LONG STORY..
When I was 21 I had just started this job at a cafe. There was this guy, a man really as he was 45. He was a regular customer before I had started. When I first met him I was kind of in awe. He was very good looking for his age and in great shape as well. It was almost as if he had this golden aura glowing around him that drew me in. He was kind and funny and flirty. We eventually started texting which quickly led to sexting. Before I knew it, I was going over to his house to hang out. He would often grill steaks for dinner and we would get high and fuck. I remember the first time we had sex, I was super nervous. I didn’t know what to expect from an older man but he was incredible. I got attached rather fast. At the time, he was fresh into a divorce from a marriage of 25 years and I knew that he had been on an online dating site but he totally lived in a bachelor pad. A couple of other guys from work stayed there too but he had the master bedroom with a huge bathroom and it’s own fireplace with the huge flatscreen above it and a California king bed. Two French doors leading to the outside patio, so it had its own privacy. It became a habit of mine to visit him and even stay the night and be the last to leave the next morning. After a couple of months he invited me on a weekend trip to Orlando. We stayed in a beautiful Grand Hyatt hotel and spent the entire weekend eating at the most incredible restaurants and devouring each other’s bodies back in our room. After about a year of fun he moved away with an older woman he had met online. I was crushed. I tried to convince him that he didn’t need a relationship at that time, especially not one as serious as living with each other. I claimed that I didn’t want to be his girlfriend or anything but what we had was fun and we could keep it going while he figured out his life. Things were still messy with his divorce. He moved anyway.
I spent most of the following year working on myself. Mentally and physically. I had lost about 35 pounds and was feeling really good about myself. I tried to immerse myself in work as I had become the manager and was practically running the cafe. He probably came in during that year maybe 5 times. Every time, my heart raced, my face flushed, and my pussy throbbed. I could tell by the look on his face that my transformation took him by surprise. I was glad. I wanted him to see what he was missing. I was awfully lonely. I had noticed that I was starting to look at other older men. A few customers who I had flirted with and even contemplated random hook ups. One man, the father to a younger girl I was friends with, I used to fantasize babysitting for and fucking and maybe even his wife joining in. All just the fantasies I would think of when I’d touch myself in the middle of the night. I wanted him back. I wanted the orgasms and the way I felt safe in his arms. Finally, he moved back. Along with his girlfriend and her teenage son.
Originally, I was ecstatic to have him back around. Even if he wasn’t technically mine or anything. He would stop by the cafe more often and we would chat and flirt and every time he paid his bill I’d try to make sure our fingers touched. I wanted to feel that electric shock he always sent through me. My entire mood and body language changed when he was around. One day, I noticed his vehicle at the house directly behind mine! I also started seeing a woman and her teenage son. It wasn’t long before I realized they had moved in directly behind me! At first, I was angry but then I got super turned on at the thought of luring him back into my arms…. or legs better yet. I was up for the challenge! Finally, one summer night, I decided to text him (obvi I wouldn’t forget his number!) and invite him over for a late night cigar. Surprisingly, he came over. We got high and just chatted and kind of caught up on everything. I wanted so bad to touch him or for him to touch me but I didn’t want to seem too desperate. Before too long, he said he had to get back home before he got in trouble. He left without anything happening. I was discouraged but I wasn’t done trying to be with him again. I texted him again shortly after trying to nonchalantly lure him back over. It worked. He texted me back at like 3 in the morning that he was thinking of me and how he shouldn’t be.. he was trying to be an honest man after all. He came back over for more smoke and to “talk”. I took charge this time and started to kiss him. He didn’t pull away or stop me. He kissed back. Eager and full of desire. My hand found his cock, already growing hard in his pants. He stood and quickly pulled his pants down. I sucked him off outside on my patio and swallowed his cum for the first time. This soon become our regular thing. He would sneak away at least 3 times a week. We would get high and I would suck his dick and swallow his “medicine” every time. Most of our visits would be in the early morning hours before I would go to work. Often times, he would go to the cafe for coffee and if we were lucky enough to be alone he would rub on my ass and kiss on my neck. Countless times I wanted him to throw me up on the counter and fuck the shit out of me.
