Jay Gets Juiced at the Gym Ch. 07

As I sat cuddling with Stretch on their broken-down sofa, I couldn't help reflect that my life was great. My body felt great. School was great. Sex with Stretch was great. And all that other kinky sex shit; was over the top, fucking fantastic!

I was almost lost in my thoughts when Bear walked into the room carrying an invitation card.

"Jay," Bear said, "Where do you get your hair cut?"

"I usually go to a small place downtown, but it is often difficult to get an appointment. Why do you ask?"

"One of my colleagues from the university got engaged and he is throwing an engagement party this weekend. I thought every couple of years I should get my hair trimmed," Bear said with a laugh as he played with the long messy strands of his shoulder-length hair.

"Bear, I know someone who would be perfect for you," I said reflecting on recent past events. "And unless I am mistaken, I might be able to get her to come over here,

"I usually prefer a guy."

"Trust me if Sheila is available, I am sure you will be more than pleased."

Listening to the conversation, Stretch enquired. "Who is Sheila?"

"Sheila is someone Juice and I met through George, a guy that Juice is training at the gym. Let me see if I can set this up."

Moving to a quiet part of the apartment, I pulled out Sheila's business card from my wallet. Dialing her number....

"Hey Sheila, this Jay, we met a lil while back with my friend Juice, if you remember."

"Of course I remember, you delicious young stud. Did you decide to accept my invitation for drinks and videos? Please tell me that is the reason you called."

"Not exactly Sheila, but I do have an opportunity that might interest you."

I proceeded to give Sheila a little background about Bear and his need for grooming. She became a lot more interested when I told her he was a six-foot-four bodybuilder.

"Stretch, my girlfriend would likely be around so I would appreciate if we could keep the details of our original meeting confidential."

"Jay, not to worry, I never kiss and tell.

I gave Sheila a few more details along with the address. "See you tomorrow evening."

Moving back into the living room, "Bear, it is all arranged. Sheila will be here tomorrow evening. I will be here to introduce you two."

"Much appreciated Jay, but if she fucks up, I coming after you," Bear sneered in a manner that made me unsure if he was kidding or serious.

At seven o'clock the following day, we heard a knock on the door.

"Come in Sheila," opening the door.

With shortness of breath, Sheila gave me kisses on each cheek. "Jay if you told me there were so many steps I wouldn't have worn my heels, you naughty boy. And you must be Stretch. Jay told me you were attractive but he must be the king of the understatement. You are absolutely gorgeous."

Admiring Stretch's beautiful blonde hair as Sheila delivered the two kiss welcome, "It is not hard to see why you are the sunshine of Jay's love, you lucky girl. In my world, you would be an "A" lister."

"In what world would that be?" Stretch inquired.

Being coy, "Kind of a modeling agency," Sheila responded not wanting to dwell on the subject matter.

Sheila was moving through the room with all the calmness of a tornado. Asking a series of questions and not giving anyone time to respond before asking the next one.

Sheila is six feet tall without heels and with heels, she was a bit shorter than Bear. She was wearing a faded pair of blue skinny jeans over her four-inch stilettos. The jeans highlighted her long legs and tight ass. Her top was a peach blouson camisole which covered her large breasts yet when tucked in, highlighted her tiny waist. The sheerness of the material exposed the lacy bra she wore underneath. Her long flowing hair fell loosely over her shoulders, and unlike the first time we meet, her makeup was fresh and subtle. Large hoop earning completed the look that would be welcome on any Cosmopolitan magazine page.

Shelia moved around the room with the lightness of air. Turning to Bear.

"My, my, my, you must be Bear. Jay said you were a big guy, but I didn't envisage such a mountain of a man. You can be my Samson and I will be your Delilah, but with one exception. You won't lose your strength when I cut your hair."

With that comment, Sheila moved closer to touch the texture of Bear's hair. The other hand was placed squarely on Bear's massive chest as if to absorb some of his strength through contact.

