Recalling last events, they met up and Henry got a car blowjob.
After we got home, Henry and my gf didn't really text as much. I believe 3 months had passed after we all met up and within those 3 months they talked about 3 times. He would message her first and some pics would be sent but it would stop for another long while. Eventually a month after they talked, she wanted to go visit a family for events like birthdays, fairs, and other seasonal events going on. I was happy for her and got her a plane ticket. She was staying for a month or two if I recall so I knew that if she wanted to and had time, she would mention Henry. I didn't want to take time away from her and her family. Around a month in, Henry gets back to me, and we catch up on life and he asks me about my relationship because he usually hears my girlfriend in the background, but it's been quiet for a while. I tell her she's visiting family for a while and that she's actually around his area. He's surprised and tells me that he actually moved back in with his family a while back while he gets back on his feet. He still doesn't live to far from where my gf is staying but I don't bring up anything about my kink or the past to him. We end the call and go about our days. The next night, I call my girlfriend, and I bring up Henry and our chat. she eventually mentions that she was thinking about him when she got there but that she didn't say anything because she's never home alone. I tell her we can figure it out and we stay talking for a few hours and then she leaves to eat. I take this time to see if Henry is available to call.
Henry picks up and I ask him since my gf is around town if he would want to meet up with her. He said he did but didn't want to ask me since he felt it was rude. I told him it was okay but that we just need to figure out a place since she's not staying alone. He tells me that sadly he can't invite her over either since his home is occupied at the moment with his parents and younger siblings. We try to look for hotels/motels but none of the ones around have good reviews so we chalk it up to it just not being the right time. We hang up and I tell my gf the bad news.
The next day around the noon, Henry calls me telling me that if its going to happen it has to be now or never. I ask him to explain what he means, he tells me that his parents got invited to a party by a family friend who lives pretty far and they're taking everyone. I re-tell this all to my gf and she starts getting ready. I tell Henry and he starts driving to her location. eta is around 30 minutes.
Once he arrives my girlfriend rushes out and sends me a video of her getting into his car, Henry sends me one of her walking up and getting into his car. My heart is racing and I'm having second thoughts. I keep asking myself if it's what I really want this and if I'm mentally prepared. After another 30 minutes go by, I get 1 video from each of them. She's recording the sidewalk and behind her is henry recording her walking towards the house. I'm shaking from excitement, but I have this weird, good feeling in my stomach. Henry calls me and I pick up; we all awkwardly say hello and my gf says she called because she wanted to make sure I was 100% fine with this happening. I assured her I was and that I hope they have fun. Another few minutes go by, me and henry are texting and he's asking if it's really okay and I say yes. I then ask him if she still has her clothes on and he says "no, is that fine?". I reply asking to see and he sends me a picture of her sitting on his bed in just her underwear and bra. My heart has never pounded so hard or fast in my entire life. a few minutes later he sends me a video of her blowing him. I couldn't believe it was happening. She's blown him before, but this time felt different. Henry then stops replying. 5 minutes go by and i text asking if everything is okay, another 5 go by, and another 5. it's been 15 minutes and i am a little scared something wrong happened. I text both Henry and my gf asking for a quick update. Silence.
I get more scared and decide to call Henry. No answer. I call again and Henry picks up; I apologize for calling and i tell them i just wanted to make sure everything was okay. I then click on facetime and i am greeted by henry shirtless on top of something. I couldn't really make out what was going on. I then hear my girlfriends voice saying "yeah-h, everything's okay" as she moves the camera so she can be in view as well. She was in missionary, legs spread apart, each by Henry's side. He hadn't stopped thrusting, but he was doing it slowly and i could tell my gf was enjoying it. I got really hard and asked to see. My gf propped the phone up and gave me a good view and Henry then resumed fucking her as hard and rough as he was before i had called. My gf stopped looking in my direction and kept looking down at Henrys dick going in and out of her, moaning with pleasure. She grabbed at his arms and chest and her hips moved to his thrusts. Eventually, they switched positions to her on top of him and henry gave me a pov of my girlfriend riding him, Henry kept the view on the action, I didn't know at what to look. It was either look at Henry's hand playing with my gfs boobs and touching her body all around or look at my gf jumping up and down his dick and just watching it disappear every time. She got tired after a few minutes and asked Henry if she could finish with a blowjob. She got down to his waist and had his dick in her mouth instantly. I had my fun watching and told Henry I'd leave him to enjoy his bj and we all awkwardly but happily said goodbye.
She later told me that he came in her mouth and that she kept blowing him for a little longer and that's when they messaged me and he took her home. She had a lot of fun and enjoyed it a lot. We were both happy and i felt that she also got sluttier towards Henry after that. They briefly talked after that encounter from time to time. She ended up sending him some sexy pics for Valentines Day and a lot more sexier pics from then on. Eventually he started talking to someone and he told us he wanted to take it seriously and we respected his choices, and we went along our merry way. We would still talk here and there but he went silent for a while. He then randomly called one day to catch up after being awol. We caught up and he told me he moved in with his gf and they got a new home. I talked about my relationship and how good its been and then the offer was made. Sadly this time, since there are time complications of when each other are available i don't think they will ever meet up again. This might be the end of what they had or who knows. The future can be unpredictable.
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