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Taboo High - The Virgin Part 3

"Brady finally takes Jennifer’s Virginity"

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As Brady stood up and began to remove his clothes, Jennifer stared at him, their eyes only breaking contact when he pulled his T-shirt over his head.  Once naked, Brady bent over the bed and kissed Jennifer. Their mouths quickly opened, tongues colliding.  As they kissed, Brady’s hands each grabbed a nipple, pinching and pulling at the same time.  Jennifer sucked in a deep breath as they kissed, reacting to the pain.  Breaking the kiss, Brady moved his mouth over to her right ear.

“Do you like this?” Brady whispered as he pinched and pulled a little harder.

“Oh God,” moaned Jennifer in response. 

“That wasn’t an answer to my question,”  whispered Brady as he twisted Jennifer’s outstretched nipples.  “Answer the question: do you like me pinching your nipples?”

“I… I… I don’t know?”

Brady released her nipple at once.  “Buttercup, listen to me, you are in control.  If you don’t like something, say so.  If we need to slow down, say so.  Do you understand?”

“I guess?  It is hard to think of me as in control when I am tied to your bed.” 

“Do you want me to untie you?”  Brady asked. 

“No.”

“Ok, remember, all you have to do is ask.”

Jennifer nodded her head in understanding. 

Now comfortable that Jennifer was ok with what he was doing, Brady gently kissed her lips before kissing a trail down her neck and chest.  Slowly worked his way over to her right breast. He circled it with kisses as he moved up toward the erect nipple. Sucking the nipple into his mouth, he bit down on the areola as he flicked his tongue across her nipple.  Jennifer arched her back, pulling against the bindings, letting out a low moan.   Releasing the nipple, Brady slowly made his way over to her left breast and nipple, repeating the process. 

Releasing her nipple, Brady began to kiss a trail down her stomach.  He slowed several times to nibble on her skin, leaving bite marks.  Reaching her navel, he licked and teased the area, making Jennifer squirm with anticipation.  Finally, he moved down her stomach to the top of her landing strip before sitting up. Brady loved the view he had from here.  Jennifer’s virgin pussy was spread open and wet with desire.  Her chest was rising and falling with each breath, and her nipples looked as hard as rocks.  The look on Jennifer’s face was one of lust and desire.  What really amazed him was she seemed to enjoy being tied down to his bed. 

Deciding to move on, he reached into his supply box, grabbed a pair of scissors, and cut the rope holding her legs.  With her legs free from the headboard, he pushed them up closer to her chest and wider.  This opened her pussy up more and exposed the crack of her ass and butt hole.  Brady leaned forward and bit her right ass cheek, causing Jennifer to tense up. He knew that she would have a bruise there tomorrow.  He did the same thing with her left cheek before moving to the top of her crack.  Taking his tongue, he licked a path up her crack, stopping at her puckered little asshole. 

As he circled her tight butthole, Jennifer sucked in her breath.  “That is my asshole,” she moaned

“As a biology teacher, I believe I know my way around female anatomy,” Brady replied as he looked up at her. 

Returning to what he was doing, Brady flicked his tongue across her tight little butt hole before slowly moving up.  He slid his tongue deep into her wet pussy, slowly parting her wet lips.  When he finally reached the hard nub of her clit he flicked it a couple of times before sucking it into his mouth and gently biting down. 

“Oh my god,” moaned Jennifer as Brady continued to tease her clit.  “I am going to come,” moaned Jennifer as her legs pushed back against Brady’s arms.

Hearing that, Brady moved back to her butt hole, resuming the rim job he was giving her earlier.  When he felt the tension ease in her legs, he moved back up to her now dripping pussy.  It didn’t take long before Jennifer was again near orgasm, moaning and begging him not to stop.  Brady again moved back to teasing her puckered little asshole. 

“Please,” moaned Jennifer, almost in desperation.

“Please what?” Asked Brady, stopping what he was doing.

“Please…” moaned Jennifer.

“Buttercup, you have to tell me what you want,”  replied Brady, enjoying the look on her face.

Please... Please… let me cum,” replied Jennifer.  Her face showed sheer desperation and need. 

“All you had to do was ask,” replied Brady as he bent back down between her outstretched legs.  Brady again took her clit in his mouth, alternating between sucking and nibbling on it.  As the orgasm ripped through Jennifer’s body, Brady moved his tongue down between he pussy lips, flicking his tongue in and out.  

Once Jennifer’s orgasm subsided, Brady let go of her legs, letting them drop back down.  Brady then picked up the scissors he had earlier used to cut her legs free and moved up toward her bound wrists.  Just before he cut the ropes right at her wrist, Jennifer pulled her wrists away. 

Brady looked at her in surprise.  “What’s up?” he asked. 

“Don’t untie me,” replied Jennifer. 

“Are you sure?” he asked.

Jennifer nodded her head as she relaxed her arms back to where they were. 

“Ok,” responded Brady, “but I am going to untie the ropes on the headboard and move you closer to the top of the bed.”

