(on mobile!)
I finally met up with the oldest crush I’ve ever had – 39. (apart from teachers or celebrities lol.)
I had *just* turned 22. We’d been talking for months at this point, sending spicy photos back and forth as well as talking through potential scenarios. I had originally stumbled upon a pic of his in a nsfw subreddit and fell in love.
Honestly, he is perfect. Just my type. Tall, long dark hair, facial hair, rough hands, gorgeous eyes. He is in great shape, eats well, and as a bonus he’s super sweet and wise. As a *bonus* bonus, his cock is beautiful.
The only issue is his age. I regularly turn down horny old men, and I’ve stuck to dating men only 2-5 years my senior, so I had no idea I could ever *really* be attracted to someone so much older. I mean… he was basically already an adult when I was born! For some reason, with this man, it doesn’t matter. He’s so sexy and I’d been fantasizing about having him inside me since before we had even texted.
So, onto the story. From now on, I will call him Chris.
I suggested that we would both be off work that day, so why not take advantage of the opportunity? He lives ~1.5 hours from me, so Chris offered to pay for a hotel room and meet me halfway. We met around 1:00pm and he paid for early check-in to give us the most possible time together (as I did not have all day).
After ditching our stuff in the room, we went for a walk and found a nice patio for lunch. The conversation was fluid and he even paid for me. While I was finishing up, Chris revealed that he had also brought me a birthday gift – a bottle of wine to enjoy. This man actually cares about me and that honestly makes our relationship 10x more worth it.
Back at the hotel, it took a few minutes to get me feeling completely comfortable, as this was the first time I had met him in-person. Once this had been accomplished, Chris asked if he could admire my body. I had been informed of his worship kink and was unbelievably excited to feel for myself what that entailed.
Chris had me stand in front of him while he knelt, shirtless, and began to take me in fully. I had been wearing a long baby blue dress that hugged my figure in all the right places while leaving *just enough* up to the imagination. Starting at my calves, Chris slowly rubbed, kissed, and licked his way up my body, pausing every so often to moan and tell me how sexy I looked. First to come off was my dress, followed by the bustier I had been wearing on top, leaving me in just a lacey thong. Still kneeling, Chris began to suck softly on my tiny pierced nipples, while staring intensely into my eyes. “Yours are the first pierced nipples I’ve sucked,” he told me, “I like it.” I’ve developed quite the tolerance to breast play at this point, but the expert way in which he used his tongue was getting me so wet.
Last, he slid my panties past my plump ass and stood up to meet my mouth. His tongue mingled aggressively with mine. I eagerly explored Chris’ body, landing finally on the obvious bulge in his pants. I clumsily unbuttoned them, unleashing his long thick cock – he had revealed earlier that he prefers to go commando. After getting a good look at it, happy to finally be seeing it in person, I started stroking and caressing him.
Once we separated from our kiss, I laid down on the bed, excited to feel his hands on me. As promised, Chris began to massage my back and shoulders. I’m a particularly tense woman, so that alone felt heavenly, but of course it wasn’t long until his hands were exploring naughtier territory and his cock was nestled between my thighs.
Chris had expressed many times just how much he longed to taste my juices and make me come with his mouth and fingers. Unfortunately, I get nervous around a certain point in my cycle, so I declined this particular service. That is not to say that I didn’t *want* him to eat me out! Feeling his tongue on my nipples had only heightened my desire and I’m definitely looking forward to the next visit where I’ll get to enjoy that talented pierced tongue pleasuring my clitoris.
I had become so wet at this point that the head of his cock had no trouble finding its way as Chris entered me, teasing my tight pussy with short slow strokes. I moaned enthusiastically, letting him know I was ready for things to get serious. I could feel every inch as he gradually pushed the entire length into me.
After enjoying the sensation for a few minutes, I pulled myself off Chris’ dick and declared that I just *had* to have it in my mouth. Usually I’m a much bigger fan of circumcised guys but I didn’t even care that he is uncut – this penis is seriously that pretty. I took the head into my mouth, lightly running my tongue along the frenulum and suckling softly. I graduated to circling and flicking my tongue on his head before taking more and more into my mouth. I managed to force most of his cock down, deepthroating for a few seconds at a time and staring up at him while he moaned and told me I was a good girl. I absolutely live to be a good girl. I crave that positive feedback constantly and can never have enough!
Once I was satisfied with my oral performance, I gave it a kiss for good measure and laid back on the bed, smiling and ready to receive him.
Chris pushed back into my dripping little pussy, this time in missionary, and began making love to me. The sex was amazing and went on for ~45 minutes. Chris was careful to show me a lot of passionate affection in the first while before fucking me silly. I moaned, I whimpered, I eagerly bounced my ass against him, and I cried out in pleasure-pain as his cock kissed my cervix over and over. We switched position to doggy, cowgirl, and finally back to pronebone as Chris slammed into my little body. At one point, I had to grab my vibrator, as he was not going to let up until I had orgasmed on his dick. The pleasure built gradually, almost too intense to handle, until I burst, quivering and moaning loudly.
As incredible as it all felt, I was dying for him to come inside me. I have a major breeding kink and I was ecstatic knowing my lovely crush was about to make my pussy his own. I did my best to help him along, whimpering “Daddy pleeease put a baby in me!”
After a few more minutes of pounding, Chris pressed his cock as deep inside of me as I have ever felt and shot a big load of hot cum against my young cervix. I felt every pulse and loved every second of it!
Glistening in sweat, Chris pulled out of me and went to clean himself up. He made sure I was feeling okay and we spent the next couple hours cuddling in bed, laughing and learning more about each other.
I wish I could have spent the whole night with him, but I had to get home. Maybe next time…
Important notes:
– This was an amazing experience, it is just hard for me to climax due to my SSRI
– I have an IUD!
– We are both safe and tested
– For reference, I am 5’3” 110lbs with light brown hair in a long bob and super blue eyes
Source: reddit.com/r/gonewildstories/comments/ojlpkj/i_had_birthday_sex_with_my_oldest_crush_fm
That was incredible! I loved how you got him to finish.
Ugh! That was so great! I hope I experience this too. It would a memorable one.