The Case of the Accidental Boyfriend

I was at the bar of my favorite local hang out, comparing our day with a golfing friend. A woman strolled into the bar and made her way to a booth, drawing the attention of every man in there.

She was stunning; dark brown hair to her shoulders, green eyes and a square jaw structured for models. She wore a white sweater draped over a red dress that clung to her body like cellophane. Dark red heels gave her the stature of a runway model.

She was pretty and she knew it. Her stride was sexual and confident, and the pout oh her small red lipstick said, "Don't fuck with me."

When she slid into the booth, she perched on the end of the seat, showing some leg. Some really nice leg.

Within five minutes, a brave young man wandered over to her booth. He was wearing jeans, a tee shirt, boots and a cowboy hat. His pick up line was muffled from where we sat, but she never looked up at him. Whatever she said deterred him, and he turned and walked away like he had been kicked in the balls.

My buddy dared me to approach her. "Hey, even if she turns you down, you can get a better look at her; she's got some great tits."

She still had not ordered a drink, so I grabbed my bottle of beer and sauntered over to her booth. You don't get anything in life if you don't ask for it. Besides, I was on my second bottle of beer and I felt pretty loose.

"Excuse me, ma'am," I said softly, "I notice you have no drink; may I buy one for you?"

I set my beer bottle on the table, just in case she might invite me to sit down.

"That's more original than most lines, but no thank you," she said. But she did look up at me and she DID smile when she said it.

I smiled back at her. "You're welcome; just trying to be a gentleman," and I went back to my stool at the bar.

My buddy said, "Well, at least you got a good look at her tits."

We both turned to look at her again, and another guy was already hitting on her. A big guy with bushy hair and a big beard had sat down in the booth opposite of her. She was visibly unhappy about it, but he kept talking to her.

I realized I had left my beer over there, so I quickly returned to her booth, leaned over to get my beer bottle, and said, "Excuse, me."

She suddenly grabbed my arm. "Thank goodness you're back, baby, Smokey the Bear here didn't believe I already have a boyfriend."

"Excuse me, you're in my seat," I said to the guy, and he got up and left.

"I'll just take my beer and leave you alone, ma'am," I said to her, feeling like a hero.

"Wait! Does that mean you wouldn't want to be my boyfriend?"

I was stunned, but I tried to speak with confidence I did not have.

"In all honesty, Ma'am, you could do lots better than me for a boyfriend. I'm not aggressive and I'm easily intimidated by beautiful women. In other words, I'm too shy to say "yes" even to a Goddess like yourself."

"Sit down, shy guy," she said smiling. "I'm Tanya and I think I might want you to be my new boyfriend."

I sat down and introduced myself as a waitress came over to the booth. Tanya looked up at the waitress.

"I'll have a gin and tonic," she said.

"I'll just stick with my..." I began to say, but Tanya interrupted me.

"He'll have a gin and tonic as well," she said.

"Will, you need to know that I call the shots when I have a boyfriend."

"Okay, I'll drink whatever you want me to."

In the next half hour, she asked a series of personal questions. Some were personal and pretty embarrassing, but she seemed pleased with my answers.

"If I could guarantee you more sexual pleasure than you've ever had, could you always do as I tell you, Will?"

"Just looking at you, I'm pretty sure that I would."

"Good answer. I arrived via a Uber. Will you take me home and sleep with me tonight?" She asked, looking over the rim of her glass at me.

"Yes, ma'am, that would be my pleasure."

"Now, I want to see how well you behave when I want something," she said, licking the rim of her glass.

"What do you have in mind?" I innocently asked.

"Unzip your pants and pull it out."

"What? You mean...?"

"Yes, Will, I want you to pull your cock out. I want to see it."

I looked around and realized that even though nobody was paying attention to me, they might certainly be taking glances at her, and I was afraid of being caught. I slid further into the booth, near the wall, unzipped my pants and fished my cock out of my pants.

Tanya got up and moved around to sit next to me in the booth. She immediately took my cock in her hand and began stroking it.

She whispered in my ear, "Tell me when you're close," and then she started kissing my cheek and whispering in my ear.

"Close your eyes and imagine my mouth doing this to your cock, Will. Wouldn't that feel good?"

"Yes, Ma'am," I whispered back.

"But you wouldn't come unless I told you to, would you, baby?"

"No... no, Ma'am," I answered with some hesitation.

"In fact, you'd do anything I tell you, and you'd never come without my permission, would you?"

"No, Ma'am," I moaned softly.

"Good boy."

I leaned back and let her have her way with me, and when I felt it might be al most too late to stop, I moaned..."I'm getting close; better stop now, Tanya."

She didn't stop. She turned and kissed me with those soft lips. I could smell her perfume, which only added to my excitement. Her hand kept gently stroked at the same pace until I groaned weakly into her mouth.

At precisely the right moment, she stopped kissing me, quickly removed her hand, and said, "Don't you dare come!"

I groaned with frustration as I struggled to hold it back, my nuts were tight and my cock was throbbing, waiving in the air. Somehow I managed to prevent coming.

"Good boy," she said softly in my ear. "Ready to take me home?"

"Yes, Ma'am," I whispered with a weak voice.

"Bring your car to the front door; I'll be right out."

I did as she told me, and parked in front of the door. She came out and waited by the passenger door, hands by her side. Her smile through the window told me that I was not doing what she expected.

I got out of the car, rushed around and opened the passenger door for her. She slid in, opening her legs as she did, giving me a generous view. She smiled at me.

"Good boys get rewarded when they do what they're supposed to."

