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Two More of my Early Girlfriends

Posted by: Age: 20 Posted on: 0 comments
4 likes 4148 views Category: Masturbation Male-Female Tags: wanking, cum, fingering, fun
When I was 20 I had a couple of girlfriends ............pity I couldn't combine their different charms.....but I learnt a lot about relationships and had a lot of fun......

I had moved away from home to work for a company with several offices in the area and which had a permanent core of staff like me but which also used lots of casual/temporary staff when demand needed it. I worked at one of the smaller offices and one of our casuals was a guy who had retired a few months earlier and he and I always got on well. One time he came into work with his daughter, Linda,, who was 18 and had just finished college. She was attractive and we also got on well so I asked her out and she agreed...The first date I picked her up from outside her home in my car and we went to see a film, all good fun but nothing sexual took place and that was fine. Next time I went to pick her up she text me to say come to the door as she wasn't quite ready, her dad let me in to wait and once he had gone she appeared at the top of the stairs in bra and panties saying sorry and she would be two minutes...very nice I thought. We went for a drink and a pub meal and were cuddling as we walked to/from the pub and all the vibes seemed good. On the way back I stopped in a layby and we kissed and cuddled and I felt her boobs and she was ok with this, next time it was boobs under her clothes and again all was good but she never made any attempt to touch me but we did kiss and cuddle. So here we are in my car and I have undone her blouse/bra and kissed her boobs and she is ok when I undo her waistband. Her pubic hair seemed quite thick but trimmed well at the sides, her cunt is quite tight but I gently slide in two fingers and she responds by kissing me but still not touching me so I put her hand on top of my trousers and she moves it away again but doesn't complain or say anything. I am thinking wtf! is going on, I am hard as a rock and fingering her but she does nothing to me other than kiss. We make out like this for a few minutes, Linda was making quiet noises and I could feel her sort of responding to my finger-fuck but I don't think she orgasmed.... she was just happy, so was I but I was desperate to cum. I kissed her and told her I needed to pee and she said ok, it was getting late so she sat up and sorted her clothing out, I went outside the car and had the quickest wank ever...what a waste of cum falling onto the grass in the darkness with no one wanting to help or even to watch. We had a couple of more dates, all okay I guess but wanking myself off back home or as soon as I was alone was not the ideal way I wanted them to end. It didn't last much longer...we didn't fall out..... just stopped dating. And then I visited a bigger office and met Chris who did admin and was the same age as me, short blonde hair, nice boobs and legs and a bubbly personality with a cheeky smile...she had just come back from holiday after a relationship had ended but I didn't know and didn't ask how strong that relationship had been. She made me a coffee and I joked that I now owed her a drink, she laughed and said yes I did so I asked her out for a date and we went for a pub meal, all very nice and pleasant and she gave me a nice kiss at the end and kinda brushed my crotch with her hand but I couldn't work out whether this was accidental or intended or my imagination. A couple of days later I had to visit that office again and she kissed my cheek when I went into her own office which was quite small and at the end of a corridor. We arranged to go out a few days later after work and we hugged when I left. We went for a drink to a riverside pub and had a bite to eat rather than a proper meal then strolled along the river bank for maybe twenty minutes chatting and laughing. Her parents house was set back just off the road so I parked and said I would walk her to the door as it was now dark, she didn't invite me in and I didn't expect (or want) that but she did turn and hug me and said how much she had enjoyed the evening. The hug turned into a kiss and that developed into me fondling her boobs first over her blouse and then inside her blouse and bra for a short time, she didn't object but it was late and she said she really needed to go in. Her boobs were firm and a nice size, a little bigger than Linda's and the nipples felt a little bigger too. By now my dick was hard and I guess pressing against her when we hugged cos as we moved apart she buttoned her blouse up and then quickly squeezed my boner and said that needed exploring some time, she then kissed my cheek and went in. Needless to say as soon as I got back in the car I wanked off and then again when I got into bed thinking of her. The next morning she rang saying most of her office were away and was I going to be driving over, I knew I could always find a reason to visit the other offices to deliver or collect something so I replied that I would try....just after lunch I arrived there and went along to her office, the two nearest offices to hers were empty and the only person I had seen was the receptionist who said everyone was out or at meetings. Chris was standing by a corner filing cabinet searching for something so I sneaked up behind her and hugged her also cupping her boobs with both hands. I asked "Guess who" she pushed back into me and laughed, I slid my hands under her tshirt and bra, she reached behind her and felt my dick which, yes, was hard. Chris undid my zip and with me just moving a little her hand was soon inside my boxers and holding my dick. She giggled and then turned round so we faced each other, I managed