Seeing Nichole Again

Seeing Nichole Again

Hello all. My name is Matthew and this is another true story about me and a shemale friend of my best friend Latisha named Nichole. The events of this story occurred last night in late December 2022. If you have read the other previous stories, you would know about me and my friend Latisha and my experience in discovering that I seemed to like giving blowjobs. Well at least I liked sucking one cock. The other blowjobs I had given were bad experiences and I was not especially thrilled at trying to suck yet another cock. But my friend Latisha had promised that she would get me to spend some time with her only shemale friend Nichole. I did meet Nichole (see the story "Nichole") and we got along so well that Nichole secretly gave me her number and promised to teach me to be a better cocksucker. Finally I got a text from Nichole telling me that I should, "be ready to suck cock and she would text me soon." I got her text last weekend and this is when I met Nichole again.

The text told me simply to be at her house that night at 7 pm and be ready to suck her cock. I was thrilled so at 7 pm sharp I was knocking on her door! I still cannot believe that I am THRILLED to suck someone's cock! I am literally going over to another person's house in the hopes I am going to suck a cock and swallow some cum! ME! A grown man!

Anyhow, I was a little surprised as this time Nichole was dressed as if she were ready to go out. She had a tight blue short dress on, a shiny necklace around her neck, a white jacket around her dress, black stockings, and shiny black pumps on. Her hair was all done in beautiful blonde curls. Still she said hello in a cheery voice and said, "So Matthew... let's make you into a great cocksucker, yes?" I immediately agreed with her.

She poured me a glass of scotch and explained that I should do exactly what she told me to do as she unexpectedly had to leave in a short time so we had no time to waste. So when she told me to, "Drink," I swallowed the scotch in one gulp. Then she ordered me to get completely naked (which I did). Then she poured me another glass of scotch and, once again, ordered me to drink it. After I swallowed the second scotch the effects of the alcohol were just beginning to wash over me.

She lifted her skirt exposing some soft blue panties and ordered me to kiss her already hardening cock. I kissed her cock on the left and on the right of her shaft. "Take that fucking cock between your teeth," ordered Nichole. So I playfully bit her shaft through the cotton panties. I was about to tell her something and just barely got out, "So, Nichole..." but she interrupted me and ordered, "I want you to shut the fuck up and suck my cock," as she pulled down her panties exposing her hard cock right in front of my face. I gladly opened my mouth and put my lips around her cock so her cock was maybe three inches in my mouth but Nichole immediately wrapped both hands around the back of my head and pulled my head forcibly into her body so I swallowed all of cock. Then she worked my head back and forth and back and forth and her cock hardened more and more until she was fully hard and she was eight inches long and nicely thick. She pulled her cock out of my mouth, let me breathe and said, you need to gain some stamina and learn how to hold my cock deep in your throat for an extended period of time. Then she pulled my head hard into her body until all 8 inches were in my throat and my lips were against her pubic area and held my head there hard and said, "Take it!" I tried to handle it but after a second of this constant holding her dick 8 inches in my throat I gagged out sound which only came out as:

{Uullchkkk!}

Nichole, pulled all the way out, let me breath then forced her cock all the way in and held it there for 5 seconds as I gagged again then pulled out all just one inch then pushed all the way in then in and out and in and out the last inch of her cock then finally pulled all the way out and let me breathe deeply. When I caught my breath I started to suck her cock in and out (grateful that I was not choking on all 8 inches again) as Nichole said, "Mmmm that's the way I like it Matthew."

"Looks like you are ready for me," Nichole said as her cock went in and out of my throat and asked, "You like sucking cock?" "Mmm-hummm," I mumbled with her cock in my throat. I was really enjoying Nichole's cock right then when she asked, "So, how's that feel?" Before I could answer she started to forcibly make me take all 8 inches of her cock in and out of my mouth then asked, "Are you having fun?" Her cock was going so deep in my throat I could not answer. My throat was making a

{ulck...} {ulck...} {ulck...} {ulck...} {ulck...}

sound every time Nichole stroked into my mouth and she said, "You love it!"

