Courtesan Ch. 07

She took a deep breath. "Timmy your wife is a blow job queen. She loves to suck cocks and she is an absolute artist. Because of that, the associates who were hot for blow jobs were generally assigned to her. That's why she would have been doing the show tonight at Eagle Lake. Over the past several months your wife has probably given blow jobs to at least fifty different men."

She reached down and gently raised my chin so I was looking directly into her eyes. "Kelly loves to suck cocks, but her favorite cock is your tiny little penis. It's special. It's special because it's yours. The blow job that she gives you tonight will mean much more to her than all of those other blow jobs combined."

Tonya sat back. "Yes Timmy, lots of men have kissed and licked my asshole. It seems to be an exciting fantasy for many older men and I always enjoy it" She smiled. "But when you do it, it's going to be special. You're Timothy Jamieson. Over the past several months you've become a legend for Mandy, Keisha and me. You're Kelly's husband. You're all she ever talked about and in our minds you became a prince. You were the perfect man; kind, honest, trustworthy and wise. Now that I've finally met you I've discovered that Kelly wasn't exaggerating. You really are a prince. So believe me sweetheart, when you kiss and lick my asshole it's going to be a very big thing."

I stared up at Tonya. I wasn't quite sure how I should respond to what she'd just told me. I was about to say something really inane when Kelly stopped me.

"Timmy, you don't need to say anything, just smiling at Tonya will be enough."

I took her advice and just smiled. Tonya smiled back at me and then she started to giggle. Turning to my wife, she said, "He really is endearing, isn't he."

Kelly nodded. "Yes he is, that's one of the many reasons I married him." She winked at Tonya. "His talented tongue is another one of those reasons."

Turning to me, she said; "And my friend is still waiting for that experience."

I laughed. "Ms Lewis I apologize for causing this delay. If you would care to turn around I will try to pick up where we left off."

Tonya chuckled. "That's an invitation I won't pass up."

She turned around and once again kneeled on the couch so that her ass was in my face. This time I spread her cheeks myself. When she felt me place my lips on her asshole, Tonya sighed. Her sigh gave me confidence. I closed my eyes and concentrated on kissing her beautiful rear.

After a moment Kelly quietly said, "Use your tongue Timmy, give Tonnie's ass a French kiss."

That was all the prompting I needed. I slowly pushed my tongue into Tonya's anus. She shuddered when she felt me probing that forbidden tunnel.

Suddenly I felt movement to my right. I looked up. Kelly had moved over so that her naked body was pressed against her friends naked body. She had her arm around Tonya's shoulder. They were kissing. A surge of excitement rippled through me as I watched my wife make out with Tonya while I licked her asshole.

I pushed my tongue even deeper into Tonya's ass. She shivered. I reached between her legs and found the cleft of her pussy. She was sopping wet. I was just starting to look for her clit when I felt another hand join mine.

I glanced up. My wife was looking at me. There was a lascivious smile on her face. Together we began to masturbate her friend. Kelly massaged Tonya's clit while I pushed first one and then two fingers into her cunt. At the same time I kept my tongue buried in her asshole.

This was too much for Tonya. I felt every muscle in her body tighten and then she arched her back and screamed like a banshee. I started to back off, but I saw Kelly continuing to rub Tonya's clit, so I pushed my tongue back into her ass and kept it there while her body convulsed from her orgasm.

Once the intensity of Tonya's climax begin to diminish Kelly gently pulled my face away from her ass and pushed the same fingers that had been massaging Tonya's cunt into my mouth.

Tonya rolled over and watched lustfully while I greedily sucked her nectar off my my wife's fingers. While she watched me her own fingers moved to her slippery sex and wantonly started massaging her engorged clitoris.

As I sucked on Kelly's fingers I couldn't help noticing the size of Tonya's clit. My wife was similarly endowed. I wondered if their insatiable sexual appetites might in part be related to that particular physical attribute.

"Tonnie tastes good, doesn't she Timmy?"

I smiled at my wife and nodded.

"I think it's time for you to have a really big taste."

Kelly pulled her fingers out of my mouth, placed her hand behind my head and gently pushed my face towards Tonya's glistening cunt.

"Make me proud Timmy. Show Tonya just how good you are at eating pussy."

My wife's praise both excited me and motivated me. I wanted to give Tonya my best effort. Kelly had obviously bragged to her friends about my ability to pleasure a woman with my tongue and I didn't want to let her down.

