The hotel room door opened and she walked in…looking lovely as always. She’s a flight attendant and I see her whenever she has a layover here in town. Today’s trip was scheduled (some are not when she does a late substitution)…She had texted me from the airport as has become our standard practice…thus I knew to leave the door blocked open with the slide bar used to secure the room from the inside. She looked lovely and smiled that smile that lights up a room…I was sitting on the bed watching television and she moved over to kiss me…She looked at me apologetically and said,” I have got to change or we’ll be late”…We had tickets to the new production of My Fair Lady in town and she was running late…
I’m a 57 year old defense executive …I hit the gym regularly and keep myself in pretty good shape…I met Virginia thru the sugar bowl…a wonderful internet site that introduces younger women (“sugar babies”) to generous older men (“Sugar daddy’s”). Again, she’s a flight attendant…25 years old…married to a lawyer. When we first met she explained that her husband was struggling to make partner and he was in his office almost all the time…She loved her husband and was committed to the marriage…but wanted an outlet with a sugar daddy who would give her the time and attention she couldn’t get at home right now…I would be her Friend with Benefits she said…and that’s how our relationship evolved.
She stayed with me that first night in an airport hotel. We had talked for what seemed like hours at a coffee shop near the airport…I offered dinner but she smiled and said she really wasn’t hungry. After I had organized a room, and after I had fixed us both a drink (we did stop at a liquor store on the way to the hotel)…she gently pushed me into the only chair in a nicely appointed hotel room. She smiled confidently as she started to undress…removing first the scarf, the jacket. then skirt, blouse, bra and panties…all in silence…while maintaining the devilish smile and eye contact
Virginia was about 5’6 or so…with a fabulous figure…I’ll say 34B very perky breasts with a thin waist and an ass to die for…She kept her heels on and they showed off her legs to advantage…Her pussy was shaved and I guess I couldn’t stop staring at it…She walked over to where I was sitting confidently and kissed me gently as she leaned into my shoulders as a signal not to try and stand…She re-established eye contact and slid to her knees...She unbuckled my pants and smiled saying , “let’s see what we have here”…While I would be lying if I said my cock was anything but average…she seemed pleased enough and immediately took me in her mouth…Her skills were exceptional and I nearly lost my load in the first two minutes…and I had to stop her…
“Did I hurt you?” she asked.
“No, no Virginia…I just was on the brink of coming …and at my age I’m afraid I’m a single shot kind of guy…”I answered.
She smiled as she loosened my tie and said…”We’ll work on that”.
She kissed me passionately as our tongues introduced themselves and finished undressing me…”May I return the favor?” I asked.
I pushed her back into the same chair and she moved both legs over the arms to provide me full access to her pristine pussy …with a look of pure anticipation…
“Yes, please Daddy. “she replied.
I kissed her gently and started by paying some respect to her 32B’s as both nipples were hard and begging for attention…Virginia gasped when I took the right one in my mouth and played with it with my tongue. She wriggled with pleasure as I moved to the left, and she sighed “that’s it …thank you Daddy” Her eyes were closed now as she obviously focused in on her own pleasure…I slid down her perfect torso and flirted softly with her inner thighs…until I could sense her growing impatience…I ran my finger up and down her slit which was already soaked…then followed with my tongue…She moaned softly, “Yes…oh Yes Daddy….”…I continued licking and noticed her lips relaxing …and inserted two fingers which I curled to touch her G spot …and she twisted in the chair and moaned loudly …While I maintained contact with her vaginal lips…her pleasure was obviously building and I moved In to suck her clitoris…I could feel her pushing herself against my tongue and mouth before she gushed her juices into my mouth…She convulsed and tried to muffle a scream…the she lay there motionless for a few moments…After a while she got up and walked to the bathroom…and came back with a hand towel and started wiping my face…but I pushed her arm aside and grabbed her for another kiss…one where I could feel her full torso up against me…
I took her hand and led her over to the bed…..and we both moved some of our clothing that had been left there over to the chair. I told her I had condoms…She smiled at me and said “that won’t be necessary”…She made only one request…and made clear it was a request not a rule…She told me I was welcome to come in her mouth…or on her body…or in her ass…just not in her pussy…apparently in deference to her marriage and her husband…We made it thru several positions (I couldn’t believe my own stamina…though I twice had to focus like a laser on remembering the entire Red Sox roster in order to honor her one request). Virginia came at least twice…and finally climbed off me in cowgirl…and sucked me off to completion. It seemed like I came for a solid two minutes …but whatever it really was she swallowed it all with a smile. I started to talk but she reached over and put her finger over my lips to silence me as she snuggled in. I woke at around midnight and told her I had to go…I told her the room was paid for and she was welcome to stay…She smiled and said she had an early flight…
I guess we have connected at least a dozen times over the last three months…She likes to go on real dates…a nice dinner, the theatre….She brings a dress to wear usually though I have bought her several too. We really have become very close friends.. I took her to a hockey game one night and she really enjoyed that as well…and it was fun for me to see her dressed down as I had bought her a team jersey to wear to the game.
The sex just gets better and better. She enjoys anal and so do I. From what I gather he husband isn’t into it…the only problem is that while she has gotten me to where I can do multiple shots with her…She knows that once I am in her ass…I get so excited that when I am done there…I am done. I guess I’m hoping that her airline doesn’t change her route assignments and her husband ascent to a partnership takes several more years…
