Lesbian It Started at Halloween Party

On Saturday afternoon, Sandy my wife's sister, her husband, Bob, and their 2 children arrived to spend the weekend with us. I liked them especially Sandy who was a cheerful lady with contagious laugh.

I let them in. The 2 boys rushed to the basement to play video games. I offered Sandy and Bob drinks. She glanced at her husband, and announced, "Tea for both of us will be fine."

I was curious, "What happened to the 2 wine connoisseurs?"

"Bob had his annual check up. His liver tests were mildly abnormal, and his doctor recommended to quit drinking. I chose to support him, and stopped sipping wine."

"I admire your will. After so many years of enjoying various wines, quitting cold turkey is not easy."

"We stopped 2 weeks ago, and so far we stuck to it."

"As a gesture Lara and I will also not use alcohol while you are here."

Sandy smiled, "Jerry we hate to impose. It's your house and you should feel at home here."

"I almost forgot; tomorrow evening I'll have to go to work for about 2 hours to check our inventory and ensure our accounts are in order. On Monday the state sends 2 people to review our operations and books."

Lara interjected, "But you can do it early morning, when we are still asleep."

"Sorry, but it won't work. Five of us of us including Mr. Hoffman will be there to ascertain every aspect of the firm's business is in good shape."

Bob chuckled, "Unfortunately, you'll miss the important game: Chiefs vs Steelers."

"I tried to change the time but Mr. Hoffman insisted."

The rest of Saturday, the children continued playing downstairs and joined us for meals only. Lara took Sandy to check the new arrivals at the local Nordstrom, While Bob and I watched the latest Tom Cruise movie.

Sunday morning we took advantage of the perfect weather and strolled in the nearby park. Later as per Sandy's request, we ate at an Italian restaurant they heard about. The meal was delicious. In the afternoon, we sat in the living room and chatted about politics, climate change, and their children. It felt different: It was the first time we talked without the relaxing effect of alcohol. I helped Lara in the kitchen, and she said that after so many hours without sipping wine, she was becoming anxious. I hugged her and whispered, "Honey take it easy. Tomorrow they'll be gone."

She stared at me, "Easy for you to say. Soon you'll be leaving us and drink at work."

I kissed her, "Lara dear, I'll make it up to you when I am done there."

At 6 pm, I put Gayle's attire with the accessories in a large bag and hid it in my car. I returned home and told everybody my boss called me and asked us to be a little earlier due to some irregularities he found. I apologized profusely, and left the house at 6:45.

Like before, I rushed to the health club, changed, put on makeup and lipstick, and waited until I heard no noise in the vicinity. I exited, and this time nobody saw me leaving the men's area. I drove to Cliff's house and arrived 5 minutes early. He opened the door with a broad smile, "Gayle, you look very sexy tonight."

I grinned, "Thank you sir. You are very handsome as well." He led me to the living room and served us white wine.

"Gayle, when do you have to leave?"

"No later than 9:30, so I'll be home by 10."

"Good. We have an hour and a half. Come with me; I'd like to show you a room I prepared for you."

It sounded strange. why would he make a special room for me?

I followed him to a small room that was mostly occupied by a large closet. One side of the closet had hangers with dresses, blouses, and skirts arranged neatly. The other side had multiple drawers. The lower part had 5 sets of high heel shoes. The top drawer had 10 multicolored low cut panties, and just below, a few fancy bras were arranged side by side. All the bras were padded, and the cups were filled with soft material. The only reason Cliff would buy these bras was that he knew my breasts were fake...

I gazed at him shyly, "When did you find out I was not a woman?"

He smiled, "It doesn't matter. Gayle, to me you'll always be my pretty girl. This room is now yours, so each time before we meet, you'll be able to access this area and dress up for me without the need to find extra time to do it beforehand. But remember I like Gayle and prefer to meet her, not your other persona."

I whispered, "Thank you Cliff."

"By the way, are you married?"

"Yes, I am."

"With the person who accompanied you to the party?"

"Yes."

"I'd like to see how she looks in real life. Please, next time when you come here bring a couple of her pictures. Now, let's go back to the living room."

He let me go first. I sashayed my way to the living room. From the corner of my eye I saw him ogle my hips and chest. Deep inside, my mind struggled between finding the situation funny and being proud of my ability to arouse this impressive man.

I sat on the sofa. The huge tent in his pants was unmistakable. He served me another glass of wine. His manly smell filled my nose. I liked it very much. At that moment, my confusion disappeared and the only thing remained was my urge to make my big man happy.