to keep one hand on her boobs and she quickly put her hand inside my boxers again and I sort of helped her get my dick out. My dick is kinda average I guess, I had stopped growing about a year previously and it is a fraction over six inches (that "fraction" was important!) but fairly thick and uncut. I went to an all-boys school and as part of growing up around the age of 15-16 I wanked off with friends and occasionally we wanked each other off for fun. One guy in our group had a dick that was longer than anyone else's but very thin, he called it his pencil, I wanked him off just the once to feel what it was like, one of my good friend's dick was about the same size as mine but had lots of hair along the shaft while mine and most of the others I had seen only had hair round the base etc. We both liked swimming and he and I have wanked each other off many times when getting changed so I know that guys often have their own little way right at the end to actually cum and that dicks varied quite a bit. As soon as it was out Chris looked down and started playing with it and said it was nice, I got the feeling that she had played with quite a few dicks, she asked if I had a handkerchief handy and the answer was yep....I had learnt early on that when you are constantly horny and need to cum its essential to always carry tissues. She started wanking me off, constantly looking at my face and then at my dick and when she could sense that I was nearly there she just said "tell me", I asked her to speed up a bit concentrating on my end and then the cum spurted onto the tissues I was holding ready. Nice, very nice. We arranged to go out for a meal the next evening, there was a country pub she knew about 20 miles away that had live music and I picked her up straight from work as it was in the opposite direction to her house. She was wearing a blouse and summery cotton skirt and looked totally fuckable, I had on an open neck shirt and casual jeans, we chatted away as we drove there, I had a reasonable idea where it was and Chris said she could direct me once we were nearer so I wasn't paying specific attention to the route. With about five miles to go we had to turn off the main road and onto country lanes, Chris asked if I still had some tissues left and I said yes I always did and she said good and then leant over and undid my zip, I laughed and said hey I'm driving and she just said So? and I laughed and said ok. I have often wanked myself off in the car, usually if really horny I would park somewhere and shoot a load asap and on other occasions lazily playing with my dick was, and still is, a pleasant way to pass a boring journey when on my own. I had also been wanked off by former gfs but always when parked up. Chris wanted to wank me off as I was still driving and that was fun but had a certain risk.... She was good at what she was doing, it was so hot trying to concentrate on the road, which was pretty empty, but also build up to orgasm as this was a proper wank rather than play. At one point I slowed right down to a crawl and sort of groped her boobs with one hand but this wasn't her plan...she was getting her fun out of "teasing" me rather than me touching her, so she laughed and said unless I had both hands on the wheel she wouldn't continue, I drove very slowly and my orgasm was getting nearer, I turned into a gated field entrance and leaned back, I quickly got some tissues ready as the cum pumped out...most of it into the tissues but some pearls landing on my jeans and some on the car floor. WOW .....what an awesome orgasm..... well worth the couple of minutes it took to clean up. On the way home the fun was more conventional...we parked up and got in the back seats, I helped Chris take her blouse and bra off and she was happy to just keep it handy if anyone came along but this was unlikely, we were not near any houses and it was dark. Her boobs were lovely, a little bigger than Linda's and firmer with an upward point and darker but not big nipples that fitted so nicely in my mouth. My jeans and boxers were round my ankles and my dick ready for action again, we kissed and cuddled and Chris toyed with my dick and then undid my shirt and folded it back so my chest and tummy were naked, she said she wanted to watch me cum there as in the past I had spurted straight into tissues and I laughed and told her she was in charge of aim and she agreed. We were cuddling quite close, Chris started properly wanking me and I wanted to get inside her panties so i moved my hand off her boob and onto her tummy and edged towards her skirt but she kissed my cheek and said sorry but no so I went back to caressing her boobs again, we continued kissing and stroking and soon Chris smiled as she watched cum spurt onto my tummy and chest......no mess anywhere else this time so once I had cleaned myself up we got properly dressed and drove home. On the way back Chris kissed my cheek and said sorry for moving my hand away but she had had a "minor ladies operation down there" and it was out of bounds for a couple of weeks....I felt a bit disappointed but said it was ok..... after all she had made me cum so good twice that evening.......... She obviously liked teasing which was fine by me, a couple of days later I picked her up from one of her friends fairly late, probably around 11pm, when she first told me about it I volunteered to collect her....... I was hoping of course that my night-time wank would be from her hand rather than my own. It was only about 4 miles away on mainly estate roads and Chris was a little drunk, as soon as we set off she leaned over and undid my zip, I said I would park up somewhere but she said no cos it was late so I just crawled along which wasn't a problem as the roads were pretty empty, she wanted to bring me off while I was actually driving