Tonya took her hand away from her cunt. Both women stared at me. They were waiting.

I took a deep breath and nervously moved forward. When my mouth was almost touching Tonya I started to softly blow on her sex. I'd learned to do this with Kelly while we were still in college. When I start giving her head her pussy tends to be a little sensitive so I try to be very gentle at first. Because Tonya was already aroused, this was probably an unnecessary step, but I still did it. I wanted to show her everything I knew.

Tonya giggled when she felt me blowing on her. Turning to my wife, she said, "That tickles."

Kelly nodded. "Yes it does, bit it also feels good."

"It does."

After blowing on her for a moment I softly brushed Tonya's pussy with my lips. I felt her moisture. She was wet, very wet. That excited me and I started kissing her. They were gentle sensitive kisses, they weren't aggressive and filled with passion. Those would come soon, but not quite yet.

I extended my tongue. Tonya cooed with delight as she felt my gentle kisses become gentle French kisses. I kissed her and teased her with my tongue everywhere except her clitoris. I deliberately avoided that special spot. That would also come later.

Gradually my kisses became more forceful and I stopped using my tongue to tease Tonya and instead started using it to lick her. I repeatedly kissed and licked the entire crevasse of her sex and then I pushed my tongue into her and explored the opening to her womb. While I was doing that I thought about all of the huge stiff cocks that had penetrated her there. I wondered if I would ever be allowed that privilege. I realized that my inadequate penis would probably give this worldly woman very little pleasure, but it was still a delight that I could dream about.

Suddenly I realized that my mind was wandering. I stopped myself. I needed to concentrate on Tonya's pleasure, not on my own. I refocused my attention on licking and kissing her cunt. I was excited, very excited. My kisses became more and more forceful and increasingly passionate. I closed my eyes and made out with Tonya's sex. I felt her pressing herself into my face in an effort to respond to my kisses. Above me I could hear her panting from excitement.

Still I avoiding Tonya's clit, I started licking her again; but I slowed my movement. I licked her four times. Each time I started at the base of Tonya's pussy and moved firmly and deliberately, but also very slowly, upwards towards her engorged love button.

I always stopped just before I got to her clit. I was teasing her. I knew she was ready for more intense pleasure, but I was also aware that she was on a wonderful sexual high and I wanted to prolong that high for as long as I possibly could.

I returned my tongue to the base of Tonya's pussy and started a fifth ascent. I moved even slower. I repeatedly stopped and explored the folds of her aroused cunt. I was deliberately trying to tease Tonya.

When I approached her clitoris I stopped, only this time I didn't withdraw. This time I started drawing little circles around her tiny soldier with my tongue.

I heard Tonya take a deep breath.

I flicked her clit one time very quickly.

She gasped

I flicked it again and then I kissed it.

She cried out, "Yessssssss!"

I wrapped my lips around her clit and sucked it into my mouth. I heard her breath catch.

Next to us my wife giggled. "This is the best part."

I closed my eyes and started sucking on Tonya's clit. While I sucked it I occasionally flicked it with my tongue.

Tonya laughed. "It's almost like I have a tiny cock and he's giving me a blow job."

"Isn't it wonderful!"

"It's magnificent. He's magnificent."

My heart soared when I heard Kelly and Tonya's praise. I was filled with pride, but I still wasn't done. I had one more trick, a brand new trick. One that even my wife hadn't yet experienced.

During the past several months I'd frequently found myself at home alone with very little to do. I'm sure you won't be surprised when I tell you that I spent some of that time reading erotic stories on the Internet. One story particularly caught my attention. In that story a submissive husband pleasured his wife by sucking on her clit in much the same way that I pleasured Kelly. Only in this story the husband had an extra wrinkle. While he was sucking on his wife's clit he would fuck her asshole with his middle finger.

At the time I was reading the story I remembered Kelly's adamant contention that she would never allow her dates to fuck her ass, so I assumed that she would never be willing to allow me to penetrate her ass with my finger. I classified the story as a hot little fantasy and forgot about it.

Earlier that afternoon, during our car ride downtown, Kelly told me that she now not only allowed men to fuck her ass, she actually enjoyed it. While she was telling me that I remembered the story and wondered if my wife might now be open to that little pleasure.

