First time anal – true story
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First time anal – true storyNo fooling! This is a true story.One summer when I was in my mid twenties, I was in between “real” jobs and I worked selling ads and taking pictures for a local magazine. It was a small operation, the owner, me, and some occasional office help. The owner was a likable Foghorn Leghorn full of BS guy, who always talked big and dropped a lot of names. He really did know some big name entertainment people, so you never knew when he was blowing smoke or not, and he used it every chance he could to get some star struck gal out of her clothes,which he did quite often. After a month or so, he hired a part time girl to help in the office and sell ads too. Tall, slim with a Miss America smile, and fairly well put together. We got along well and the next week were taking day trips to other towns we started to flirt a little more. One warm day driving back, it was hot and my car didn’t have AC, so we had the windows down which kept blowing her skirt around, and she pulled it way up almost to her panties showing off her smooth tanned thighs. I joked “watch out or I’ll wreck this car”. She responded by putting my hand on the inside of her thigh. I gently stroked her soft skin and said, “now I really am going to have a hard time driving”. She said “oh yea?, hard what?” and put her hand in my crotch to find my already hard cock. She undid my pants and pulled my cock out and started stroking me. I wanted to pull over but we were already late and had a way to drive. She played with my cock until she knew I was getting turned on, and then started to suck me off. bayraklı escort I had never gotten a blow job while driving and it was a scary turn on. She was really good and like to work over the head of my cock, getting me close and then backing off, edging me closer until I told her I was going to shoot off and she kept sucking and swallowed my load. She gagged a little, and after she swallowed said “that’s a lot of jizz”, can you stop and get me a Coke? I was like “I’ll get you whatever the fuck you want!” We got back to the office and did the follow up work on the ads we sold, and she left. My boss, said to me “If you’re going to fuck her, it better not mess up my business. I don’t mind you getting some pussy, but this is what pays the bills”.A few days later it was the weekend and that Saturday afternoon she came over to my place for some beer and burgers. We finished eating and started watching a movie. She said her neck was sore and would I mind massaging it a little, and of course I wanted to touch her wherever she wanted me to. One thing lead to another and her shirt came off, and my shirt came off, and pretty soon we were both naked. She was getting turned on and told me that she wasn’t on any birth control, and did I have any condoms, which I did not. She said “there’s more than one way to skin a cat, just don’t come in my pussy”. It had been a while since I had been with a woman, and I told her that, and she repeated “just don’t come in my pussy, tell me when you’re going to come”, of course I said OK. We petted each other and went down on each other, escort bayraklı and then we started to fuck. Her pussy wasn’t super tight, but she really loved to fuck and moaned and groaned a lot. I held off for a while but was getting really turned on and ready to pop, and I told her, so she rolled me over on my back and put her pussy to my mouth and started sucking me off. Right after I came, she shuddered and quivered and I could feel her coming. Ever since my teenage years I found out I could keep a hard on after I came if I squeezed my PC muscles and clenched my buttocks, and this seemed like a good time to keep my wood. With a willing partner I could usually pop another nut too, and this girl was willing. She said “I know you came, but you kept it hard” and seemed very excited when she asked if I had any lube. All I had was vaseline, so she got up and got it and coated my dick really good. Then she says “I know we probably should have talked about it before now, but how do you feel about anal sex”? I said that I had always wanted to try it, and she said “that’s good” and lubed her asshole. Then she got on all fours and said “slowly slide it in my ass”, which of course I did. Then she started fingering her pussy and playing with my balls a little. She had another orgasm and was really getting off. I put my hand down on the small of her back and the hairs were bristled up and standing on end, and she said “if I pass out, just keep fucking me”, which really got me hot. She was playing with her clit and said she was going to cum, but told me not to cum. She bayraklı escort bayan had a very intense orgasm, that I could feel in her ass. It almost made me cum, but because I had already popped one off I could hold out. She went to the bathroom and got a soapy washrag and towel and cleaned off my dick real good, and then started to give me a killer hand/blowjob edging me close several times. I didn’t see her lube her finger, but she started rubbing my asshole and I was like “woah, wait a minute what are you doing there”. She said “if I can take this cock up my ass, you can handle a finger up yours, now just relax” I needed to cum badly so I did what she said. It was a little uncomfortable at first but then it got better and she gently prodded my prostate while she worked over the head of my dick with her mouth, and jacked me off. She knew what she was doing and that put me over the edge and I came so hard it hit my chin, and spewed all over me. I came more than the first time. It was so intense I was shaking, and she kept playing with the head of my dick and gently gnawing on it, which was sweet torture, “stop no don’t stop, no stop I can’t take it, it’s so intense”, and she just laughed and kept on until I finally lost my wood.We were a regular thing for about a month and she pushed the boundaries of my sexual experience. She later told me that she had worked at a modeling agency that was also a front for an escort service, and she had a few wealthy blowjob customers who paid $500 for her skills. She had told me a lot of things I didn’t think were true, but I could believe that. She dumped me for a rich guy that really wasn’t really rich and six months later tried to come back. I really wanted to get naked with her again, but I had another girlfriend, and I knew hooking up with her again would be trouble.
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