The Hot Cheerleader and I Fuck Again, and We Start to Get Kinky [M/F] | 2016

As previously told, I was fortunate enough to hook-up with the hot former-cheerleader, Anna, at my 10-year high school class reunion. I was visiting there for the week after the reunion also, so Anna and I took the opportunity to go on another date. We both knew the first hook-up wasn’t a one night stand or a FWB situation, we were both really into each other and we clicked, amazing chemistry, and we were extremely comfortable with each other in all aspects.

After the first hook-up, there were a ton of explicit text messages sent back and forth over the next few days. She told me how her pussy was sore the day after the backseat, as it was a marathon of sex. We discussed kinks and fantasies and she told me how playing doctor was one of her fantasies, as she once had a cute doctor she had a crush on. Of course, I loved this idea so I put together a great doctor’s costume; I bought a white lab coat, stethoscope, reflex hammer, tongue depressers, etc. And, instead of having Anna play the patient, I bought a naughty nurses outfit costume for her, pretty close to this. (Thank god for 1-day delivery.) I didn’t tell her we were going to play out her fantasy though.

Anna came over to my hotel room the next Wednesday night. She brought a good size overnight bag filled with a change of clothes so she could go straight to work the next morning, as we both had discussed this was definitely happening again before I left for home. When she walked into my room, she immediately began to kiss me, slowing moving her body to conform to mine as we stood in the doorway. I let her in, closed the door and pressed her against the wall. She was wearing some tight jeans and a random blouse that didn’t show too much, as she had just came from work. I picked her up and pinned her against the wall as she wrapped her legs around my waist; we made out like horny teenagers. Why the hell hadn’t we done this in high school when we didn’t live almost 2000 miles apart? I can’t say I have ever met a better kisser or more passionate person. (shhhh, don’t tell my SO. She’s a great kisser too, but I’m being honest here. Yay, anonymity!)

After a few minutes of non-stop face sucking, with some over the clothes groping thrown in, Anna went into the bathroom to change for dinner. I told her I had a surprise for her after dinner and she sarcastically said that she had seen my “surprise” already. I told her no, it was not my dick this time but that was surely to come up later also. ;-)

When Anna returned from the bathroom, she had on a sexy, form fitting black cocktail dress. (Referred to as a LBD as I’ve been told – hers looked similar to this) She had all the right curves to rock a dress like that. I was excited to have this beautiful woman on my arm as we went to dinner. We had dinner reservations at a nice sushi restaurant, where we split a bottle of champagne and then a bottle of wine. I noticed as we entered the restaurant and throughout dinner that every guy in the place checked Anna out; she was smoking hot in that dress. Wow, did this excite me; they could look all they wanted, I didn’t care because I knew who’s bed she would be in later. By the end of dinner we were both buzzed pretty good and we agreed that then was the perfect time to retreat to my hotel room.

Once back in the hotel room, we started making out heavily. I pinned her against the wall again, and while kissing her neck, slowly slid my hand up her inner thigh. She attacked me with her lips in excitement as I pulled her panties aside and felt her wetness. I was teasing her with the tips of my fingers at this point and it was driving her wild. Her sex drive has only been matched by one other woman I’ve been with, but that story comes at another time.

Anna wanted to be ravished, as she loved it when I was in control and telling her what to do. She was a submissive and really felt comfortable in that role, and I had no problems taking control. I told her to stop and strip out of the dress; she stayed standing in the middle of the room as I positioned a lounge chair for a show. I made her go slowly, watching every curve of hers move as she slipped the dress over them. She was wearing a lacy black bra (like this) and matching thong (like this, back view) (question for the readers - do you like the links to the visual examples?)

Once out of the dress, I had her stand there for a few minutes; it was driving her up the wall she wasn’t allowed to touch me or herself at that time. Her wetness was starting to show through the panties. I had her approach me and mount me for a lap dance on the lounge chair. She straddled my legs and gyrated her pussy over my crotch. After a while, she turned around and rubbed her ass into my hard cock, slowly teasing it up and down. She grabbed my cock through my pants and started stroking it. She begged me to put it in her. I said no, it isn’t time yet.

I then instructed her to stand back in the middle of the room and slowly remove her bra and thong. She did as told. Then I told her there was a new outfit waiting for her in the bathroom drawer. She was to put it on without asking any questions and return to the main room. She was visibly excited at wondering what it could be. When she was changing in the bathroom, I quickly got naked and put on the doctor costume, with nothing on underneath the lab coat.

A few minutes later, she returned wearing the sexy nurses outfit. Her tits were attempting to explode out of it, and her legs looked amazing in the stockings, which I’ve always had a thing for. And her nice round ass looked great in the tiny g-string. She had the biggest smile possible when she saw me in the doctor outfit. I told her she was my nurse and, as the doctor she had to do everything I instructed. She was game for anything at that point.

While I was still standing, I told her she need to help me examine something on the bed. I had her bend over the bed as I ran my hands down her sides, cupping her ass and stroking her stockings, all from behind her. I wasn’t about to fuck her soon, she had to earn that privilege first. I stood up straight and pressed myself against her back, so she would feel my hard-on under the lab coat. I positioned it to rub between her ass cheeks as I moved. Then, I told her she didn’t look well and that she should lie down for an examination before the next patient comes in. Doing as told, she laid down with her legs hanging off the side of the bed, bent at the knees.

