This happened 2 nights ago, so it's fresh in my head (for those that want the express version, read below the page break line).

I responded to a CL ad for a dress about a month ago for my secretary because we were going to a formal Holiday party about 10 days before Christmas. BUT, the distance thing was proving difficult. The CL girl lives about 70 miles North of L.A. and I live in North San Diego.... I really liked the dress though. Over the phone she sounds cute and we have a good rapport. I tell her for what occasion the dress will be used for and she seems intrigued. We talk a few times and we come to the conclusion that the distance is just too great to make it work, so I end up getting Erica (my secretary) another dress.

Out of curiosity I text Megan (CL girl) on Wednesday asking if she still has the dress. Surprisingly she says 'yes.' I say I still may want it, but with Erica going back to school this coming week, I didn't think she'd really have an opportunity to wear it. I told Megan that I'd be up in Pasadena on a work trip Friday afternoon and that it was a long week, not really thinking anything of it. As I'm finishing up my meeting with the client Friday late afternoon, I text her around 7p asking if she had any luck selling it yet and she replies, "No, but I'm busy right now lol." Okay, fair enough, I didn't respond. Almost 3 hours pass and around 10p I am finishing up dinner and some drinks (waited for traffic to die down) and getting ready to head back down the coast home to S.D. when I see my phone light up. Much to my surprise it is Megan saying, "I just had the worst sex ever lol." Then 5 seconds later, "I don't know why I told you that haha, I'm still a little drunk." I replied, "Sorry to hear, I guess?" Then she replies, "Haha forget that." To that I respond, "You should have been down here getting fucked by me." She then says, "I bet I would actually cum." Well then I thought, I sent her a pic of my cock about 2/3rds erect and she replies, "Oh definitely, holy shit." I knew her size from the first time we talked about her dress because I had to make sure she is the same size as Erica. Tiny, about 5'2", and 110 pounds max.

(Me: 6'3", 185, shorter blonde hair, blue eyes, trimmed chest, shaved pubic region, and a girthy 7". As far as body build and stature, think Clint Eastwood in the 70's... unfortunately not quite as good looking though I don't think)

Back to the story. By this time I am ready to get on the road as I'd have an almost 2 hour drive back home. She then replies, "Too bad you are like an hour and a half away." Then, "How long are you staying up?" I then thought, damn this girl sounds up for the drive to L.A., maybe I should look at hotels. Long story short, I get a room at the Hilton and told her I was too tired to drive back to SD. She asks for the address and says it will take her 1.5 hours but she wants to come down.

Since Erica is cutting back her hours due to school, one of the first times we had talked I mentioned as a shot in the dark that if she (Megan) was ever able to make it to L.A. or S.D. I may be able to give her part time work if her schedule allows it. I then tell her, "Before you leave, dress like this is a late night interview."

About 10 minutes later she sends me this pic: https://imgur.com/a/jT29HLb

To which I reply, "Perfect, now get your ass down here before I fall asleep." That 1.5 hours seemed like 1.5 days. I decided to stay in my biz attire which consisted of a white Hugo Boss long-sleeved button-up and black Paige pants and my new dark grey Cole Hahn dress shoes. I ask her to let me know when she is about 10 minutes away and she does. On the phone call I ask why the guy earlier was such a disappointment and she says first, she didn't cum, and second he only lasted like 1 or 2 minute max. I am pleased with the way she looks in person. She had sent me a semi-nude photo waist-up of herself on Wednesday night I believe it was (her sitting in her room topless with a cardigan loosely draped over her), so I sorta knew what she looked like. In conversation over the past month she also said she is pretty submissive and likes being choked during sex. Note taken.

