[MF] My first real blowjob.

By the time I was in my early 20’s I had been with a few girls and received a fair amount of blowjobs but for the life of me I couldn’t figure out why I didn’t seem to enjoy them as much as everyone else did. They were painful, I could always feel teeth and most of the time they just focused on the head which would get extremely sensitive after a few minutes. I had never reached orgasm from one. I thought there was something wrong with me, well that is until I met Tamara.

We met through a mutual friend who worked with Tamara. She was in her early thirties and little overweight which she carried very well, a very pretty face and just had this sense of confidence about her that I found attractive. One night we were all drinking and the conversation turned sexual and I mentioned that I didn’t enjoy getting blowjobs and she began questioning me about my previous encounters. The night ended and we all went our separate ways but not before exchanging phone numbers.

Sensory depravation. [MF]

A few years back after my wife and I had our first child our sex life began to suffer. Our daughter was premature which meant getting up and feeding her every 2 hours, every single night. We were putting ourselves through the ringer and when we had down time there was just no way we wanted to have some “up and down” time. My wife was also feeling insecure about her body and for the first time in our relationship she didn’t like to be naked around me. I tried to reassure her that she was beautiful and I still found her very attractive but it was hurdle she had to get over herself. One day I got an idea and it was a great idea.

I took my daughter to my parents so they could babysit. I picked up some good wine and made dinner and after we were nice and relaxed I led my wife to our bedroom with her stalling all the way. Until she saw the items I had laid out on the bed, then the questions started. I had 3 of my ties and an mp3 player and earbuds sitting on the bed. I knew she had been horny lately and had been using her toy a lot, so I told her I would be her toy. She could tie me up with 2 of ties, use the other to blindfold me so she didn’t have to feel self conscious, and put my earbuds in so I couldn’t hear anything. She bit her lip as if she really had to think about it. Then came the mischievous smile.

Standard married couple sex. [MF]

Last night my wife and I decided to go to bed after failing to find something to watch on Netflix. We got under the covers, I was the big spoon like usual. My wife was wearing a new little tank top and short shorts pajama set and I sleep in my boxer briefs with my package right up against her butt. She squeezed her cheeks together to start teasing my cock to wake up and in about a minute I was poking her through my underwear. Then came the words every married man loves to hear, “wanna have a quickie”. I got the lube and she got her vibrator and after our fun bits were good and slicked up we got to business. She was laying on her side using the vibrator on her clit while I straddled one leg and held the other in air and was doing my husbandly duty of making sure to keep the sound of skin slapping to a minimum so we didn’t wake the kids. I’m pretty sure she had an orgasm but we were keeping quiet so I can only guess but my leg cramped up anyways so it was time to switch positions. We got back in the spooning position and I went to work again, I could feel her vibrator rattling around everything which felt good. She started breathing pretty heavy so I was confident that the vibrator and I had done our jobs. She shut it off and started playing with my balls till I came inside of her.

I lost my virginity to a [M]IL[F]…part 2

In case you didn’t catch the [first](https://www.reddit.com/r/gonewildstories/comments/7t5iun/i_lost_my_virginity_to_a_milfwell_at_the_time/?st=jcxa7fmz&sh=f87bfab1) part of my story.

For the sake of using the word “she” to many times in the post we’ll just call her Amanda. Well as I mentioned before Amanda and I hooked up a few more times and she would teach me new techniques, positions and let me try different things. It was great. The more time we spent together the more I could tell she was hiding something though. One time I was fucking her doggy style with one hand pulling her head back by her hair while I slapped her ass with the other. (These were our advanced courses) Anyways, the phone rang and to my surprise she told me to stop so she could answer it. Amanda hung up the phone, said “fuck get dressed, my roommate will be home soon” and we left the house before anyone arrived. The next time we met up, I got in her car and she was wearing a very thin sundress and showed me she wasn’t wearing any underwear. I couldn’t wait to get back to her house, only she said we weren’t going to her house. This was my first experience with sex in public. We pulled off on a private road and as soon as the car was in park she was unzipping my pants, she told me she wanted to feel me get hard in her mouth, which took all of 4 seconds. Amanda moved over and straddled me and began riding my cock while I unbuttoned her dress so I could get to her amazing tits. She came fairly fast and finished me of with a blowjob and we got out of there before anyone could catch us. This would be a little foreshadowing for events to come with her.

I lost my virginity to a [M]IL[F]…well at the time milf wasn’t a word yet.

From my title you could probably guess that this story takes place quite a few years ago. To set the stage a little bit, it was in the mid 90’s and I was your typical high school kid, somewhat shy and awkward, skinny but athletic. I was on the basketball and baseball team and lettered in both. I had never had a real girlfriend although girls told me they thought I was cute I was just to shy to ever ask any out, the only place I felt comfortable in my own skin was on the court or baseball field. Well that was until we got a computer and I was introduced to AOL chatrooms. All of the sudden I could talk to girls and if one didn’t like me, oh well on to the next and so on. And this is where my story begins, some of the conversation has be paraphrased because I don’t remember exactly what was said, but you’ll get the gist of it.