I always begged him to fuck me but he wouldn’t. He wanted “to be a good man” and “do the right thing” but somehow, me swallowing his cock every Wednesday through Friday wasn’t cheating? Oh well, I would take what I could get. He would spoil me with bags of exotic weed I nicknamed “goody bags” and bring me little gifts back from his work travels. I knew I wasn’t #1 but I somehow was okay with that. What could a 50 year old woman have on a 20 something year old? Still, we had to be super cautious. Like our hookups were super short and he always had to be on alert since we lived in a small town. He couldn’t get my perfume on him or leave any love marks but honestly, the danger of getting caught was part of what made it so exciting. I even hung out with his girlfriend’s son a few times to get high. My intentions were to get a way into the house to tease him even further. How hot would it be to go over there and fuck him without them even knowing. Rub his cock under the table or wear slutty clothes over. Mmm I wanted to be his little slut. I wanted to be only his. I didn’t want a guy my age or even any other older man. I wanted HIM!
One night, I got him to finally fuck me again. He walked over to my house for one of our nightly cigars. I met him outside with a skimpy robe on and nothing underneath. Our mouths met feverishly and fast as we rubbed our hands all over one another. I untied my robe and showed him my pale, naked body underneath. His eyes lit up with excitement and he placed his hands on my hips as he admired me. My young, supple, smooth skin. I watched his worn out hands trace my body. His mouth found my nipples and he tenderly bit them. My body was trembling with desire. I had waited so long for this. I sat on the edge of the picnic table and laid back. He stood between my legs as he lowered his jeans and I saw his hard cock standing at attention for me. It never failed. Every time we were together I’d watch his cock grow huge in his pants. He wanted me… I just needed to show him what he was missing. A loud moan escaped my lips as his fat cock stretched me open. He fucked me on that picnic table in the calm, still night. I didn’t even try to quiet my moans as I heard people walking down the street. No doubt they could hear what was going on. The risk was exhilarating. It wasn’t long before he was pumping his cum deep inside me. That was perhaps one of the things I missed the most. The feeling of his warm, sticky cum pouring from my now swollen and stretched pussy. He couldn’t stay long and of course had to retreat back to his house before the neighborhood woke up. What a little slut I was. I loved the fact that while he had been fucking me, he was in direct view of his house. The home he wasn’t happy in. The home he escaped almost everyday so he could feel my mouth on him. Why did he deny himself the gift I was trying to give him!
I convinced him to fuck me a few other times after that but they were far and few in between. Honestly, I got enough pleasure out of sucking him off. Him telling me I was his “good girl” as I swallowed his cock and he brushed my hair from my face to get a better view. It made me feel accomplished. After a couple of years of our rendezvous smoke and fuck sessions, my world came crashing down again when he moved. I was again, distraught. I still wanted to be with him but I needed to face reality and accept the fact that I was just some young, dumb whore and I’d never be his #1. How would we even make it work? He was old enough to be my father. Did we have anything in common other than getting high and fucking??
WELL WE DID. He went through a lot that next year but he finally left his girlfriend. He came back to my little hometown and he gave me all of him. I was the happiest girl in the world! After almost four years, he finally became mine. We moved away and got married. We are still so in love. Our sex life is AMAZING and I don’t let him forget all those blowjobs I gave him. So now, I get fucked almost everyday and he even eats my pussy before bed so that I can sleep like a baby after an awesome orgasm. I know we got started in a risky way, but I’ve got all I’ve ever wanted and more. If you have the opportunity to try out an older man or vice versa, give it a try! It just might change your life! ? Sometimes, there is a happy ending.
Source: reddit.com/r/gonewildstories/comments/hysdy5/i_spent_my_early_20s_having_a_secret_relationship
That must have been nice! I’d love to meet an old man like that too!
Such a Cute happy ending
I had FWB twice my age too. Spent few weekends with him during summer. We did enjoy each other’s presence.
The ending was unexpected, honestly, and it made me really happy for you. I’m glad you got him, and he got you.
Happy Ending!
I do love a orgasm filled happy ending :)
Thanks. I agree that older guys are the best. When I was in my 20’s I always hooked up with guys 20 to 30 years older. Guys my own age seemed so lightweight. Older guys had the self-confidence and experience to satisfy me.
Great story, glad you shared.
Fuck, this is so fucking hot and wholesome. I hope I get this ending. ?
My wife is 16 years younger than I. This is the best marital relationship I have ever been in. There was a chemistry from the cery beginning. We have more fun than I ever believed husbands and wives could have. The sex is fantastic. Like the OP she loves to blow me, has learned to deep throat me, and doesn’t always expect or want reciprocation, though I go down on her every chance I get, also without any expectation. I believe there is some sort of magnetism between older men and younger women. I am glad you two found it as well.
A wonderful ending! Great story!