As I was sucking on Tonya's clit I again remembered the story. I knew that Tonya was a very worldly woman and I suspected that she was most likely the person who'd persuaded my wife to try anal sex.

I knew that I couldn't be absolutely certain that this was true, but I was reasonably confident that it was. I decided that would move slowly. That would give Tonya an opportunity to object if she didn't like what I was doing. If Tonya did allow me to do it, I suspected that I might be able to give her one of the most powerful orgasms that she'd ever experienced and Kelly would be even more proud of me.

I decided to try. Of course this whole debate took place over a time span of about five seconds and during that entire time I was still busily sucking on Tonya's clit.

I momentarily took my mouth off of Tonya's cunt so I could wet my finger. The brief interruption caused Tonya to open her eyes.

Next to me I heard my wife say, "Timmy?"

I ignored her, this wasn't the moment for explanations. Instead I quickly returned to sucking Tonya's pussy. She closed her eyes again.

I heard Kelly whisper to Tonya. "Are you enjoying this Tonnie? Isn't he wonderful?"

And then I heard movement. I glanced up. My wife was leaning over. Her lips were pressed against Tonya's. She was kissing her.

I smiled to myself. This was perfect. I had just the diversion I needed to be able to spring my little surprise. I reached down, slipped my finger between the cheeks of Tonya's ass and found her anus. It was still moist from the earlier attention it had received from my tongue. I kept one eye on Tonya and Kelly. They were still kissing.

I started massaging Tonya's asshole. She responded by slowly moving her hips in rhythm with my finger. She was enjoying it. That was all the encouragement I needed. I gently pushed my finger into her ass. At the same time I sucked on her clit even harder and began flicking it with my tongue.

I heard Tonya gasp.

My wife stopped kissing her and looked down at me. "Timmy what in the world are you doing?"

I smiled at Kelly and pulled my finger out of Tonya's asshole.

Tonya shook her head. "No please don't stop. That feels wonderful."

I had no intention of stopping. I just wanted to lick my finger again so it would be well lubricated. I was trying to be very careful to avoid causing Tonya any discomfort.

I put my finger in my mouth and got it nice and wet and then I pushed it back into Tonya's asshole. This time I was much bolder. I pushed my finger all the way in to the second knuckle.

Tonya laughed. "Timmy that really does feel wonderful."

"Timmy, what are you doing?" My wife was staring at me.

Quickly grinning at her and I said, "I'll explain later." And then I returned to sucking and licking Tonya's clitoris while I fucked her ass with my finger at the same time."

Tonya shrieked. "Kelly this is magnificent. Why didn't you ever tell me about this?"

My wife shook her head and quietly whispered, "I didn't know. I've never seen him do it before."

I ignored their conversation and just kept sucking and licking Tonya's clit while I finger fucked her anus.

Tonya cried out, "Oh shit! Do it Timmy! Suck on my clit and fuck my asshole!"

Suddenly I felt all of the muscles in her body tighten and then Tonya arched her back, took a deep breath and screamed. "Yesssssssssss!"

I'd learned from Tonya's earlier orgasm that I didn't need to stop or worry about being gentle while she was cumming, so I continued sucking and licking her clit and pumping my finger in and out of her ass.

Tonya screamed again. Her entire body began to shake and then she started laughing. Her laughter was interspersed with cries of pleasure. I looked at her face. There were tears running down her cheeks. Tonya Lewis was clearly a very passionate woman.

After a moment, the intensity of Tonya's orgasm began to diminish. When I felt her muscles relax I stopped sucking on her clit and pulled my finger out of her ass. She slumped back on the couch.

Kelly leaned over and gently kissed her forehead.

Tonya looked up at my wife. She smiled and then she whispered, "You were right, Timmy is better than Mandy."

My heart filled with pride. Being able to please these two women was very important to me.

"Timmy, where did you learn to do that?" Kelly was staring at me. There was an incredulous look on her face.

I smiled at her and in a satirically deep voice said, "Actually my dear, in my spare time I've been hiring out as a high paid male escort for the bored housewives of wealthy Wall Street power brokers."

Tonya sat up. Both women stared at me for a moment and then they burst out laughing. Tonya reached down, pulled me up on the couch and kissed my cheek. "Sweetie that's a nice fantasy; but I don't think there's very much demand for gigolos with miniature cocks."

Kelly giggled. "I don't know, he's got two potential customers right here."