{ulck...} {ulck...} {ulck...} {ulck...} {ulck...}

"Now SUCK!"

Nichole pushed her cock all 8 inches into my throat and held it there again and said, "Show me what you are worth," and held her cock all the way in for 5... 6... 7 seconds then pulled out as I gasped for breath!

As I still gasped for breath Nichole said to me, "Don't disappoint me cocksucker. I know you are good and can get better! Show me you want to be better at sucking cock and I will give you a big load of cum tonight!" I was a little intimidated but I wanted her cum so badly!

Right then she moved to the couch, pulled her panties all the way off, and lay down on her back while spreading her legs and asking me, "Kiss me." I moved to her and sat on the couch between her legs and began to kiss on and around her pelvis as she moaned softly. Then she asked me, "Matthew, are you a good cocksucker?" I answered, "Yes, I am." Nichole said, "Then show me."

She grabbed the back of my head with both hands and pushed her cock between my lips then forced my head all the way down on her cock. 8 inches does not sound like a lot but when you are a guy, have only given 6 blowjobs in your whole life (and all relatively recently), and have little experience at deepthroating, then an 8 inch cock 5 1/2 inches in your mouth and 2 1/2 additional inches into your throat... it is NOT EASY!!! I was trying to handle it. Really! But it was hard! When all 8 inches were in my mouth and throat she held my head motionless with her hands and started vigorously rocking her hips up and down so the last 3 inches of her cock worked in and out of my mouth (and throat) quickly. In this fashion I never had any less than 5 inches of Nichole's cock in my mouth and at most, all 8 inches. She was working my throat this way fairly quickly. She would go in and out this way about 8 repetitions and always finish by forcing her hips fully up and holding them there for 8 seconds with all 8 inches of cock buried in my throat. Finally she would let me fully gasp for breath. And gasp I did! Then, after I recovered my breath she would start over again. Nichole was loving it and would moan, "Oh yes! Suck that cock," as I was taking her big dick in and out. I was struggling. I would make the same              

{ulck...} {ulck...} {ulck...} {ulck...} {ulck...}

sound as she worked her cock in and out of my throat and when she got to the part where she held all 8 inches in me for 8 straight seconds it caused my mouth to generate too much saliva to contain and it would drip all over the couch!

After Nichole had performed this series of steps maybe five times over, I was beginning to get dizzy and wonder what and why I was doing this when Nichole let me up and stopped forcing me and let me simply suck her cock. As she moaned softly, since there was no pressure on me to 'perform', I enjoyed giving her a blowjob right then.

After five minutes or so Nichole ordered me to get on my hands and knees facing the couch. So I did. Nichole caressed me a little and told me I was doing well so far. Then, without warning, took one of her fingers (which was warm and wet), worked it into my asshole and worked her finger around inside me. I was VERY surprised and it felt strange but not horrible and I dared not say anything as Nichole played with me. Nichole asked me, "Matthew, you like my cock don't you?" Still with her finger squirming inside me I answered, "Yes Nichole... I love your cock." "You are a pretty good cocksucker Matthew and will soon get much better. I think I am going to teach you how to take my big cock in this tight asshole! You are going to love it," she said as she worked her finger as deep as it would go. "And you know what else, Matthew? I think I will introduce you to some of my shemale friends too! If you like my cock then you will like my friends' cocks too! Now get up here!"

Nichole pulled her finger out of my ass and guided me to lay down on the couch the long way as she sat on the armrest nearest my head. She slid a pillow under my head then forced her hard cock back into my mouth again. I was still in shock about her announcing that she planned on fucking me (something I had NEVER done and had no desire to do) as well as introducing me to her shemale friends but her cock sliding in and out of my mouth felt good. I kept sucking her cock as she kept encouraging me by saying, "Good job. Keep sucking Baby," when her cell phone buzzed.