I pointed to my left and said in my high pitched voice, "Cliffy, I missed you. Your body odor is very alluring. In fact it makes me want to touch you. Watching the front of your pants tells me you wish the same thing. Sit down and let Mommy pleasure you."

He grinned, sat by my side and kissed my red lips softly. He leaned back, closed his eyes, and mumbled, "Honey, the other night I dreamt about you. In my dream I had a board meeting in my office. Six members sat in front of my mahogany desk, all talking at the same time trying to impress me with their ideas. I was bored to death. All of a sudden I felt my fly being opened. I glanced down and saw you on all 4 under my desk, unzipping me. I kept quiet and let you do it. You managed to free my cock and began sucking on it. It felt so good that I smiled. The board members thought I liked one of the suggestions, and waited for me to tell them which recommendation it was. I promised to tell them the next day, and sent them away. You continued using your magic mouth and I came while sitting on my chair. I woke up with fresh semen in my underwear..."

I grinned, "Sorry it wasn't real. But if you let me, I can help you reach the same happy ending."

His large palm caressed my wig and he murmured, "Do it."

By now, I felt I knew Cliff well. He wasn't just the boss at work. Despite his pretend gentle demeanor, he loved to feel HE was the boss with Gayle too. While he treated me well, he craved to use me as his oral geisha. It could have sounded demeaning to many males but not to me. When I resigned to the notion I liked being with him and suck his cock, it felt natural to be his sub.

I knelt on the rug before him, parted his legs widely, and slowly released his humongous pecker. My eyes explored the statuesque marvel and caressed the spongy head. Cliff's eyes closed and a soft groan escaped his mouth. My palm massaged his ball sack, feeling the ticklish hair. Then I bent on his giant tool, opened my mouth as much as possible, and took the head in. My tongue swirled around the tip for a moment, before starting to pull it deeper. By now, my mouth was already familiar with the massive size and I knew what to expect. As a result, I was not scared of the huge mass invading my mouth and relaxed my muscles, allowing it to advance further than before.

When it reached the deepest part of my throat, there was only 1" left outside. I began squeezing it between my tongue and the upper palate and slurped on it. His facial expression changed to show extreme pleasure. I milked him as I was pulling out, and soon, I was rewarded with several drops of precum. I swallowed them noisily, wanting Cliff to know I was enjoying too.

Gradually, I intensified my ministrations. With one hand I gently caressed his covered testicles while fingers of my other hand tweaked his nipple.

His respiration and pulse steadily accelerated, and a minute later, his torso tensed. I knew what was coming. As my tongue covered his slit, his slimy spunk hit it with the strength of EF2 tornado. My lips sucked the pole harder, forcing every last drop into my hungry mouth. The massive explosion terminated 40 seconds later, and his body landed back on his seat. Cliff's eyes opened and he watched me savor the oystery taste of his cum.

He whispered, "Nicely done honey."

I smiled at him, but declined to tell him that when I sucked his monster, my own dick hardened as well... Yes, blowing him aroused me as well! My tucked penis hurt like hell.

I stood up, let him kiss my lips and reminded him I needed to leave.

At the door he said, "Gayle darling, I'd like to have you here again soon, and don't forget to bring me pictures of your wife."

I grinned and mumbled, "I'll be happy to show you her pictures. And I will certainly want to come back and make love to your treasure."

I went to my car, drove into a Walmart parking area, freed my stiffy, and jacked off. I ejaculated within seconds, seeing Cliff's cock floating before my eyes, tempting me. Then I drove to the health club, changed back to Jerry, and continued home.

When I entered, Bob commented my face was reddish. I said, "There was a traffic jam, and I opened the window to the wind."

He was happy; the ladies left him to gossip in the kitchen and he watched the football game on TV without interruption. I sat with him for 20 minutes and then said I was tired. I went to bed at 10:30. Lara joined me 10 minutes later. She smiled, kissed me and said, "I am happy WE didn't stop drinking wine. Sandy was on edge the whole evening without her usual drink."

We slept until 6:30 am, waking up by the noise Bob was making as he prepared for them to leave.

It was Monday, and my workday was usual until 11 am. Next, Mr. Hoffman arrived with a couple of other executives. They summoned our supervisor to his office, and closed the door behind them. They talked for half an hour before leaving. As they passed by me, Mr. Hoffman winked at me and continued walking. At work, it was the first time he acknowledged my existence. I didn't have much time to think about it. I saw Sheldon, our supervisor coming out of his office. His face was pale and sad. He gathered our team and announced, "Guys, I was just let go. I have a few weeks to help the transition to my successor and then I'll leave."