Bear, who is usually not at a loss for words, seemed confused at the whirlwind that Sheila had created around him. He had never stood eye to eye with a woman before. Though gay for many years, Shelia's hand on his chest stirred some emotion in his cock.

Sheila continued to dominate the conversation. Holding out her large bag filled with the tools of the trade, "So where do I set up?"

Trying to respond before Sheila asked further questions, "We placed a chair on the balcony. It is a nice warm evening and you should have the sun for a while."

"Excellent Jay, now you can take off with your sexy girlfriend for a couple of hours. Shelia has her work cut out for her, turning this mass of marble into a sculpture to compete with Michelangelo's David."

Turning to Bear, "Okay Honey Bear, lead me to the balcony."

"Sheila, it is just Bear."

"It may be Bear to start, but when Sheila finishes with you, it will be Honey Bear." And with that comment, Sheila took Bear's hand, waiting to be lead to the outdoors.

Stretch and I said our goodbye's as we closed the door and headed down the stairs.

Stretch looked at me with an air of confusion. "What happened in there? I think Sheila should change her name to Storm with the whirlwind he/she creates. Sheila is a guy, isn't she?"

"Besides the cock, Sheila is all woman. Did you see Bear react when she touched his chest? Besides, Sheila is good at what she does. I'm crossing my fingers hoping this all works out."

Changing the subject, I said, "So, junkie Chinese food?"

"Sounds perfect," as Stretch pressed her body against mine and wrapped her arm around my waist as we headed off to the restaurant.

Bear was ill at ease and he escorted Sheila to the balcony and sat down in the chair. "I thought you would trim the ends and level it out a bit."

"You need to relax. You are way too tense, " Sheila's fingers began to massage his neck and shoulders. "Sheila has a vision. Trust me, I know what I am doing."

Although he enjoyed the momentary massage by Sheila's strong fingers, Bear was anything but relaxed. The loud click of the electric clippers and many clumps of hair falling to the ground only increased his anxiety.

"I guess I am getting more than a trim?" Bear said in a rather despondent tone.

Sheila, covering Bear's eyes and pressing his head to nestle between her breasts, calmly spoke, "Sweetheart, I know that I am a bit of a kook, but I am good at what I do. I have a vision for you that goes beyond your unkempt hair and beard. Trust me; you will see a change, but a change for the better." With that comment, Sheila began to run her thumbs around Bear's temples to try to induce some degree of relaxation.

Looking down at the piles of hair cluttering the floor, saying to himself, "I guess the major damage has already done, I might as well wait for the final result."

With that thought, his body relaxed, and his breathing became deeper.

Sheila continued to flutter around fine-tuning the look with a pair of scissors. "Close your eyes," as Sheila sprayed product into Bear's hair and ran her fingers through Bear's freshly cropped hairdo.

Shelia was standing in front of Bear, her large breasts inches from his face. He was rather enjoying the feel of her hands over his scalp.

"Part one finished," Sheila finally said. "Now, part two!"

"Part two?"

"I love your beard, but we need to take it back a couple of inches and sculpt the edges." With that comment, Sheila again took out the electric razor and clicked on an attachment to yield the desired height.

As Sheila focused on Bear's beard, Bear focused on Sheila's face. A face that made you believe that you could instantly bond and become a friend with this person. It was chiseled like a man's, but yet the eyebrows, eyelids, and full lips where all womanly. Bear had known some crossdressers and watched drag shows, but this was the first time he was so close to a transgender person or any person as beautiful as Sheila.

Bear was caught off-guard when he realized Sheila was looking directly into his eyes. "A penny for your thoughts sweetheart."

Not wanting to reveal his emotions, Bear cut the tension. "Do you have a mirror?"

Sheila went into her bag and came out with a handheld mirror. Placing it in front of him, she waited for a reaction.

