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When I (35M) helped out a virgin (18F) explore and gain experience.
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I'm older now but this happened when i was 35 years old. I used to travel a lot for work. At one point I found myself in Minneapolis for 3 months. Naturally, I got on Tinder to look for a local girl to play with. One of the first girls I saw one the app was a beautiful African American girl who wanted to make new friends. I was surprised when I matched with her and we began texted to get to know each other. She said that she was a virgin and was soon leaving for college, but felt like she needed to gain experience before she left. I was happy to help. She didn't want to have sex as she wanted to save that for someone she was in a relationship with, but she wanted to practice giving blowjobs.

The next night she was knocking on my hotel room door and she was as cute as her pictures. She stood about 5'2" with a tight body and a thick head of braids. I welcome her into the room and realize she's a little nervous, so I try and make her feel comfortable. I reassure her that we don't have to do anything she doesn't want to do. She leaned into me and pressed her body against mine. I hugged her and went in for the kiss and she said she wasn't comfortable with that yet. I said okay and kissed her neck while gently running my hands up and down the side of her body. I can hear her heavy breathing and her hands wondered down to my penis. I start caressing her breasts and sliding them down to her ass to get a full firm grasp. making sure my finger slightly rubbed her pussy through her pants. She really liked that. I ask if she wanted to try giving a blowjob and she said yes. I took my clothes off, she took hers off, and I don't need to tell you how perky those 18 year old tits were. Amazing. I laid down on bed and told her to take her time. She laid down perpendicular with her face close to my penis while she stroked it. She was just looking and stroking for a bit, I'm not sure if it was nerves and just first time seeing one in person. The sent placed my head in her mouth. I let out a moan because the anticipation was great. She started sucking and the furthest she went was about halfway. I made sure to moan to let her learn what felt good. When I was ready I said I was going to cum and asked her where she wanted me to cum. She just kept going and I came right down her throat. I couldn't believe it was her first time. She did it three more times that night as she insisted.

I asked her if she wanted me to eat her pussy and she was happy I asked. She laid back and I placed my mouth an inch away from her pussy. My hands were wrapped around her legs and I was just letting her feel my breath. I saw her pussy getting wet before I touched it. I gently kissed her inner thighs and I ran my hands all over her body and making sure to play with those beautiful tits. Slowly, I insert my tongue at the bottom of her wet pussy and drag it up to the top while still slightly inside. She let out a loud moan and her back kicked up, but I grabbed her thighs and held her in place. I spend some time sliding my tongue in and out, and around her pussy lips while gradually getting firmer. I work my way up to her clit and begin licking it while inserting my finger inside her pussy. By this time she was going crazy. I place my lips over her clit and gently suck and lick at the same time and still finger her, then her legs begin shaking as she cums all over my face. I hold her legs firm and pull her onto my mouth and make her cum hard. She wanted me to do it again and I did. At the end of the night we talked about her schooling and life a bit, then sent her on her way back home.

The next day she texted me again and asked if we could do it again the next night, of course I said yes. But she said she wanted to try anal, but only anal as she didn't want to lose her virginity to me. She asked me to pick up lube and condoms and have them ready. When she came to the hotel that night she looked as beautiful as the previous night, but she was much more relaxed around me. She gave me a hug and began kissing me while saying she was thinking about this all day. While kissing I pick her up and place her on the bed, take off her clothes and eat her pussy to warm her up. She came just as hard as the previous night. She jumped up and took my penis out and began sucking me off with a lot of enthusiasm. She asked if I picked up the lube and condom, and placed the condom on and put lube on my penis. She got on all fours and her ass was just as perky as her tits. I had to pinch myself to make sure I'm awake. I put a little lube on her asshole, and slowly work my penis inside. it took a while but i wanted to make sure she was alright. I got halfway in and started gently pumping. She was moaning as if she was in pain and pleasure at the same time. I checked in with her and she said to keep going. I fucked her ass in doggy for a while, the she laid on her back at the edge of the bed and spread her legs. I was looking down and her tight pussy looked so juicy and i really wanted to fuck a virgin for the first time, but I didn't want to pressure her. I slide my dick in her ass and rubbed my hands all over her tight body. I bent over and kissed her deep while my dick was inside her ass and began whispering in her ear how good her ass felt. I said to her "I want you to cum for me baby. I'm not gonna cum in your pretty little ass until I feel you cum with my dick up your ass". That set her over the edge and she began convulsing. her response made me cum hard.

We were both dazed at this point. We rested and talked for some time. She asked if we can try a 69 and we did that until we both came again. I gave her a kiss and a hug and she left home soon after. I left Minneapolis the next night for what i thought was just the weekend, but work sent me somewhere else. We lost touch soon after but I often think of those nights when masturbating.

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6 months ago