How I got introduced to anal on me (M)

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Long story… I had a fuck friend we will call her Tammy. We worked together and one evening at a team building event at a bar after work on a Friday a large group of us were having drinks. It was about 830, and we had been there since 430 and everyone was getting pretty drunk. I announced I wad going to leave and was saying good by, Tammy’s friend Robin came up to me and told me that I shouldn’t head out to quick, and that I should wait for Tammy. She had the hots for me and tonight she would be a fun lady to take home. I met Tammy outside the bar and asked her about Robin’s opinion that she had the hots for me. She rolled her eyes grinned and then smiled sharing that she loved my sexy body and would love to get naked with me.

That was all I needed to hear. We quickly left and headed back to her place. We started kissing before the door even closed. Taking our time we slowly kissed and groped each other. I removed her shirt, bra and pants to reveal a tight pink thong with a wet spot so wet my fingers could feel through her panties. When I rubbed her pussy she moaned and dropped to her knees pulling my cock out of my pants and without hesitation she took me throbbing cock into her mouth. She hungrily slurped and sucked while gently moaning. I talked her into gonna her room to get .ore comfortable. As I lay back on her bed, propping my head up on a few pillows I watched her in a mirror as she sucked my cock, that wet pussy getting wetter as her panties had a big wet spot. She started to pick up the pace stroking and sucking me telling me she wanted to taste me. She did her best but I don’t usually cum laying down nevermind from oral alone. She was getting tired so I got up and she layer on her stomach. I moved in behind her and pushed my Rock Hard cock up against her wet pussy, still covered by her panties and asked her if she wanted to fuck. She was hesitant but after a few minutes of my cock pushing against her mound and pussy opening she agreed. I didn’t hesitate to even take her thong off. I slid her soaked panties to the side and a string of her cum was stuck to her panties, and her lips were good and swollen. I slapped my cock on her tight little asshole and asked her if she wanted my cock. She arched her back making access to her horny pussy and I got off her and had to taste her wet pussy. She was so wet with thick pussy cum, I lapped up as much of it as I could with a few good licks and proceeded to get in behind her again this time pushing my cock against her pussy. I could feel her starting to clench and relax as I slowly pushed into her, teasing her not allowing her to push back onto my cock. As I teased her and after a minute or two thrust quickly into her about half way and pulled out quickly, she started to cum. Her legs were shaking and she squirted a bit after I pulled out. This was way to hot, as she quivered and shook I slowly penetrated her all the way balls deep and grabbed her hips. I gave her slow deep strokes slowly building speed as my hips slapped against her ass. It felt so good, raw dogging a sexy work slut with nothing but time. She came again, this time almost jumping off my cock. I flipped her over and pushed her legs back to her shoulders and started fucking her hard, slamming my cock inside her pussy with fast hard in strokes and slowly pulled put again to slam quickly back in. She told me again she wanted to taste me, so I asked her if she wanted to be a good girl for me as I pounded her. She nodded yes and I asked her again slamming into her, this time telling her to tell me she is a good girl. I asked her are you going to be a good slut and make me cum. She said yes. I told her when I’m going to cum I want you on your knees and I want you to suck every drop of cum I had for her. Then I asked are you gonna be my good little girl. She said yes I want to taste your hot cum. That threw me over the edge and I told her good girl come here as I pulled out of her pussy squeezing my cock as I was trying to gold back the biggest orgasm ever. She spun around and I loosened my grip as the first stream of cum hit her mouth, she quickly grabbed my spurting cock and put it I her mouth. Tickling and stroking my cock as she gently tickled my balls she sucked each burst of cum into her hungry mouth and swallowed each drop. I shook and almost fell over it was so good. She smiled and asked if I had fun. I smiled laughed and said that was tye best sex I’ve had in a long time.

I asked her if she wanted to go for round 2. She was totally in. She mounted me in 69 position and lowered her swollen wet pussy on my face while she worked my cock back to full hard again. I was watching her gorgeous ass as I enjoyed her sweet pussy and the amazing blow job. I grabbed her hips and tilted them towards me to get a lick of her gorgeous asshole. I asked her if we could do anal. She said yes but only if I get to try anal on you. I was so drunk and horny I said we can try but if I let her play with my ass she has to let me fuck hers. She agreed and she told me to relax as she continued to suck me she started to tickle my ass lightly with her fingers. She slowly moved down my cock to my balls where she sucked and licked them until they were sucked up tight to my body. Then she kept going downward and licked my taint area slowly working up to my balls and back down. She licked her finger and tried inserting two into my ass. It was t the most pleasant but I knew if I let her play with mine I’d be fucking her tight ass after she was done. I moaned and did my best to relax she had a grin and slowly stroked me while fingering me with 2 fingers. She stopped reached into her bedside table and pulled out a dildo ? and some lube.

I told her to wait a second and she asked of I was going to be a good boy for her, reminding me that if I let her play with mine I could fuck hers. So I agreed. She lubed up her toy which was much bigger than my cock and she placed the head of the dildo against my ass as she continued to stroke me. She tried to get her dildo inside me but I wad so tense nothing could get past my ass. So she stopped stroking me and told me to push out a bit while she continued to put constant pressure against my hole. It eventually slipped in and I jumped as it hurt a fair amount. She pulled her toy out and told me again to just relax. She tickled and massaged my asshole a bit more before trying her toy again. This time the toy went inside without any pain. She slowly worked her dildo in and out of me and started to stroke me again. It felt heavenly and I relaxed as she continued to pleasure me. Within a few minutes I was gonna cum now for the 2nd time with her. I told her to slow down that I wanted to fuck her now, but she convinced me to keep going telling me this was so hot and she wanted to see me explode again. I relaxed and let it happen. I started to get goose bumps and tense up. She picked up the pace, I could tell my ass had a tight grip as she struggled to thrust harder and faster while stroking me. I yelled I’m going to cum, she stopped stroking me and drilled my ass with her dildo using both hands. I came on my chest and face leaving a load twice as big as my first orgasm all over myself. She smiled and giggled as I came. She slowly pulled her dildo out and kissed my cum covered face, working down my neck and sucking my cum off my chest and kneck. As my cock softened she climbed into her bed with me and we quickly fell asleep her cuddling me. This was the beginning of me becoming addicted to anal on me. More to come later…..

NSFW: yes

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