With his wife gone for the weekend, Bobby let his pervert flag fly high and went all night on sissy hypnos. Waking up late the next morning in his wife's lingerie, he loved the way it felt on his skin, hugging his slender form. He'd spent most of the day and night fucking his butt until he came like a girl. He'd almost no refractory period when milking his prostate. Amazing. Wincing, he gingerly tugged the dry butt plug from his hole and limped over to the shower. His ass was sore and sensitive, his cock was painfully erect. He thought about Crystal, wondering what she was doing, smiling that he still had two more days till she returned.
He showered again and shaved and brushed his teeth, put on some fresh panties, stockings, garter belt, bra, pantyhose, heels, and a cute mini dress. He looked himself in the mirror and he was glad with his appearance. He put on some of Crystal's makeup but not overdone. He looked like a regular girl, not a drag queen or a tranny--just a regular pretty girl with short brown hair. He made himself some breakfast and sat at the kitchen table to eat it. He felt so naughty dressed in his wife's clothes.
The front door burst open and his cousin Theo walked in. Bobby was surprised to see him and wondered why he didn't tell him he was coming over.
"Hey Bobby! Hope you don't mind me dropping in. I was going to come over tomorrow, but I heard you were off today so I figured I." Theo stopped, surprised at the sight of a pretty girl sitting at his cousin's table. The girl stood up as quickly as he did, her expression equally shocked. He couldn't help but run his eyes down her bare thighs and soft skin.
Bobby became flustered, this was the first time he had ever been caught dressed like a sexy sissy.
"Um. yeah, sure, come on in, Theo," Bobby said nervously.
Theo's jaw dropped hearing Bobby's voice come out of a sexy girls mouth. His cock twitched. He knew this wasn't his cousin dressed in women's clothing. This was a sexy sissy dressed to please a man's cock.
Bobby was still embarrassed about being seen dressed like a slut. He didn't know what to do with himself so he just smiled awkwardly and waited for his cousin to say something.
Theo tried to think of something appropriate to say so as not to embarrass him in front of his cousin. "Hey, Bobby! What's up?" He was nervous talking to his cousin dressed as he was. He was worried Bobby would be angry for invading his privacy.
Bobby just smiled, relieved that his cousin had no problem with his girlishly attired appearance.
"I'm not really doing much, just waiting for my wife to get home in a couple days.
Theo nodded, considering his response. "She really looks hot in that same dress. But to be honest, I think you look even sexier right now!" he said, peering into Bobby's eyes with a smile.
"What? You think I look hotter than she does?" Bobby asked.
"Well, yeah. I mean she has a beautiful face and all, but you have a great body. Your hips flow perfectly and your legs go on forever. Plus, that ass of yours, it's so cute and round. I bet you're wearing sexy panties too?"
Bobby blushed, embarrassed and delighted at his cousins comments.
Theo chuckled, "It's ok, Bobby, we all have our insecurities. So, what kind of panties are you wearing today?" Theo asked, having noted Bobby staring at his bulge as he talked.
Theo had always been attracted to Bobby's wife. He'd assumed his cousin might be a wimp with a small cock. Now he knew for sure his cousin was a wimp. Watching Bobby dress as a sexy sissy slut turned him on so much. He wanted to fuck the shit out of him so badly his cock was twitching.
"Uh. uh. um." stuttered Bobby trying to remember what he had on.
"You're not remembering because you're so turned on. It's ok, Bobby, everyone has fantasies. You should embrace them" said Theo.
"Ummm well, I'm wearing a black thong with a pink ribbon on it," Bobby answered, feeling his cheeks heat up.
Theo smirked. "So you're a sexy sissy slut. Good for you, Bobby. I bet you ran right to your room and got all dressed up yesterday just as soon as Crystal was out the door. Let's start there. What can you tell me about the lingerie piece that you were wearing last night? Did it chafe you in some way?"
Bobby blushed at this and responded, "No, it was not uncomfortable at all."
"How did it feel having those silky smooth panties rub up against your cock? Did it make it hard?"