Nichole did not miss a beat. She picked up her cell and looked at it as I kept sucking her cock in my upside down position. When she set her phone back down she said to me, "So it looks like we have about three more minutes Matthew. Let's see if you want some cum bad enough to make me blow my load in three minutes!"

I DID want her cum! BAD! I started sucking her cock deep and quicker. Only a minute later she pulled her cock out of my mouth and said, "I am going to cover your face with a huge load of cum," and began stroking her cock fast!

I bent my head back and opened my mouth wide!

In only seconds, Nichole moaned, "Uhhh...... uhhhh...... uhhhhh.... Uhhhh... uh, here it cums!"

Nichole started to cum and moaned, "Uhhh," every time she shot a load of cum and because she was looking up at the ceiling when she was cumming, she shot the first three loads on my chest and shoulder. I was PISSED! But the next three shots landed on my lips, in my mouth, and on my right cheek!

"There you go Matthew... now swallow it," she said looking down at me with my still open mouth.

And I eagerly swallowed what cum landed in my mouth without a second's hesitation. In fact I greedily swallowed what landed in my mouth! Then I used my finger to scrape some of the cum I could see on my nose and lips so I could suck that off of my finger and swallow that too! It had a nice taste, a little salty, thick and gooey and sticky. I loved the feeling of it sliding down my throat! Swallowing what little of Nichole's cum right then convinced me right then that I wanted to swallow more!

When Nichole finished and composed herself for a minute, she immediately said, "Matthew, I am sorry and I do not mean to be rude but I must leave immediately." She was gathering her purse and fixing her makeup as she dressed and spoke to me so I got dressed as well. She went on quite sincerely, "Matthew, you really are an enthusiastic cocksucker but you really need to improve your deepthroat skills."

My heart sank. I felt I had failed somehow even though I really tried and felt Nichole was a little rough. But my attitude brightened when she said, "Matthew, how would you like to swallow more cum on your next visit?" I responded by telling her, "I would like that very much," but said nothing else as I felt she was about to explain it to me. And she did!

"Matthew, next time I text you to come over, I am going to have one of my friends Kali over at the same time. She is... uh... like me and we know each other well! Her cock is nice and about the same size as mine. She is cute and nice. You will like her. You will be here a little longer next time because Kali and I will be giving you deepthroat training. By the time you leave next time you will be MUCH better at deepthroating cock. And if I had to guess, you will be swallowing several loads of cum too! Four loads maybe??? Maybe even more... it depends on how long it takes you to learn! Have you ever had a cock so deep in your throat that when it cums you can't even swallow... the cum is just shot right down your throat??"

"Uh, no, I guess not, "I said quietly.

"Well you will learn to do that too Matt! Practice on a dildo if you can!! You will need any help you can get, "she smiled. "Now we have to go!"

We both left in separate directions with only 'goodbye's to say. I did not know what to think really but as I drove home, aside from many questions I began to form, the one thing I knew for certain was that I was getting more and more excited over the whole prospect! I was going to be 'trained' to deepthroat. I was going to give not one but attractive shemales each a blowjob! Wait! Four loads of cum... maybe more! I am going to be there long enough to give at LEAST FOUR blowjobs!! And I am excited about this!!! A cock so deep in my throat the cum is shot directly down my throat!?!?! Why is this exciting to me!!! I vowed to be ready and do the best I could do to learn to deepthroat!

You should have seen the look on Latisha's face when I asked her, "Hey Tish (I am the only one who can get away with calling her that)... we have not used your strap-on dildos in a while... Are you interested in trying to show me how to deepthroat with that long dildo of yours?"

She may have been surprised but she jumped at the opportunity to work one of her dildos down my throat as I knelt before her on my knees and took it deep!!!

Practice makes perfect right?