As soon as we left the bar parking lot, she took something out of her purse.

"Open your mouth," she said.

When I did, she stuffed her thong into my mouth. Then she reached down, unzipped my pants and pulled out my cock. She resumed stroking it as she put her face close to mine and whispered in my ear again.

"Drive slowly, baby. If you drive fast, I'll stroke it really fast and we don't want that, do we?"

"Un-mm," I mumbled into the thong.

She taunted me during the whole drive to my apartment.

"I wanted to give you a little treat for being my hero back there, so you can smell and taste my thong until we get to your place."

She must have been pretty excited in the bar, because part of the thong that rested on my tongue was wet and I gently sucked on it. I know my cock appreciated that. She leaned close and continued to whisper in my ear.

"Maybe I'll sit on your face. Men are always begging me to sit on their face. Would you like me to sit on your face, baby?"

"Mm-hm."

"I knew you would. I could tell. I felt your cock get hard when I said it. Am I right?"

"Mm-hm."

I was getting too excited too fast and I was afraid I would come in her hand or wherever she let it go. I tried to warn her but it came out more of a whine. But she seemed to understand my plight.

"Shhh, baby, just watch the road, and think about my mouth on your cock when I sit on your face."

I started reading road signs to myself to distract my mind from what she said, what I really wanted to do, and to avoid spilling my seed into her hand.

By the time we arrived at my apartment, I was desperate to come. As soon as we got inside, she acted like it was her own place. She found her way to the bedroom, and went into the bathroom.

"Undress and wait on the bed for me," she yelled through the door.

I was not about to refuse that invitation. I heard the shower running for a few minutes and when she came out, she was naked. So naked. Her breasts were as perfect as I had imagined; not large, not small but just jutting out with nipples standing proudly.

Her legs were perfect as well, and her hairless crotch was framed by firm, toned thighs. She laid on her back on the bed, put a pillow behind her head and told me sweetly what she wanted.

"You can take the thong out of your mouth now. I need you to make me come, baby, nice and slow, so take your time. I don't want your dirty fingers inside me, just your tongue."

I knew the minute my tongue tasted her that I would be putty in her hands. She changed the position of her legs more than once to get me at the angle she wanted. She gently guided me with her hands and gave me soft words of encouragement. I was lost in her body.

Sooner than I wanted, she opened her legs to release my head. Her juices literally dripped from the corners of my mouth. It was then that I realized that I had not come, and I was hoping I could plunge my cock inside her, even for a little while. It would not take long.

She sat up and smiled at me.

"Do you know what you've just done?" She asked.

I was afraid I had done something wrong and worried that she wouldn't let me come.

"No, Ma'am."

"You have kept me highly aroused for over an hour, made me come three times and not once tried to pull away."

"I like doing that; it excites me."

She rolled me onto my back and my cock waived in the air in anticipation.

"I believe in keeping intercourse for marriage," she said, rolling on top of me, "but there are other ways we can pleasure each other."

She closed her legs, capturing my erection between her upper thighs, which were wet. She raised her hips slightly so that her thighs rubbed my shaft. She cupped my face with her hands, kissed me over and over as her thighs fucked me. It was exquisite.

"You're very good with your mouth and tongue, Will," she said as she humped me slowly. "I'm going to enjoy sitting on your face. Think about it, baby, think about me rubbing all over your face, painting your face with my juices."

I groaned with frustration and as I lost control. "Fuck! I'm gonna cum!"

She humped me until I had spewed a righteous load all over her thighs. It dribbled down off her legs onto mine and probably the bed. I didn't care; it was an intense orgasm and it drained me because of all her teasing.

She went into the bathroom to clean up and when she came back, she climbed under the covers on my bed.

"You can go shower now, baby, but sleep naked on top of the covers, okay?"

"Yes, Ma'am." I was hooked.

The next morning, and every morning for the next week, she awakened me by sitting on my face. Each day she did it a little longer, rocking on my face until she had two orgasms.

"That's what I need to start my day, baby, and you do it very well," she would say.

"Now, off you go to work and don't get too tired."

Each evening she "let" me masturbate, but only while she watched. And if she was in the mood while watching, she would masturbate and then make me finish her with my mouth.

It was heaven and it was hell. I thoroughly enjoyed eating her and having her sit on my face, but if I had to masturbate, why did I need to be with her? So one morning, after my usual "breakfast", I told her off.

"I think I deserve to fuck you, or at least get blowjobs. I can masturbate anytime without you. So maybe you need to find someone else for a boyfriend."

She was astonished at my demands. She stood quietly for a moment and then responded.

"I hate to lose you because you're so good with your mouth, Will, but I'm firm about my fucking policy."

I turned to walk out the door. "Adios, Tanya." But then she stopped me.

"Wait! I will make an exception and a deal with you."

"I'm listening," I replied with renewed confidence.

"If you will help me seduce another, shall we say, "vulnerable" young man, to service me as you have, I'll spend a weekend swapping favors with you - pleasure me by letting me sit on your face and then I'll fuck you until you can't get out of bed."

"Deal!"

She met me at the same bar two nights later and I brought a friend named Lee. My friend was a guy, named Leroy, who had ED and was transitioning into being a girl. He admitted that he had always considered himself a male lesbian anyway. When I introduced him to Tanya, she took him through the questioning as I had done. She gave me a "thumbs up" sign and set an initial date with Lee.

Before that date, Tanya came to my apartment and spent two days and two nights consummating our agreement. She also reserved the opportunity to renegotiate in the future.