Paige
I was newly single at the time and was using multiple apps trying to hook up. Most of the girls on the apps were either fake, overweight or wouldn't respond. I started using Facebook dating instead. Almost immediately I started talking to a girl name Paige. Paige was in her mid 30s, dyed blonde hair, brown eyes, petite and super cute. Paige and I chatted for a few days before we made plans to meet up. Paige asked me to meet her at a hotel about an hour from me. I thought for sure we were just meeting up for sex. I headed to the hotel the next day and messaged Paige. She asked me to meet her down at the restaurant by the lobby. I took a seat and waited for almost a half hour. I messaged Paige and never heard anything. I gave it a couple more minutes and was just about to get up when she messaged me. She told me if I was still at the restaurant, she would be right there. She came walking in a few seconds later. She had her hair back in a ponytail, looked like ahe just woke up and had on a pair of blue jeans, a sweater and sandals. Definitely was expecting her to be dressed up a bit more. She came up to me and hugged me and apologized profusely. She asked if maybe I would want to go to the room instead as the restaurant closed in less than an hour and I said sure. We slowly made our way towards her room and talked along the way. As we got to her door, she told me she needed to let me know a couple things. She said she was actually living in the hotel currently as she was going through a divorce. She also told me her 5 kids were living in the hotel room with her too. She asked if I wanted to still hang out and I said yes, she was still really attractive. We walked inside and a couple of her kids were on the bed watching TV and the others were in the attached room. Paige had her oldest come over and she gave him some money out of her purse and told him to take the others down to the pool and play video games. The kids all packed up and headed out. The bed in the main room was covered in toys and clothing. Paige asked me to help pull out the hideaway couch. After it was out she went and grabbed and extra blanket and pillows. She invited me to join her, so I did. We ended up propped against the back of the couch and found a movie to watch. Paige came over and cuddled up with me. She really didn't move from laying her head on my shoulder for about 20 minutes. When she finally looked at me I decided I would try and make a move. I leaned in and so did she. We ended up kissing for a while and then I started to make my way up under her sweater. Paige stopped me and asked if I had brought protection and I said I had not. Paige let me know she was not on birth control and she felt like she was super fertile. We went back to kissing and I snuck a hand up under her bra. Just then the door unlocked and we had to stop. Her kids came back in and she had to go and get them put to bed. She was gone for quite a while. I was getting kind of bored and was thinking of heading out. She came out and let me know her youngest was taking longer than usual to put down for sleep and told me she would understand if I left. I told her I would hang out for a while longer and she left again. About 15 minutes later she came back and joined me on the bed. She apologized again to me and we cuddled up again. She went to lean in and the kids came out of the room. She went and woke up the oldest and told him to get them to bed and not come out. Once she finally came back it was close to 10 pm. I had laid down and got comfy at this point. She came under the covers and laid her head on my chest. She told me kind of just wanted to talk for a while now. I was getting frustrated with this woman. She told me she was going through a rough divorce and she had only ever been with her husband. She told me I was the first man that she had met with off of Facebook dating. Our conversation went on until close to midnight. She asked if I wanted to stay the night with her and I told her I did have to work the next day which was true. I was honestly just ready to head out. She told me she understood and told me she was happy we got to meet and that she thought I was absolutely handsome. I told her I thought she gorgeous. She asked me to hang out a little bit longer and I agreed. She cuddled back up with me and asked if I found her attractive, I said I did. She then started to talk about her ex and how he never wanted to have sex with her anymore and about how boring of a sex life they had. I decided to play along and asked what she meant. She said her ex only ever wanted to have sex missionary with her and she never even came from it. I said that I was sorry to hear that. I asked if he had ever went down on her or just missionary. She said no he only ever wanted missionary sex until he came. I took my chance here and told her I would go down on her and make her cum if she wanted. She looked up at me and had a smile on her face and asked if i was serious. I didn't say anything and just got up. I started to undo her pants and she grabbed my hands. She told me she was nervous her kids would hear. I told her she could bite the pillow or moan into it. I undid her pants and pulled them off. She was not wearing any underwear and had a smell little patch of hair above her pussy. She seemed super nervous and I honestly believed she had never had this done. I had her spread her legs for me and I went right to work. I licked up her thighs and all around her vagina before I licked her softly. She jumped at the feeling but settled back down. I then spread her lips and began to lick her clit. She jumped again and made a surprised sound. She grabbed the pillow and bit down on it. I started to lick her clit and slowly worked my finger inside of her. She literally took no time at all before she came. She moaned somewhat loud into the pillow the whole way through. She caught her breath and told me that was amazing. I started to lick her again and she pushed my head away, I'm guessing she was too sensitive. She ended up pushing me back and undid my belt and pulled down my pants. She pulled them down to my knees and then my boxers. She wrapped her hand around my dick and started to stroke me. She told me I had a big dick and she really liked it. She asked if she could suck on it and I said yes. She told me she had only ever given one blowjob in her life and apologized in advance if she was terrible at it. She wrapped her dry lips around me and started to stroke me. She didn't really move her mouth at first. When she started her lips were super tight and dry. I told her to try and spit on it or lick her lips. She did spit on my dick a couple times