Bear's reaction was slow. It was as if he was looking at someone else's photograph. The long hair and beard had been part of his persona for so many years that the current image didn't connect with him. His sideburns and over his ears were shaved. The top of his hair was short, with a loose part on the side. His beard was tightly trimmed with his neck and upper cheeks were clean of any hair.

Sheila, recognizing his confusion, "It is a big change, and it will take a day or two to adjust to, but it is a world of difference, a much better world," she laughed as she pressed Bear's head against her D cups while giving him a kiss to the top of his head. "Now part three!

"Sheila, there is no other hair to cut."

"Honey Bear, if you think Sheila is leaving without trimming away those body hair curls, you are highly mistaken. Now strip off those clothes and let Sheila finish. Quick quick.

Bear, who always considered himself a dominant person, felt submissive for the first time in his life. He was compelled to follow her instructions.

As he stood naked, Sheila walked around him and muttered, "I have seen sheep with less hair than you!"

So for the next ten minutes, Sheila used the electric clippers and trimmed the hair over his complete body, Armpits, and ass included. Bear was relieved that she had not touched his cock and balls. But his relief was short-lived.

"Almost done," as Sheila reached into her bag and brought out a spray bottle of water and wet down his cock and balls. She then lathered up the same area with foam and opened a straight razor.

"Now be still and relax, I'm not shaving you completely. I will leave a tuft of hair at the top, but your cock and balls must be clean."

Bear stood embarrassed as his cock was already parallel to the ground. Sheila's slippery, foam covered hands, felt marvelous, and his body was not shy to react. Goosebumps ravaged his body. Whether it was the fresh cool air reaching his now hairless flesh, or Sheila's experienced hands on his cock, Bear felt alive.

"Almost done Sugar," as Sheila placed some aftershave oil on her hands and liberally stroked Bear's private parts.

Bear looked down to see Sheila on her knees. Her hands moved quickly and gently from his balls to his cock and back again. The urges inside Bear swelled, as it had been far too long since he had a lover.

"Sheila, you need to stop. I can't hold back much longer."

"No need to hold back lover, I haven't had my daily quota of protein."

With cock in hand, Sheila now engaged her tongue and mouth to support the work her hand was doing. With Bear's cock diving and surfacing from deep down her throat, Sheila would look up to watch Bear's face and gauge how close he was to orgasm.

With Bear's cock inside her mouth, she felt his hips buck, followed by a steamy flood of cum shoot from the head of Bear's penis. A second push of the hips followed with the same salty, tasty, result. Whatever liquid enjoyment Bear provided, was quickly enjoyed and swallowed.

"Now I found the secret to getting you to relax," Sheila laughed as she rose up and gave Bear a kiss on the lips.

"You are an incredible woman, Sheila. Thank you. What do I owe you?"

"The hair is $100, the blow job $60, or you can fuck me, and we will call it even."

Not waiting for a reply, Sheila took Bear's hand and led him back into the apartment. "Which is your bedroom?"

Pushing Bear's naked body onto the bed, "Have a seat lover." Sheila reached into her purse and turned on a Spotify playlist. As the music flowed, so did Sheila's body. Her movements were slow and erotic as she seductively removed one piece of clothes then another.

Bear looked with admiration as Sheila's pearly white flesh exposed itself. Her body was hairless, lean, and firm. Sheila's cock was bigger than what he might have expected. But frankly, he didn't know what to expect. He only knew that his body was jumping with excitement and anticipation of touching and tasting that smooth white flesh.

After the strip show, Sheila straddled Bear's waist and pinned his arms to the bed. She dangled her breasts over his mouth, inviting him to enjoy them.

Bear is not normally a breast man, but he couldn't resist the whole package and started to suck and tongue those fleshy delights. He would have liked to hold and fondle those magnificent globes if his hands weren't pinned down.

Sheila pressed her naked body against his and slowly dragged her breasts over his chest, down his stomach, and nestled his cock between them.

When Bear looked down, he could see his cock head pop and disappear between those lovely mounds of joy. Shelia made sure that Bear's cock and her breasts were appropriately wet, to apply the best balance of friction and pleasure.