Tonya nodded. "Yes, but the two of us have soft spots for tiny dicked wimps. I'm not sure that frustrated high society wives share our viewpoint."

I looked at Tonya. "Hey! That's not a nice thing to call me." I was grinning at her.

"Sorry." She winked at me. "How about if I change it to tiny dicked pussylickers."

I smiled. "That's much better."

My wife shook her head. "All right Mr. Tiny dicked pussylicker, I'm going to ask you one more time. Where did you learn to do that?"

I thought for a moment and then I said, "I spent the past two months working as a bouncer in a Parisian bordello. The ladies taught me."

Tonya started laughing.

Kelly stared at me. There was a menacing smile on her face. Suddenly she grabbed my nipple and gave it a vicious twist.

I yelped from the pain.

She gave my nipple another twist. "It's not nice to tease your Mistresses. Now where did you learn to do that. I'll let go of your nipple as soon as you give me a straight answer."

"From a story on the Internet." I shouted it out.

Kelly released my nipple.

I sighed with relief.

She kissed my cheek. "I'm sorry baby. Did I really hurt you?"

I rubbed my nipple. "A little." I smiled at her. "But it was kind of fun."

Kelly giggled. "I liked it too." She grabbed my hand and pressed it between her legs. "It made me even wetter."

"Would you like me to make you feel better?"

"Mmmmm very much, but I think we should save that for later. Right now it's our turn to take care of you."

Kelly turned to Tonya. "Tonnie would you like to do the honors?"

Tonya grinned. "I would love to, but you said it's been two months since you've made him cum. Don't you think you should be the one who's doing it this first time?"

Kelly looked at me. "Timmy you're going to have me for the entire evening. Would you mind if Tonnie was the first one to get you off today?"

I smiled and slowly stroked my chin. "Well let me think about that."

My wife raised her eyebrows. "Timmy, you're not trying to tease your mistresses again, are you?"

I slowly shook my head. "Oh no Ms. Mason, I would never dream of doing that."

Tonya was laughing out loud. Kelly and I were both grinning at each other.

Kelly hugged me. "Timmy I've missed you so much."

I kissed her. "I missed you too. It's nice to have you back again." I turned to Tonya. "Ms. Lewis, I would like it very much if you did the honors."

Tonya grinned at me. "Thank you Timmy." She giggled. "I can't wait to get your little dicky in my mouth." She looked at my wife. "Kel, slide down to the end of the couch and sit so you're facing my end of the couch with your knees up."

We both waited while my wife repositioned herself. I little thrill rippled through me when Kelly pulled her knees up, spread her legs and exposed her naked shaved pussy. She was indeed very wet.

"Now Timmy I want you to sit between your wife's legs so you're facing me."

I turned, lifted my feet up on the couch and scooted myself into position between Kelly's knees. As soon as I was settled she put her arms around me and pulled my head back so that it was resting between her large bare breasts.

I chuckled. "I think I could happily spend the rest of my life right here."

Kelly whispered in my ear. "That would be just fine with me."

"All right you two, be quiet! I want your full attention."

Tonya pulled my pink panties off and tossed them onto the floor next to the couch. "I think these will just get in the way."

She pushed my knees apart, lay down on her stomach between my legs and looked up at me. "Timmy you just entertained me with your new trick. Now it's time for me to entertain you with some tricks that I know. I am about to give you my very finest blow job."

"Tonnie honey, remember that he has a little trouble with control. You might want to give him the abbreviated version."

Tonya nodded. "Thanks Kel, that's a good idea."

Kelly whispered in my ear. "Timmy, Tonya is very good. When I first started working as a hostess she gave me a little course on how to give a blow job. Baby it was like going to cock sucking graduate school."

Tonya grinned at us. "Timmy your wife has surpassed her teacher. She is now the master. I think she could write a doctoral thesis on fellatio."

Kelly giggled. "It's always easier to learn when you're doing something you enjoy."

Tonya stared at me. "Timmy you're wife and I are both professionals." She paused. "I guess I should say that your wife was a professional."

I thought I detected a hint of sadness in Tonya's voice. She obviously felt bad about losing Kelly as a coworker.

Tonya smiled at me. "I am very experienced and very skilled at giving head. I know every trick in the book, but I'm just a craftsman. Your wife has become an artist."

I looked at Tonya. I had to ask. "You're sad that you won't be working with Kelly anymore, aren't you?"