and went back to sucking with her lips pressed super hard together. I laid there and tried to enjoy it but honestly it was terrible. I tried to give her some pointers but it didn't help. I asked if she wanted to have sex instead. She pulled her mouth off of me and apologized if it wasn't very good. She reminded me again she wasn't on the pill and got pregnant super easy. I told her I would pull out when I was somewhat close and she agreed. She laid down on her back and spread her legs. I moved over between her legs and pressed the head against her pussy and slipped inside of her. She was super wet and fairly tight. I slipped inside of her slowly and was fully in after a couple strokes. She gripped my arm and said to go slow as she wasn't used to someone my size. She pulled me down to her and we started to kiss as I made slow and deep thrusts inside of her. She was moaning softly as we kissed and seemed to be loving it. After a few minutes I pulled her legs up to shoulders and her eyes got super wide. She told me I was so damn deep but it felt good. I gripped her legs and started to fuck her deep like this. I built up speed until I was slamming into her. It was actually quite noisy but I don't think she minded one bit. She had her nails dug into my arm as I pounded her deep. She told me keep going as she was going to cum. She grabbed her pillow again and let out w muffled moan into as she came. Once she was done I flipped her over into doggy and pushed back into her. I gripped her hips and enjoyed watching my cock go in and out of her. I really stated to slam her, with my balls slapping against her ass. I pushed her head down into the pillow and she was basically screaming as I fucked her hard and deep. I eventually pushed her down flat still inside of her and kept fucking her deep. She really moaned in this position and told me I was so deep again. It was only a short time later she screamed into her pillow again and came. I asked if she wanted to get on top and she said sure. She sat ontop of me and put me back inside of her. She just rocked back and forth ontop of me. I pulled her down to me and gripped her ass. I started to pull her ass down and slammed up into her with each movement. She got the hint and started going on her own at that pace. I felt my balls start to get a little tight and told I was close. She told me she really wanted to keep going but also didn't want to get pregnant. She rode me a for a couple more seconds and then hopped off. She asked if I would want to go to the store quick and grab some condoms and come back. She said she really wanted me to cum inside of her. I was sitting there close to cumming and it kind of ticked me off but I agreed to it. I got dressed, drove down to the gas station and picked up a 3 pack and headed back. She let me in the room and met me at the door with the blanket wrapped around her. She headed towards the bed but i pulled her towards the bathroom instead. She seemed confused but went with it. I gently pushed her in and closed the door. I pulled down the blanket and she was fully naked. I grabbed her tits, which were a nice handful and kissed her. I put my hand on her neck and lightly choked her while kissing. She grabbed my hand and pressed it harder which was a turn on. I flipped her around and bent her over the sink. I got down behind her and ate her pussy from the back. She let out soft moans for me and gripped the wall. I then stood up dropped my shorts and rolled a condom onto my cock. I pressed in from behind her. She grabbed the hand towel off the rack and bit down on it as i worked my way inside of her. Once in I started to slam her hard as she braced herself against the mirror. She was giving me this super sexy look in the mirror and it didn't take long for me to get close again. I came super hard while slamming her deep. I pulled out and the condom tip was full. I pulled the condom off and she grabbed it and tossed it in the toilet and flushed. She told me that was fantastic. She then asked if I wanted to stay the night with her. I said if we could use the other two condoms I was down. She was surprised and asked if I was serious and I said yes. We both got cleaned up some and headed out to the bed. She cuddled up with me and laid and talked for a little bit. It was close to 2 am when I initiated sex with her again. We started to kiss and i was rock hard again. I got between her legs and was about press in raw. She stopped me and told me to put on a condom. She told me she didn't want to risk it. I rolled a condom on and pushed inside of her. We started out slow and kissing and it eventually ended with me pinning her down and pounding her pussy. We had sex for over an hour the 2nd time. She came 2 more times and I came in the condom. We kissed for a while and then she fell asleep on my chest. It was close to 6 am when I woke her up by playing with her pussy. We kissed as I fingered her to another orgasm. I rolled the condom on and had her get ontop. She rode me really good this time and I slammed up into her quite hard and loud. She ended up cumming quite hard and moaned through the pillow. I was starting to her close when we heard the door open up. She hoped off quick and laid down next to me. One of her kids came out to use the bathroom. He walked in and closed the door. I scooted over behind her and pushed back inside of her. She put her hand back on me seemed a little upset but her hand eased up as I started to pound her. I was super close when the door opened up and her kid walked out. He walked up to us and asked her come in the room with him. She told him to go back to bed and she would be right in. He went back in and closed the door. She told me she should get up with him or he'll come back out. I just scooted closer to her and put my dick against her pussy. She looked back at me with a sexy look. She asked if I was close again. I pressed against her slightly and she pushed back against me slipping me inside of her. She said I'll take that as a yes and then told me I would need to cum quick. I gripped her side tight and slammed hard. I came a 3rd time inside of her and I was out of breath. I pulled out and rolled over. She grabbed my my boxers off the floor and tossed them to me. She told me she would text me and gave me a little kiss on the lips. I put on my boxers and she stole the sheet and headed to the bathroom. I got fully dressed as headed out. I tossed the last condom in the trash on the way out the hotel. Headed home and only got a couple hours of sleep. Paige messaged me a couple times to meet up but I wasn't really feeling it. She was super inexperienced and I wasn't a fan of condoms either.
