On Saturday the girl I’ve been talking to (I’ll call her Michelle) was in town and came to visit me. I bamboozled my roommates by telling them my cousin was coming instead though. I let her know my plan ahead of time so that she was in on it. We entered together and introduced her as my cousin, but my roommates were quite high and all their previous suspicions had been lifted since they didn’t think she would play along with something like this. We hung out in the living room area for a bit and did a little bit of kissing which a couple of the roommates caught. We decided to head upstairs after we had sufficiently planted enough doubt in their minds.
As soon as we got upstairs, we got down to business. We made out after not having seen each other for a month so we were both really missing each other. I was incredibly horny from trying to complete No Nut November to the best of my abilities. Sadly I failed midway through the month after we had an intense sexting session, but I held out again until she came to visit. I had a half month of horniness still bottled up so I was ready to go. I bought an extra towel and lube just for the occassion. We set down the towel and started undressing.
Over the past month we talked a lot and I told her I wanted her to be my pillow princess and let me do all the work after showing me such a great time the last time we saw each other. While we were talking, she told me that she had an IUD and had gotten a full STD screening before visiting. She didn’t really like condoms due to the fact that they look weird and gross after being used, so she preferred to go raw dog. I was a bit in disbelief and shock that my second time was going to be full raw dog and I wouldn’t have to worry about anything. I really had to reward my pillow princess for going the extra mile with visiting her gyno before visiting me.
Michelle laid down on the bed as I slowly kissed my way down her body, making a stop at her neck, boobs, stomach, and inner thighs. I teased her a bit by kissing around her clit before finally diving in. I tried to remember all the techniques I used last time since she complemented my oral skills. I went in with my tongue going side to side in a zigzag pattern. Then I transitioned going up and down with the same pattern instead. I alternated some small sucking action between these movements. While this was going on, I wanted to also try my fingering skills.
I started slowly inserting my index finger into her pussy and felt around. It honestly felt a lot different than what I expected after having my dick inside. Her pussy was warm and wet from all of our kissing and oral action. I started doing a curling motion, like a come here sign, with my finger. After finding somewhat of a rhythm, I added in my middle finger. After having both fingers in while also going down on her clit, she really wanted me to be inside her. I wasn’t about to deny her request as a pillow princess.
She was still laying down so I positioned myself in missionary and started thrusting. I was overly cautious about my thrusting after failing quite miserably the last session. Instead of making long deep thrusts, I started more conservatively with quick smaller thrusts so that I wouldn’t slip out. This didn’t feel amazing for me, but it still felt good. I leaned down and made out with her as I slowed down thrusting. I alternated between going faster while holding onto her hips, and leaning in to make out. After going like this for a bit, she asked to switch positions to doggy.
I was still wary of slipping out, especially since it happened with pretty much every thrust in doggy last time. I started off slow and did the same thing with shorter thrusts. Again, it didn’t feel that great, but I wasn’t about to complain since it still felt pretty good and I was having a good time. We stayed in doggy for a long time and I had a good amount of stamina from staying pretty fit. Eventually I tried to take more control and move her hips along with mine so that I could increase the speed of my thrusts.
I realized that this felt better since there was more friction and sensation that my dick could feel along her pussy. I kept going at it while trying to move our hips in sync. I kept increasing our rhythm until we were going pretty fast and kept ourselves at this fast tempo. I finally felt ready to cum and I unleashed the flood gates. My dick kept pumping and pulsating more and more cum into her pussy. After 4 or 5 pulses, I pulled out. I didn’t actually see that much cum so I thought maybe I hadn’t cum that much. We grabbed some tissues and cleaned up a bit. She went to the bathroom to pee and clean up some more. When she came back, she told me that she also thought I didn’t cum that much, but as soon as she sat on the toilet, all my cum just started spilling out of her. If I hadn’t just cum twenty seconds before I would’ve been rock hard again.
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As we were going to sleep, Michelle started feeling me up. I was startled because I thought we were actually going to sleep, but clearly she had other intentions. I’m already blind without glasses and we had already turned off the lights, so I was fumbling around quite a bit. She said that I could experience sex with the lights off for the first time. Honestly it was a lot more difficult to do everything, but I managed to make it work with a lot of help. I went down on her to start off. After warming her up a bit she told me she wanted me inside her. We started off with missionary and she helped guide me in. We started off slow and gradually picked up the pace. I slipped out a few times so we switched to doggy. I went at it for awhile, but she eventually got tired and wanted to stop. We had gone on for awhile and needed to wake up early the next day so we called it a night. We’d have another whole week to have more fun.
Source: reddit.com/r/gonewildstories/comments/rl62jn/update_mf_from_kissless_virgin_to_having_sex_in