We go up to my room and she appears shy, but bubbly... if that makes sense. She looked and acted young though, so I asked to check her ID just to put my mind at ease.... and yes she is 20. Said she had gone to NorCal for a year of college before taking this past year off and moving back to SoCal (ish). I turn up the heater in the room as we're both cold and I sit on the bed next to her. We talk for probably 30 minutes about whatever and I then ask if she'd ready to get properly fucked. She looks a little surprise and says, "Yes, that sounds nice." I lean in and we start kissing. Then the kissing becomes more passionate from her end. She then bites my bottom lip pretty damn hard. Basically too hard and I have to run my finger in my mouth real quick to make sure she didn't break the skin, which she didn't. After a minute or two of this surprisingly crazy make out session, I then stand up in front of her, she is still sitting on the bed and tell her to unbuckle my belt and pants. She does and my cock springs out. She starts sucking and I look behind her to see her nice thong-clad ass perched on the said of the bed. I reach down her back and start gripping her ass as she's sucking my cock. Not an amazing cock sucker, but not bad either. This continues for about 4-5 minutes then I pull her up off the bed and unzip the back of that dress. It falls to the floor and I grab her by her hair (remembering what she told me a few weeks prior) and sternly put her on the couch next to the bed, doggystyle. Panties slide off and perched is a nice 20 year olds ass. I grab a condom and put it on (yes I hate them too), and in I go. Slow at first as she's really tight, but over a minute or two her pussy accepts the whole thing. I am still grabbing her hair and picking up the pace, smacking her ass, telling her what a good and naughty girl she is for driving 1.5 hours South to get some good cock from a guy almost twice her age. She replies, "Yes sir." After 5 or-so minutes doggy, my quads were starting to fatigue (5'2" vs 6'3" will do that sometimes) so I sit down on the couch, and instruct her to climb aboard and ride me which she does. I could tell she's not super experienced (but not many 20 year olds are... I definitely wasn't at that age), but was enjoying riding me. I then want to get this fucking condom off so I get off the couch, her in my arms. As I stand up I am bear hugging her, her head is almost touching the ceiling. I then begin to finger her while she is in my arms. She starts moaning and I alternate between fingering her pusssy and clit. I feel her legs start to clinch around my lower torso and she starts to buck back and fourth. I could tell she was cumming so we both fall back on the bed, and I'm on top of her then. Tired of the condom, I rip it off and we go at is Missionary. As I'm hammering away with her ankles hanging back behind my shoulders I firmly grip her neck with both hands. She is moaning, and starts moderately screaming as my hands clinch around her neck and my hips and cock power thrusting into her hips and pussy. I alternate between choking her and pulling her hair /head down against the mattress. She starts to clench up again and I feel her cumming like crazy. By then her clit was really sensitive from the orgasms and she said it was hurting her a bit. So I asked her to lay on her stomach. She looked so good from behind that I couldn't help but start tonguing her asshole. Her hips twitched as my tongue was lightly teasing her asshole... I could tell she was enjoying it and was probably a new sensation to her. It was she said. After a minute or 2 of that, I went to stick it back in but she was tapped out.:/

I took this pic shortly after: https://imgur.com/a/m4UQpi3

As we were laying in bed she asked if I came and I had not. She seemed a little bummed about that, as was I. I asked if she had ever given a hand job and she said 'no.' We passed out for a whole 4 hours.

We awoke to a rare gloomy/cloudy morning in Pasadena much to my delight. As we were getting dressed I asked if she was serious about never having given a hand job before and she said yes she had never done it. I told her it was time to change that. I went in the bathroom and grabbed the bottle of lotion and sat down on the couch. She came over, got on her knees and shot the lotion in her palm. She seemed in a trance as she was rubbing the lotion over and around my cock. I hadn't came in about 5 days so I knew the load was going to be big. After about 3 minutes I told her to pick up the pace and focus on short quick strokes mainly on the tip and mushroom. I felt the cum in my balls priming for blastoff, and before I knew it, large ropes of cum were spraying up in the air and back down on my head, her hand and my stomach. She kind of giggled and then said, "ew." haha. I have a video of that as well. If anyone wants it, let me know.

Thanks for reading!