Let Me Help - Sam Winchester

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“For fuck’s sake!” Sam yelled from across the table, slamming his laptop closed and hitting his fist off of the table. You could see that your boyfriend was stressed out and you knew why; both of you were struggling to find any lore that would help you with your case, even though you had been looking for at least 3 hours now.

You reached over the table and put your hand on his clenched fist which him relax slightly. “It’s okay babe, we’ll find out something eventually.”

He sighed and let his shoulders drop a bit, “It’s not just that…”

“What is it, what’s wrong Sam?” You got worried and moved round to sit on the table in front of him, pushing his laptop out of the way.

“I- I just,” He was avoiding eye contact with you so you placed your hand on his cheek and brought his face up to yours. Kissing him softly before breaking apart again and looking deep into his eyes, he admitted, “Dean’s been making fun of me.”

“Doesn’t he always do that, he’s your big brother.” You almost laughed but seeing the annoyed expression on Sam’s face you kept it in.

“No, he’s been making fun of me for… never coming while getting sucked off.” He mumbled ashamedly.

You and Sam had been dating for 3 months for now, but you had been with the Winchesters for years. This fact surprised but in a way you were kind of relieved because the two of you hadn’t done much, including having never giving him a blowjob.

“How come? Pardon the pun.” You asked while subtly moving to sit on Sam’s thighs.

He didn’t notice and continued talking to his hands so that he didn’t have to look at you, “Well I’ve only ever received one, and she, um, bit it.”

An involuntary giggle bubbled from your throat. After receiving a stern look from Sam you calmed down and apologised. “Sorry but is that what put you off?”

“It was fairly painful thank you very much!” Sam defended.

By now you had slid up until you were almost on his crotch and he was beginning to notice so he looked up at you with his questioning puppy dog eyes. “Well, what if you let me try and we can see if you really don’t like it.”

The confusion in Sam’s eyes quickly disappeared and was instead replaced with lust. “Baby, are you sure? We haven’t done much and I don’t want to force you.”

It was true you and Sam hadn’t done much other than make out and dry hump because your cases had been taking up the majority of your free time recently. “Yes Sammy, let me help you.” Just as you finished speaking Sam let out a groan because you had started grinding on his crotch. “I’m going to make you come.” He moaned in response, grabbing your hips and aiding in your movements.

“Over to the bed Sammy.” I moaned breathlessly as Sam began to kiss on my collar bone.

You got up, pulling him up with you and pushed him towards the bed. He sat down quickly and you could see the definition of his dick through his jeans. The excitement in Sam’s eyes was clearly evident and it made you smile, “Do you want my wet mouth around your dick Sammy? You want me to make you come?”

“Yes Y/N, please.” Sam whined.

You knelt down in front of him and undid the button and zipper of his jeans, then dragged them and his boxers down to pool at his ankles. The image in front of you was truly magnificent; Sam was panting with anticipation as he watched you lips glide over his tip – you almost wanted to keep him like that, tease him a bit. So that’s what you did.

“How does this feel Sammy?”

“So good Y/N, I just want your lips wrapped around me.”

“Oh but Sammy, I thought you didn’t like blowjobs.”

“I think I do now.” He gasped and wrapped his fingers in your hair due to the pressure you were putting on the underside of his dick with your tongue.

“Please baby.” He pleaded while you wrapped your lips around his tip which was salty with precome.

“Just like that.” He whimpered as you sunk down slowly on his length and started bobbing your head.

You were going slowly to start off with, get him into it properly. At this point, he had collapsed back onto the bed in a panting mess, the pleasure coursing through him so much better than anything he had felt in months. You brought your hand up to stroke the rest of his length while your other hand smoothed slowly over his balls. He shuddered visibly underneath you and if his dick hadn’t been filling your mouth, you would have smirked.

Unable to control himself anymore as he neared his orgasm, he started bucking into your mouth, hitting his tip off of the back of your throat. The groans coming from deep inside him were like music to your ears and you moved the hand that had been on his balls down to give yourself a little relief.

It wasn’t long before Sam was whining, “I’m gonna come, I-I’m coming!” and then the hot stream of sticky come splashed into your mouth as your name fell from Sam’s mouth over and over again, like a prayer.

Once he had recovered he turned to you with a smile and said, “I’d like you to help me more often.”

You grinned and lay down beside him, saying, “I’d be happy to. As long as you help me out sometimes too.”

He kissed your forehead and whispered, “How about we both help each other out, right now.”

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