warm, and Bob wanted to soak up everything felt. The pleasure was clouding his mind as he thrust up into you. He broke free from your grip, to wrap his arms around you and thrust up into you. You moaned at the feeling as Bob was chasing his own release. His vision was going white as he held back a moan in his throat. 

“Y/N, I’m gonna cum!” He whined. You pushed his arms down, taking back over, keeping the pace he had set. The loud cry of pure pleasure that broke through his lips was pure music. He was like a masterpiece, arching off the bed as he came in you. You moved your hips up and down, milking his orgasm. He shuddered with every movement, already feeling sensitive, “Baby. . . I-I can’t.” 

“Overstimulated, Bobby?” You smirked, still moving your hips. He grabbed your hips, causing you to still. He was breathing hard and nodded shyly. He sat up so he was chest to chest with you, and wrapped his arms around you again, “You did so good for me.” 

“I-I like being in you,” Bob whispered, “Feels good.” 

“I like the feeling of you in me too,” You said back, placing a kiss on his lips, “Do you want to take a bath or a shower?” 

“Can we just cuddle?” Bob asked you softly. 

“Yeah, we can do that,” You answered, “I gotta clean up first, okay.” 

He nodded and laid back gently. You slowly lifted off of him, and he groaned at both the feeling of overstimulation and the loss of heat from you. You grabbed Bob’s t-shirt as you walked into the bathroom to put it on. You did your usual after-sex routine and washed your hands. You sighed at the sight in front of you when you walked back out. 

Bob had put his boxers on and curled up on the mattress, snoring softly. You smiled and climbed into bed next to him. You were ultimately stuck as the big spoon and wrapped your arms the best you could around his giant frame. You could feel him relax into your touch and you smiled. You easily drifted off to sleep in his warm embrace. 

— — — 

“Be quiet,” Jake hushed his fellow aviators the next morning. They hadn’t heard from you or Bob the whole night, so they were praying they didn’t just waste fifteen bucks on a cake and frosting for nothing.

“What if they didn’t even do anything?” Rooster asked him. 

“Then we smash the cake in his face,” Fanboy said, pulling an extra key card out of his pocket, “They totally did something, there’s no way they didn’t.” 

“He did say he was waiting for the right moment,” Rooster shrugged and Jake rolled his eyes unlocking the door. Fanboy’s words were quickly proven to be false as they were both greeted by the sight of Bob having you on all fours as he fucked you from behind. 

“Oh my god! I told you!” Fanboy yelled, a smirk on his face. Bob froze and looked up at the door. You groaned and grabbed a pillow, chucking it at his friends. 

“Get out!” You yelled. 

“Congrats!” Rooster said, putting the cake on the table and quickly pushing the other two out the door. The door slammed shut behind them and they all looked at each other and high-fived. 

Mission accomplished.

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