This is the first story of my wife and I, as we explore our sexualities... mostly her. We start this story when we are 24. A few years into dating. Names of course have changed.
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My then girlfriend Heather and I had dating for about 3 years. I was only her second boyfriend. Despite our sex life being great, she wanted to explore a little bit. Heather started by posting nudes on Reddit. I was hesitant to let her, but I've thought I was a bit more sex positive than the average guy, so we made some guidelines so everyone could be comfortable with it.
Heather created a new account on Reddit to remain anonymous. We agreed she would not show her face on the account, and that I could have the password to the account. I honestly don't know why I needed the password, but I'm definitely glad I asked for it...
She started small, just posting pics of her in a bra, and slowly and slowly her pictures would start getting more revealing. As she started posting more pics of her tits, she started getting a bit of a following. Little did they know, her ass is her best asset.
Heather was a skinny 24-year-old blonde. At that age, She had small but perky tits (She gained weight later in life which mostly went to her boobs, but at that age they were about a B-Cup). Her ass was definitely big though and drew a lot of looks when we went out.
At first, I didn't understand why she really loved this, and didn't think I would get anything out of it... then I started reading comments. People wanted my girlfriend. They wanted a piece of her hot ass.
Her account really blew up when she posted a side angle of her bent over on all fours with the caption "Do you want the front or the back". That got the fans really riled up. I read so many comments about people wanting to fill her ass up. I jerked off that night to the thought of a random stranger taking her from behind.
She continued to get more explicit with her posts. One theme that seemed to be coming up was the thought of her being shared with multiple men. It's always secretly been a fantasy of mine, so I was waiting for Heather to bring it up.
Eventually a few months later, she did. I tried to play it cool but I think she saw right through it. We tried weighing our options and deciding what was the best route. After a good debate, and some great sex after, we agreed Tinder would be the best bet.
The next night Heather came back over and stayed the night. We were still living separately at the time. She created an account posting a few photos of her and creating a bio "Looking for a third for our relationship". All her pics were without her body, and we used a fake name for the profile. We were very surprised how many matches we got, including some of our best friends... more people are interested in Devil Threesomes than we thought!
She got a lot of interesting comments and quite a few dick pics! She had to sort through people were seriously, but we found our guy Jake.
We messaged Jake back a fourth a few times. We had him send proof that he was clean and set up our night in our hotel for the following weekend.
We went out to dinner and had a good night just the two of us, before going back to our hotel. Our hotel room was huge, having two rooms to ourselves, a jacuzzi, a king bed and a couch. Jake said he would be by that night, but we weren't really sure when. I don't know if we were more nervous or horny. We waited about 90 minutes before we got a text stating he was in the lobby.
Heather texted him our room number. I still remember it, Room 1230. A few minutes passed and there was a knock on the door. Heather opened the door dressed in a skimpy white tank top, and jeans.
Jake came in, and we introduced ourselves. In hindsight, we should have gone out to drinks before to calm everyone's nerves, but it was too late for that now. We tried some small chat, and played some cards at the table to break the ice.
After about 30 minutes Jake asked if we wanted to play strip poker. Heather stated she was done with cards, she stood up from her chair, walked over to Jake and started kissing him. Heather kissed him for about 10 seconds before stopping and looking over to me to see my reaction. All I could do was smile. My nerves still were getting the best of me, but I know I was enjoying what I was watching.
Heather continued to kiss him, and Jake's hands started to wander. Jake moved his hands down to her ass, grabbing a firm handful. Heather playfully shoved him away and told me to come over.
I walked over, and Heather and started kissing. Heather started feeling my cock, and I was only half hard. The nerves were getting the best of me. Heather went back to Jake and started kissing him. Slowly she moved her hands down until she went past his belt and started rubbing her hand over his cock. Heather liked what she felt and continued rubbing.
She started to unbuckle his jeans. She grabbed his cock and started playing with it while it was still in his boxes. She let out of a soft moan. She stopped kissing Jake, and he started to moan softly. I started kissing Heather's neck from behind, moving my hands down and grabbing her tits from behind. This continued for what felt like minutes but was probably 30 seconds.
I started to push down on Heather, and she quickly got the idea. She got on her knees with both men in front of her. I'm 6 feet, and Jake was about 6'1" maybe 6'2". Heather grabbed both of our cocks through our pants, but still saw that I was nervous. She asked if she could continue, which I replied "Of course!"