Goosebumps again became visible over Bear's body. He could no longer assume it related to the cool temperature or the outside breeze. The fact is, he was over the top excited about how he felt about this woman. Needing to take back some control, Bear easily rolled Sheila onto her back and gave her a deep loving kiss, allowing their tongues to dance together.

Sheila's body seemed to purr with delight as Bear planted small kisses over her face, neck, breasts, and stomach. When Bear arrived at her cock, he took a minute to examine the perfection of it. It was long, thin, cut, all proportions in absolute harmony.

Bear was no stranger to gay sex. He slid back to the top of the bed to reach into his night table and retrieve a tube of lube. Bear squirted some onto his cock, Sheila's cock, and Sheila's ass star.

Bear watched Sheila's face as he stroked her cock. The smile she returned to him was worth 10 ounces of gold. He continued to play with her cock and balls but pressed forward by inserting a finger into her tight pussy. At first, her tight muscle resisted but then relaxed as the enjoyment overshadowed the stretching. When Bear felt the time was right, he pressed his cock head against the tight hole and pushed. His lubed cock and the preliminary stretching assisted Sheila in welcoming his manhood inside.

Bear pressed his hands behind Sheila's knees and positioned himself to get the best leverage to fuck this beauty beneath him. He started off slowly. , Bear because of his size and strength, was concerned about being too rough or physical with his partner. But Sheila showed no signs of discomfort or being overpowered. She wanted to be fucked as hard as Bear wanted to fuck her.

Bear upped the speed of his cock action as he watched Sheila toy with her breasts and play with her slippery cock. He watched her speed of action and tried to mimic it with his own action of his hips. He enjoyed how his now shaven balls were bouncing off Sheila's ass and was looking forward to watching Sheila's cock explode in orgasm.

It was getting to the point of no return. Sheila's hand was feverously stroking her cock and Bear's breathing became short and erratic. It was now each man to their own as Bear felt his cock erupt it juices into Sheila's love canal. At a similar moment, Bear watched as Sheila bit down on her lower lip as a volcanic eruption surged through Sheila's cock, leaving vanilla-colored remnants over Bear's hairless chest, and Sheila's pristine belly.

Exhausted, Bear laid his body over his newfound lover. Both were wet with perspiration and semen. Most lovers would have had trouble with Bear's heavy body, but Sheila seemed to embrace it like a warm blanket.

Sheila and Bear laid silently together for a couple of minutes, recounting in their own minds what had transpired over the last several minutes. Finally, Bear broke the silence.

"Jay and Stretch should be coming back soon. We should take a shower and dress."

After the shower, Sheila got back into her skinny jeans, while Bear threw on a pair of gym shorts, choosing to remain without a shirt.

Within minutes, the front door opened, and Stretch poked her head inside.

"Is it safe to come in?" she asked, not wanting to interrupt anything.

Seeing Bear and Sheila in the living room, we both entered.

Looking at Bear, Stretch exclaimed, "Sheila, what the fuck did you do to Bear?"

At that moment, the room went eerily silent as if all the air and emotion got sucked out, leaving us in a vacuum.

A moment later, she continued, "Bear, you look GQ gorgeous! Without all that hair, you look 5 years younger and twenty pounds lighter"

And with that remark, the air swelled back and our smiles brightened the room better than any LED lights.

Bear looked almost embarrassed as he tried to hide a smile. "Show your appreciation to Sheila. She did all the work. I just sat there."

Sheila, packing up her bag, "Oh, you are too modest. It's late, I have to run. See you Saturday Honey Bear. Ta Ta."

As the door closed, Stretch and I looked at Bear, and in unison said "Honey Bear, Saturday night!"

"Sheila can call me that, but don't you guys try it. And yes, I invited her to join me for the engagement party. Besides that," he muttered as he headed to his room, "I think I'm in love," leaving Stretch and I dumbfounded, with our jaws hanging down to the floor.