Skip to (—–FAST FORWARD) if you’re only interested in sex.
I (M20) met my first girlfriend, Sherry (F18), at a friend’s Christmas party. A party makes it sound really exciting, but it was mainly a group of 15 Asian weebs who were trying to be cool and get in some underaged drinking. It started off pretty vanilla with party games plus beer. As the night progressed, I found myself catching glances at Sherry a lot during the games.
For some imagery… I was 6’1 and 140lbs. I’m lanky, but dressed well that night with a sweater over a dress shirt & jeans. Sherry was a shawty with a cute booty at 5’2 and 110lbs, but that wasn’t what captivated me at first. She had nice plump lips and a great smile as well as beautiful almond shaped eyes. I felt her looking at me a lot throughout the night as well.
So I said earlier that it started off pretty tame, that’s until we brought out the mixes. The Orange-vod-juice-ka (The Office reference) was really hitting us quick and hitting us hard. Our bunch of weebs starting getting loud and ratchet. Then what took a turn for the worst was when someone started pouring straight shots. Half of the group was nearly passed out at this point, but Sherry was still going for more with the other half. She was stumbling and definitely at her limit.
I began intercepting the shots and taking them for Sherry, then handing her the empty cups. I take 3 shots in succession for her in addition to my own shots and we were finally out of alcohol. THANK GOD. I was really out of it so I found a corner of the room and passed out for a bit. When I regained consciousness, Sherry was on top of me and we were making out in front of our group of friends. We were focused on each other and forgot about the rest of the party. Heck I almost forgot that even happened because I was shitfaced.
I tagged this as first time, but I apologize to my readers that this is not where we lost our virginities. Our friends had to pull her away from me as I drifted in and out of consciousness. We were in separate rooms until the morning.
—–FAST FORWARD two months, we’re officially dating. It was a torturous period of waiting because we were both busy with college and part time work. Soon after, we were ready for our first time.
On that day, Sherry came to my house after work. We’ve teased each other over the past few months with sexting and nudes, but today is the day. We’re in my room and both undressed. She has perky tits 32C, a firm butt from working out and the most captivating pair of lips. I’m not talking about her plump lips and great smile this time. Her pussy has a great resemblance to Brandi Love or Alexis Fawx. A big clitoral hood and a small pair of wings at the bottom.
We made out for a quick minute and then decide to get started. Forgive us for being virgins who didn’t know better about foreplay. All I knew was I had to get it in. I put on a condom and then I introduced my penis to her vagina. She asked in a soft voice, “Slowly please.” Fortunately she was a little wet from the anticipation and a little lube on the condom. I guided my tip in and gave her some time to acclimate to it. I have a some length (a little over 6 inches), but average girth.
I started to give her a little more of myself and then finally all the way in. I couldn’t believe this was finally happening, I’m not longer a virgin. I maintained a slow rhythm as I was going in and out. Sherry had a really tight grip on my dick. She was still adjusting and probably nervous as well. Then I suggested changing to doggy style. (Worst idea ever) It didn’t change much, except now we’re in another position that we are trying to adjust to. The condom is starting to dry up, I’m holding in a fart AND I’m staring at the wall with my Naruto poster while banging my girlfriend. We decided to wrap up and the whole thing didn’t take longer than 10 minutes.
For a first time, I think our experience was pretty normal. I drove her home and my nuts were aching from blue ball. My penis was also sore because of how tight her grip was. Our backstory of how we met was probably more exciting than our first time. HOWEVER, this was only the start of our relationship and we do some crazier things as we tap into our sexuality. I hope you had a good read and will look forward to the rest of my Summer with Sherry.
Source: reddit.com/r/gonewildstories/comments/tyh9c4/mf_summer_with_sherry_two_virgins