Where it happened: motel
Langauge: English
Sex: Male
Rating: 5
Category: Straight
This story is about my first time making love with a co-worker. She was in her twenties and me in my fifties, so lots of age difference. She was in training and I was her trainer. Janet and I had been working out of town together off and on for several months. We’d usually get rooms next to each other and usually spend some time at night going over the day’s work and planning for the next day. One night when we were talking she complained about her back hurting so I started rubbing it for her. She told me how good it felt so I kept rubbing for a while. The next night I asked if she wanted me to rub it again, and she did, so I asked her to stretch out on the bed on her tummy so I could rub it better. After a few sessions of this I convinced her that if she took off her pants and top I could give her a full body massage. She kept on her panties and bra but I’d unhook the bra when I massaged her back. She’d let me massage all the way up her thighs but I couldn’t remove her panties or touch her pussy. Sometimes when I rubbed to the top of her thighs and brushed her pussy she’d tell me that was far enough but she was nice about it. She was the same way about her tits, I couldn’t touch or uncover them. I enjoyed giving her massages and admiring her very nice body as much as I could see. Of course I’d usually have a boner but she didn’t say anything or do anything. One night after giving her a massage she went to her room and went to bed, and I did the same. We had pass-thru doors between the rooms and I always left my side unlocked. Later during the night she came in and woke me and said that her legs were cramping really bad and asked if I would rub them. I rubbed them for a while relaxing her until her legs stopped cramping. She had on a T-shirt and panties and no bra. She lay on her back while I rubbed her legs so I could see her perky nipples through her T. I raised her legs up and down exercising them and could see a pretty good outline of her pussy. I laid one foot in my lap while massaging the other leg so I know she could feel my boner. I was sleeping in my boxers and didn’t bother to put anything else on when she woke me. Finally she relaxed enough to go to sleep, still in my bed, so I turned out the light and slid in on my side. Before daylight I awoke and she had her backside snuggled up against me and my arm was around her with my hand cupping her breast. My boner was out of my boxers and poking her in her butt. I smiled to myself and pretended to be asleep, wondering what she’d do when she woke up. In a little I could tell she was awake because her body sort of jerked and then lay very still. She reached her hand around to see what was poking her in the butt, and realizing my cock was out of my boxers, she felt it and softly began to rub it. She didn’t try to dislodge my hand on her boob either so I very softly began to massage her boob while she rubbed my cock. I could feel her nipple harden and I brushed it lightly with my fingertips. She turned over toward me then with a smile and asked me what I thought I was doing. I told her I wasn’t sure but that I must be dreaming. I began kissing her then and pretty soon I was working on her nipples with my tongue and she was still rubbing my cock and balls. I pulled her over on top of me and lifted her top off and seriously began to work on her boobs with my lips and tongue. I shifted so that my cock would rub her pussy through her panties. She began moaning and moving her hips against me. I knew from our conversations that she wasn’t a virgin but that she hadn’t been fucked very much either so I knew she’d be tight and I didn’t want to rush her. After a bit I slid one hand down between us and eased it in her panties and down to her pussy. She was wet and open by this time and I found her clit and began to circle it with the tip of one finger. Then I slid her panties to the side and let the tip of my cock rub her clit. I could tell she was ready so I began to stroke in and out of her pussy with the head of my shaft, and gradually worked it all in with slow, gentle strokes. Then she began to hump me faster and faster and on every stroke I plunged as deep as I could in her. She moaned louder and louder and finally had a huge orgasm and then collapsed on top of me. I slowly stroked in and out since I hadn’t come, and after she rested a minute, she slid down and began to suck me. It wasn’t long before I dumped a huge load down her throat. Then I held her and cuddled her until time to get up for work. Wow! What a way to start the day!
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