I asked him, "What happened? We thought you did a good job."

His answer was short, "Management didn't think so. Anyway, when they asked me who I thought should be the next supervisor, I suggested you, Jerry."

"Thank you, sir, but I don't think I'll be as good as you." His bitter smile was noticeable.

The following evening, I visited Cliff at his house.

After letting me inside and pouring me a glass of white wine, he asked to see Lara's pictures. I brought with me 4 photos. The first one showed her pretty face smiling happily at me on her birthday. I shot the second picture as she climbed a large rock. In the 3rd photo, she was dressed to kill in a short dress, pumps, and had ruby red lipstick on. She pouted her lips and half closed her eyes making a seductive face at the camera. The last one displayed her wearing a skimpy light green bikini. I thought it was the best one to show her athletic figure. The cleavage was generous and the creamy tops of her breasts protruded upward.

Cliff checked each picture. It took him long time to inspect the bikini picture. Then he stared at me and said, "Gayle, I am sure Sheldon told you he recommended you as his replacement. Next Tuesday, I am going to sit with 3 other guys to decide about our choice. Before that, on Saturday evening I'd like to have you and your beautiful wife come to my house. Is it OK?"

Thinking about a possible promotion, I didn't hesitate, "Thank you Cliff. I'll make sure we'll both attend." I placed my hand on his groin and rubbed it gently.

He grinned, "Gayle, tonight you don't have to do it. We can listen to music and just dance."

I looked at him lovingly and blurted, "Cliffy, the first 2 times I sucked you, it was purely for you. But then I learned to enjoy the feeling of your growing cock in my mouth, and the taste of your seed. As a matter of fact, I think I crave your juice. Since adulthood, I liked raw oysters and your cum tastes just like a gourmet oyster. These days I wish to give head more because of a selfish reason than for you..."

He smiled, "That's my baby. On Saturday, I'll entertain you two with good wine, music, and then we can enjoy my new jacuzzi. Bring swimsuits with you."

I kissed his lips and pounced on the growing tent in his pants. Just like last time, the longer I munched on his humongous rod, the stiffer MY dick became. I sucked him at an increasing pace and at the same time, massaged the front of my pants. Due to its posterior direction, my hard member hurt like a bitch, but eventually I erupted in my panties. Apparently, my mouth did a better job during my climax, because seconds later Cliff flooded my mouth with large amount of sperm. The combined effect of my painful ejaculation and savoring his delicious juices was intoxicating; I never knew a hurtful experience could have that effect on me. I was hooked!

I left his house an hour later, feeling I was becoming addicted to Cliff.

I was home at 9:30 pm. Lara exited the bathroom wearing a towel around her hair and nothing else. She bent her upper body, jiggled her C-cup tits before my eyes, and asked seductively, "Honey, I feel very horny. Are you interested in a wild roll in the hay?"

I came less than 2 hours earlier in Cliff's house and didn't feel like having sex. More importantly, I wasn't sure I could sustain another erection, so I answered diplomatically, "I'd love to play with your gorgeous body, but I am tired and doubt I'll get hard."

She chuckled, "That's a challenge! Let me try and see if I can arouse you despite your fatigue."

I undressed and watched my deflated 3" penis pointing to the side. Lara jumped on the bed and her lips engulfed my dicky. She expertly licked, lapped, and milked it. After 10 minutes of arduous manipulation, my pecker grew to 5" and hardened enough for Lara to ride it. She gave me a victorious smile and blurted, "Time for playing horsy."

I liked cowgirl position. I didn't have to spend a lot of energy and had free hands to play with Lara's breath taking tits as they swayed before my eyes. She always came in this position while I climaxed 80% of the time.

I doubted I would orgasm a second time in the same evening. I concentrated on kneading her boobs and felt Lara's arousal mounting. As her torso extended and her eyes shut, Cliff's cock began dancing between Lara's twin peaks. My cock shot up higher and only seconds after Lara started shaking, my whitish goo poured into her pussy.

When we were resting, I heard Lara mumbling, "I've still got it. Not only your buddy expanded adequately for my needs, but you came too."

I kissed her tenderly and whispered, "You are the sexiest woman I ever met. By the way, the big boss, Cli... Mr. Hoffman, invited both of us to his house this Saturday evening. He considers me a candidate for a supervisor job."

"Honey, that's awesome! I'd love to visit his huge house again. Last time, he invited you to dance with him; maybe this time he'll offer to dance with me too."

I giggled. We fell asleep shortly after.​