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As Jennifer again nodded her head in agreement, Brady moved up to the top of the bed and untied the ropes he had wrapped around the headboard.   With the ropes untied, Brady had Jennifer sit up so he could remove the wedge underneath her. He then helped her move closer to the top of the bed before tying her wrists together and tying the rope back to the headboard.    

With Jennifer tied back down, Brady climbed back onto the foot of the bed between her legs.  Grabbing each ankle, he pushed her legs back toward her chest, spreading them as he went.  With Jennifer’s pussy and ass open and exposed, Brady went back to licking her ass hole.  As Jennifer moaned in pleasure, Brady moved on to her wet pussy, snaking his tongue through her wet lips. 

Brady was amazed at how responsive Jennifer was.  In no time at all, she was approaching her second orgasm.  Wanting to tease her, Brady broke off what he was doing and began to work his way up her tight body, kissing a trail as he went.  He loved how Jennifer squirmed and moaned with each kiss.  Once on top of her, he reached down and placed his hard dick on her pubic bone, and pressed down with his hips.  Jennifer responded by pushing up with her hips and moaning deeply.   

“What do you want, Buttercup?”  Brady asked.

“You know,” Jennifer responded. 

“You need to tell me,” responded Brady as he pushed down harder. 

“I… I want you,” Jennifer said in almost a moan.

Teasing her, Brady enjoyed the look of frustration on her face. “Oh, you already have me.  Is there something more you want?“

This time Jennifer moaned in frustration, “I want you... I want you inside me.  

“In due time,”  Brady responded as he moved his focus to her left nipple, pinching her nipple between his tongue and top teeth.  Jennifer pulled at her arms as she pushed up with her hips.  

Finally satisfied that Jennifer was ready, Brady lifted himself and reached down between the two of them.  Grabbing his cock, he began to rub it up and down her moist slit.  Jennifer responded by pushing her hips up.  Finally lining himself up, he slowly pushed inside.  Jennifer opened her eyes as she bit down on her lip at the pain.

“This is going to hurt for a few minutes,” Brady said, and he continued pushing into her virgin pussy.  He was almost surprised when he met resistance from her intact hymen.  Realizing this, he pulled back shortly before pushing hard through the delicate flesh.  

“Oh Fuck,” Jennifer cried out as Brady entered her completely.  

With his dick buried up to his balls in tight pussy, he stopped and held still.  He kissed Jennifer deeply and whispered,  “Let me know when you are ready for me to move.” Soon felt her hips moving. With that movement, Brady began to slowly pull out before sliding back in. Jennifer closed her eyes and breathed deeply.  

Knowing that the worst of it was over, Brady began to thrust in and out slowly.  At this point, Brady was glad Jennifer had blown him first. She was so tight and wet that he might have cum before either of them were ready.  Brady started alternating both the depth and speed of his thrusts. Jennifer responded with both low moans and encouragement.  Brady could tell she was getting close to cumming as she moved her hips to meet each thrust, no longer letting him set the pace.  

Wanting to make Jennifer cum, Brady sat up so his knees were under her hips and her feet were on his shoulders. This allowed him to reach around her thighs and strum her clit with his thumb.  That was all it took, and Jennifer began bucking her hips.  As her second orgasm ripped through her body, her arms pulled on the bindings still around her wrists, and her feet wrapped around Brady’s head and pulled as well.  It was as if she were trying to curl herself into a ball with him inside it.   

Once Jennifer’s orgasm had subsided, Brady freed himself from her grip. As his dick slipped out of her pussy she let out a moan and looked at him with sad eyes.  He laughed at the look before grabbing her hips and flipping her over on her stomach.

“Oh my!” Jennifer cried out at the shock of being flipped over.

Brady then moved her so that she was up on her knees, ass up, face down.  He also moved her closer to the headboard.  As soon as he had her in place, He grabbed his cock, lined it up, and thrust all the way into her pussy.  Jennifer cried out at the sudden and forceful penetration.  

Brady again began to slowly thrust his cock in and out of her pussy, His hands held her in place with her head down.  The sound of Brady’s hips slamming into Jennifer’s ass filled the room as his cock ravaged her wet pussy.  Jennifer moaned that she was going to cum again. Hearing this, Brady grabbed her ankles and pulled them; her knees followed, and she flopped down, flat on the mattress.  Brady followed her, keeping his cock embedded in her. With Jennifer laying flat on her stomach, Brady placed both hands on her shoulders and began to rapidly fuck her.  Jennifer let out a guttural scream.  Brady was not sure if the scream was from pain, pleasure, or fear.  Either way, he kept pumping, his orgasm rapidly approaching.

As his orgasm hit, pumping his load deep into Jennifer’s waiting pussy, Jennifer climaxed as well.  Both of them bucked wildly, as waves of pleasure overtook them.  

With their climaxes over, Brady collapsed on top of Jennifer before rolling them both onto their sides, his cock still embedded in her.  With Jennifer still tied at her wrists, exhaustion overtook both of them, and they fell into a deep sleep.

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Written by JustcallmeDale
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