but not get any cum on her clothes.............errr okay I was up for that and it gave an extra thrill.......... She was half sideways watching my face and my dick, I had groped her boobs over her clothes with my left hand but mainly I just drove slowly and loved it. I told her when I could feel it starting, she kept my foreskin closed over but quickly rubbed the end of my dick between her thumb and one finger and it felt like an explosion as my cum pulsed into the space .....so difficult to actually describe but so fucking hot to experience...as my dick softened she kissed my cheek and told me I could stop now and clean up, there was no real mess, all the cum was captured and I just held some tissues there, Chris let go and it kinda dribbled out ....OMG! The next weekend was another fun time that was just a little different.......her mother was a cub scout leader and Chris was helping out with the catering at an area activity day. The weather was good and I had my usual morning wank in the shower before picking her up just before 8, it took her quite a few minutes to come to the door and when she did she was still brushing her hair and said she was running late and her parents had set off about 10 minutes ago. She was wearing a red and blue checked cowboy-style shirt with long sleeves but no trousers or skirt and every time she raised her arms to do her hair I got a glimpse of pale peach panties between her legs..(hot or not?).............she kissed my cheek then rushed off to finish doing her hair and put on a pair of jeans. We kissed but that was all and during the journey she was balancing a tray of jelly desserts on her knees and she insisted that I keep my hands to myself and drive carefully!? The campsite was set in the countryside about 15 miles away and had tents and activity zones in a field that was flat but bordered on one side by a gentle slope up to a small wood...really I guess it was an ideal setting. Soon lots and lots of cubs arrived and started running round and exploring, our job was to get a mid-morning drink and the BBQ lunch ready, Chris helped her mother and others prepare the food and I helped some other guys set up the tables and do the fetching and carrying jobs which was pretty knackering as the sun was out and the temperature rising. It all went well though and and burgers and beans or whatever else was cooked was served up and the cubs were made to sit down and eat during a quiet lunch hour. Chris and I climbed up to the top of the slope looking down on the cubs and other helpers, our work was done till the activities re-started so we had about an hour to eat our lunches. I guess we were about 100 yards away, near enough to see what was generally happening but far enough away to have a bit of privacy. When we had finished eating we laid on our sides facing each other and chatting generally, Chris leant over and kissed me saying thanks for helping out...not a long passionate kiss just a quick one on my cheek but it felt so good laying there under a blue sky and on soft grass and it made me horny. I shuffled a bit closer and told her that and she laughed and said guys were always horny and felt my boner over my jeans. We both quickly looked round, there was nobody anywhere near us, everyone was still down in the eating area and we knew the cubs had been told they had to stay quiet and not run round to let their food digest. I kissed her and undid her shirt, her bra was the same pale peach colour, she told me to press a small clip between the cups........ WOW this undid her bra from the front......I had never seen this before, she said she bet a guy had invented it and we both laughed. I caressed them and then looking round again and snuggled close enough to gently suck each nipple for a few seconds. Chris had already unzipped my trousers and had her hand inside holding my dick, it was too risky for her or me to actually undo my trousers completely so I shuffled backwards a little which made it easier for her to get it out. It was so horny being outside in the sunshine, Chris was obviously enjoying herself too, when I caressed her boobs she leaned forward and kissed me and played with my dick rather than trying to make me cum straight away. It wasn't too long before I felt my orgasm building, Chris must have sensed this too cos she watched my face and build up the rhythm. I moved more onto my side and Chris held my dick so that the cum pumped out onto the grass between us, so fkn hot..... WOW. We kissed and then both shuffled back a bit more and looked at the strings of cum laying on the grass, Chris laughed and said the birds would eat it and really I suppose that might have happened, we didn't wait to see, about five minutes later we were back clearing the lunch things up. ? ? ? ? ? ? ? ? ? ? ? ? ? ? ? ? ? ? ? ? ? ? ? ? ? ? ? ? ? ? ? ? ? ? ? ? ? ? ? ? ? ? ? *? ? *? ? *? ? *? ? * So what happened to these two? Not really sure about Linda, soon afterwards she got a proper job and stopped doing casual work for us but her father still came in fairly often and if I asked about her he just said yes she was fine. Colleagues opinions was that she was probably a closet-lesbian who likes her boobs and cunt played with but couldn't bear the thought of a dick and cum.......As for Chris.... a bit of a mystery, we stopped dating as she got back together with her last boyfriend and moved to another job.................. the gossip was that most of the guys at work had dated her and that the vast majority had fucked her and that her holiday was really for an abortion which would have explained why her cunt was a no-go area. It doesn't really matter and I will never know for sure but they were both nice girls and even now they sometimes fuel my imagination and make me cum again.

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