I slowly removed her g-string (I had left a note in the drawer that she was to put those on last, over the garter straps. FYI, that’s a pro tip you can use.) I gently explored her landing strip with my lips and tongue, but never going lower, driving her up the wall with anticipation. I put on my stethoscope, warmed it with my breath and put it on her clit, all the while explaining to her that I was examining her for medical purposes only. I held the stethoscope there, providing some even pressure across the top of her pussy and clit, and then I started vibrating it back and forth. After a few minutes, this was driving her wild. I told her that she seemed to be having convulsions, so I had to take an even closer look. I grabbed a tongue depressor (I bought plastic ones knowing they might go in certain places) and used it to part her pussy lips. I didn’t insert it quite yet, but I just opened her up to spread her lips for a wonderful view. I mentioned that I had to do an internal examination now, so I slid one finger in and started stroking her g-spot. She was already wet and was getting wetter by the second. I started vibrating the stethoscope on her clit with one hand while I fingered her with the other. I can still remember the vivid details of how beautiful and full her pussy lips were, engorged with lust, waiting to grip a thick cock. But that wouldn’t happened just yet, as I wanted her to orgasm first. After a few minutes, she soaked my hand in her juices and she let out the loudest moan I’ve heard; she went into a massive convulsion as she orgasm.

Her juices were running down her pussy and over her ass. So I told her that was not acceptable and I needed to clean up for the next patient arriving soon. I licked all the juices from her pussy to her ass, spending considerable time to stimulate her asshole with my tongue. She was still speechless from the convulsive orgasm and this was sending all new types of sensations through her spine, all she could do was yell “oh” and moan. I finally let her relax on the bed for a few minutes.

Then, she told me she had to take care of the doctor too, as only a good naughty nurse could. As I was still standing, she kneeled down in front of me, pushed the lab coat to the side and started sucking my cock. Sucking doesn’t give nearly enough of a proper description. She was giving me the most amazing cock-worshiping blowjob I had at that point in life. She deepthroated my whole cock a few times, taking it all the way down her throat to where my balls hit her chin. She stroked and sucked for all she could until I finally exploded into her mouth. She swallowed every last drop without spilling any. When I finished coming, she let my cock out of her mouth and told me she was happy she got assigned to work with me that night. I pulled her up to me and gave her a deep french kiss, I could taste my cum on her lips and tongue and she could taste her juices all over mine. And she kept begging for more.

I told her I had to attend to a patient in another room (really needed 15 minutes to recuperate) and I wanted her to play with herself. She was to take the reflex hammer and use it as a dildo while I was gone. The handle was just the right diameter to be inserted, similar to this. Her instructions included taking pictures with her cell phone and texting them to me. She proceeded to lay back on the bed and do as instructed, all the while I was watching from the lounge chair. She started playing with herself as if I was not there, fingering herself, adding some lube to the handle of the hammer and then using it as dildo. Oh my gods was it hot! She definitely knew how to please herself, letting out quite a few loud moans during this self-pleasuring session. She got herself orgasm again. Meanwhile, I had lubed up and started stroking my cock watching her. I grabbed a cock ring (the largest in this set) I had bought and slid that around my cock and balls, helping assure my cock was extremely hard and going to stay that way.

I approached Anna on the bed, but I told her to stand up. She did as told, then I turned her around and bent her over the side of the bed as I wanted to see that ass and legs still in her stockings. I guided myself into her from behind. She praised me and thanked me for finally fucking her, said she had been a bad nurse and needed some discipline. I affirmed she was a naughty nurse and we better hurry up as another nurse might come in. I fucked her hard from behind, slamming my cock into her pussy while I slapped her ass. She moaned with pleasure on every thrust. Her lips grabbed my cock and wouldn’t let go, her pussy and her words were begging me for my cum.

I wasn’t about to come yet though, so I pulled out and flipped her over. I then brought her ass to the edge of the bed so I could fuck her missionary while I was still standing. This gave me a great view of her tits that were still confined to the sexy nurses outfit. As I entered her again, I pulled the outfit down to release her boobs. Her pussy was so wet and warm, it was like putting a warm velvet glove over my cock. I bent over and spent some time flicking her nipples with my tongue, sucking on them, and worshiping her breasts. She loved it, but she wanted to be fucked more.

I continued fucking her, switching her legs from over my shoulders to crossing them, to putting them behind her head (remember how flexible she was in the car?), even was able to hold her ankles out in a complete 180 degree splits. Sliding in and out of her was extraordinary, her pussy felt like every fantasy anyone could ever imagine all rolled into one. And being in that pussy again was just as amazing as the first time. I kept this up for a good 15-20 minutes and I was getting exhausted! But, I wanted to fill that canyon of hers with my cum again, so I focused on kissing her and increasing the tempo of my drives. I was nearing the edge, but for some reason was just not getting there. Finally, she started telling me how much she wanted my cum in her again, and that she loved feeling when my cock would pulse out all the warm cum into her. Those words and looking at her beautiful face was all I needed as I came deeply insider her to our mutual satisfaction.

We fell asleep in each other’s arms while still in our costumes. I was awoke in the morning by Anna telling me that there was an emergency she had to attend to, but she could handle it and I should stay lying down. She still had her costume on, even though it was mostly around her waist, though the stockings were still on. In my fuzzy dream like state, I forgot we had been role playing and it turns out she still was. She said there had been reports of a big cock loose on the hospital floor and she had been called to rectify the situation. While I was still trying to process what the hell she was talking about and getting at, she grabbed my cock, started stroking and gave me another fantastic blowjob. This blowjob was so wet and sloppy, and she was using both hands to stroke me and cup my balls, while also intermittently sucking on my balls, I only lasted about 5 minutes before I blew another load of cum in her mouth. Again, she swallowed every last drop and licked her lips, and quote “Doc, I love the taste of your cum. We need to work the overnight shift together more often.”

Anna and I showered together before she had to leave, which gave me one last chance to worship those fabulous breasts of hers. A few months later, Anna came to visit me half way across the country. She stayed for a week, but that’s another story.

See ya next week, same fucking time, same fucking channel.

Edit- fixed links and a few of the typos