The more Theo elaborated about that, the more Bobby was turned on. "Yeah, it made my cock so hard. It felt so good rubbing on my pantyhose and stockings." His little cock starting leaking in his wife's panties.
Theo licked his lips and leaned forward, propping himself up on his elbows on the kitchen counter. His cock was fully hard now; he could hardly stand it.
"Did you masturbate, Bobby?" Theo asked.
"Yes! Oh God, yes!" Bobby gasped, aloud. His dick was getting slippery as he rubbed himself through the thin fabric of his dress and panties.
Theo grinned, knowing how worked up Bobby had gotten. His own cock was hard too, and he had to fight to keep himself from cumming.
"Go on, tell me everything. How many times did you jack off to the image in your mind's eye?"
Bobby groaned in frustration, his cock was so hard it hurt. "I barely touched my dick. I fucked myself with an eight-inch dildo for hours and came over and over again."
"Aw, that's so hot, Bobby!" he said, his cock throbbing for release. He had never considered his cousin to be this much of a faggot.
Every word made Bobby get harder and more turned on than he had ever been in his life. His hard, throbbing cock was leaking pre-cum. He couldn't stand it much longer. Hiking up his dress, he pushed his panties to the side, pulling out his little girl cock to start jerking himself off. He rubbed his tiny penis, and his balls ached as his cock pulsed with pleasure. He came all over his fingers, his cock throbbing and twitching with every spasm of his orgasm. He moaned his whole body shaking and trembling from the tremendous release. He licked his fingers clean.
Theo stared in amazement at his undersized cousin's dick, which was shrinking even smaller and getting soft again. His heart jumped at the realization all over again of just how much of a sissy slut Bobby really was.
"Holy fuck, Bobby! I've always wondered if you had a tiny dick. I can see for myself now that you do! And a sissy slut at that!" Theo exclaimed, his cock rock hard as he fished all nine inches out of his boxers. Bobby's mouth watered seeing Theo's cock dripping with precum. Compared to his cousin's little dick, the thing looked like a miniature tree trunk. He took a step toward Bobby, bent down, and reached out, grabbing a handful of his cousin's hair, pushing him to his knees. Theo's hand stayed tight around Bobby's hair as he forced his dick into Bobby's mouth. He grabbed his own dick, the head oozing with precum, and pushed it against Bobby's mouth. With a deep breath, Bobby inhaled, his nose pressing into the warm slickness of Theo's precum.
Theo commanded Bobby to move his hands to the back of his head, and he pushed Bobby's whimpering mouth down onto his swollen cock. He loved the way it felt, throbbing and leaking precum as it slipped between Bobby's lips and slid over his tongue.
He clutched Bobby's hair, pounding his rock hard cock into his cousin's mouth and throat.
He was fucking Bobby's face hard, his balls slapping Bobby's chin, the sound reverberating around the room. He tightly griped Bobby's hair, pulling his head in with each thrust and releasing with each pullout. Bobby gagged, choked, and tried to breathe through his nose. Finally, Theo came, unloading thick white cum ropes down Bobby's throat. He kept pumping until his balls were empty.
Theo released Bobby, who coughed and cleared his throat immediately. He got up and wiped his forehead with a kitchen towel. Walking to the kitchen sink, he washed the slick cum off his dick. His balls were a little too swollen, so he had to handle them very carefully when cleaning this area of his body.
Bobby had a little spurt of cum on his chin and neck. His little cock had stayed hard while blowing Theo. Now it was sticking straight out between his legs. His little balls had a large amount of precum on them and dangled slightly between his legs. Theo smiled at his cousin and walked over to him. He used his thumb to clean the extra cum off his cousin's face and fed it to his slutty sissy cousin. As if it was instinct, reflexively, Bobby swallowed.
"Ready for round two?" asked Theo.
Bobby nodded his head, lust and passion shining in his eyes.
"Good boy," Theo said, grinning, "now get naked." He pointed toward the bathroom. "You can shower while I make breakfast, but no touching your little clit. Then we'll eat together and decide what to do today." He kissed Bobby on the cheek, and his sissy slut left the room.
