Ian’s hart skipped a beat when a swarthy middle eastern man came in. Giving the secretary a confused look.
Ian sent a message to let Grant know his appointment had arrived. Then he got up and carefully walked over to the man. He grabbed the bottom of his nighty and pulled it away from his smooth chest as he bent his knees slightly stepping back with one foot.
He had watched a bunch of videos on curtsying after Grant had instructed him. Practicing till he felt he was doing it right.
He was actually a little proud as he stood before the man.
“May I do anything for you.” The sissy dutifully asked.
“Humf. Coffee, I have an appointment.”
Ian brought the man his coffee and asked, “Is there anything else?”
The man just shook his head and waited.
Soon Grant was ready, and the man disappeared into the office.
Just before close on Friday, Grant called the sissy into his office. Ian walked over to the desk. More confident now in his blue high heels.
The taller man grinned and moved to sit on his couch. “Come over here, and get down on your knees.” Trembling, Ian did as he was told.
Submissive, in feminine lingerie and on his knees he looked up at Grant. Handsome and powerful in a dark blue power suit reclining on a black leather office couch.
“You know what to do sissy.” Grant said, smiling down at the kneeling man.
Ian gulped heavily. The moment he had been dreading had arrived. How? How can Grant expect him to do this. He isn’t gay, hell, neither is Grant. When he looks up he just gets an impassive look in return.
Ian looked at his boss’s crotch. An obvious bulge in those pants. He didn’t want any of this. Didn’t want to be a sissy.
Yet, he couldn’t seem to refuse Grant. The Alpha seemed to know just how to push him. Plus he needed the job. Otherwise he and Wendy could lose everything.
Oh god, Wendy! What would she think.
Ian couldn’t bring himself to reach forward. To do this disgusting, degrading act.
About to say something, Ian looked up at his boss. SLAP! Grant open palm slapped the wimp across the face.
Something in Ian crumbled. A barrier to something important. His manhood.
Ian reached forward running his palms up Grants muscular thighs. His fingers finding the man’s shiny leather belt. He unbuckled then unzipped his boss’s pants spreading the fly open. Feeling lightheaded and floaty. The office air was cool on his lingerie clad body.
Black silk boxers covered the big hard cock underneath. So muck larger than his own pathetic nub. Grant was probably eight inches, maybe even bigger.
In a daze Ian ran his fingers along the shaft, smooth through the silk. He could feel where Grant’s dick flared at the tip. He could see the outline in the shiny cloth.
Ian pulled the boxers down. The hard cock springing to the ready. The sissy’s fingers lightly slid up and down the shaft. Finally stopping at the tip, his thumb and forefinger massage the helmet-like end. His gaze is drawn to a drop of pre-cum. His thumb spread the glistening liquid in little circles.
Ian leaned forward, his body trembling. For the first time in his life, he tentatively stuck his tongue out. Touching the hot veiny shaft of Grant’s big dick. Giving it a little lick.
With a quiet moan he ran his tongue along the length of the penis. The sissy lightly kissed the tip when he reached the top. Ian could taste the bitter pre-cum. Then he kissed his way back down to Grants balls.
Part of him wanted to run away. To end this horror that had gone too far. His eyes blurred with tears as he sucked one hairy ball in his mouth, then the other.
The sissy’s little prick grew hard with the degrading act. Grant moaned above him as Ian thoroughly cleaned the man’s scrotum with his tongue. Rolling the balls around in his mouth and gently sucking on them.
Ian licked his way up Grant’s thick shaft again. Gripping the base of it with one hand he sucked the head into his mouth, tickling it with his tongue. Squeezing the shaft as Grant ran his fingers through the sissy’s hair.
“Mmm, your a good little cock sucker. Aren’t you, peanut?”
Ian just moaned as he took more and more of his bosses dick into his mouth, all the way to the back of his throat till he started to gag. Pulling it all the way out he gave the tip kisses as he pumped the thick shaft with his fist.
Ian swallowed the cock again, all the way back. This time holding it a bit longer. His eyes watered as he gagged. Finally pulling it back out.
Ian ran his tongue from balls to tip. Planting more kisses on his boss’s dick head, while he pumped him with his sissy fingers.
He could feel that strange lust inside him. The one he got when he put on his stockings. Ian wasn’t gay…but…he needed this. Needed to please this man. To worship his cock.
On his knees, Ian rolled his hips. As if he was fucking the air. Wishing for his own relief.
Sucking the cock back in his mouth, Ian sucked hard while vigorously pumping the shaft. With his other hand he lightly squeezed the bigger man’s balls.
He could feel when Grant’s balls began to pump. The cock in his mouth twitched as it shot bitter cum at the back of Ian’s throat.
Stream after stream filled his mouth as the twink desperately swallowed the disgusting warm slime.
Ian coughed sperm as he pulled his mouth away from the big dick.
“Make sure not to leave a mess, sissy.”
After swallowing, Ian leaned forward to lap up any cum he missed. Kissing the tip of the softening dick as he tucked it away.
Standing back up Ian asked, “May I go home now, sir?”
Grant simply waved him away.
That night when they went to make love Wendy was surprised at Ian’s lack of hair. He explained that it was supposed to be a sexy surprise.
The beautiful woman knew something was troubling her husband and thought this might be part of him trying to deal with it. He had been having a hard time getting erect. Probably from the stress of losing his job. They hadn’t even tried to make love since last weekend.
Wendy had an orgasm from Ian going down on her. When it was time to fuck, though he couldn’t get hard again.
“It’s ok.” She assured him. Heartbroken at the sad look on his face. “Is…is there anything I can do?”
“I…I don’t…could you spank me?” Ian requested. His cheeks blushed with embarrassment.
Wendy took him over her lap and gave him some light taps on his cute ass. Nothing like Grant’s cruel beatings. “Uh…naughty. You are very naughty.” She said.
His little prick got hard anyway. Humiliated by his wife treating him like a petulant schoolgirl.
As he lay there getting spanked, Ian felt like he wasn’t a man even in his beloved’s eyes.
Ian felt wonderful thrusting into his wife, though. Laying between her spread thighs. The couple moaned together as they made love.
His orgasm came quickly as he thought about how humiliating it was that he couldn’t just get hard for his wife. Ian knew that it was because he was a beta. He knew betas didn’t deserve to fuck such beautiful women.
Wendy was definitely a beautiful woman. Long brown hair. Kind round face with a cute nose. Amazing breasts, and a sweet body with curves.
Ian’s little beta prick had no business being stuck in a woman like that.